Discover Affordable Lodgings in Litchfield, CT

Litchfield Modern Farmhouse
House
117 East Street, Litchfield, CT, CT 06759, USA

Litchfield Modern Farmhouse is located in Litchfield, just 10 miles from Abbey of Regina Laudis and 11 miles from Flanders Nature Center. This property offers access to a terrace and free private parking. Witch’s Dungeon Classic Movie Museum is 18 miles from the vacation home and Lake Compounce is 22 miles away. With free Wifi, this 2-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Litchfield, like hiking. Guests can swim in the outdoor swimming pool, relax in the garden, or go skiing or cycling. Mark Twain House is 29 miles from Litchfield Modern Farmhouse, while Elizabeth Park is 29 miles from the property. Bradley International Airport is 36 miles away.

Guest Reviews:

- "Enjoyed, very much" - "Perfect cozy & charming getaway spot!" - "The house was very clean except the bed sheets did have what looked like wine stains." - "Good stay for a big company if you like small town in Connecticut" - "Served as a stopping point on our trip and dinner at a restaurant in Bantam."

The 1782 Darling House on the Litchfield Green
House
Litchfield, Connecticut, USA

Built in 1782 the Abel Darling House is nestled in the Litchfield historic district within steps of the Litchfield Green, restaurants and boutique shops. The first floor offers a living room, den, dining room, country kitchen, cozy sitting room with a wood stove and one ensuite bedroom. On the second floor there are two ensuite bedrooms and three guest bedrooms that share a full bathroom. The back porch leads to the gardens and fire pit. There are six parking spaces in the front and rear.

Guest Reviews:

- "Three generations of our family wanted to stay all together for a holiday in Litchfield, and this beautiful historic home was the perfect place. We absolutely loved all the history and character of the Darling House, and it was very clean and comfortable for everyone from the grandmother to the youngest kids. The proximity to Litchfield center was super convenient, and the playground across the street came in handy more than one morning. Would definitely stay here again!"

Cozy Litchfield House with Fenced-In Yard and Fire Pit
House
Litchfield, CT, USA

11 miles from Flanders Nature Center in Litchfield, Cozy Litchfield House with Fenced-In Yard and Fire Pit offers accommodations with access to a spa center. Guests staying at this vacation home have access to a patio. Free Wifi is available throughout the property and Abbey of Regina Laudis is 10 miles away. The vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Witch’s Dungeon Classic Movie Museum is 19 miles from the vacation home, while Lake Compounce is 23 miles from the property. Bradley International Airport is 37 miles away.

Amenities:

Other • Sports/Activities • Accessibility • Security/Safety • Spa • Child Friendly • Parking • Pet Friendly • Internet

Cozy Litchfield House w/Fenced-In Yard & Fire Pit
House
Litchfield, Connecticut, USA

Relish in the luxuries of this 3-bedroom, 2-bath Litchfield vacation rental! 'Stone-Peca' is the quintessential New England house, boasting modern amenities, a fully equipped kitchen, outdoor entertainment space, and a fenced-in yard where your furry friend will love to run around. This home provides the perfect blend of privacy and convenience, with easy access to quaint shops and top-notch restaurants. Don't forget to ski at Mohawk Mountain or hike at Burr Pond State Park while you're here!

-- THE PROPERTY --

Dog Friendly w/ Fee | Walk to Town Center | Desk Workspace

Bedroom 1: Queen Bed | Bedroom 2 (Pink Room): Queen Bed | Bedroom 3 (Brown Room): Queen Bed | All-Season Porch: Twin Futon

OUTDOOR LIVING: 4-season sun porch, fenced-in backyard, deck, patio, outdoor dining area, umbrellas, gas grill, front porch, patio furniture, fire pit, 2 bicycles
INDOOR LIVING: 2 Cable TVs, DVD player, books, 6-person dining table, ceiling fans
KITCHEN: Fully equipped w/ stainless steel appliances, breakfast bar, drip coffee maker, KitchenAid mixer, tea kettle, toaster, food processor, Instant Pot, spices, dishware/flatware
GENERAL: Free WiFi, washer & dryer
FAQ: Ring doorbell security camera, dog fee (paid pre-trip), no A/C
ACCESSIBILITY: 2 steps required to enter, multi-level home, bedroom & bathroom on 1st floor
PARKING: Driveway (4 vehicles)

-- THE LOCATION --

VINEYARDS: Haight-Brown Vineyard (1.6 miles), Sunset Meadows Vineyards (3.9 miles), Miranda Vineyard (5.5 miles), Hawk Ridge Winery (8.6 miles), Connecticut Valley Winery (9.8 miles)
SKI: Mohawk Mountain Ski Area (12.0 miles), Ski Sundown (20.7 miles), Mount Southington Ski Area (23.3 miles), Thunder Ridge Ski Area (34.0 miles), Catamount Mountain Resort (38.3 miles), Butternut Ski Area & Tubing Center (38.3 miles), Otis Ridge (38.4 miles)
LOCAL DINING: Village Restaurant (0.4 miles), @ The Corner (0.5 miles), Bohemian Pizza and Tacos (1.2 miles), DaCapo of Litchfield (3.7 miles), Arethusa al Tavolo (3.7 miles), 5-Diamond Restaurant at Winvian Farm (4.1 miles), Venetian Restaurant (6.3 miles)
ATTRACTIONS: Goshen Fairgrounds (6.2 miles), Goshen Historic District (6.3 miles), Action Wildlife (6.8 miles), Torrington Country Club (7.9 miles), Railroad Museum-New England (9.6 miles), New England Carousel Museum (17.0 miles), Farmington River Tubing (20.6 miles), Brookfield Craft Center (26.4 miles)
GET OUTSIDE: Topsmead State Forest (2.9 miles), Mohawk State Forest (9.4 miles), Stillwater Pond State Park (9.8 miles), Burr Pond State Park (12.8 miles), State Park (14.1 miles), Lake Compounce (20.0 miles), Lime Rock Park (21.8 miles)
AIRPORT: Bradley International Airport (38.3 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly with $50 fee (+ fees & taxes, 2 pets max, dogs only)
- No events, parties, or large gatherings
- Please observe quiet hours after 12:00 AM
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This multi-level property requires 3 steps to enter. There is a bedroom and bathroom on the 1st floor
- The property does not offer A/C
- Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into any interior spaces

Guest Reviews:

- "My mother and three of her girlfriends stayed here for almost a week. It is a beautifully decorated, welcoming & sophisticated space. The decor, the location, Sharyn’s hospitality- went above and beyond expectation. If you are in litchfield , you will feel honored to stay at this magical home!" - "Our stay at Sharyn‘s property was perfect! It all begins with her kindness, responsiveness, and generous hospitality. The location was wonderful, a five minute walk to an adorable town that had everything you could ever want, including excellent restaurants. The house itself was warm and comfortable, the beds were sheer heaven, and the water pressure and hot water were amazing! I slept better than I have in years! Everything you want is at your fingertips and there is a lot of thought put into making your stay a comfortable one. The house was spotless, and everything was in excellent working order. We would love to come back, the Litchfield Hills are beautiful! Thank you, Sharyn!😊"

Historic Colonial Pool Walk to Town
House
308 South St, Litchfield, CT, CT 06759, USA

Featuring a seasonal outdoor swimming pool, Historic Colonial Pool Walk to Town provides accommodations in Litchfield. This property offers access to a terrace and free private parking. Witch’s Dungeon Classic Movie Museum is 19 miles from the vacation home and Lake Compounce is 23 miles away. With free Wifi, this 3-bedroom vacation home features a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Guests can take in the views of the sea from the patio, which also has outdoor furniture. For added privacy, the accommodation has a private entrance and soundproofing. Abbey of Regina Laudis is 9.1 miles from the vacation home, while Flanders Nature Center is 10 miles from the property. Bradley International Airport is 37 miles away.

Amenities:

Internet • Guest Services • Pool • View • Security/Safety • Ocean View • Oceanfront • Parking • Balcony/Terrace • Barbecue/Outdoor Cooking • Child Friendly • Other

Charming 1870 cape cottage in Litchfield
House
Litchfield, Connecticut, USA

A beautifully renovated cottage just minutes away from Bantam and Litchfield, this is the perfect getaway for a couple or family to visit Litchfield County. Shops and recreation are close by but you are in a peaceful and bucolic setting with views of the Litchfield Land Trust forest and minutes from White Memorial. The master bedroom has a modern ensuite bathroom. There is plenty of room for up to three kids in an open second floor space. Enjoy the outdoor bluestone terrace for sunsets and grilling. Pool access during the summer months.

Guest Reviews:

- "It was absolutely amazing. The photos don't do it justice. Location of the home, amenities in the home, views, etc. were well beyond expectations and my expectations were already high. Will definitely be returning." - "Jeff's property was perfect. We couldn't have asked for a better weekend in Litchfield." - "What a great house, convenient location, and owners couldn’t be better. Kitchen was well stocked with cookware and basics. Nice backyard and beautiful property overall. We will definitely keep this place in mind for future visits."

Litchfield Hills Hideaway
Apartment
Litchfield, Connecticut, USA

Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.

Located in the town of Litchfield, the Hideway offers a comfortable place from which you can explore all that Litchfield County has to offer. Here you will find great restaurants, vineyards, shopping, antiques and galleries, all in the beautiful town of Litchfield. The surrounding countryside offers the outdoor enthusiast access to local lakes, rivers, trails and ski areas. Steeped in Colonial history, Litchfield's historic attractions include the picturesque Village Green, First Congregational Church, Tapping Reeve Law School (first in the United States and attended by Aaron Burr and John C. Calhoun), and the home of Oliver Wolcott, signer of the Declaration of Independence. Located close to area private schools and event venues, this is the perfect place to stay when visiting town for weddings and school events.

Guest Reviews:

- "This was a lovely, quiet, well-appointed property---beautiful and private--thank you so much!" - "Great property. Clean, comfortable, welcoming and well set up with everything you might need. Very accessible to surrounding areas and sights while feeling like your in a little cottage in the woods. Don’t be put off that it’s behind a little plaza. You won’t really notice and being easily able to get a pizza or pastry is bonus that you otherwise wouldn’t have considered!"

The Doctor's 1781 House on the Litchfield Green
House
Litchfield, Connecticut, USA

Welcome to the Doctor’s 1781 House on the Green in the Litchfield Historic District, a registered lamdmark. We are thrilled to share with our guests this beautifully preserved 1781 house and gardens in Connecticut’s quintessential colonial village. Located among historic homes and buildings and across the Green from Litchfield's charming restaurants and shops, walk in the footsteps of Washington, Tallmadge, Rochambeau, Henry Ward Beecher and Harriet Beecher Stowe and other luminaries of America’s beginnings. Litchfield County offers several charming tourist features. Known for its scenic beauty and historic significance, Litchfield attracts visitors with its picturesque countryside, fall foliage, colonial architecture, and cultural attractions. You can explore the charming Litchfield Green, a historic village green surrounded by well-preserved 18th-century houses and churches. The town is also home to the Litchfield Historical Society, which showcases exhibits on local history and offers informative tours. Outdoor enthusiasts can enjoy the natural beauty of the area by hiking in (or getting married at!) the nearby White Memorial Conservation Center or exploring the rolling hills and serene lakes. Litchfield hosts various cultural events and festivals throughout the year - art, jazz, flowers, vintage cars - adding to its vibrant charm.

Guest Reviews:

- "We had a great stay. Historic and interesting house, so conveniently located in downtown Litchfield!" - "This was a wonderful place to stay for 4 nights while we were in town for my mother's funeral services. Having grown up in Litchfield I wanted something in the center of town so I could walk to restaurants and the coffee shop. It was clean, luxurious, and eccentric. Loved it!" - "What an incredible stay in Litchfield! Sisters weekend at our 70th camp reunion on Mount Tom Lake! This property is fantastic.. Wonderful, clean, gorgeous accommodations in an historic building with all of the modern amenities. WALK across street to village green/shops/restaurants! So comfortable and best sleep I've had in months! Host was amazing and responsive and we can't wait to go back! "

Charming, river front compound
House
Bantam, Connecticut, USA

Waterfront terraces, Large living room with propane fireplace and french doors to river. Large dining room, with fireplace, perfect for entertaining. New kitchen with mahogany countertops and island. Downstairs bathroom. Large master bedroom with walk in closet and river and garden views. New upstairs bath with tub/shower, subway tiles and vaulted ceiling. Private and quiet gardens, with gas grill and outdoor dining area. Large level lawn, perfect for play. Walk to restaurants, CT's oldest movie theater, stores, lake.

Guest Reviews:

- "If you're looking for a lush, quiet place to rest, this is it. Situated beside a beautiful river with bursting gardens, the patio is the perfect place to relax or entertain friends." - "Great owner very quick to respond. Highly recommend this property! We miss the sound of the flowing river; extremely tranquil and relaxing. 👍" - "We had a great stay in Bantam. The house is full of an eclectic mix of antiques and art work. The house is set far from the road and has a wonderful brook running behind it. The vibe is funky and charming. The owners were super responsive and nice. Bantam is a great base to explore the many beautiful towns in the area. The White Memorial Conservation Center is a few minutes away and has many shaded lovely trails. We walked our dogs there everyday."

Bantam Beauty - Surrounded By Nature!
House
Bantam, Connecticut, USA

Welcome to the Bantam Beauty, a peaceful getaway located in the beautiful Litchfield Hills. Only 2 hours from NYC & you'll be transported to fantastic hiking trails, lakes, skiing, wineries & local restaurants. We are minutes from the charming town of Litchfield, walking distance to Bantam Lake & a short walk to Arethusa Dairy, the best ice cream in the land. Our property is bordered on 3 sides by the White Memorial Nature Preserve so you are surrounded by the sounds of nature in every season.

Guest Reviews:

- "We had a family wedding near by and the house worked out perfect! There was enough room for everyone and the house was super clean and well stocked!" - "Clean house on a quiet street in a quiet town. Backs right up to a wildlife reserve and a short walk to a community trail system. We saw turkeys and deer on the property. Walking on the trails we also saw racoons, otters, turtles, frogs, and plenty of birds. A short drive in either direction brings to you to great food options. we ate at @t the corner and the food was fantastic. House is well stocked with everything you need to make meals and enjoy your stay. Ronni was very responsive to any questions."

Private home with stunning sunrise and sunset views.
House
Litchfield, Connecticut, USA

Renovated 1890’s Colonial with updated and fully appointed gourmet kitchen, three bedrooms and three bathrooms, formal dining room, living room and sitting area, dedicated office space, patio and an enclosed porch. The house is a short distance to the quaint and historical town of Litchfield which has award winning restaurants, shopping and the town’s Green where you can sit, relax and unwind. There are several options for hiking, walking, and cycling, skiing. There are several options to visit nearby wineries, breweries and the Litchfield Distillery. More detailed information on these locations are available when you check in to the house.

Guest Reviews:

- "This was a great stay in a lovely house. Very comfortable, as advertised, and close to markets, shops, and restaurants. Just what we were looking for!" - "Lovely house in great neighborhood--beautiful walk to downtown!" - "Beautiful views, great outdoorsy area! Great restaurants in Litchfield!" - "The house is located in a quiet neighborhood, The location is very convenient to everything in Litchfield. Check in was easy and we walked into a super clean house. The kitchen is well equipped. We found the house very comfortable, including the beds and linens. We will definitely come back."

County Seat Colonial
House
Litchfield, Connecticut, USA

Your home away from home: come relax and enjoy all Litchfield has to offer. The home is located in the heart of the Litchfield's Historic District. Fine dining, great shopping, yummy bakeries and historic sites are all steps away. Or just stay in where there is plenty of room to relax and cook fresh local food from the farmers market.
If you want to be within walking distance to Litchfield town Green this is the spot! The home adorns two bedrooms with cozy queen size beds. There is one full bath located on the second level and a powder room on the main living level. The stairway is fairly steep may not be appropriate for all quests. The fully equipped, recently renovated kitchen is perfect for those nights you may want to stay in. There is a TV located in the living room and a charming dining area located off the kitchen.
On the second floor there are two bedrooms and the main bathroom.

Guest Reviews:

- "This was just what we needed. Thank you for a beautiful home, adorable town and so much to do! Perfect weekend for my family!" - "The property was exactly as advertised, immaculately clean and well cared for, and comfortable. Liz was extremely responsive and a wonderful host. Highly recommend!" - "Lovely place! Everything was perfect and really enjoyed the well stocked kitchen." - "I really like to be able to walk to restaurants, bakeries, etc. when I travel and this property was perfect! I have stayed near Litchfield before and found great walking trails that I could drive to- but this was a treat for walking to get coffee and enjoy the historic homes and buildings."

Cozy in the hills of Cape Litchfield
House
Litchfield, Connecticut, USA

A classic 1930’s Cape Cod home located in the beautiful Litchfield Hills. Litchfield Green is a five minute drive where you can enjoy antiquing, dining, shopping, and relaxing in the picturesque town center. If hiking and outdoor activities are more your thing we are also minutes for White Memorial Foundation and Topsmead National Forest is right around the corner. Mohawk Mountain Ski Area is 12 miles away.

The space:
The Storybook Cape is comfortable, cozy and charming with the convenience of uptown Litchfield just 3 miles away. Perfectly located, close to all the action but far enough for privacy and quiet nights.

The home has a brand new fully equipped kitchen, remodeled bathroom, hardwood floors and fresh paint throughout. The main living space has a TV, WiFi and a cozy dinning space. Both bedrooms have multiple windows, AC window units, a comfortable amount of space and lovely natural light.

There is a washer/dryer to use if need be.

Great for any and all travelers...kids as well! Pets are allowed but MUST be crated when left alone. We will provide a crate if need be.

Guest access:
The entire home is private and available for guests to enjoy.

Interaction with guests:
Privacy and comfort always come first. However, should you have any questions or requests, please feel free to call or txt.

Guest Reviews:

- "We had a lovely stay. The house was immaculate and the host Liz was available and responded immediately to any Q’s we had. The grounds were beautiful and well maintained. A wonderful state forrest was just one mile away and our dog loved it! Would highly recommend." - "What a wonderful country property! Quaint New England cape with all the modern amenities. Close enough to town to enjoy the Litchfield Green." - "My guests and I felt totally at home with a porch for the evenings and an easy walk up to Topsmead Forest. Liz was a very responsive host."

Hilltop House
House
Litchfield, Connecticut, USA

Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open May 15th - Sept 15th

Master suite is located on the first floor along with an open living, dining and kitchen area. The second floor adorns 2 bedrooms with Queen beds, full bath, laundry area, work space and large bonus room. Smart TV's with basic cable and Netflix access in the Master bedroom, first floor living room and upstairs bonus room.

Guest Reviews:

- "We enjoyed our stay so much. This house is great - location is great - house is clean and spacious and a great floor plan!" - "The property is newly renovated with great taste and lovely appointments throughout. We had four adults in our party and everyone had plenty of space and privacy spread out over two large floors of the house. The kitchen is spectacular and includes everything you could possibly want to cook. The beds were comfy and included all the blankets and linens you'll need and lots of tv's. There is a beautiful pool and hot tub with privacy. Great location, easy to drive and often walk to anything you'll need. The Town of Litchfield is new England charm at its best! We can't wait to stay at this property again next year :) Five stars, highly recommend."

Spectacular Silo House on Litchfield Hills Estate
House
Litchfield, Connecticut, USA

Beautifully refinished Silo house on pristine Litchfield Hills estate! The house features antique furnishings and great artwork throughout!

Guests have access to the entire 170+ acre property which features a covered bridge, beautifully manicured landscape and breathtaking views. In the warmer months guests can enjoy swimming and kayaking in our private pond.

On the ground floor you will enjoy a fully-equipped kitchen, a large open living room, a separate seating area with tv, a half bathroom, pellet stove, and a large back patio with seating for four and propane grill.

The second floor boasts a king-sized bed in one bedroom and two twin beds in the other. The spacious full bath includes a large soaking tub.

High-end finishes throughout the house, beautiful hardwood floors, exposed beams and comfortable seating make this a truly unique space!

We would love to host your next event! Additional fees apply. Please enquire with the host.

Guest Reviews:

- "My family and I spent a lovely 4 days at this splendid and unique property which included an evening in the Silo House and three in the Saltbox across the road. Both houses were stunningly furnished and appointed with every conceivable amenity one could desire. As wonderful as they were, the 160 acres of bucolic countryside that they sit on are truly gorgeous. Getting away from work for a few days and immersing ourselves in the trails, scenery, gardens, and pond was truly rejuvenating. We certainly hope to return to these distinctive properties!"

Litchfield hilltop home with long view and sunsets
House
Litchfield, Connecticut, USA

Private house on historic Chestnut Hill, 1 mile from center of Litchfield. Located on 4.5 scenic acres with incredible westerly views and panoramic sunsets. Fantastic area amenities include walkability to a winery and a White Memorial nature trail. Charming uptown Litchfield is known for its shopping, highly-rated restaurants, and historic attractions.

https://visitlitchfieldct.com

This is a pleasant family home. Perfect for gathering with friends and family with many comforts for adults/children to relax and escape. Outdoor fire pit with long views. Books and toys can be provided for children. Excellent base to explore the foothills of the Berkshires. Private office is perfect for WFH.
Guest access
Driveway parking for up to 5 cars. No use of garage.
Please note, there is only one step up to the front door, but it is a tall step.

Guest Reviews:

- "Spectacular views, great house for our needs. Very gracious and accommodating host!!" - "The home was just as described. Property view was amazing and great for the kids to run around and get fresh air. Convenient location to where our events were. Sarah was amazing at communicating before and after our stay. Thank you so much - we will definitely stay again!" - "We enjoyed this spacious house for our family of 5 and our dog. Everyone (including the dog) loved the house and yard. It was comfortable and clean. If you can handle some older features of the house (as advertised), this place is a great value. My husband and I want to buy the same mattress in the master bedroom for our own house. Litchfield is beautiful. The street was a little busy, but the backyard was serene. We didn’t get a chance to visit the vineyard that was literally only a few properties up the road, but the owner was very nice and helpful over the phone. Stop and Shop and Walgreens were just a five-minute drive away. We enjoyed all the comforts of home while being close to a great skiing area and a quaint town. Thanks!"

Cozy barn apartment in country setting in charming Litchfield
Apartment
Litchfield, Connecticut, USA

You will feel right at home in this bright and cozy guesthouse barn apartment. Bucolic setting with small country kitchen, spacious bedrooms and cotton linens. Listen to records and watch the birds from the reading nook next to the fireplace, or explore the pond and babbling brook on 13 acres of country bliss! Conveniently located 5 minutes from the town of Litchfield, and 5 minutes from the highway. Walk 2 minutes up the road to one of the Litchfield Land Trust’s most beautiful hiking trails, or take the kayaks out on the pond. Enjoy your home away from home in beautiful Litchfield!

Amenities:

Pet Friendly • Fireplace/Heating • Other • Internet • Security/Safety • Balcony/Terrace • Child Friendly • Bedding/Linens • Sports/Activities • Entertainment • Kitchen • Laundry

Cozy remodeled cottage. Close to town, vineyards, restaurants, and farms.
House
Litchfield, Connecticut, USA

Light and airy, freshly remodeled cottage. Just two minutes from historical Litchfield which boasts shopping, restaurants and entertainment. Across the street is a working dairy farm where you can get fresh milk, maple syrup, and veggies. You can go up the street just a short distance and grab a bottle of wine at Sunset Vineyard and some chocolate at Thorncrest Farm. Arethusa Dairy is also close by where you can enjoy their famous ice cream and cheese. This is a foodies dream vacation.
You can cook in the new kitchen or grill on the deck while enjoying the sounds of nature.
There are many lakes and hiking trails nearby where you can kayak, or mountain bike.

Guest Reviews:

- "Due to a double booking on the part of VRBO, the host, Nancy was extremely apologetic and wonderful about finding us other accommodations. She could not have been nicer or more helpful in what was an unfortunate situation. She found us beautiful alternative accommodations and saved our family weekend. We did drive by the cottage which looks delightful, and she even offered to let us stay there the second night of our weekend for free. She also offered to let us visit the cottage for future visits. Thank you, Nancy for the very thoughtful way in which you handled this situation. We loved Litchfield and hope to return to stay at your cottage."

Historic Litchfield Hills Saltbox on Large Estate!
House
Litchfield, Connecticut, USA

On the ground floor you will enjoy a fully-equipped kitchen, a living room with game space, a cozy tv room, a full bathroom, working fireplaces, and a large back patio.

The second floor boasts a beautiful open floor plan, with a king-sized bed in one bedroom and two twin beds in the other. The lower level is equipped with a Triton gym machine, free weights and other workout equipment as well as a washer/dryer and a second full bath.

High-end finishes throughout the house, beautiful hardwood floors, exposed beams and comfortable seating make this a very special space!

Guests have full access to the entire 170+ acre property which features a covered bridge, beautifully manicured landscape and breathtaking views. In the warmer months guests can enjoy swimming and kayaking in our private pond.

Patio is equipped with dining table and seating for 4, umbrella, as well as a propane grill with all the tools you need to BBQ!

We would love to host your next event! Additional fees apply. Please enquire with the host.

Extra Services Available Upon Request:
Private Driver | Additional Housekeeping Services | Concierge Service for Activities

Guest Reviews:

- "The house and the property are so impressive. The saltbox is unique, beautifully appointed and sparkling clean. It is like stepping back in time with modern amenities. It was the perfect spot for our Thanksgiving holiday. We were even treated with the first snow of the season which added to the magical feel of the experience. The property is beautiful! We can't wait to go back and visit in the summer and swim in the pond!! Communication and check-in/out was great. Don't hesitate on this one!"

Tentrr Signature Site - Meadow Ridge Farm Woods
RV Rental
Litchfield, Connecticut, USA

Summary:
Meadow Ridge Farm is a 110-acre working dairy farm. But don't be misled, the site is very secluded, located over a quarter a mile away from anything. You will get to the campsite by driving down the gravel road and through corn fields.

The area has so much to offer, including award-winning restaurants, some of the most beautiful hiking trails, wineries, a distillery, and local farmers market. Three miles away the Litchfield town green offers shops, historical tours and restaurants.

White Memorial Foundation is a 4000-acre nature preserve 4 miles away with over 40 miles of trails and so much more!

Fresh raw milk, local eggs, and seasonal produce are available on site for purchase.

We provide fire wood for your site so you have one less thing to pack!

Staying with a large group? Check and see if our other site, Meadow Ridge Farm Meadow, is available too. There is a nice trail that runs between the two for your convenience.

The Space:
Secluded campsite in the woods on the oldest dairy farm in Litchfield. Perfect site for couples or small families.

Guest Access:
This is an exclusive Tentrr Signature campsite. Tentrr partners with land owners to offer unique accommodations in beautiful outdoor spaces. Our campsites are off-the-grid which means they generally do not have access to electricity, wifi, or modern plumbing. Instead, they offer the chance to relax, unplug, and fully experience nature!

Your Tentrr campsite includes a 10'x12' (120 square feet) safari-style canvas tent on a raised wooden platform. Inside the tent you'll find one queen bed with a memory foam mattress. The tent is big enough for the bed plus one or two extra sleeping bags on the floor. Aside from the canvas tent, campers can also use the extra 5-person pop-up dome tent that’s provided. You'll also have a 6-ft picnic table, outdoor fire pit, and 2 Tentrr Adirondack chairs.

Max Occupancy: This refers to the total number of campers allowed onsite with your reservation.

Toilets: Every campsite is equipped with a camp toilet (we call it the Tentrr Loo). This is a simple wooden box with a toilet seat and a bucket inside. To use, line the bucket with a CleanWaste Sani-Bag supplied at the camp prior to use. Afterwards, simply tie the bag up and place it in a trash bag. CleanWaste Sani-Bags use a NASA-developed gelling/deodorizing agent that helps prevent spills and keeps everyone safe and clean.

Showers: Every Signature campsite comes with a Coleman Sun Shower. The sun shower has a reservoir that holds up to 5 gallons of water, potentially enough for multiple showers. It's constructed of heat-locking material that warms the water when it's left in the sun, even on cool days.

What you should bring:
-S'mores supplies & any food you'd like to eat
-A cooler to keep your grub from spoiling
-Bedding and pillows

Other Things to Note:
*Do feel free to explore the property. If you would like a tour, we are just a call/text away.
*Feel free to celebrate at our sites, but leave items like balloons, ribbon and confetti at home, these items are detrimental to our local wildlife.
*Don't leave stinky trash in the bin. We have plenty of wildlife around, once they know where the trash is they will be back to visit future campers. Nobody wants that! Please also empty the bin upon your departure.

Interaction with Guests:
Upon check out, you should leave-no-trace of your stay and be sure your campsite is returned to its natural glory! While Tentrr does not charge a cleaning fee, we do expect campsites to be left how they were found. After you check out, take everything you brought in and be sure to leave your trash at the designated location.

If a Tentrr Host submits an incident report after your stay that details evidence of trash or damage to the campsite or the host's property, Tentrr reserves the right to charge a minimum cleaning fee of $50. Just make sure to follow the Camper Manual posted at your campsite and you'll be set!

Reservation Modifications/Cancellations: Please note the terms of the cancelation policy as they are outlined in your confirmation email. Your Tentrr Host is unable to change or cancel your reservation on your behalf, and they are unable to waive any cancellation fees (if applicable). If you have any questions regarding modifications to your booking, please reach out to Tentrr Customer Support.

Guest Reviews:

- "This was an awesome location and my family had an amazing time on the property. The campsite was well equipped and stocked w/ everything we needed to make our stay special and memorable. Peaceful location and easy access. Owners were very accommodating and we made memories that will last a lifetime. Sincerely appreciated this experience!" - "Great experience!"

Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield
Apartment
Litchfield, Connecticut, USA

Escape to the charm of Litchfield, Connecticut, and unwind in this beautifully designed guest suite, where modern luxury meets classic New England character. This private retreat, attached to an 1820 colonial home, offers a perfect blend of comfort, style, and convenience for your countryside escape. The space offers a King Size Tuft & Needle mattress, a DeVol Bespoke Kitchen with Smeg Appliances and a TV.

The loft is not accessible to guests.

Amenities:

Child Friendly • Pet Friendly • Air Conditioner • Fireplace/Heating • Laundry • Bedding/Linens • Security/Safety • Internet • Other

Historic Colonial.Close to Village Green
House
Litchfield, Connecticut, USA

Feels like home! This classic 1860's colonial is the perfect place to unwind and enjoy all Litchield has to offer. The home adorns 3 bedrooms, 2.5 bathrooms, chefs kitchen, cozy lounge areas and a large dinning room to enjoy friends and family. Located in walking distance to Litchfield's town center where you can stroll through unique shops, savor fine dinning as well as visit historic sites

Guest Reviews:

- "We had a nice stay in Litchfield while attending family reunion activities. The house we rented was beautiful and very spacious with everything you’d ever need. We were there when heat advisories were going on, so, extremely warm in the house. There is one AC unit in just one of the bedrooms so we moved fans around to move the air. The swimming pool was a wonderful bonus during our time there! Thanks for sharing your home with us!" - "The home was comfortable and in a good location. The property manager was very responsive to our requests. We enjoyed our visit tremendously."

Tentrr Signature Site - Meadow Ridge Farm Meadow
RV Rental
Litchfield, Connecticut, USA

Summary:
Meadow Ridge Farm is a 110-acre working dairy farm. But don't be misled, the campsite is very secluded, located over a quarter a mile away from anything. You will get to the campsite by driving down the gravel road past corn fields, pastures and cows, too.

The area has so much to offer, including award-winning restaurants, some of the most beautiful hiking trails, wineries, a distillery, and local farmers market. Three miles away the town green offers shops, historical tours and restaurants.

White Memorial Foundation is a 4000-acre nature preserve 4 miles away with over 40 miles of trails and so much more!

Fresh raw milk, local eggs, farm raised beef and maple syrup are available on site for purchase.

We provide ample fire wood for your campsite so you have one less thing to pack! Additional wood can be purchased on site.

Staying with a large group? Check and see if our other campsite, Meadow Ridge Farm Woods, is available too. Although they are both secluded from each other, there is a nice trail that runs between the two for your convenience.

The Space:
Secluded campsite on the oldest dairy farm in Litchfield. Great for groups!

Guest Access:
This is an exclusive Tentrr Signature campsite. Tentrr partners with land owners to offer unique accommodations in beautiful outdoor spaces. Our campsites are off-the-grid which means they generally do not have access to electricity, wifi, or modern plumbing. Instead, they offer the chance to relax, unplug, and fully experience nature!

Your Tentrr campsite includes a 10'x12' (120 square feet) safari-style canvas tent on a raised wooden platform. Inside the tent you'll find one queen bed with a memory foam mattress. The tent is big enough for the bed plus one or two extra sleeping bags on the floor. Aside from the canvas tent, campers can also use the extra 5-person pop-up dome tent that’s provided. You'll also have a 6-ft picnic table, outdoor fire pit, and 2 Tentrr Adirondack chairs.

Max Occupancy: This refers to the total number of campers allowed onsite with your reservation.

Toilets: Every campsite is equipped with a camp toilet (we call it the Tentrr Loo). This is a simple wooden box with a toilet seat and a bucket inside. To use, line the bucket with a CleanWaste Sani-Bag supplied at the camp prior to use. Afterwards, simply tie the bag up and place it in a trash bag. CleanWaste Sani-Bags use a NASA-developed gelling/deodorizing agent that helps prevent spills and keeps everyone safe and clean.

Showers: Every Signature campsite comes with a Coleman Sun Shower. The sun shower has a reservoir that holds up to 5 gallons of water, potentially enough for multiple showers. It's constructed of heat-locking material that warms the water when it's left in the sun, even on cool days.

What you should bring:
-S'mores supplies & any food you'd like to eat
-A cooler to keep your grub from spoiling
-Bedding and pillows

Other Things to Note:
*Do feel free to explore the property. If you would like a tour, we are just a call/text away.
*Feel free to celebrate at our sites, but leave items like balloons, ribbon and confetti at home, these items are detrimental to our local wildlife.
*Don't leave stinky trash in the bin. We have plenty of wildlife around, once they know where the trash is they will be back to visit future campers. Nobody wants that! Please also empty the bin upon your departure.

Interaction with Guests:
Upon check out, you should leave-no-trace of your stay and be sure your campsite is returned to its natural glory! While Tentrr does not charge a cleaning fee, we do expect campsites to be left how they were found. After you check out, take everything you brought in and be sure to leave your trash at the designated location.

If a Tentrr Host submits an incident report after your stay that details evidence of trash or damage to the campsite or the host's property, Tentrr reserves the right to charge a minimum cleaning fee of $50. Just make sure to follow the Camper Manual posted at your campsite and you'll be set!

Reservation Modifications/Cancellations: Please note the terms of the cancelation policy as they are outlined in your confirmation email. Your Tentrr Host is unable to change or cancel your reservation on your behalf, and they are unable to waive any cancellation fees (if applicable). If you have any questions regarding modifications to your booking, please reach out to Tentrr Customer Support.

Amenities:

Pet Friendly • Child Friendly

Quaint & Historic 1760 Home Nestled In Nature, 10min to downtown Litchfield CT.
House
Litchfield, Connecticut, USA

Located in a charming pocket of Litchfield, enjoy what this historic 1760, 2-bedroom home has to offer. With 1 king bed and 1 queen bed, guests can relax in the pleasant and calm spaces, all recently refinished. The property features 2 new bathrooms for added convenience along with a new back patio to take in the sun and sounds of nature. Our place is equipped for both long or short stays to make your holiday one to remember.

The immediate area offers biking, hiking, skiing, swimming, history, antiquing, theater, arts, dining, spas, vineyards, farm stands and more, all within minutes of the home. Plus speedy access to grocery stores, bread companies, pharmacies, just a quick 8-10 minute drive away.

** Special note to groups with young children or someone older. The homes 2nd bedroom is up a steep set of stairs. Please consider this and use your judgment before booking.

Amenities:

Internet • Wellness Facilities • Laundry • Parking • Kitchen • Other • Balcony/Terrace • Fireplace/Heating • Tv • Security/Safety • Bedding/Linens • Air Conditioner

Charming 2-bedroom apartment in the center of historic Litchfield
Apartment
Litchfield, Connecticut, USA

Unique two bedroom, second-story apartment in gorgeous Litchfield town center. Enjoy an easy stroll from your apartment to restaurants, bakeries, boutiques, antiques and cafes. The home, originally built in 1800 as a coal barn, is set away from the road and nestled on just under 2 acres of sprawling lawn and gardens. In summer, enjoy fresh herbs and vegetables from our garden. In winter, snow shoeing and skiing are near-by. In spring, our flowers are in full bloom and, of course, our Fall foliage is magnificent and a must-see We think our place will help you experience everything Litchfield has to offer.

Amenities:

Tv • Kitchen • Fireplace/Heating • Laundry • Air Conditioner • Parking • Child Friendly

Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
House
Litchfield, Connecticut, USA

Enjoy a peaceful stay at this 4-bedroom house in Litchfield. The bedrooms feature 3 queen beds and 1 twin bed, perfect for a group getaway. With 2 bathrooms equipped with showers and hair dryers, and one half bath, guests will have everything they need for a terrific stay. We think our place will help you experience everything Litchfield has to offer. Bring your family or friends to enjoy an amazing stay at this centrally-located home that has been fully remodeled and has lots of space for your comfort. In the center of Bantam, CT. Many places within walking distances, such as, Arethusa ice cream, cafe, and restaurant. Also only 10-20 minutes from many of the best private schools around and 5 minutes away from Bantam Lake and Center of Litchfield. Close to many popular restaurants in the area. Right off route 202.

Amenities:

Internet • Child Friendly • Air Conditioner • Security/Safety • Bedding/Linens • Laundry • Wellness Facilities • Fireplace/Heating

Bring the family, work from home in this Historic 5 Bdrm house in Litchfield
House
Litchfield, Connecticut, USA

Welcome to the Tavern! This grand c.1781 home features 7 fireplaces, 5 bedrooms, an office, 2 sitting rooms, dining room, a tavern room complete with pool table, and beautiful sunny patio/garden area with ample seating. There is a fenced yard for furry family members upon approval. The Tavern is convenient to everything, offers loads of rooms for gatherings as well as quiet spaces to escape. Enjoy the walking trails through White Memorial conservation area, or the scenic bicycle routes through this beautiful rural gem in CT. Community park features running track, baseball fields and playgrounds.

Amenities:

Security/Safety • Air Conditioner • Internet • Tv

Country Suite
House
Litchfield

Situated above a charming residential barn this cozy two room suite offers comfort and privacy for those traveling through bucolic Litchfield CT
This airy loft boasts WiFi cable TV a hi-tech key free security lock automatic outside lighting
A large bedroom overlooks the front of the property in this quiet wooded neighborhood large enough to have a king size bed large bathroom work space and kitchenette Keurig and coffee incl. The front room faces a sweeping lawn on this well kept property

Other things to note
15 Minutes to Mohawk Mountain Ski Area

Amenities:

Hair dryer • Hot water • Extra pillows and blankets • Iron • Bed linens • HDTV • Hangers • Shampoo • Essentials • Central air conditioning

Historic Apartment in Litchfield
Apartment
Litchfield

Unique 2 bedroom, second-story apartment in gorgeous Litchfield town center. Enjoy an easy stroll from your apartment to restaurants, bakeries, boutiques, antiques and cafes. The home, originally built in 1800, is set in from the road and nestled on just under 2 acres of sprawling lawn and gardens. In summer, enjoy fresh herbs and vegetables from our garden. In winter, snow shoeing and skiing are near-by. In spring, our flowers are in full bloom and, of course, our fall foliage is magnificent.

The space
To access the apartment, enter through the home’s original robust Dutch door. Climb the unique stairwell which divides half way up. Continue up 5 steps to the left for the 2 large, inviting bedrooms or continue up 4 steps to the right to find the fully equipped kitchen, cozy sitting area with Smart TV, quaint dining space, and full bath.

Free parking is available off the driveway for one car. A second spot can be arranged.

Nearby attractions include the Litchfield Town Green, Litchfield Historical Society, Tapping Reeve House and Law School, Oliver Wolcott Library, and White Memorial Conservation Center. Come and be our guest in the charming town of Litchfield!

Guest access
You will have access to the entire apartment, a shared porch, yard and gardens. Access to a washer and dryer on the first floor can be arranged if desired.

Other things to note
This property is not handicap accessible.

Amenities:

Hair dryer • Paid dryer – In building • Hot water • Cleaning products • Hangers • Clothing storage • Bed linens • Room-darkening shades • Paid washer – In building • Bathtub

Perfect, peaceful retreat
Apartment
Litchfield

Next to White Memorial Conservation, with miles of walking, hiking, biking literally at your footstep.

The space
Walk to the town or the beautiful, scenic boardwalk

Guest access
Guests have access to apartment, back patio and yard.

Other things to note
Prior approval for extra guest request required by host

Amenities:

Cleaning products • Hair dryer • Hot water • Washer • Conditioner • Dryer • Hangers • Body soap • Shampoo • Essentials

Historical house in Litchfield .
House
Litchfield

Relax with the whole family at this peaceful place to stay. This is a
Three bedroom historical house in Litchfield CT. It is 100 yards from the center of Litchfield CT. There are 4
Churches and numerous resturaunts. We are 15 min from Mohawk mtn and 30 min the ski sundown in Nee Hartford. We are in the historical district of Litchfield. We are 25 min to white memorial park. Ten min walk to the white memorial boardwalk around bantam lake . Lots of historical sites and beautiful views.

Amenities:

Piano • Carbon monoxide alarm • Smoke alarm • Wifi • Fire extinguisher • Air conditioning • Washer • Indoor fireplace • TV • First aid kit

Luxury Suite in Litchfield, Connecticut
House
Litchfield

Forget your worries in this spacious and serene space.

The space
Quiet country road, five minute drive to center of Litchfield

Guest access
Bedroom ,bathroom and patio

During your stay
Hosts live on the property so we are available. Your privacy will be respected.

Other things to note
Full home backup generator

Amenities:

Hangers • Shower gel • Hair dryer • Mountain view • Valley view • Essentials • Body soap • Shampoo • Hot water • Garden view

Artist's Garden Apartment
House
Litchfield

Private second floor apartment with entrance. Detached from the host's main house. Overlooks perennial herb and flower gardens located in the backyard.

Walking distance to White Memorial Nature Preserve and the historic Litchfield Center. Walk or bike from the backyard to shopping, restaurants, art galleries, bakeries, or to a 3000 acre nature preserve and take in the Flora and Fauna. Quiet residential neighborhood that is close to so many amenities and activities.

The space
Simple, Clean and Cozy with an artistic feel.

Guest access
Private entrance to Apartment. Guests are more than welcome to lounge in the garden.

Amenities:

Hair dryer • Variable conditioner • Shampoo • Hangers • Garden view • Cleaning products • Essentials • Shower gel • Natural soaps body soap • Hot water

The Village Apt
Apartment
Litchfield

Bright apartment overlooking the historic Litchfield Green. Housed above the popular Village Restaurant in the center of town. Walking distances to fine restaurants, shopping, antique shops and jewelry stores. Close proximity to local vineyards, hiking trails, the famous White Flower Farm.

The space
1 bedroom apt above the The Village Restaurant, a local favorite. Close to excellent shopping, hiking trails, vineyards, antique shops, restaurants

Guest access
The entire apartment

Amenities:

Bed linens • Hangers • Essentials • Park view • Iron • Hair dryer • Extra pillows and blankets • TV with standard cable • Hot water • Shampoo

Litchfield Hills Hideaway
Apartment
Litchfield

Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.

The space
Located in the town of Litchfield, the Hideway offers a comfortable place from which you can explore all that Litchfield County has to offer. Here you will find great restaurants, vineyards, shopping, antiques and galleries, all in the beautiful town of Litchfield. The surrounding countryside offers the outdoor enthusiast access to local lakes, rivers, trails and ski areas. Steeped in Colonial history, Litchfield's historic attractions include the picturesque Village Green, First Congregational Church, Tapping Reeve Law School (first in the United States and attended by Aaron Burr and John C. Calhoun), and the home of Oliver Wolcott, signer of the Declaration of Independence. Located close to area private schools and event venues, this is the perfect place to stay when visiting town for weddings and school events.

Amenities:

Hangers • TV • Hair dryer • Air conditioning • Essentials • Bed linens • Iron • Shampoo • Hot water • Heating

Peaceful Barn Retreat
Apartment
Litchfield

Newly Remodeled! *Upstairs* barn apartment stay 1 mile from Litchfield center. Situated halfway between South Farms and the center, across from the famed Arethusa Farm. You’ll be close enough to shops, restaurants, wineries and venues but in a tranquil setting all your own.

The space
The apartment is an upstairs unit that’s large and private. Guests have access to a table and chairs on the pea gravel patio just outside the door. Note we do not use the table/chairs - that’s yours to use! We have it as *shared* as we occasionally use the walkway to access the studio. We primarily enter through the barn doors.

Guest access
The whole upstairs apartment, patio area downstairs and surrounding grass on the pea gravel side of the barn as well as the back fields.

Other things to note
The fields are partially fenced so if your dog is okay off leash, enjoy! NOTE: the neighbors on the other side of the field have free roam chickens. If your dog might be a threat to them, please be mindful of that. Also note there is a lot of wildlife that comes through there including bears, fox, and bobcats.

We recommend travel insurance - especially if traveling from far distances. We have a firm cancellation policy and want to be fair to all parties.

Amenities:

Cleaning products • Hair dryer • Public Goods shampoo • Free dryer – In unit • Washer • Essentials • Public Goods conditioner • Public Goods body soap • Shower gel • Hot water

Hemlock Hill Suite
House
Litchfield

Escape to the charm of Litchfield, Connecticut, and unwind in this beautifully designed guest suite, where modern luxury meets classic New England character. This private retreat, attached to an 1820 colonial home, offers a perfect blend of comfort, style, and convenience for your countryside escape. The space offers a King Size Tuft & Needle mattress, a DeVol Bespoke Kitchen with Smeg Appliances and a TV.

The loft is not accessible to guests.

Amenities:

Clothing storage: closet • Bathtub • Conditioner • Bed linens • Shampoo • Washer • Hangers • Dryer – In unit • Hot water • Body soap

The Litchfield Nook - Cozy Uptown Apartment
Apartment
Litchfield

Welcome to a cozy and peaceful nook in the hills! This well appointed apartment provides a home away from home feel. The unit is located on the first floor of a multi unit family house and sleeps 4 comfortably. You will be within walking distance to the iconic Litchfield Green and White Memorial Foundation. Everything that there is to see and do in Litchfield is within a short driving distance.

Enjoy the beauty of Litchfield and come join us as our guest!

The space
Please note before booking, this is an airbnb apartment in a multi family house. The airbnb is located on the first floor of the house and long term tenants live on the second floor apartment. You may occasionally hear the sound of footsteps which is very common in an apartment complex.

Guest access
The guest have their own private deck and 1 parking spot in the driveway.

Other things to note
The apartment has a separate entrance on the first floor once you enter the main front door

The Overlook...HOST & Co.
Apartment
Litchfield

Enjoy The View!
Be surrounded in the beauty of Litchfield's Historic District. Antique shops, cafés, restaurants, and unique gift shops all just steps away. Regardless of which adventure the day brings, The Overlook will leave you refreshed and ready for the next!

The space
This bright and sunny top-floor apartment has been totally refurbished with all of the modern amenities you need, while still maintaining its original character and charm.
The perfect romantic couples getaway, an artist’s or a writer’s retreat, or a friend's weekend.

Other things to note
Please expect road noise, etc... located in the heart of town.
MUST CLIMB STAIRS (3rd floor apartment)
Free street parking
Additional free parking located behind building

Amenities:

Essentials • Shampoo • Bed linens • Extra pillows and blankets • Body soap • Hair dryer • Hot water • Bathtub • Cleaning products • Hangers

Country Garden Apartment
Bed & Breakfast
Litchfield

A charming residential barn this cozy two room apartment offers comfort and privacy for those traveling through bucolic Litchfield CT
The apartment boasts great WiFi & TV a hi-tech key free security lock with automatic outside lighting.
The bedroom overlooks the side of the property in this quiet wooded neighborhood large enough to have a king size bed with TV. A large bathroom with shower and a washer and dryer, full kitchen Keurig coffee maker.

Other things to note
Pullout couch for additional 3rd guest

Amenities:

Shampoo • Washer • Shower gel • Free dryer – In unit • Cleaning products • Hot water • Body soap • Essentials • Hair dryer • Conditioner

Heart of Litchfield Apartment - Steps From Town
House
Litchfield

Conveniently located just steps from downtown Litchfield in the George Bolles home built in 1830. This one bedroom apartment is located in the front section of a two family home located in the heart of the historic district in one of Litchfield's most sought after neighborhoods. 1,000 square feet of living space just a stone’s throw off the Green the house is a very short walk to dining, shopping, and the White Memorial Nature Preserve.

The space
You will be staying in the spacious front apartment of this two family home, with private entrance, private kitchen, bedroom, and bath as well as sole use of the front porch. Wednesday nights in the summertime offer free concerts on the green as well as six different restaurants within walking distance. On the corner is a coffee/gelato shop as well as a small bakery.

Guest access
The entire one bedroom apartment is yours as well as the front porch with seating. There is an additional twin day bed in the living room. Parking is located behind the house.

Storybook Cape...HOST & Co.
House
Litchfield

Step back in time in this classic 1930s Cape Cod home, nestled in the serene beauty of the Litchfield Hills. Just a five-minute drive from the charming Litchfield Green, you’ll find antique shops, cozy cafés, unique boutiques, and a picturesque town center perfect for unwinding. Outdoor lovers will appreciate the proximity to the trails and wildlife of White Memorial Foundation, the peaceful beauty of Topsmead State Forest, and winter adventures at Mohawk Mt. Ski Area.

The space
The Storybook Cape is cozy and charming with the convenience of uptown Litchfield just 3 miles away. Perfectly located, close to all the action but far enough for privacy and quiet nights.

The home has a brand new fully equipped kitchen, remodeled bathroom, hardwood floors and fresh paint throughout. The main living space has a TV, WiFi and a cozy dinning area. Both bedrooms have multiple windows, AC window units, a comfortable amount of space and lovely natural light.

There is a washer/dryer to use if need be.

Great for any and all travelers...kids as well! Pets are allowed with additional security deposit and pre-approval.

Guest access
The entire home is private and available for guests to enjoy.

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
House
Litchfield

Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit.

3 Min - Litchfield Town
4 Min - Arethusa Dairy farm
5 Min - White Memorial Conservation Center
16 Min - Mohawk Mountain Ski Area

The space
KEY FEATURES:


- 2 comfy bedrooms; 1 queen & 1 twin

- 1 bathroom + Bathroom Essentials

- Fully-equipped kitchen with modern appliances

- Spacious, modern living room with smart TV

- Sunny deck + outdoor lounge spaces

- Heated hot tub + Patio furniture

- Kid-friendly place; Pack ’n Play 

- Washer + dryer
- We are pet-friendly!

BEDROOMS

This home has two bedrooms that can accommodate up to 4 guests comfortably. The rooms are on the second floor, providing independence from the living space. The expertly designed bedrooms feature sober minimalist colors, plentiful windows, high-end linens, and locally inspired artwork. Each bedroom is designed to reflect the natural beauty and give guests a comfortable place to unwind. Our bedrooms are designed to be perfect for kids or adults, with exceptionally comfortable beds and plenty of space. Main bedroom has 54-inch tv. Second room has a comfortable working station.


KITCHEN & DINING
The modern kitchen is big enough for multiple guests to move in and out, and is complete with cooking essentials, including a drip and French press coffee makers. With a nice kitchen nook for sipping a glass of wine while your partner cooks, the dining room is right across from the kitchen. The fun design of this space really brings the classic New England atmosphere.

LIVING AREA
The main living room is equipped with a 42-inch smart TV and a big, comfy couch. Tons of space and even more seating here creates the perfect hang out spot for your entire group!

OUTSIDE SPACE
This home offers multiple ways to enjoy the outdoors. There is a deck with a dinning table and a BBQ. The big backyard is dotted with trees and is perfect for running and playing, and most importantly you can enjoying a dip in the heated hot tub which is open all year-round.

Amenities:

Cleaning products • Free washer – In unit • Conditioner • Bathtub • Shower gel • Hot water • Shampoo • Courtyard view • Hair dryer • Body soap

Lovely Ranch in the Center of Litchfield
House
Litchfield

Hidden gem steps away from the historic Litchfield Green, located on a quiet private road in the center of town.
Cozy ranch house sleeps 6. WiFi and cable, central air, garage parking, and newly renovated and updated for a comfortable and relaxing stay. Step down from kitchen into spacious sunroom and deck
Walk past historic homes to restaurants and retail that accommodates any budget or taste.
Drive to local hiking areas, and attractions in Litchfield County. Please no pets and no smoking.

The space
Brand new kitchen and main bathroom. Three bedrooms: one king, one queen, and one twin. Half bath off kitchen, washer and dryer. Sunroom with new deck. Ample one car garage.

Guest access
Single floor living space available to guests; walk in shower in main bathroom for convenience.

Amenities:

Essentials • Conditioner • Washer • Cleaning products • Hair dryer • Body soap • Dryer • Shower gel • Shampoo • Hot water

Cozy remodeled Cottage
Bed & Breakfast
Litchfield

New and completely remodeled cottage. Tucked away near dairy farms, stables
and vineyards. Minutes from town. Surrounded by peaceful woods and ponds.

The space
The house has been fully remodeled and everything g is brand new!

Guest access
The house is yours!

Other things to note
There is a backyard deck, which is completely surrounded by woods. There is a gas grill and a dining area with an umbrella.

Amenities:

Shampoo • Hot water • Free washer – In unit • Free dryer – In unit • Conditioner • Bathtub • Shower gel • Cleaning products • Essentials • Body soap

County Seat Colonial/Walk to Town-HOST&Co
House
Litchfield

Welcome to your home away from home. Nestled in the charming Historic District of Litchfield, this inviting getaway puts you just steps from fine dining, boutique shopping, delightful bakeries, and iconic landmarks. Whether you’re exploring the town or staying in, you’ll find everything you need—from spacious, comfortable living areas to a fully equipped kitchen perfect for preparing fresh, local fare from the nearby farmers market.

The space
If you want to be within walking distance to Litchfield town Green this is the spot! The home adorns two bedrooms with cozy queen size beds. There is one full bath located on the second level and a powder room on the main living level. The stairway is fairly steep so it may not be appropriate for all quests. The fully equipped, recently renovated kitchen is perfect for those nights you may want to stay in. There is a TV located in the living room and a charming dining area located off the kitchen.

Guest access
The entire home is private and available for guests to enjoy.

Other things to note
There is no parking on the road, there are two parking spaces in the driveway available for guests to use.
Being that the home is located so close to town be sure to expect road noise.
Stairway is steep may not be appropriate for all guests.
Smoking is prohibited on the property, doing so will cost you your ENTIRE security deposit.

Amenities:

Body soap • Shampoo • Bathtub • Cleaning products • Essentials • Hair dryer • Hangers • Bed linens • Conditioner • Hot water

Country Escape - HOST & Co.
House
Litchfield

Enjoy a stylish experience at this centrally-located home. The Country Escape serves as a stylish haven of relaxation in the scenic Litchfield Hills, with all the comforts and conveniences of urban luxury. The home is located within walking distance to Litchfield's town center. Fine dining, shopping, wineries, hiking/outdoor activities and historic sites are all just moments away. Truly the ideal place to take it all in.

Amenities:

Bed linens • Washer • Dryer • Clothing storage • Conditioner • Bathtub • Hot water • Shampoo • Hair dryer • TV

The Cottage @ 228 Maple
Bed & Breakfast
Litchfield

This charming, fully equipped 2-story home is privately set at the edge of the woods. Five minute drive to the historic Litchfield Center, this gem is central to everything, making it easy to plan your visit. History walks, museums, restaurants, boutiques, antiques, wineries, distilleries, & farmers markets. Yearlong recreational activities -hiking, biking, birding, boating, skiing nearby at Bantam Lake, White Memorial, Mohawk Ski Area, Topsmead State Forest, Land Trust & Audubon Preserves.

The space
The Cottage @ 228 Maple is a 1,200 square foot, two-story 3 three-bedroom, 2 bath house. Open concept design with a step-down to the living room. First floor Master bedroom (queen bed), 1 full bathroom, 2 bedrooms upstairs (1 full and 1 twin bed), and vintage bathroom with soaking tub (no shower).
Deck off the living room for outdoor sitting or dining.

Guest access
The guests are welcome to enjoy the gardens.

Amenities:

Hot water • Bathtub • Body soap • Bed linens • Washer • Hangers • Free dryer – In unit • Extra pillows and blankets • Cleaning products • Hair dryer

Charming, historic 3 bedroom farmhouse
House
Litchfield

Located 3 miles from the center of historic Litchfield, CT and Bantam Lake, this charming farmhouse is the centerpiece of a working farm. Visit the horses, chickens and other animals. And in the evening, enjoy the rocking chairs on the porch. The farmhouse has a spacious, equipped kitchen with a table for 10. The 3 bedrooms include a queen, full size and two twins beds. The bathroom includes a stand up shower. Dishwasher, washer and dryer is included.

Other things to note
We allow pets!

Center of Litchfield House - Walk to Town!
House
Litchfield

Stay in one of Litchfield's historic properties in one of its most desirable neighborhoods! Located a short walk from town and White Memorial nature preserve as well as a short drive from the village of Bantam. You will have the main section of this two family home to yourself with a separate entrance and exclusive use of the rear yard. There are enough historic touches left in place to make this a memorable stay!

The space
A cozy spot to enjoy all Litchfield has to offer, walk to town for meals ranging from fancy to the everyday, shopping or sightseeing! Living spaces are downstairs including a separate dining room, kitchen, pantry, living room and full bathroom with stand up shower. Three bedrooms are on the second floor including another full bath with a clawfoot soaking tub. Outdoor space includes the sunny back yard with table for outdoor dining.

Bedrooms two and three are attached, you must enter bedroom two with the single bed to access bedroom three with the queen bed.

Guest access
You will have private access to three bedrooms, two bathrooms, living room, dining room, kitchen, pantry area and backyard. There is private parking behind the house. With Litchfield’s center filled with shops and restaurants a short walk away, you can access all the town has to offer once you arrive!

Other things to note
Since this is a historic home, the stair case is a bit steeper than those of today and can cause issues with those that have mobility issues.

Adorable, fully renovated house in Litchfield, CT!
House
Litchfield

Enjoy the Litchfield Hills in this fully updated 3-bedroom, 1.5 bath home located exactly 1 mile from the Litchfield Town Green. A screened in porch off the Living Room overlooks the open backyard next to a deck with outdoor grill. Enjoy the adirondack chairs in transitional seasons. Perfect for a family as the house has a full nursery space. In addition to all that Litchfield has to offer, the house is a short drive to Bantam and Washington, Mohawk Mountain and lakes in the area.

Amenities:

Clothing storage • Sound system • Shower gel • Conditioner • Dryer • TV • Hangers • Washer • Shampoo • Bed linens

Litchfield Modern Farmhouse
House
Litchfield

This newly renovated farmhouse is complete with a gorgeous kitchen, new bathrooms and spacious bedrooms. A perfect spacious and serene space.

Enjoy the pool and wrap around porch during the warmer months or drive through the scenic towns to see the gorgeous fall foliage, experience fall festivals, apple picking, or to catch a glimpse of some of the spots that inspired Gilmore Girls there is plenty to do and see!

In the winter months come home after a day of skiing to this cozy space.

Amenities:

Conditioner • Body soap • Cleaning products • Hangers • Shampoo • Free dryer – In unit • Hair dryer • Washer • Hot water • Essentials

Village Charm
House
Litchfield

A sweet vintage house positioned perfectly in the heart of historical Litchfield. Layered over three floors and sitting on two acres with a stone patio, this three bedroomed home has charm. Church bells are heard from the square with a delightful park adjacent to the front door leading to the village. White memorial boardwalk and the village green is just a walk down the road.

The space
Decorated with layers of family's acquisitions along with gatherings from my travels makes this house individual and personal.

Guest access
The entire house and garden are for your enjoyment.

Other things to note
The house is nestled in the heart of the village with neighbors on either side. It is required to respect the neighborhood so please refrain from any excessive noise or music.

We trust you will enjoy our space as it is a private home to both my daughter and i.

Amenities:

Hair dryer • Shower gel • Conditioner • Body soap • Hot water • Bathtub • Washer • Shampoo • Dryer • Cleaning products

The Doctor’s 1781 House on the Litchfield Green
House
Litchfield

Welcome to the Doctor’s 1781 House on the Green in the Litchfield Historic District, a Registered Landmark. We are thrilled to share with our guests this beautifully preserved 1781 house and lush gardens in Connecticut’s quintessential colonial village. Located among historic homes and buildings and across the Green from Litchfield's charming restaurants and shops, walk in the footsteps of Washington, Tallmadge, Rochambeau, Harriet Beecher Stowe and other luminaries of America’s founding…

The space
The entire house is yours !

The house is approximately 1600 square feet with four bedrooms and 2.5 baths, suitable for a couple for a romantic getaway or a family for a trip into history.

Our recent guests have visited for family reunions and weddings in the Litchfield area and to visit with their kids at the nearby Forman School - as well as to experience the spirit of 1776!

On the first floor there are two large private bedrooms on opposite ends of the house each with queen size beds. There is a kitchenette in the “studio” bedroom with a full size refrigerator, large microwave, large toaster oven, electric water kettle and Keurig coffee maker along with a kitchen counter and sink suitable for food preparation. It does not have a full oven and stove top. The studio has direct access to the private patio within the gardens. Next is an indoor dining area with seating for 8 and a central living room connecting the other bedroom with a deluxe Saatva queen bed.

There is a loft style queen bed and an adjoining bedroom with twin beds on the second floor. There is also a remote office work room with two executive desks on the second floor. All the bathrooms are on the first floor accessed by a well lit stairway from the second floor.

We have a high chair and portable crib for a baby/infant and two folding twin beds that can be placed elsewhere in the house as needed.

The house is fully air conditioned with a new eco friendly system. There is central air conditioning and heating in two zones on the first floor and two dual air/heat split mini units covering the loft queen bed, twin bedroom and the remote office work area on the second floor.

On the outside the 1781 house is surrounded by now lush gardens with prolific apple trees and has its own private patio with dining table and seating for 8 (or more if you invite your local guests!). There is enough space in the large private parking area behind the house for the Continental Army - or at least several cars.

We provide complimentary WiFi, coffee pods, tea, candy (including tootsie rolls and Dots if you can chew them) and a welcome bottle of wine (a chilled southern France rosé during the summer 🥂!). The house is professionally cleaned from top to bottom for each stay. We offer luxurious Saatva bedding!

There is a Stop & Shop nearby to fill the fridge and a variety of restaurants across the street and in the area to enjoy !

Guest access
The entire house and studio patio is open to our guests and private. The Village Green is at your doorstep and is lovely for a stroll anytime of day. Enjoy beautiful sunrises and sunsets.

Other things to note
There is a kitchenette with a full size refrigerator, microwave and coffee maker in the studio bedroom.

Amenities:

Conditioner • Shampoo • Hangers • Cleaning products • Bed linens • Drying rack for clothing • Essentials • Park view • Hot water • Extra pillows and blankets

Entire home newly renovated w/ spectacular views
House
Litchfield

This home offers a welcoming, bright and relaxing feel. Gourmet kitchen is fully appointed. Formal dining room, Living Rm & Sitting rm are bright and spacious. If you enjoy a more cozy feel sit and relax on the enclosed porch. The patio is a great place to sit and enjoy the views. The sunrise and sunsets are spectacular! All this just minutes away from seasonal activities such as hiking, kayaking, skiing. Shopping & dining are a few min away in the Litchfield Center The perfect get-away.

Amenities:

Essentials • Cleaning products • Free dryer – In unit • Hair dryer • Hangers • Room-darkening shades • Bed linens • Free washer – In unit • Hot water • Bathtub

Litchfield country escape
House
Litchfield

3 bedroom contemporary house . Master bedroom setup with crib, king bed and single bed. Natural light throughout the house . Large private deck at back of house . Full home office setup with peloton bike , computer monitor, keyboard, mouse and printer. High speed internet. Fully equipped kitchen. Washer/ dryer in finished basement . 3 miles from historic Litchfield village with Sunset Meadow vineyard less than a mile walk. Multiple hiking trails at White Memorial Conservation Center.

The space
Large private deck for entertaining. Fully equipped kitchen. Enjoy working from home in a tranquil environment surrounded by beautiful outdoor setting.

Guest access
Entire house available to guests

Amenities:

Garden view • Free dryer – In unit • Essentials • Hair dryer • Hangers • Shampoo • Hot water • Cleaning products • Washer • Bathtub

The Getaway-HOST & Co.
House
Litchfield

Come and unwind within the idyllic charm of Litchfield County. Relax in the spa or lounge by the heated pool and to take it all in. We are located on a quiet country road just 2 miles out of the center of Litchfield and 1.5 miles from the Borough of Bantam.

The space
Located close to it all but far enough away to enjoy a quiet night in. Come and enjoy local wineries antiquing, horseback riding, amazing restaurants and quaint local shops.
The home adorns a master bedroom suite which includes a private bathroom with a large jet tub and walk in shower, as well as a king size bed. Two additional bedrooms are located on the main living area with a shared full bath and Queen beds.

Guest access
Pool and spa are open April 1st-Oct 15th

Amenities:

Iron • Hangers • Bathtub • Shampoo • TV • Washer • Hot water • Dryer • Essentials • Hair dryer

Iconic Litchfield Home with Pool
House
Litchfield

Stay in one of Litchfield's most coveted quiet neighborhoods, one mile from town! The whole group will enjoy easy access to everything from this centrally located place. With three bedrooms, new kitchen, three season porch and in-ground pool it's a perfect spot to relax and enjoy all Litchfield has to offer.

The space
Our kitchen is completely remodeled with quartz countertops and a spacious island to cook or gather at. Three bedrooms are located upstairs with a full bath and another half bath is located on the main level. The in ground pool is open early June until Labor Day weekend but is not heated.

Guest access
The entire house and yard are yours to enjoy during your stay.

Other things to note
The pool is not heated. It is open June through Labor Day. The pool is fenced in and the gate needs to be kept closed at all times, locked when not in use. Children should never be left unattended. Please note that the shallow end is quite small and drops off quickly. No diving in the shallow end of the pool.

Amenities:

Bathtub • Free dryer – In unit • Shower gel • Hangers • Hair dryer • Hot water • Conditioner • Washer • Varies shampoo • Cleaning products

Historic Colonial/Pool/Walk to Town
House
Litchfield

Feels like home! This classic 1860's colonial is the perfect place to unwind and enjoy all Litchield has to offer. The home adorns 3 bedrooms, 2.5 bathrooms, chefs kitchen, cozy lounge areas and a large dinning room to enjoy friends and family. Located in walking distance to Litchfield's town center where you can stroll through unique shops, savor fine dinning as well as visit historic sites.

Amenities:

Cleaning products • Dryer • Washer • Shampoo • Body soap • Hot water • Conditioner • Essentials • Bathtub • Hair dryer

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
House
Litchfield

Relish in the luxuries of this 3-bedroom, 2-bath Litchfield vacation rental! 'Stone-Peca' is the quintessential New England house, boasting modern amenities, a fully equipped kitchen, outdoor entertainment space, and a fenced-in yard where your furry friend will love to run around. This home provides the perfect blend of privacy and convenience, with easy access to quaint shops and top-notch restaurants. Don't forget to ski at Mohawk Mountain or hike at Burr Pond State Park while you're here!

The space
Dog Friendly w/ Fee | Walk to Town Center | Desk Workspace

Bedroom 1: Queen Bed | Bedroom 2 (Pink Room): Queen Bed | Bedroom 3 (Brown Room): Queen Bed | All-Season Porch: Twin Futon

OUTDOOR LIVING: 4-season sun porch, fenced-in backyard, deck, patio, outdoor dining area, umbrellas, gas grill, front porch, patio furniture, fire pit, 2 bicycles
INDOOR LIVING: 2 Cable TVs, DVD player, books, 6-person dining table, ceiling fans
KITCHEN: Fully equipped w/ stainless steel appliances, breakfast bar, drip coffee maker, KitchenAid mixer, tea kettle, toaster, food processor, Instant Pot, spices, dishware/flatware
GENERAL: Free WiFi, washer & dryer
FAQ: Ring doorbell security camera, dog fee (paid pre-trip), no A/C
ACCESSIBILITY: 2 steps required to enter, multi-level home, bedroom & bathroom on 1st floor
PARKING: Driveway (4 vehicles)

Guest access
Guests will have access to the entire property

Other things to note
- No smoking
- Pet friendly with $50 fee (+ fees & taxes, 2 pets max, dogs only)
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Please observe quiet hours after 12:00 AM
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This multi-level property requires 3 steps to enter. There is a bedroom and bathroom on the 1st floor
- The property does not offer A/C
- Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into any interior spaces

Amenities:

Smoke alarm • Bed linens • Exterior security cameras on property • Ethernet connection • Essentials • Iron • Dryer • Washer • Hot water • TV with DVD player

Hilltop House w/POOL/SPA- HOST & Co.
House
Litchfield

Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open and heated May 15th to Sept 15th.

The space
Master suite is located on the first floor along with an open living, dining and kitchen area. The second floor adorns 2 bedrooms with Queen beds, full bath, laundry area, work space and large bonus room. Smart TV's with basic cable and Netflix access in the Master bedroom, first floor living room and upstairs bonus room.

Amenities:

HDTV • Washer • Air conditioning • Essentials • Hair dryer • Hot water • Iron • Hangers • Shampoo • Dryer

River House
House
Litchfield

This serene woodland retreat has everything you need for a family stay and is set within 6 acres of total privacy. It sleeps up to 10 (3 queen beds, 2 twin beds, and 2 aerobeds). The house is tucked away and set back far from the road so the kids can roam free. Walk down the path to the river for a swim or take the little ones to hunt for crawfish. The chef’s kitchen is well equipped with premium appliances including a Nespresso machine for your morning cup.

The space
This woodland residence is about 10 minutes‘ drive to shops and wineries in Litchfield, Connecticut and approx. 2 hours’ drive from New York City. It’s set back into the woods down a long private driveway. The drive opens to a clearing where the house sits atop a hill that slopes down to the Marshepaug River. Swim in the private river or at one of the nearby public beaches in summer or drive 15 minutes to Mohawk Mountain for skiing in winter. Litchfield is a picturesque town with a great farmer's market, cute shops, and great restaurants. Bantam, Washington Depot, and New Preston are close by.

Other things to note
A great house for young families and kids - the house comes equipped with lots of baby gear, toys, a pack n play, high chair, games, puzzles, and arts & crafts supplies. There's also a play structure in the backyard and lots of outdoor fun like a kiddie pool, games like badminton and croquet, and more. Each bathroom has a bathtub to make bathing kids a breeze.

Litchfield Woods Luxury Retreat
House
Litchfield

Forget your worries in this spacious and serene space. Look out upon on hills of Litchfield from this stylishly remodeled estate home on 12 acres. Relax and enjoy the amenities of a heated pool, gym and private walking trails. Home was fully renovated in 2025.

Guest access
There’s a lock box for the keys to our home.

Other things to note
Two car garage has both heat and AC.

Amenities:

Hair dryer • Washer • Conditioner • Hot water • Body soap • Shampoo • Bathtub • Cleaning products • Shower gel • Free dryer – In building

The 1782 Darling House on the Litchfield Green
House
Litchfield

Built in 1782 the Abel Darling House is nestled in the Litchfield historic district within steps of the Litchfield Green, restaurants and boutique shops. The first floor offers a living room, den, dining room, country kitchen, cozy sitting room with a wood stove and one ensuite bedroom. On the second floor there are two ensuite bedrooms and three guest bedrooms that share a full bathroom. All with A/C. The back porch leads to the gardens. There are six parking spaces in the front and rear

Amenities:

Bathtub • Shampoo • Iron • Extra pillows and blankets • Bed linens • TV • Conditioner • Washer • Hangers • Free dryer – In building

Spectacular Silo House on Litchfield Hills Estate
House
Litchfield

Beautifully refinished Silo house on pristine Litchfield Hills estate! The house features antique furnishings and great artwork throughout!

Guests have access to the entire 170+ acre property which features a covered bridge, beautifully manicured landscape and breathtaking views. In the warmer months guests can enjoy swimming and kayaking in our private pond.

The space
On the ground floor you will enjoy a fully-equipped kitchen, a large open living room, a separate seating area with tv, a half bathroom, pellet stove, and a large back patio with seating for four and propane grill.

The second floor boasts a king-sized bed in one bedroom and two twin beds in the other. The spacious full bath includes a large soaking tub.

High-end finishes throughout the house, beautiful hardwood floors, exposed beams and comfortable seating make this a truly unique space!

Other things to note
We would love to host your next event! Additional fees apply for all events hosted at the property. Please message the host for details.

Amenities:

Body soap • Dryer • Hair dryer • Hangers • Shower gel • Conditioner • Hot water • Washer • Shampoo • Essentials

Historical House on Litchfield's North Street
House
Litchfield

Quintessential historic Colonial mansion now available as private rental. Make yourself comfortable in this spacious and tastefully appointed home with 6 bedrooms, 7.5 baths, and showcasing 7 fireplaces. Sleeps up to 10. A peaceful retreat located in historic Litchfield, just 2 hours from New York City. *Now booking for monthly stays*

The space
All you need to getaway including a loft office, chef's kitchen, ample yard space, cozy bedrooms, and plenty of room for the family to gather.

Other things to note
The house has many antiques and heavy items. While it would be very unlikely, we do have concerns that small children or excited dogs could knock something over and either break something or injure someone. Please consider this when booking our house and be aware we may decline the request if there are too many small children.

Amenities:

Hangers • Dryer • Iron • Essentials • Hair dryer • Hot water • Shampoo • Washer • TV • Air conditioning

Luxurious 4 bedroom Litchfield home
House
Litchfield

A warm luxurious house with a barn situated in Litchfield CT. Enjoy a home away from home with modern appliances and multiple amenities. There is a hot tub and swimming pool. Close to multiple lakes in the summer and 20 mins from skiing in the winter. In Litchfield town centre there are multiple restaurants and boutique shops.

Amenities:

Bathtub • Cleaning products • Washer • Shampoo • Hot water • Conditioner • Shower gel • Outdoor shower • Hair dryer • Body soap

Litchfield Lodging on the Map

Compare the Best Lodging in Litchfield – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Litchfield Modern Farmhouse 117 East Street, Litchfield, CT, CT 06759, USA 225 4.0 9.1 6 Click here
The 1782 Darling House on the Litchfield Green Litchfield, Connecticut, USA 994 2.0 9.6 5 Click here
Cozy Litchfield House with Fenced-In Yard and Fire Pit Litchfield, CT, USA 250 3.0 10.0 1 Click here
Cozy Litchfield House w/Fenced-In Yard & Fire Pit Litchfield, Connecticut, USA 314 9.8 69 Click here
Historic Colonial Pool Walk to Town 308 South St, Litchfield, CT, CT 06759, USA 381 1 Click here
Charming 1870 cape cottage in Litchfield Litchfield, Connecticut, USA 310 10.0 65 Click here
Litchfield Hills Hideaway Litchfield, Connecticut, USA 146 10.0 64 Click here
The Doctor's 1781 House on the Litchfield Green Litchfield, Connecticut, USA 403 10.0 24 Click here
Charming, river front compound Bantam, Connecticut, USA 213 9.0 23 Click here
Bantam Beauty - Surrounded By Nature! Bantam, Connecticut, USA 748 10.0 18 Click here
Private home with stunning sunrise and sunset views. Litchfield, Connecticut, USA 416 10.0 15 Click here
County Seat Colonial Litchfield, Connecticut, USA 418 10.0 14 Click here
Cozy in the hills of Cape Litchfield Litchfield, Connecticut, USA 435 10.0 8 Click here
Hilltop House Litchfield, Connecticut, USA 576 10.0 8 Click here
Spectacular Silo House on Litchfield Hills Estate Litchfield, Connecticut, USA 749 10.0 6 Click here
Litchfield hilltop home with long view and sunsets Litchfield, Connecticut, USA 230 9.6 5 Click here
Cozy barn apartment in country setting in charming Litchfield Litchfield, Connecticut, USA 271 10.0 3 Click here
Cozy remodeled cottage. Close to town, vineyards, restaurants, and farms. Litchfield, Connecticut, USA 313 10.0 3 Click here
Historic Litchfield Hills Saltbox on Large Estate! Litchfield, Connecticut, USA 539 10.0 3 Click here
Tentrr Signature Site - Meadow Ridge Farm Woods Litchfield, Connecticut, USA 142 5.0 2 Click here
Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield Litchfield, Connecticut, USA 265 9.0 2 Click here
Historic Colonial.Close to Village Green Litchfield, Connecticut, USA 470 10.0 2 Click here
Tentrr Signature Site - Meadow Ridge Farm Meadow Litchfield, Connecticut, USA 144 4.0 1 Click here
Quaint & Historic 1760 Home Nestled In Nature, 10min to downtown Litchfield CT. Litchfield, Connecticut, USA 469 10.0 1 Click here
Charming 2-bedroom apartment in the center of historic Litchfield Litchfield, Connecticut, USA 202 1 Click here
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air Litchfield, Connecticut, USA 340 1 Click here
Bring the family, work from home in this Historic 5 Bdrm house in Litchfield Litchfield, Connecticut, USA 675 1 Click here
Country Suite Litchfield 67 9.9 1 Click here
Historic Apartment in Litchfield Litchfield 90 1 Click here
Perfect, peaceful retreat Litchfield 110 9.92 1 Click here
Historical house in Litchfield . Litchfield 120 8.0 1 Click here
Luxury Suite in Litchfield, Connecticut Litchfield 125 9.76 1 Click here
Artist's Garden Apartment Litchfield 130 9.98 1 Click here
The Village Apt Litchfield 139 9.66 1 Click here
Litchfield Hills Hideaway Litchfield 150 9.98 1 Click here
Peaceful Barn Retreat Litchfield 150 10.0 1 Click here
Hemlock Hill Suite Litchfield 160 10.0 1 Click here
The Litchfield Nook - Cozy Uptown Apartment Litchfield 162 9.94 1 Click here
The Overlook...HOST & Co. Litchfield 173 9.94 1 Click here
Country Garden Apartment Litchfield 175 10.0 1 Click here
Heart of Litchfield Apartment - Steps From Town Litchfield 180 9.66 1 Click here
Storybook Cape...HOST & Co. Litchfield 195 9.96 1 Click here
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ Litchfield 199 9.66 1 Click here
Lovely Ranch in the Center of Litchfield Litchfield 200 9.96 1 Click here
Cozy remodeled Cottage Litchfield 210 9.88 1 Click here
County Seat Colonial/Walk to Town-HOST&Co Litchfield 215 10.0 1 Click here
Country Escape - HOST & Co. Litchfield 237 9.88 1 Click here
The Cottage @ 228 Maple Litchfield 242 10.0 1 Click here
Charming, historic 3 bedroom farmhouse Litchfield 248 9.72 1 Click here
Center of Litchfield House - Walk to Town! Litchfield 250 9.68 1 Click here
Adorable, fully renovated house in Litchfield, CT! Litchfield 250 9.94 1 Click here
Litchfield Modern Farmhouse Litchfield 297 9.14 1 Click here
Village Charm Litchfield 300 9.6 1 Click here
The Doctor’s 1781 House on the Litchfield Green Litchfield 300 10.0 1 Click here
Entire home newly renovated w/ spectacular views Litchfield 325 10.0 1 Click here
Litchfield country escape Litchfield 330 9.8 1 Click here
The Getaway-HOST & Co. Litchfield 350 9.64 1 Click here
Iconic Litchfield Home with Pool Litchfield 375 9.68 1 Click here
Historic Colonial/Pool/Walk to Town Litchfield 375 9.58 1 Click here
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit Litchfield 410 9.78 1 Click here
Hilltop House w/POOL/SPA- HOST & Co. Litchfield 475 9.98 1 Click here
River House Litchfield 600 10.0 1 Click here
Litchfield Woods Luxury Retreat Litchfield 600 10.0 1 Click here
The 1782 Darling House on the Litchfield Green Litchfield 695 10.0 1 Click here
Spectacular Silo House on Litchfield Hills Estate Litchfield 699 9.94 1 Click here
Historical House on Litchfield's North Street Litchfield 750 10.0 1 Click here
Luxurious 4 bedroom Litchfield home Litchfield 750 10.0 1 Click here

Note: The prices for each Lodging in Litchfield do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Lodging options in Litchfield that include a pool include:

  • Litchfield Modern Farmhouse.- Review Count: 6, Rating: 9.1
  • Historic Colonial Pool Walk to Town.- Review Count: 0, Rating: 0.0
  • Hilltop House.- Review Count: 8, Rating: 10.0

Lodging options in Litchfield with spa or wellness amenities include:

  • Cozy Litchfield House with Fenced-In Yard and Fire Pit.- Review Count: 1, Rating: 10.0

Family-friendly lodging options in Litchfield include:

  • Litchfield Modern Farmhouse.- Review Count: 6, Rating: 9.1
  • The 1782 Darling House on the Litchfield Green.- Review Count: 5, Rating: 9.6
  • Cozy Litchfield House with Fenced-In Yard and Fire Pit.- Review Count: 1, Rating: 10.0

Pet-friendly lodging options in Litchfield include:

  • Cozy Litchfield House with Fenced-In Yard and Fire Pit.- Review Count: 1, Rating: 10.0
  • Charming, river front compound .- Review Count: 23, Rating: 9.0
  • Bantam Beauty - Surrounded By Nature!.- Review Count: 18, Rating: 10.0

Lodging options in Litchfield that provide breakfast include:

  • Charming, river front compound .- Review Count: 23, Rating: 9.0
  • Spectacular Silo House on Litchfield Hills Estate.- Review Count: 6, Rating: 10.0
  • Cozy barn apartment in country setting in charming Litchfield.- Review Count: 3, Rating: 10.0

Lodging options in Litchfield that offer on-site parking include:

  • Litchfield Modern Farmhouse.- Review Count: 6, Rating: 9.1
  • The 1782 Darling House on the Litchfield Green.- Review Count: 5, Rating: 9.6
  • Cozy Litchfield House with Fenced-In Yard and Fire Pit.- Review Count: 1, Rating: 10.0

Some of the best Lodging in Litchfield are:

  • Litchfield Modern Farmhouse.- Review Count: 6, Rating: 9.1
  • Cozy Litchfield House with Fenced-In Yard and Fire Pit.- Review Count: 1, Rating: 10.0
  • The 1782 Darling House on the Litchfield Green.- Review Count: 5, Rating: 9.6

Some of the popular Lodging in Litchfield are:

  • Cozy Litchfield House w/Fenced-In Yard & Fire Pit.- Review Count: 69, Rating: 9.8
  • Charming 1870 cape cottage in Litchfield.- Review Count: 65, Rating: 10.0
  • Litchfield Hills Hideaway.- Review Count: 64, Rating: 10.0