Charming Vacation Rentals in Millbrook, NY

Hudson Valley Home with Lake Views and Kayaks
House
Clinton Corners, USA

Located in Clinton Corners, 26 km from Vassar College and 28 km from Bardavon Opera House, Hudson Valley Home with Lake Views and Kayaks provides accommodation with amenities such as free WiFi and a flat-screen TV. The property has lake views and is 31 km from Marist College and 38 km from Mid Hudson Children's Museum. The holiday home features a balcony, 5 bedrooms, a living room and a well-equipped kitchen with a fridge and an oven. Towels and bed linen are provided in the holiday home. Historic Huguenot Street is 46 km from the holiday home, while The State University of New York at New Paltz is 46 km away. The nearest airport is Stewart International Airport, 66 km from Hudson Valley Home with Lake Views and Kayaks.

Amenities:

Child Friendly • Pool • Ocean View • Wheelchair Accessible • Parking • Internet • View

Millbrook Country House Bed & Breakfast
Bed & Breakfast
3244 Sharon Turnpike, Millbrook, NY, 12545, USA

Bed & breakfast in Millbrook with free breakfast
A garden, free breakfast, and free self parking are available at this smoke-free bed & breakfast. WiFi in public areas is free. Other amenities include multilingual staff assistance.
Millbrook Country House Bed & Breakfast offers 4 air-conditioned accommodations with bathrobes and complimentary toiletries. These individually decorated and furnished accommodations include desks. Beds feature Frette Italian sheets and premium bedding. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include bathtubs or showers. A nightly turndown service is provided and housekeeping is offered daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Lots of character for the house. The bedroom was very beautiful like the picture. The owner was very nice and easily accessible." - "Giancarlo and Lorraine are wonderful hosts! This was my first experience staying at a B&B and it was a pleasurable experience. The cleanliness of the room and bathroom was unsurpassed. Breakfast was delicious every morning and its location being close to "down town" Millbrook for dining options was very convenient. "

Millbrook Country House
Bed & Breakfast
3244 Sharon Turnpike, Millbrook, NY, NY 12545

Providing garden views, Millbrook Country House in Millbrook offers accommodations and a terrace. The bed and breakfast, set in a building dating back to 19th century, is 15 miles from Vassar College and 16 miles from Bardavon Opera House. The bed and breakfast provides rooms with air conditioning, free private parking, and free Wifi. At the bed and breakfast, all units are equipped with a wardrobe. At the bed and breakfast, every unit includes a private bathroom with bathrobes and a hair dryer. Guests at the bed and breakfast can enjoy cycling and hiking nearby, or make the most of the garden. Marist College is 17 miles from Millbrook Country House, while Mid Hudson Children's Museum is 22 miles away. Stewart International Airport is 40 miles from the property.

Guest Reviews:

- "The warmth and comfort of a B&B, plus the privacy and convenience of a traditional hotel." - "It was very pleasant and safe and enjoyable."

The Millbrook Inn
Hotel
3 Gifford Rd, Millbrook, NY, 12545, USA

Inn in Millbrook with free breakfast and a restaurant
Along with a restaurant, this smoke-free inn has a bar/lounge and coffee/tea in a common area. Free breakfast (local cuisine), free WiFi in public areas, and free self parking are also provided. Other amenities include concierge services, a library, and tour/ticket assistance.
The Millbrook Inn offers 9 accommodations with iPod docking stations and bathrobes. These individually decorated and furnished accommodations include desks. Beds feature down comforters and premium bedding. Flat-screen televisions come with satellite channels.

Bathrooms include designer toiletries, complimentary toiletries, and hair dryers. This Millbrook inn provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Housekeeping is provided daily.

Guest Reviews:

- "Love it! beautiful inn and amazing food!" - "Recently renovated luxury B&B - great service, comfortable beds, delicious breakfast, fabulous bar. We also ate at their restaurant on one night which was also excellent - small menu, but well executed. Very relaxed atmosphere. In a rural area, but town of Millbrook with cute shops and additional restaurants not far. About 20-30 minutes to many sites along Hudson. " - "This is a beautiful country inn. Very picturesque setting. The inn was lovingly renovated and decorated. Very comfortable.The food was farm to table, very fresh, creative and high quality. Being new, there weren’t many guests at the inn, just one or two other couples it seemed. Felt like it was missing critical mass. There were few people to meet and talk to. Happy we stayed here however. Would definitely come back."

The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley
House
Millbrook, New York, USA

Named for its giant beech trees, The Beech House is a modern, sunlit home with gorgeous views of the Catskills. All are welcome to come, relax, and unwind in our warm, open, comfortable home. The Beech House sits on 4 lush acres, off a quiet lane, just an easy walk to the village of Millbrook. The Beech House is perfect for relaxing or playing, for staying in or going out, for couples, or friends, or families. We absolutely love it, and it is our great pleasure to share it with you.
A RATE NOTE: The rate that VRBO has posted above and under Rates & Availability is for 2 guests. If you have more than 2 guests staying, you will see an additional guest/night fee added during the booking/checkout process. We tiered the pricing so that fewer guests wouldn't incur the full nightly rate. (we've begged VRBO to update the posted rates to match the number of guests you've entered, but... not yet!) Now onto more pleasant topics. : )

2,500 square feet, 3 bedrooms, 3 bathrooms

This home is in the heart of the Hudson Valley and is a 2 hour drive from NYC and 3 hours from Boston. It features an open floor plan with vaulted ceilings, light-filled windows, lots of living space, and outdoor deck. All with a magnificent view of the Catskills. We're also tech and cooking nerds. So the house is nicely (un)wired and geared up. Also, Our water here is purified from a well on site.

See further below for a detailed description of each room.

Booked guests have access to the entire house, garage, deck, and land. A really nice perk: our property is a short path from the Millbrook school which has a playground, 400m track, and basketball courts. All open to the public. There are two outbuildings on our property that are not open for use at present.

P.S. Dogs are welcome (up to two), but no cats I'm afraid.

MAIN FLOOR
• Master bedroom. Zinus king mattress + bed with big-splurge long-staple Egyptian cotton bedding and insanely comfy down comforter.
• Pack+Play
• En-suite master/main bathroom w/ shower. Also with big-splurge gorgeous waffle weave bath linens.
• Washer, Dryer, hanging rack and lots of closet space
• Open floorplan Living and Dining areas.
• Kitchen: Gas stove/oven, toaster, microwave, refrigerator, dishwasher, coffeemaker, electric kettle, tea service, french press, kitchenmaid mixer.
• High Chair + lots of kid dishes, flatware, and infant spoons.
Note: We cook. A lot. So (aside from the original 80s cupboards ; ) the kitchen is nicely stocked with decent appliances, gear, and utensils.

HOUSE TECH
200mbps wifi, VaVa bluetooth speaker + 2 handy iPhone chargers, Roku Ultra for the TVs w/ HBONow, Netflix, Hulu, Amazon, Sling, and all the spinoff Apps.

SECOND FLOOR (accessed via spiral stairs)
• Queen bedroom. Zinus queen mattress + bed, comfy down comforter, big closet, 50" plasma, Roku Ultra, DVD player with a wide collection of dvds.
• Twin bedroom. Two Zinus single mattresses + beds, comfy down comforters, and big closet.
• Single air mattress on site.
• Full bathroom with shower/tub.

FINISHED BASEMENT
• Family room. 4K Samsung TV plus soundbar, Roku Ultra w/ all the fixins', and a ginormous veg-out sectional.
• Queen sofa bed with comfy down comforter.
• Full bathroom w/ shower.

OUTSIDE
• 2 car attached garage
• Deck w/ gas grill
• Patio Furniture, Seats 6
• (Toddler) Swingset
• Old-growth trees, lush landscaping, and a seasonal pond.

Guests can message any time during their stay. (Our response time is usually within an hour when between 9a-8p.)

Upon booking, you'll have access to our online guidebook with the reservations section of your account. You'll also find printed guide books and a Welcome Booklet with everything else you need to know at the house. A few days before your arrival, we’ll message you the front entry code. It's that easy!
We truly hope you enjoy your stay and we're so happy to share our home with you.

MILLBROOK
Is a sweet bustling village in the heart of the Hudson Valley. It is a 5-minute drive or a 10-minute walk from the house and has a well-stocked grocery store, excellent shopping, spas, entertainment, yoga, library, antiquing, and great restaurants serving New American, French, Mexican, and Italian, along with a Diner, Deli, and Coffee shop.

WITHIN A FEW MILES
The Dutchess Wine Trail; the closest sites being The Millbrook Winery and Clinton Vineyards
Horse backing riding
Innisfree Gardens
Taconic Distillery
Carry Institute of Ecosystems, Trails, and Hiking
Trevor Zoo
Wings Castle
Four Brothers Drive In Movies
Millbrook Farmers Markets (Saturdays May - Oct)
Walbridge Farm Market (year round)
Shunpike Dairy (year round)
Orvis Sandanona shooting grounds
Stissing Mountain tower and hiking trails
Washington Park & Pool

BIGGER SHOPPING
Marona’s in the village can likely fill your entire list. For bigger shopping, Shop-Rite is 15 minutes away in LaGrangeville. Or Adams Fairsquare Market (which is like a smaller independent Whole Foods or Fairway) is 20 minutes away in Pleasant Valley.
And for even bigger shopping (Best Buy, Target, etc), Poughkeepsie is 30 minutes away.

The Beech House is a 2-hour drive from NYC and 3+ hours from Boston.
If needed, the nearest train station is 15 minutes away in Dover Plains (The Metro-North Harlem Line). The nearest Amtrak and Metro-North Hudson Line station is 30 minutes away, in Poughkeepsie.
Once you've arrived, the village of Millbrook is a 10-minute walk or 5-minute drive away.

Guest Reviews:

- "We had a wonderful stay" - "The Beech House was gorgeous! It felt like home as soon as we walked in the door. So many personal and well thought-out additions were there - from the artwork, books, comfy beds, fully stocked kitchen. Sarah & Jonathan clearly love their property and it showed. And the views of the hills to the North, the magnificent trees and the deer that ambled by the kitchen window were special. We will return again! Thank you."

ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!
Cabin
Dover Plains, New York, USA

Beautiful and peaceful log cabin sleeps up to 10, a large 20 x 40 open deck for entertaining and barbecuing. An Inground, gunnite, salt water & heated 40 x 20 pool and patio. Enjoy the new fire pit w/wood and Adirondack chairs. A large front porch to dine on and relax, 4 acres of 'peace and quiet', with the birds singing all day long, laundry service 1st & 2nd floors, Strong WIFI throughout the house, huge country kitchen, a "chef's dream" kitchen, master bedroom on 1st floor, large backyard for volleyball/badminton and soccer. All bedrooms are queen or king bedding. Three full bathrooms and one 1/2 bath on first floor. A great escape from the city and a special place to celebrate a gathering, Also, Hire a Chef to cook for you and your family, while you enjoy each others company!

Guest Reviews:

- "My friends and I had the most wonderful stay at Kelly and Paul's beautiful home! The house and property were pristine, beautiful, and exactly as described. We loved hanging out at the pool and having dinner on the two decks. Kelly and Paul were a delight to book with! They were highly responsive, flexible, and just all around great. I cannot recommend this property enough!" - "Kelly was a pleasure to work with. The house was perfect for us. It’s spacious and clean. The yard is very nice. The kids had a blast. The pool is great. It’s peaceful and tranquil. The beds were very comfortable. I would stay here again."

Apartment in scenic Hudson Valley New York
Apartment
Verbank, New York, USA

Former mother daughter apartment, large kitchen with all amenities for extended stays, one king bed and queen and single air mattress to sleep 3 or 4 comfortably. Includes basic cable TV, firestick, landline for phone calls, free wifi, private parking, backyard and grill. Apartment is pet free. Great hiking trails in the area, Walkway on The Hudson, biking trails, historic sites such as FDR Home, Vanderbilt Mansion, Locust Grove. Close to Millbrook, Rhinebeck is 30 minutes away, Links at Unionvale Championship golf course and event center 4 miles, Hudson River cruises. Culinary Institute is 30 minutes away for foodies along with the many restaurants that are owned or employ their graduates.

Guest Reviews:

- "Trish was a great hostess. The location to the Catskills mountains, Hudson River Valley, Connecticut, Massachusetts made for fantastic vistas and exciting motorcycle twisties. Many small town centers with historic friendly vibes!" - "We loved our stay at this quiet, comfortable, roomy home. It had everything we needed: a well stocked kitchen, a comfortable bed, a living room to spread out in, and a good bathroom. We were attending sessions at the Omega Institute and this get-away provided a nice retreat from all that we were learning and taking in during the day. We especially appreciated the added comfort of half and half and eggs being put in the refrigerator before we arrived. That saved us a trip to the store and added to a relaxing stay. I was really glad I had made this booking!"

Be our guest at The Nest!
Apartment
Pleasant Valley, New York, USA

Your Hudson Valley hideaway awaits at The Nest! Located only minutes from the Taconic with beautiful trees and plenty of privacy. Conveniently located only about 20 mins from Vassar College, Marist, the Culinary Institute of America, and the Walkway over the Hudson. The studio apartment we lovingly named The Nest because of its cozy, inviting feel. It’s a place to decompress while being in a serene setting. It also references the many birds we have on the property. We adore our wild birds and if you look closely enough, you will see and hear different types of birds from hummingbirds buzzing around to owls hooting in the night. We live on the property with our dog Scruffy in our own home and are completely separate from The Nest making it 100% yours! You will have your own private setting in the studio loft located above our detached garage.

We are available to our guests throughout their stay. Guests can always message us on the app or may text us at anytime

Guest Reviews:

- "This place is super amazing couldnt ask for a better place to stay....the host were amazing people and highly recommend anyone to stay there...A PLUS rating in my book and we will stay there again in the future" - "Even though we were at The Nest for two nights, we had a wonderful stay. When we go away, feeling special and comfortable is such a treat. You will not be disappointed at all with the accommodations. I'm grateful to our host for thinking about what it takes to have a wonderful place to stay. Beautifully decorated, spotless, comfortable and lots of extras!!!!"

Twin Cedar Pond: Modern Farmhouse w/Sprawling Deck and Oversized Indoor Hot Tub
House
stanfordville, New York, USA

Escape to Twin Cedar Pond, a beautifully renovated farmhouse sitting on 5 acres with a scenic ridge, multiple ponds and endless charm. The sprawling multi-level deck is a perfect place to dine, gather round the fire, or simply enjoy the splendor of nature around you. Step into The Hideout, a separate space with oversized hot tub, wood-burning stove and projector screen for watching movies. Even with all the Hudson Valley has to offer, you may not want to step foot off this gorgeous property.

This property is managed by Home Sweet Hudson, a trusted & local management company. Our team is passionate about connecting with each guest and providing unique stay places for your Hudson Valley vacation! We’re here to help answer any questions and provide thoughtful support throughout your trip. Home Sweet Hudson has partnered with local third-party vendors who offer amazing add-on features to your stay. The Hudson Valley is a beautiful area to relax and rejuvenate, and now you can do it from the comfort of your ‘home’!

Private Yoga Classes: Bring the studio vibes to you, and enjoy a tailored private yoga class.

Private Mobile Cedar Sauna: That's right! We partner with SpaFleet, who provides an amazing wood fired, cedar Mobile Sauna right to your doorstep.

In-Home Private Chefs: Skip the shopping and experience fine dining with locally sourced ingredients, seasonal menus, and delicious wine pairings.

Private Massage Session: Whether you’ve been hiking, skiing, or just taking in the views, an in-home massage is a perfect way to unwind on your vacation.

Interested in learning more? Be sure to message us with what services you’d like to explore so we can check availability and help coordinate your experience!

This home is located along the main road but features an entry gate and fencing for privacy.

Nearby Attractions (5 - 20 minutes away)
Millbrook Winery
Bowen Barn Antiques
Taconic Distillery
Bangallworks
Dutchess County Fairgrounds
Zaborski’s Emporium
Stissing Center

Favorite Restaurants (7 - 30 minutes away)
Cranberry Cafe
Barbaro
Millbrook Diner
Del’s Roadside
Smoky Rock BBQ
Terrapin
Ole Savannah
Rosey's
Spud Shack
Millerton Inn

Specialty Shops (5 - 30 minutes away)
Roosters Gift Shop
Samuel’s Sweet Shop
Kingston Consignments
Clove and Creek
Milne Antiques
The Hayloft
Harney & Sons

Pharmacy/Household Items (3 minutes or less away)
McCarthy’s Pharmacy
Roosters Hardware

Groceries (2 - 20 minutes away)
Big Rock Market
Marona’s Market
Adams Fairacre Farms

When arriving at the property, you'll find that the driveway ends at the wooden planters just to the left of the Pool House. Kindly refrain from driving onto the walkway, which begins just beyond the planters and leads to the entrance.

LIVING ROOM:
The welcoming living room features an LG smart TV and many seating options.

SUN ROOM/OFFICE SPACE:
Just off the main entrance, the Sun Room offers a private WFH office space, as well as a second TV, pull-out couch, and board games for your enjoyment. Gaming enthusiasts will appreciate that the inventor of Scrabble, Alfred Butts, lived in Stanfordville, and the town hosts yearly tournaments in his honor!

KITCHEN:
Chef's kitchen stocked with the following items:
KitchenAid Mixer, Cuisinart 4 Slice Toaster, Large Instant Pot, Large Crock Pot, Le Creuset Cookware, Dutch Oven, Large Pot, Large Roasting Pan, Waffle Maker, Ninja Blender,
Casserole Dishes, Pie pans, Cheese Grater, Measuring Cups, Rolling Pin, Muffin Pans, Sheet Pans, Mixing Bowls, Can Opener, Peeler, Potato Masher, Multiple Cooking Utensils, Spices.

Options for coffee lovers include: DeLonghi espresso machine, French press, Ninja drip coffee machine, electric tea kettle, and a coffee bean grinder. Home Sweet Hudson provides freshly ground coffee from Monkey Joe, a local roaster in Kingston NY.

DINING ROOM:
Farmhouse table comfortably seats 8.
Modern bar cart with all of your cocktail-making necessities.
Guests are welcome to use the china in the buffet (Please do not put in dishwasher or microwave)

BEDROOMS:
Bedroom 1: Primary bedroom, King sized bed, WFH setup (1st floor)
Bedroom 2: Guest bedroom, Queen sized bed, WFH setup (2nd floor)
Bedroom 3: Guest bedroom, 2x Twin sized beds (2nd floor)
Sun Room/Office Area (Not private): Full sized pull-out couch and WFH setup (1st floor)

BATHROOMS:
2 full bathrooms (1 bath tub/shower combo on 1st floor, 1 stand up shower on 2nd floor)

OUTDOOR:
A stocked pool house with swim spa, wifi, movie projector, fridge, bar, and wood burning stove.
Extensive deck with multiple levels is great for entertaining and outdoor dining under bistro lights.
Feel free to feed the koi fish in the small pond. (A measured amount will be provided to you. Please do not feed them anything else).
A smokeless Solo Stove fire pit is located on the deck, surrounded by built in benches and tables.
A 4 burner propane grill and grilling utensils are available for you to use.
Scenic ridge with seating overlooks the property and offers seasonal mountain views

From play to relaxation, Twin Cedar Pond invites you to enjoy unmatched outdoor living. Lush trees surround an expansive multi-tiered deck with an outdoor shower, dining space, and grill. Relish the soothing sounds of running water as you make friends with the fish in the koi pond or sun yourself on one of the various deck spaces. Little guests can explore the playhouse, tucked safely within the home’s fenced-in yard.

The property becomes magical at night. Sit around the Solo stove fire pit under the stars or dine beneath string lights with your favorite people. The pool house transforms into a movie theater when you drop down the projector screen to watch a movie or stream music while soaking in the 8-person hot tub. A wood-burning stove keeps things cozy all year round.

Inside the main house, you’ll find traditional farmhouse charm with modern surprises. For those looking to work remotely, the house features high-speed internet to keep your shows and conference calls streaming throughout your stay. A full espresso bar awaits all coffee lovers. Savor the sounds of nature from the comfort of the front porch as you sip your morning coffee, or ease into the day spinning some vinyl in the music loft. Gather together to cook in the fully-stocked chef's kitchen with gorgeous vaulted ceilings, Sonos speakers to set the mood, and natural light pouring through the windows.

Just minutes from favorite Hudson Valley destinations, including Millbrook and Rhinebeck, this centrally-located home makes the perfect backdrop for creating new and lasting memories.

Find us on IG: @twin_cedar_pond

While the home is thoughtfully lined with fencing and greenery for privacy, it is situated off Route 82. Some noise may occur from time to time.

Please note that, like many places across our beautiful region, cell service at Twin Cedar can be a bit spotty. To get in touch with our team or anyone else you wish to contact, we recommend using Wifi for best connection. Thank you!

Home Sweet Hudson is a proud member of VRMA, an international Vacation Rental Management Association. Our mission as a professional management company is to foster professionalism, collaboration, and growth for short-term rentals in our area. We hope you will help us support our mission by abiding by all of our house rules, supporting our local community, and being respectful of the home during your time in the beautiful Hudson Valley.

- If you would like to bring a dog, you must add it to the reservation under the # of guests section upon booking.
One dog is allowed per reservation unless otherwise approved by the host (please send us a message).
- Routinely scheduled maintenance by Home Sweet Hudson team members or lawn care/snow plowing may happen during your stay. This also includes garbage pick up, linen pickup, hot tub service, and pool cleanings.
- Parking shall be allowed solely in the designated parking spaces
- Smoking is not permitted anywhere on the premises.
- Weapons are strictly prohibited
- Please adhere to safety instructions for fireplaces, firepits, etc.
- Due to the risk of fire, please do not charge your electric car on the property.
- We do not allow parties or extra guests outside the maximum occupancy allowed on the reservation. We also ask you to follow the good neighbor guidelines and abide by quiet hours after 9 pm.
- Please do not trespass on property boundaries
- Tents, yurts, and other camping equipment are prohibited
- This home is equipped with a backup generator
- Please note, this property does have exterior cameras for safety and security. These are only located on the exterior of the property, never the interior, and will not be monitored during your stay unless an issue arises.
-You can rest easy knowing your stay is covered with $1,500 in “All-Risk” Damage Protection. Although rare, accidental damage from guests does happen. We hope you enjoy your vacation with peace of mind knowing that if an accident happens and damages occur, you are protected under Waivo.

🐾 Pet Policy: We welcome all types of dogs with a $50 fee per animal. If you plan to bring more than one dog, please obtain prior approval from the host. All fees are due before check-in and we cannot accept other types of animals at this time. Any undisclosed pets will incur a $300 deep-cleaning fee.

Please be advised that every 30 minutes spent on the property past 11am check out time a $50 fee will be initiated and charged to the card on file used to book the listing. We appreciate your cooperation and understanding.

Guest Reviews:

- "Beautiful and clean, well appointed in every way. Perfect for a get away with friends! Have rented other homes elsewhere and homeliest this was charming and had everything in the home you might need. Would def recommend to others. Enjoyed visiting antique shops , millbrook winery and taconic distillery which were very close by." - "We loved our stay at this unique house! We loved the historic setting, the decor, and the beds were very comfy. The swim spa was a real treat too and we took full advantage of it. :-) Although the house was closer to the road than we’d prefer, it’s a fairly quiet main road most of the day. We’ll have to come back in better weather to enjoy the extensive decking and fire pit, but we could tell it would be a great place to hang out if not for the wintry weather we had. We live in the same county but enjoyed driving the back roads through beautiful farms and rolling hills. There are several small towns nearby that are fun to explore and the mighty Hudson River and Catskills aren’t too far to the west. All in all, we recommend this house to all (except maybe those with toddlers due to open stairs.)"

Tower Hill - Hilltop Country Retreat with Panoramic Views
House
Millbrook, New York, USA

Up a winding country road, lies Cloud Walk. Twelve private acres of peace and quiet across from a world class horse farm. Large eat-in kitchen (La Cornue stove) opens up into Dining Room, Living Room, Study and Sun room. 3 bedrooms upstairs with 2 bathrooms as well as an additional bedroom suite downstairs with bathroom.
Beautiful gardens surround the property with a large swimming pool.
High-speed wi-fi

Guest Reviews:

- "My family (grandparents, parents and a toddler and baby) had the most magical stay. Chani was beyond helpful and accommodating. The house and grounds are a delight for parents and children. The pool is wonderful too. The house is beautifully appointed, super clean, stocked with toys and other kid-necessary stuff. Wonderful area for a visit and Chani is the best guide. We all look forward to our next visit. Thank you again, Chani, for everything."

Pet-friendly Cottage at Historic Millbrook Farm Estate
Cottage
Millbrook, New York, USA

Our pet-friendly Millbrook cottage offers a bucolic escape from city life. Nestled just minutes from downtown Millbrook at Silverbrook Manor, a charming, historic 54 acre farm estate, you’ll enjoy easy 1.5 hour drives from NYC or train rides to the city from Poughkeepsie station (20 minutes away). Delightful dining options to be found in the village of Millbrook, Rhinebeck, Lakeville, Millerton, and more. Explore Dutchess County’s renowned vineyards and distilleries and meet our friendly goats and free-range chickens. Explore over a mile of private hiking trails through our rolling meadows and forest, visit our babbling stream and enjoy the plentiful wildlife, from turkeys, fox, deer, cranes and red tail hawks.

Step inside to find a beautifully updated rustic yet elegant interior that combines modern comfort with country charm. The inviting living space features plush seating, hardwood flooring, Parisian antiques, and a smart TV for cozy evenings, along with complimentary Wi-Fi for entertainment and planning your adventures.

The kitchen is equipped with modern stainless steel appliances and all cooking accoutrements, perfect for creating delicious meals with fresh local ingredients from nearby markets. Dine with a serene outdoor view or grill by the fire pit, accompanied by friendly chickens and goats. Utilities and hi-speed internet are included, supporting streaming and remote work.

Guest Reviews:

- "Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of the living room. Would return to explore trails on the farm in nicer weather. Bonus #2 we got eggs from the host’s chickens at the local market and they are multicolored and yummy. Driveway ended up with a couple inches of ice due to heavy storm but easy to navigate with jeep. *for those with bad knees there is a steep staircase but it has a sturdy banister and good stair treads with steps that appear steep but individual step height not too high for comfort. Pet friendly-leash is a must due to farm animals and wild critters (bears). Would stay again. We and our dog had a great weekend. "

Hudson Valley stunning lake side modern barn in an Enchanted Forest
House
Clinton Corners, New York, USA

Experience awe and tranquility in an enchanted forest with 18 acres of woods with private trails, a swimming pond and 3 waterfalls. Great for romantic getaways, family trips or remote work.

Only 90 minutes from NYC, immerse yourself in nature in this gorgeous refuge nestled in the woods. The upstairs has soaring 20 foot ceilings and wraparound windows overlooking a pond, waterfall and woods, with a living room, fully equipped kitchenette, bathroom, wood burning stove and desk with a piano. The beautiful open downstairs contains a living room, bedroom, TV and desk. Step outside to an outdoor shower and patio where you can sit and listen to the waterfall cascading just a few feet away.

The queen bed in the bedroom accomodates 2 people. We allow 2 extra guests (4 total) who can set the air mattress up in the the living room upstairs. No parties or loud noise allowed.

Hike the trails, swim in the pond or dunk in the stream that runs through the property, meditate, work out, contemplate life on the dock. Great place also to stargaze at night!

The property sits across from a nature preserve, on a tiny, secluded road, so you are surrounded by trees and wildlife, yet minutes from many quaint towns, restaurants and shops. We are also near farms, hikes, bike trails, wineries, distilleries, historical sites and several leading performing arts centers (Fisher Center at Bard, Vassar, Kaatsbaan) and the Omega Institute.

The Wifi is excellent (fiber optic network) and we have a Generator in case of a power outage.

Guests have full access to and privacy in the Modern Barn and access to the pond, dock and 18 acres of trails on the property. Access to the front yard is restricted to people in our farmhouse which sits on the property (if anyone is in the farmhouse). We (the owners) may be in the farmhouse when you rent the carriage house, but the two houses are distinct and private.

Guest Reviews:

- "a gem of a stay the area has a lot if intresting things to do we focused on gardens, innis wood anf wetherfield" - "We very much enjoyed our 3-night stay at the converted barn. The space was open and clean, with windows looking out over gardens and forests. The host was helpful and informative. The spot was excellent, with a bucolic setting out your door, including ponds and woodland streams steps away—a perfect place to explore the surrounding towns and attractions or just relax and listen to the frogs and crickets."

Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC
House
Salt Point, New York, USA

Historic 18th century stone mill, transformed into a home in the 1960s. The Salvato Mill is set within nature with waterfalls, stone walls and large outdoor entertaining spaces. Inside, the house boasts stylish mid-century design set against a rustic backdrop. Comfortably sleeps 8.

Just two hours north of NYC in the leafy Hudson Valley, this stately 18th-century water mill has stood the test of time and has been lovingly transformed by two generations of the Salvato family. The current owner’s architect and interior designer parents began restoring and transforming her childhood home in the 1960s. Today, it stands as a striking testament to their love and appreciation of this distinctive property.

Smartly but lightly decorated with a mix of vintage and antique pieces and original art from the family’s collection, the home exudes warmth, character and effortless style. Nestled in its own lush grounds with tall trees, waterfalls, stone walls and large outdoor entertaining areas, the property is easily accessible from the nearby county route 82, which is just under 200 feet away. Inside, the house boasts stylish mid-century design set against a rustic backdrop. Open living spaces combine with intimate private nooks to make this property a unique opportunity to experience.

The main floor of the Mill has a large living room with several shuttered windows, a large dining table, a fireplace, a wood stove, a large flat screen TV with DVD player and a grand piano. It may have a few tuning issues but still has the charm! The kitchen is fully equipped with an additional seated breakfast area. There is a half-bathroom on this floor.

Upstairs, there’s a cozy sitting room with a wood burning stove and double French doors that lead to a deck and courtyard with a grill and dining space. The master bedroom comes with its own wood burning stove and bathroom. There are three additional double bedrooms upstairs, one with an additional loft bed, all with waterfall views. There is an additional bathroom (besides the master) on this floor.

The Salvato Mill is a rustic and charming home. Its waterfall and stream provide an incredible swimming experience in the summer months. It is located near Millbrook and Rhinebeck and is 2 hours from NYC via the Taconic Parkway.

The Salvato Mill is listed on The National Register of Historic Places. To read more about its fascinating rich history, please go to it's Wikipedia page by googling "Bloomvale Historic District." If you want to see photos of the conversion from the Mill to a home in the 1960's, please go to our website by googling "Salvato Mill."
______________________________________________

*** PLEASE READ THIS SECTION CAREFULLY BEFORE YOU BOOK***

- NATURE ALERT! The Salvato Mill is situated beside a natural flowing stream that actually runs through the side of the building and is surrounded by wild green landscape, so when you venture out on the property you might, if you’re lucky, encounter deer, rabbits, eagles, beaver, turtles and fireflies. However, your experience with nature might involve seeing non-venomous water snakes, crazy looking bugs and scary spiders. And while we have your attention, we would also like to point out that although extremely rare, a bat has been known to fly into the building. In the summer of 2018, we installed sonic devices and outdoor bat houses to keep them out but can’t guarantee their effectiveness. You might also see a spider inside the house due to the exposed stone walls and although we do our best to keep them out, the occasional cheeky mouse might pop in. If you are not comfortable being so close to nature then it could be that The Salvato Mill is not for you and that you would be happier in a more traditional rental.

- The stairs leading up to the mill may not be suitable for the very elderly or infirm.

- In autumn and winter, the central heating is switched on but wood stoves and space heaters in bedrooms may have to be used for additional heating. In summer, there is one AC in the main living room and one in the master bedroom but everywhere else only has fans. The Mill’s stone walls do a great job at keeping it cool but it can still be a bit humid at times.

- Sorry, no young children due to liability concerns.

- Although you can't see any neighboring houses from the Mill, you can hear the road (Route 82), and the road bridge is visible from the waterfalls.

__________________________________________

The home is fully furnished, including 4 bedrooms, 2.5 baths, large open plan living & dining room, eat in kitchen, sitting room, 3 wood burning stoves, large deck, courtyard, extensive grounds and parking.
Bedrooms include:
- Master Bedroom - 1 queen (with full bath and woodstove)
- Bedroom 2 - 1 double
- Bedroom 3 - 2 single/twin beds and 1 lofted bed (up a ladder)
- Bedroom 4 - 1 double
Kitchen includes electric stove, oven, dishwasher, fridge, toaster. Fully equipped. Gas grill outside on deck.
Washer/dryer.

Guest Reviews:

- "A truly wonderful property. Open fires, waterfalls, dinners with family and friends. A perfect gathering spot." - "Our party of 4 had a terrific time at Salvato Mill. It's really a great place for photography, so incredibly rustic yet has all the amenities. The stone structure, the amazing mid-century touches, and the location are all exactly how a vacation rental should be in the NY Hudson Valley. Michele was super helpful with suggestions and responsive to our questions when we needed advice on restaurants, etc.. Would definitely recommend it for adults especially - who want to sample local vineyards, antique hunt in nearby towns, eat at great restaurants in Rhinebeck / Hudson or just enjoy relaxing on the property and admiring the roaring stream."

Orchard Hill - Large Family Estate
House
Millbrook, New York, USA

AVAILABLE AS A 2024/25 SCHOOL YEAR RENTAL

This large family home is only 2 minutes outside of the pristine village of Millbrook, yet offers absolute tranquility and privacy on 15 acres. The house has been completely remodeled to the latest standards. This is a complete luxury home with many amenities, perfect for large families and entertaining. Restaurants, shooting clubs and sports facilities are only minutes away. One of the best locations in the Hudson Valley.

The home has 3 large master suites, 2 queen bed rooms and 2 rooms with singe beds. Very large modern kitchen, great outdoor spaces and new gunite pool.

Guest Reviews:

- "The owner was incredibly communicative and easy to deal with. The home and property are amazing. Home was incredibly clean and has everything needed" - "Our group thoroughly enjoyed staying in the home. It is very clean, organized and very well designed. The alpacas in the front yard were a definite plus. Daniel was very accommodating and responsive. We did have a minor snag during our stay but it was addressed immediately and taken care of in a very timely manner. I would definitely recommend this home!"

Private Tudor style 5 bedroom home in country setting.
House
Millbrook, New York, USA

Bring the whole family to this beautiful home in a country setting. There is plenty of room for fun. You will find this very large open home a delight with fully equipped kitchen, outdoor decking with dining, a game room, backyard fire pit and a private area of office space

Guest Reviews:

- "The house was so lovely, even lovelier than the photos. The views were spectacular. Catherine could not have been more helpful. Everything was perfection. Highly recommended!" - "This house was the perfect place for my family -- including husband, kids, my parents, and my father-in-law -- to stay for the weekend. There was plenty of space for everyone to have their own areas, but also spend time together. The house was beautiful and well-maintained with lots of thoughtful details. The kids enjoyed exploring the property and loved that we had s'mores ingredients left for us to enjoy. And Innisfree Garden is a short drive or a long walk away for a little change of scenery. We're already talking about another all-family trip in the future and this house would be a top choice for our stay."

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
RV Rental
Dover Plains, New York, USA

Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with electric, cozy beds, mini fridge, TV with alexa firestick , Keurig a small table and a dresser. Outside you have a large fire pit to relax by at night, a grill and picnic table. pets are welcome please keep them at your site and pick up after them. Guests have use of the Zen Den which has a 36" griddle with double air fryers. You can purchase food or bring in your own food to cook in the Den or bring back to your site. We have mini golf on the property as well as volleyball, badminton, corn hole, disk golf and a trampoline. Across the street you can access Stone Church a historic cave with waterfall and hiking trails. Walking distance to town, 1 mile from metro north station

Guest Reviews:

- "We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!" - "Upon arriving at the “glamp” site we looked around and thought, this is really nice! As we settled into our campsite, we became amazed. Everything is so well thought out. From the chest of supplies (games, fire supplies and a s’more kit) to the on site games and activities. Michelle did not leave anything out. The shower tent has everything you need from towels to shampoo. Inside the Zen Den there are snacks, drinks and frozen items for purchase with a flat top grill and air fryers below. Purchases can be made with Venmo or cash. The campsites are neat and clean with some privacy provided by distance and dividers. Michelle and her husband can be seen on the property cleaning and making sure everything is just right. Overall a wonderful experience for our family including my husband, college age daughter, her boyfriend and the family dog."

Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
RV Rental
Dover Plains, New York, USA

Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with electric, cozy beds, mini fridge, TV with alexa firestick , Keurig a small table and a dresser. Outside you have a large fire pit to relax by at night, a grill and picnic table. pets are welcome please keep them at your site and pick up after them. Guests have use of the Zen Den which has a 36" griddle with double air fryers. You can purchase food or bring in your own food to cook in the Den or bring back to your site. We have mini golf on the property as well as volleyball, badminton, corn hole, disk golf and a trampoline. Across the street you can access Stone Church a historic cave with waterfall and hiking trails. Walking distance to town, 1 mile from metro north station

Guest Reviews:

- "This campsite was a wonderful stop on our East Coast roadtrip to see friends scattered across the mid-atlantic states! The website description captures most of the details--most important to us was a friendly responsive host who was flexible with our arrival (gave detailed directions and instructions) and welcomed us personally when we arrived, well organized systems and spaces, a comfortable sleep (the beds and bedding in the tents were great), and a hot shower. The "extras" not so easily seen in the photos were strong wifi, gas grills, wood and a campfire site, a well-stocked pantry with a range of food for sale; and a warm, fun spirit that will surely engage kids and families. We visited on a Wednesday night but I can imagine a lively scene when all the sites are booked, and the fun (and funny) signs, crazy home-made mini-golf, and other game activities made me fondly recall my days as a kid at summer camp. This was our choice because there are few hotels in the area, and it turned out to be a refreshing alternative to the chain motels we used the rest of the trip. Enjoy!"

Lovely house in a gorgeous setting in Millbrook, NY
House
Stanfordville, New York, USA

Sitting on 40 beautiful acres. Property is very private, has beautiful trees and old barns . There is a brook and walking trails. The main house has 4 bedrooms , fantastic kitchen, charming living room and dinning room.Tons of light .Lovely garden. Tennis court .Pool
The pool house has open kitchen , one extra bedroom and bathroom . BBQ
The House was published on Elle Decor Magazine and House & Garden GB.

Guest Reviews:

- "The pictures wowed me in the first place, but to see this property in person is the only way to understand its expansive beauty. With our two 20-something kids (and spouse + friends) based in NYC, we wanted a place to gather that would be a short commute for them. Our host was very responsive and the house caretaker and housekeeper were always nearby to help...and we were greeted with some fresh eggs from the farm's chickens, along with some local produce. Cooking together is our favorite way to reconnect and the farmhouse kitchen is spacious and very well-equipped for anything you want to whip up. The rest of the house (which managed to be both impeccably designed and instantly comfortable at the same time) provided plenty of rooms and sleeping spaces for some work-from-home time and a couple of last minute friend visits. The weather was very warm, but the incredible pool house and pool (situated at a high point in the property for incredible views) offered the perfect spot to cool off. That building, too, was very well outfitted for entertaining...a grill and a fire pit are just off to the side. The hedge-framed tennis court was just beautiful. This was an animal friendly place--our dog had a blast running and exploring the property with us. An organic market was minutes away and the surrounding towns offered interesting shopping and a wonderful farmers market. Needless to say...we highly recommend!"

Glamping, family fun, pet friendly
RV Rental
Dover Plains, New York, USA

Glamping is all the fun of camping with all the convenience of a hotel. Each site has two beautiful canvas tents with electric, cozy beds, mini fridge, TV with alexa firestick , Keurig a small table and a dresser. Outside you have a large fire pit to relax by at night, a grill and picnic table. pets are welcome please keep them at your site and pick up after them. Guests have use of the Zen Den which has a 36" griddle with double air fryers. You can purchase food or bring in your own food to cook in the Den or bring back to your site. We have mini golf on the property as well as volleyball, badminton, corn hole, disk golf and a trampoline. Across the street you can access Stone Church a historic cave with waterfall and hiking trails. Walking distance to town, 1 mile from metro north station

Guest Reviews:

- "This is our 4 time staying, we brought of friends this time.. the place is clean and relaxing , enjoyed having diner from the zen den ! Property has beautiful landscaping and it’s well lit . The host -Sebastian and Michelle are very nice.. overall great stay" - "Great Glamping spot. The hosts were very responsive and the place provided many activities. " - "The tent was very comfortable to sleep in. Michelle has really thought of everything and is very on top of it. It’s a very unique and convenient place to stay if you want to have a little glamp experience and not go too off the beaten path and are not an experienced camper!"

Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool
House
Clinton Corners, New York, USA

About this space:

Relax and unwind in a private upstate retreat with stunning meadow views set amongst 13 acres in historic Dutchess County. Just a 2 hour drive or train ride from NYC will bring you to a refuge of rejuvenation in the country and serve as your centrally located hub to explore the nearby towns, enjoy the best shopping and culinary destinations and embrace the natural beauty of the Hudson Valley. Come find your peace while fully enjoying all that the region has to offer.

The space:

Make yourself comfortable in our newly renovated 3 bedroom, 3 bathroom modern ranch home with a swimming pool and 13 private acres. With an open floor plan and high ceilings, we invite you to gather with your friends and family and bask in the abundance of light in every direction. There are multiple living spaces for everyone to gather - have a morning coffee in the sunroom, dine around the kitchen island or reclaimed barn wood table, watch a movie or play games in our downstairs media room, or get cozy and enjoy a cocktail in front of the fireplace. Embrace the chilly nights outdoors with our fire pit in the backyard. The outdoor deck is perfect for gourmet grilling and dining al fresco and our fenced in yard is perfect for your furry friends to roam and run around.

The downstairs media room can serve as a 4th bedroom utilizing the large modular sofa.

Guest access:

Guests will have access to the full home with the exception of a couple closets and the garage.

Other things to note:

During the winter months, the driveway will be plowed to allow for easy access on our paved driveway.

Pool is seasonal (Memorial Day weekend - Labor Day weekend). Additional heating for $50 per day. Must request 48 hrs prior to your stay. Pool is currently CLOSED for the season.

Pet friendly, however we do ask for an additional $65 fee per pet per stay with a maximum of 2 pets

No parties, gatherings, or events of any kind. Only guests staying at the property are permitted on the premises. Violators will be subject to immediate cancellation of the reservation.

Guest Reviews:

- "My friends and I had a great time enjoying the perfect pool and the extremely comfortable house. The property management could not have been more helpful and responsive, and everything in the house was as, or even better, than described. I would certainly recommend for a friend or family get together, convenient to the city and with an excellent pool! Bonus: friends visiting from California got to see fireflies for the first time -- they were everywhere!"

Silver 1780 Millbrook Classic
House
Millbrook, New York, USA

Fresh, up-to-date Georgian jewel set on 120 prime Millbrook acres.

Master bedroom, two guest bedrooms, and two children's bedrooms. Big, open, light-filled kitchen (Bosch, Wolf, marble counters) opens onto lovely stone terrace with its own dining table and patio furniture, garden & saltwater pool.

Large master bath with double-sink, big tub, walk-in shower. Dreamy screened-in porch with day bed; wood-paneled library; formal dining room; two living rooms; 5 fireplaces.

Air conditioning on the second and third (i.e. bedroom) floors.

Modern, light-filled gym with cathedral ceilings, windows on three sides, large French doors facing over rolling fields; Peloton bike, recumbent bike, treadmill, weights, heavy bag.

The property, former estate of famous Audubon Society chief and WW1 aviator John H. Baker, is well known in Dutchess county for its walks, trees, and unique bird-life.

There is a separate "cottage" on the property (in the same building as the gym, but with separate entrance on the far side of the building; location is "off-screen" on the left of the aerial photo in this listing), with a shared driveway. This may be occupied during your rental, or alternatively it could be made available as part of your rental -- feel free to inquire about availability. An artist's studio in the same building can also be made available.

Prestigious Millbrook location places this gem within 90 minutes of the Upper East Side.

7 miles from delightful downtown Millbrook, with its restaurants and shops. 9 minute drive from Dover Plains rail stop (Metro North: Grand Central/ Harlem 125th St.)

Guest Reviews:

- "We loved our stay here. The house is much, much better than the pictures. It was perfect for our family get away. It was extremely clean, well stocked with everything we needed, and the pool was wonderful. I also used the gym which is well equipped. The patio, porch and property were all excellent. I highly recommend this house for family vacations." - "Our family of four enjoyed this beautiful property the week of New Year's. Claudia and Bartle were wonderful hosts who made planning seamless. Their home was very comfortable for our young children, cooking large holiday meals and snuggling up with a good book by the fire. And the location is just a quick drive from downtown Millbrook. We highly recommend this rental!"

Charming & Great Location!
Cottage
Verbank, New York, USA

Steps from a bustling creek and waterfall. This cottage is perfect for anyone coming to the area! Stocked with guest exclusives: snacks, drinks, extra towels, soaps, books, seasonal candles/decorations, kitchenware, linens, pillows, an adjustable bed, yoga mat, board games and a Smart TV with hundreds of free channels and movies from various apps like Pluto, Tubi, YouTube. This rental is the “Right-Side Unit”, private and two floors. In bedrooms, mattresses are new (used only by guests). The backyard is huge! Play catch, kick a ball or try out any of the outdoor games found in the sun room. WiFi is lightning fast and reaches all over. Cottage is located in a booking- friendly neighborhood and just off the highway. You are literally at the center of Dutchess County.

Right Side Unit: Kitchen, dining room, living room, sunroom, full bathroom and laundry on the first floor. A staircase takes you to the second floor where you’ll find 3 bedrooms, an office and another full bathroom.

Outside you have a front porch, the huge back yard, grill, patio, chairs, table, umbrella and a deck. The fire pit is set with cut wood to the side!

Amenities:

Bedding/Linens • Laundry • Wellness Facilities • Other • Security/Safety • Balcony/Terrace • Fireplace/Heating • Kitchen • Child Friendly • Ocean View • Tv • View

Fabulous 4 Season Resort Home on the Ten Mile River
House
Dover Plains, New York, USA

Beautiful 3 bedroom 4 bath with full kitchen, dining area, living room, open family room with foosball table, laundry room. Our resort property also offers a fully functional pool house with full kitchen, King Bedroom, full bath, open living space and loft for extra sleeping space. In ground, heated pool, bocce court, horseshoes, and fire pit on 3 acres of private land directly on the Ten Mile River which provides awesome wild life and fishing.

Guest Reviews:

- "We had an amazing stay here! The house and property are lovely: the house is compact, cozy and well maintained with big sliding doors in the dining/ sitting areas that open to a wide deck with incredible views of the lawn, river and passing wildlife. (Cardinals, blue jays, heron, osprey and two magnificent bald eagles kept us company all summer long.) The two bedrooms upstairs and one downstairs are all very comfy; there's a small office that made WFH possible and lots of amenities too - the foosball, bocce court and horseshoes were in constant use. The pool is a short walk across the grass and it was delightful to swim under big open skies with an elegant weeping willow nearby. Markets were about 10-15 minutes away, great pizza, burger, bakeries and ice cream spots are also nearby and lots of options for hikes/ nature walks. It was the perfect balance of quiet and connected - highly recommend!"

Whimsy Woods - 14 Acre Millbrook Estate with Pool
House
Millbrook, New York, USA

Summary:
Whimsy Woods, where contemporary design meets country escape, is a private getaway just minutes from the village of Millbrook. Approaching the property, you’ll feel the rich equestrian history of this historic hamlet, with paddocks and stables, sprawling meadows, and lush lawns. Through the wooden gate, find this uber-private 14-acre estate. The landscape features a mixture of manicured lawns and mature woodlands with walking trails.

The Space:
MAIN HOUSE:

Enter to a light-filled foyer with vaulted ceilings and a stunning chandelier. The glass-paneled stairway and open spaces invite you to explore. A minimalist office with built-in bookcases flows into a formal living room centered around a wood-burning fireplace. Fling open the French doors and invite the breeze while enjoying cocktail hour, or your morning paper.

The opposite side of the main floor is occupied by the kitchen and dining room, with ample seating. The space is open, allowing guests to mingle and pitch in, while you take advantage of the chef’s appliances and generous counter space to conjure a memorable meal. When the weather is right, the patio accessed by French doors off the back is another lovely dining location, with an additional 10-seat dining table under a wisteria-covered pergola and chain of fairy lights.

The main house hosts three bedrooms on the second floor. The primary suite spans one-half of the floor, vaulted ceilings rising to the peak of the roof, separating the bedroom from the expansive primary bath. Light streams through, with a row of glass panels dividing the bed and bath, and windows across both sides of the home. The en-suite bathroom has dual sinks, a walk-in shower, and a lovely soaking tub overlooking the grounds. On the other side of the floor are two guest bedrooms, one with a queen-sized bed, and the other with a pair of single beds and its own dedicated workspace. They share a connected full bathroom between them with a tub/shower.

The basement is a great place to send the kids, or relax for a low-key movie or game night. The media room with built-in bookshelves has a smart TV, comfy couches, a pull out sofa, and a game table. Rounding out the myriad amenities of this home is a home gym with a Peloton bike, treadmill, and assortments of weights and equipment.

GUEST HOUSE:

When you have a full house, take advantage of the guest suite for two above the garage. The open concept suite is divided by a half wall and features a queen bed overlooking the pool, and its own kitchenette. With a sitting area, bistro table and full bath with a walk-in shower this additional space completes Whimsy Wood’s capacity for 8 guests to stay in comfort and style.

Truly, the outdoor spaces set this home apart. The natural cathedral of mature trees surrounding the property gives a sense of total privacy. Wander the trails cut through the woods, and take the kayak out to birdwatch at either of two ponds on the property. The gunite pool surrounded by bluestone patio is an irresistible summer escape. Lounge the day away into the night — the pool is heated — and the propane fire pit will take the edge off an evening chill.

If you can muster the willpower to leave this idyllic property, the town of Millbrook, in the heart of the Hudson Valley, is equally positioned between iconic towns like Rhinebeck and Millerton (both under 30 minutes), and western Litchfield County towns.

Guest Access:
Guests have unrestricted access to the whole property and can enjoy the privacy Whimsy Woods has to offer.

The Neighborhood:
Whimsy Woods is located only 5 minutes away from the Village of Millbrook on one of the town’s most scenic settings, Woodstock Road.
A functioning animal farm offering fresh products for purchase as well as a horseback riding school set on beautiful grounds are neighboring the property.

Getting Around:
The property is set behind a long winding driveway. Ample parking on property. Guests can easily visit the Village of Millbrook via car or bicycle.

Other Things to Note:
Truly, the outdoor spaces set this home apart. The natural cathedral of mature trees surrounding the property gives a sense of total privacy. Wander the trails cut through the woods, and take the kayak out to birdwatch at either of two ponds on the property. The saline gunite pool surrounded by bluestone patio is an irresistible summer escape. Lounge the day away into the night — the pool is heated — and the propane fire pit will take the edge off an evening chill.

If you can muster the willpower to leave this idyllic property, the town of Millbrook, in the heart of the Hudson Valley, is equally positioned between iconic towns like Rhinebeck and Millerton (both under 30 minutes), and western Litchfield County towns.

* Please note the pool opens from mid-to-late May until mid-to-late September. Please inquire regarding specific opening and closing dates.

*One well-behaved dog is welcome at the property (with an additional pet fee). Sorry, cats are not permitted.

Interaction with Guests:
Host will be at guests’ disposal throughout the stay. The guests’ will be supported by local staff to ensure a seamless stay.

Guest Reviews:

- "We spent Memorial Day weekend at Whimsy Woods and had an amazing time. The house is beautiful, open and so comfortable. The grounds are lush and private with a spectacular pool area and fire pit. Our family and friends had magical dinners to remember. We can’t wait to revisit!" - "Fantastic"

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
House
Millbrook, New York, USA

Fall in love with Millbrook’s small-town charm when you stay at this chic upstate getaway! Complete with modern kitchen, outdoor dining, and family-friendly amenities, this home has everything you'll need for an effortless stay.

-- THE PROPERTY --

Pet Friendly | WFH Friendly | Walk to town | 9 Mi to Metro North Rail to NYC | Fall Leaf Peeping | 38 Mi to Skiing | Hiking | Biking on Rail Trails

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bunk Beds | Additional Sleeping: Pull-out sofas

CONVERTED GARAGE: movie theater, games, ping-pong table
OUTDOOR DINING: fire pit, gas grill, patio furniture, zipline, tree house
INDOOR LIVING: Smart TVs, walk-in closet filled w/ boardgames, clawfoot bathtub
KITCHEN: Wolf gas stove, Nespresso coffee maker, dishwasher, microwave, cooking & dining basics
GENERAL: Free WiFi, linens/towels, washer/dryer, complimentary toiletries, hair dryer
FAQ: Pet fee
PARKING: Driveway (up to 4 vehicles)

-- THE LOCATION --

MILLBROOK: Surrounded by farms and rolling hills, Millbrook is a one-stoplight town. Take a short walk to the village for coffee, antiques, shops, restaurants, parks, yoga, tennis, and more.

OUTDOOR ADVENTURE: Biking (Harlem Valley and Hudson Valley Rail Trails), Skiing (Catamount, Butternut, Hunter, Mohawk), Taconic State Park, Rudd Pond, Appalachian Trail, Stissing Mountain, Kent Falls State Park...

SEE + DO: Trevor Zoo at Millbrook School, Innisfree Garden, Millbrook Vineyards & Winery, Tenmile Distillery, Wethersfield Estate, explore nearby towns: Amenia, Millerton, Wassaic, Rhinebeck, Hudson...

Guest Reviews:

- "This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"

Private Luxury Retreat: Pool, Hot tub, & more!
House
Verbank, New York, USA

Escape to the heart of the Hudson Valley with this spacious and serene 4 bedroom plus office with full-size futon (folds down to a bed), 3. 5 bath estate nestled on nearly 9 acres! Features include an inground non heated pool, hot tub, outdoor kitchen, fireplace, and stunning outdoor space. Inside boasts a spacious kitchen, beautiful woodwork, a finished basement with a bar and pool table, laundry room, and a home gym equipped with weights and yoga mats. Perfect for relaxing getaways or entertaining. The home does not have curtains or blinds throughout. It was thoughtfully designed to take full advantage of its private, natural surroundings, allowing for beautiful natural light and unobstructed views. With no close neighbors and a secluded setting, privacy is still well maintained. Most guests find the open feel to be one of the highlights of the home.

Amenities:

Laundry • Child Friendly • Bedding/Linens • Balcony/Terrace • Internet • Security/Safety • Tv • Private Pool • Ocean View • Barbecue/Outdoor Cooking • Wellness Facilities • Pool

A-Frame Getaway with Pool
Cabin
Dover Plains, New York, USA

Discover the beauty of Dover Plains from this enchanting 3-bedroom cabin. Nestled in a tranquil setting, this cozy retreat features 3 queen beds, AC, WiFi, and a washing machine. With a quaint charm and all the comforts of home, guests can unwind in this peaceful haven. Make your holiday one for the books with a stay at our place.

Amenities:

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

Luxury home with extraordinary amenities nestled in an idyllic rural setting
House
Clinton Corners, New York, USA

Sitting on 215 acres with 5 miles of trails, two stocked ponds, stream and small waterfall, our Millbrook property is a great vacation home to experience a beautiful rural setting within a short drive from New York City. The house amenities include a swimming pool, hot tub, sauna, yoga room, tennis court, basketball hoop, trampoline, soccer field, mountain bikes and fishing rods. It is surrounded by over 25,000 square feet of gardens including herbs, roses, perennials, and cut flowers among others. Weekly rates are non-negotiable.

Amenities:

Parking • Laundry • Balcony/Terrace • Air Conditioner • Security/Safety • Wellness Facilities • Accessibility • Child Friendly • Internet • Kitchen • Other • View

Millbrook Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Millbrook – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Hudson Valley Home with Lake Views and Kayaks Clinton Corners, USA 640 3.0 1 Click here
Millbrook Country House Bed & Breakfast 3244 Sharon Turnpike, Millbrook, NY, 12545, USA 254 4.0 9.0 80 Click here
Millbrook Country House 3244 Sharon Turnpike, Millbrook, NY, NY 12545 215 8.4 49 Click here
The Millbrook Inn 3 Gifford Rd, Millbrook, NY, 12545, USA 651 4.0 10.0 5 Click here
The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley Millbrook, New York, USA 356 10.0 63 Click here
ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW! Dover Plains, New York, USA 1392 10.0 59 Click here
Apartment in scenic Hudson Valley New York Verbank, New York, USA 108 10.0 39 Click here
Be our guest at The Nest! Pleasant Valley, New York, USA 167 10.0 15 Click here
Twin Cedar Pond: Modern Farmhouse w/Sprawling Deck and Oversized Indoor Hot Tub stanfordville, New York, USA 419 9.6 15 Click here
Tower Hill - Hilltop Country Retreat with Panoramic Views Millbrook, New York, USA 774 10.0 15 Click here
Pet-friendly Cottage at Historic Millbrook Farm Estate Millbrook, New York, USA 277 9.2 14 Click here
Hudson Valley stunning lake side modern barn in an Enchanted Forest Clinton Corners, New York, USA 471 10.0 13 Click here
Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC Salt Point, New York, USA 882 9.4 13 Click here
Orchard Hill - Large Family Estate Millbrook, New York, USA 1908 10.0 11 Click here
Private Tudor style 5 bedroom home in country setting. Millbrook, New York, USA 960 10.0 10 Click here
Rare, peaceful glamping, hot shower, mini golf near appalachian trail Dover Plains, New York, USA 198 10.0 7 Click here
Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly Dover Plains, New York, USA 198 10.0 5 Click here
Lovely house in a gorgeous setting in Millbrook, NY Stanfordville, New York, USA 1054 10.0 5 Click here
Glamping, family fun, pet friendly Dover Plains, New York, USA 198 10.0 4 Click here
Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool Clinton Corners, New York, USA 749 10.0 4 Click here
Silver 1780 Millbrook Classic Millbrook, New York, USA 927 10.0 4 Click here
Charming & Great Location! Verbank, New York, USA 392 10.0 3 Click here
Fabulous 4 Season Resort Home on the Ten Mile River Dover Plains, New York, USA 828 9.4 3 Click here
Whimsy Woods - 14 Acre Millbrook Estate with Pool Millbrook, New York, USA 1300 10.0 2 Click here
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway Millbrook, New York, USA 612 10.0 1 Click here
Private Luxury Retreat: Pool, Hot tub, & more! Verbank, New York, USA 1278 10.0 1 Click here
A-Frame Getaway with Pool Dover Plains, New York, USA 1047 1 Click here
Luxury home with extraordinary amenities nestled in an idyllic rural setting Clinton Corners, New York, USA 4847 1 Click here

Note: The prices for each Vacation-Rentals in Millbrook 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

Vacation rentals in Millbrook that include a pool include:

  • Hudson Valley Home with Lake Views and Kayaks.- Review Count: 0, Rating: 0.0
  • ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!.- Review Count: 59, Rating: 10.0
  • Tower Hill - Hilltop Country Retreat with Panoramic Views .- Review Count: 15, Rating: 10.0

These vacation rentals in Millbrook provide spa or wellness access:

  • Orchard Hill - Large Family Estate .- Review Count: 11, Rating: 10.0

Family-friendly vacation rentals in Millbrook include:

  • Hudson Valley Home with Lake Views and Kayaks.- Review Count: 0, Rating: 0.0
  • Millbrook Country House Bed & Breakfast.- Review Count: 80, Rating: 9.0
  • Millbrook Country House.- Review Count: 49, Rating: 8.4

Pet-friendly vacation rentals in Millbrook include:

  • The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley.- Review Count: 63, Rating: 10.0
  • ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!.- Review Count: 59, Rating: 10.0
  • Twin Cedar Pond: Modern Farmhouse w/Sprawling Deck and Oversized Indoor Hot Tub.- Review Count: 15, Rating: 9.6

Vacation rentals in Millbrook that include breakfast options include:

  • Millbrook Country House Bed & Breakfast.- Review Count: 80, Rating: 9.0
  • The Millbrook Inn.- Review Count: 5, Rating: 10.0
  • ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!.- Review Count: 59, Rating: 10.0

Vacation rentals in Millbrook with private or on-site parking include:

  • Hudson Valley Home with Lake Views and Kayaks.- Review Count: 0, Rating: 0.0
  • Millbrook Country House Bed & Breakfast.- Review Count: 80, Rating: 9.0
  • Millbrook Country House.- Review Count: 49, Rating: 8.4

Some of the best Vacation Rentals in Millbrook are:

  • Millbrook Country House Bed & Breakfast.- Review Count: 80, Rating: 9.0
  • The Millbrook Inn.- Review Count: 5, Rating: 10.0
  • Hudson Valley Home with Lake Views and Kayaks.- Review Count: 0, Rating: 0.0

Some of the popular Vacation Rentals in Millbrook are:

  • Millbrook Country House Bed & Breakfast.- Review Count: 80, Rating: 9.0
  • The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley.- Review Count: 63, Rating: 10.0
  • ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!.- Review Count: 59, Rating: 10.0