Explore Comfortable Lodgings in Essex, CT

Riverwind Inn Bed & Breakfast
Bed & Breakfast
209 Main St, Deep River, CT, 06417, USA

Guest Reviews:

- "We had a wonderful stay at Riverwind. From the moment we arrived, we were welcomed with friendly service. The room was pristine as was the bathroom! I can actually say that the floors shined. The bed was also the most comfortable I have ever slept in. The breakfast was above and beyond what I expected. We will certainly be back again." - "The property is beautiful! Very charming with great attention to detail. " - "First floor wood stove is marvelous, and second floor gas fireplace is equally enticing."

Peace Barn in the heart of the CT River Valley
House
Deep River, Connecticut, USA

The Peace Barn is a cozy retreat close to art and culture and parks. You’ll love the place because of the outdoor space and the comfy beds. My place is good for families, couples, and furry friends.

The Peace Barn is a rustic venue sitting on 15 acres of private land which can be used for group retreats, reunions, music festivals, weddings, film making, and camping. An outdoor 16x16 stage with seating for up to 150 is located on the property, making it perfect for entertainment, ceremonies, and more. There is a studio next to the house available for yoga, pilates, meditation and other group activities. The stage and studio are available for rental separately.

The tree deck (for ceremonies, performances, etc.) and Studio (for yoga classes, meditation, group classes, etc.) are available for an extra fee. Parking is available for up to 40 cars in rear lot. Please inquire.

My co-host offers amenities and services that you will love. They can answer any questions you have about the accommodations, make reservations for you, stock the fridge, and coordinate group functions.

All areas of the Peace Barn are available except the back room, the glass blowing hut, and an RV that is used by the owner. Outside, there is 3/4 mile of hiking trails, camping area, a gazebo with hammock, a large open field, a meditation spot by the lake, and plenty of space for large tents.

The owner lives on property most of the time in a separate and secured area of the house. When guests stay, they would be in an RV a few hundred yards away, but a storm caused damage to the RV and they need to temporarily use the separate area. The property manager is available to answer any pre-arrival questions, check you in, deliver any amenities you might need, or handle any problems that may arise. This information is in your packet.

Deep River and the surrounding communities have just about everything you could want for virtually any taste. If a big city vibe is what you re after, Boston and New York City are only 2 hours away, making our place an ideal home base for foreign travelers. Our co-host has a huge list of places and things to do, literally a personal concierge while you re staying here. They are experts in the CT River Valley area and can reach out to you once you book to find out what kinds of things you like to do. And if you are not coming by car, we can pick you up at the train station in Westbrook or Old Saybrook.

In the winter, there is a lovely sauna off the master bedroom that you can use. We will have a small pile of wood you can use for the wood burning stove. We can furnish XC skis, ice skates, or snow shoes upon request.

We should mention, please bring your own WIFI hotspot if you would like WIFI. We have good coverage with Verizon.

All other details about the place can be found in the packet.

Guest Reviews:

- "Overall rating is 5: Location; friendliness, helpfulness and availability of host; peacefullness of location; dog-friendly; multiple bedrooms and large dining table; near restuarants, hiking/walks, Gilette Castle, Hammonasset Beach State Park; and more. There are stairs to get to all bedrooms, larger common area and to the smailler common area.. There are also stairs (but just maybe 5-6) from the entry way up to the kitchen/dining area. Spiral stairs lead up to 3 bedrooms (plus full bathroom) on the topmost level). Middle level has two bedrooms (with a full bathroom off the large ("Master") bedroom; lowest level (smaller common area has sofa that one person could sleep on. There is a half bath adjacent to the Kitchen. We gave the hosts 4 stars for communication and check-in process, because of some issues getting ahold of them on the day of check-in and VRBO had 4 pm as check-in time but host said it was 5 pm. Glitch but definitely not a major ding and we would recommend this unique and beautiful location for a short or longer stay."

Mansion on the hill
House
Deep River, Connecticut, USA

Perched high above the Connecticut river, this stunning gated estate offers incomparable views, on the outside you will find over sized porches and iron balconies that command the views and lend a perfect setting for weddings or entertaining, on the inside you will find the first floor master bedroom with a large bathroom, completed with Jacuzzi and Sauna shower, all other 4 bedrooms have their own bathrooms. all that and more at a location that is close to down town Essex and all the attractions the lower CT river valley has to offer.

Guest Reviews:

- "The property was beautiful inside and out. The ground were well maintained and the outside seating and gathering areas were perfect. The views from this property are breathtaking. The inside of the home certainly didn't disappoint. The layout is great for gatherings. The different rooms make it easy to get away for smaller conversations. The furnishings are very nice throughout and the bedroom layout allows for privacy. We had an awesome experience here from start to finish."

Fantastic pool home in park-like setting on Connecticut Shore
House
Old Saybrook, Connecticut, USA

Bright and airy modern home surrounded by trees and grass. Good sized pool with outdoor furniture, including grill, hammock and fire pit. Large family room with 70" tv, large living room, fully stocked kitchen with stainless appliances, dining room and breakfast area. Large office includes a regular desk and a stand-up desk, as well as high-speed internet. Upstairs are three beautiful bedroom with flat screens and recently updated bathrooms.

Old Saybrook is a quaint New England coastal town, with access to beaches, casinos, outlet shopping, historical sites, museums, aquarium and more.

Guest Reviews:

- "Lovely spacious house, lovely secluded setting, thoroughly enjoyed our stay. Swimming pool was a plus." - "We want to profusely thank Patricia for the use of her beautiful home! From the beginning, communication was excellent and Patricia answered all of our many questions about the house and the area. This was the perfect spot for myself, my husband, our two young kids (ages 8 and 11) and our dogs. The beds were the most comfortable I and my family had ever experienced, the bathrooms were super clean (which is huge for me) and the entire house was just adorable. We really enjoyed family nights in the huge TV room and really appreciated that it was separate from another living area space so that we could have adult conversation in one room while our kids enjoyed watching TV in the other. The pool was amazing! It was the perfect size and our youngest actually learned how to dive on this trip. Our kids loved the smart fridge and the fact that you could play music, look up stuff, and even "draw" on the whiteboard. It was super easy to do our laundry whenever needed and the kids loved having their own tv in their very cozy bedrooms. The area is spectacular and being in such a private location was a plus. No noisy neighbors or anything like that and it was truly a serene spot to be in. Saybrook is near and dear to me and I was so looking forward to bringing my family to the area- Having this house was the perfect touch and we are already excited to come back next year. Thank you so much and see you again next July!"

Carriage House Studio Apartment
Apartment
Deep River, Connecticut, USA

Spacious cozy loft studio in a private natural setting. Two miles to shopping and restaurants. Three miles to Historic Essex Village, featuring scenic Steam Train and riverboat, CT River Steamboat Dock Museum, Ivoryton Playhouse, and many other local sites and destinations. One mile to 300+ acre nature preserve with miles of well marked trails.
The space
800 sq. ft. open space Loft Studio apartment.

Amenities:

Child Friendly • Security/Safety • Internet

Storybook Cottage
House
Old Saybrook, Connecticut, USA

Absolutely cozy little cottage style house. Has style like no other ! Beaches nearby in summer! Hiking in nearby parks. Great dinning, shopping, antiquing as well! If you’re looking to relax for a weekend or a week this is your perfect getaway house. Dogs are welcome.

Guest Reviews:

- "Very charming property, accurate description per listing. Very clean and overall a great stay."

Studio Four: Country whole house with Wi-Fi, AC in Old Lyme near the CT River
House
Old Lyme, Connecticut, USA

Enjoy a peaceful stay at this 1-bedroom house in Old Lyme. Take it easy at this unique and tranquil getaway. Studio Four offers an architecturally dynamic space flooded with light nestled into the landscape to embrace the pastoral surroundings. Close to the Connecticut River the property is private and offers its guests access to a private dock association on the Connecticut River at Goose Island, Lords Cove. You have access to a kayak launch and bikes, and can hike the neighborhood nature preserve which takes you to a scenic vista on the CT river. The grounds are serene and lush and the patio area with propane fireplace is the perfect spot for outdoor dining, or your morning coffee or an evening cocktail. You’ll hear birds and feel the tranquillity and privacy of this space. Close to the downtown arts district and a short trip over the bridge to the more bustling Old Saybrook or Essex, this place will beckon you back and make you happy you chose Studio Four. We hope to welcome you

Amenities:

Wellness Facilities • Parking • Air Conditioner • Barbecue/Outdoor Cooking • Internet • Bedding/Linens • Fireplace/Heating • Kitchen • Tv • Laundry • Security/Safety

Modern 70s Architectural Marvel - ★★★ Water and Hillside Views
House
Deep River, Connecticut, USA

Like a starship resting on a hill over the river, this is truly a unique design house like no other! The Great Room, with its vaulted ceiling & expansive windows and skylights, is the heart of the home's open and bright floorplan. The views are spectacular! Set in a stunningly beautiful and quiet upscale wooded community, its close proximity to theaters, tourist attractions, outlet shopping, great restaurants, beaches, casinos, and charming New England shops make this the perfect get-away home!

Amenities:

Guest Services • Child Friendly • View • Bedding/Linens • Wellness Facilities • Ocean View • Kitchen • Oceanfront • Internet • Laundry • Pet Friendly • Air Conditioner

Historic Sanctuary on the Pond
House
Essex, Connecticut, USA

The Parker Bull House circa 1754. Stunning renovation of a fantastic antique gem sitting on a pond with waterfall. This fabulous Historic home is located in the Ivoryton section of Essex overlooking the Falls River. Many historic features with all new modern amenities. Gorgeous granite & stainless kitchen with hardwood floors & access to a heated sunroom and a covered porch. A spacious pantry/laundry room conveniently located next to kitchen. A bright sunny LR with antique wideboard floors leads to a glorious formal dining room with original antique features and lovely wideboard floors. The second level has a newly configured Master BR and beautiful wood floored bath with glass shower. Two additional bedrooms and a second new bath with glass shower completes this level. A back staircase leads down to the kitchen. Large private yard on the water. Next door to luxury wellness center for gym, fitness classes, and other wellness services.

Amenities:

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

Garden View Room at the Pond House
House
Essex

The Pond House, a Waterfront Retreat is located in Essex a few minutes from town.

Located on 3 acres in a private country setting, the property has park like grounds; stroll through the gardens, enjoy multiple fire pits with sitting areas, hiking trails, fishing, access to kayaks and row boat on the pond.

This is a perfect place if you’re looking for a place to relax, have some tranquility while you’re enjoying time away — offering a retreat that’s peaceful in a quiet and relaxed environment.

The space
"The Pond House" is a Waterfront wildlife sanctuary. The Pond House is the perfect mix of luxury and nature. The property offers water views from almost every room and is a picturesque retreat during every season.

Here you can relax, kayak, hike, soak in the hot tub, use one of the many fire pits, roast s'mores, photograph nature, bird watch, fish, read, write, meditate, explore the private pond and more.

There are restaurants, wineries, breweries, nature trails, beaches & parks, quaint shops, indoor and outdoor activities, museums and theaters!

Guest access
The Pond House, has one en-suite guest room with private bathroom and three private guest rooms, that share 1 full, 1 half bath and laundry space.

The Garden View room, is a quiet and peaceful room with soft blues and whites to create a peaceful sleeping environment. This guest room offers a full size bed. If you’re looking for a room that’s cozy to have a great nights sleep … the Garden Room is perfect!

The remainder of the house is shared and enjoyed by the guests staying in all three private rooms. These shared spaces include the kitchen, dining room, the living room, the bathrooms, the hot tub, the deck, multiple patios and the backyard.

If you’re interested in booking all of the private guest rooms, please let us know and we can arrange the details for you!

Guests have access to the entire house, the deck, multiple patios and the backyard area.

Living Room - has a wood burning fireplace for the winter months with year round water views.

Deck off of the living room - has a propane fire pit table, Adirondack chairs, outdoor dining table, gas grill, outdoor blankets, string lights, tiki torches & water views.

Hot Tub on Patio - year round, 4 person hot tub & water views.

Backyard - there are multiple wood burning fire pits, firewood, dining tables, sitting areas, picnic tables and hammocks throughout the property.

Welcome to the Pond House …
Let your journey begin! Reconnecting with yourself and your love ones begins with spending time together!

Whether this is a personal getaway alone, a couples retreat, birthday weekend, bridal party weekend, wedding weekend, a couples weekend with friends, business trip or spending the holidays with family and friends!

Ask about booking all three private rooms as a group during your gathering.

During your stay
If you have any questions during your stay please don't hesitate to message us on Airbnb.

Additionally, if you have any issues during your stay, please let us know as soon as possible, please text. Thank you!

Other things to note
If you are staying when there is a new check in for the other guest room(s), our cleaning crew or we will be cleaning and tidying up the shared spaces.

Amenities:

Shampoo • Outdoor shower • Hot water • Cleaning products • Hair dryer • Body soap • Bathtub • Conditioner • Garden view • Lake view

Pond View Room at the Pond House
House
Essex

The Pond House, a Waterfront retreat is located in Essex a few minutes from town.

The house is located on a pond, on 3 acres in a private country setting, the property has park like grounds; multiple fire pits with sitting areas, hiking trails, fishing, access to kayaks and row boat on the pond.

This is a perfect place for relaxing, have some tranquility — we’re offering a retreat that’s peaceful in a quiet and relaxed environment with gorgeous sunrises and sunsets.

The space
“The Pond House” is a Waterfront wildlife sanctuary. The Pond House is the perfect mix of luxury and nature. The property offers water views from almost every room and is a picturesque retreat during every season.

Here you can relax, kayak, hike, soak in the hot tub, use one of the many fire pits, roast s'mores, photograph nature, bird watch, fish, read, write, meditate, explore the private pond and more.

There are restaurants, wineries, breweries, nature trails, beaches & parks, quaint shops, indoor and outdoor activities, museums and theaters!

Guest access
The Pond House, has one en-suite guest room with private bathroom and three private guest rooms, that share 1 full, 1 half bath and laundry space.

The Pond View room, is a quiet and peaceful room overlooking the pond with picturesque views, along with gorgeous sunrises, the room offers nautical blue and white colors to create a peaceful sleeping environment. This guest room offers a full size bed. If you’re looking for a room that’s cozy to have a great nights sleep with breathtaking sunrises and lots of sunshine … the Pond View Room is perfect!

The remainder of the house is shared and enjoyed by the guests staying in all three private rooms. These shared spaces include the kitchen, dining room, the living room, the bathrooms, the hot tub, the deck, multiple patios and the backyard.

If you’re interested in booking all of the private guest rooms, please let us know and we can arrange the details for you!

Guests have access to the entire house, the deck, multiple patios and the backyard area.

Living Room - has a wood burning fireplace for the winter months with year round water views.

Deck off of the living room - has a propane fire pit table, Adirondack chairs, outdoor dining table, gas grill, outdoor blankets, string lights, tiki torches & water views.

Hot Tub on Patio - year round, 4 person hot tub & water views.

Backyard - there are multiple wood burning fire pits, firewood, dining tables, sitting areas, picnic tables and hammocks throughout the property.

During your stay
If you have any questions during your stay please don't hesitate to message us on Airbnb.

Additionally, if you have any issues during your stay, please let us know as soon as possible via text.
Thank you!

Other things to note
If you are staying when there is a new check in for the other guest room(s), our cleaning crew or we will be cleaning and tidying up the shared spaces.

Amenities:

Hot water • Body soap • Outdoor shower • Lake view • Bathtub • Cleaning products • Shampoo • Conditioner • Garden view • Hair dryer

Water View Room at the Pond House
House
Essex

The Pond House, a Waterfront retreat located in Essex a few minutes from town.

The house is located on a pond, on 3 acres in a private country setting, the property has park like grounds; multiple fire pits with sitting areas, hiking trails, fishing, access to kayaks and row boat on the pond.

This is a perfect place for relaxing, have some tranquility — we’re offering a retreat that’s peaceful in a quiet and relaxed environment.

The space
"The Pond House" is a Waterfront wildlife sanctuary. The Pond House is the perfect mix of luxury and nature. The property offers water views from almost every room and is a picturesque retreat during every season.

Here you can relax, kayak, hike, soak in the hot tub, use one of the many fire pits, roast s'mores, photograph nature, bird watch, fish, read, write, meditate, explore the private pond and more.

There are restaurants, wineries, breweries, nature trails, beaches & parks, quaint shops, indoor and outdoor activities, museums and theaters!

Guest access
The Pond House, has one en-suite guest room with private bathroom and three private guest rooms, that share 1 full, 1 half bath and laundry space.

The Water View room, is a quiet and peaceful room overlooking the pond with picturesque views. This room is bright and sunny with gorgeous sunrises. This guest room offers a king size bed, cathedral ceilings with soft blues and whites to create a peaceful sleeping environment. If you’re looking for a room that’s spacious for a great nights sleep, with spectacular sunrises and lots of sunshine … the Water View Room is perfect!

The remainder of the house is shared and enjoyed by the guests staying in all three private rooms. These shared spaces include the kitchen, dining room, the living room, the bathrooms, the hot tub, the deck, multiple patios and the backyard.

If you’re interested in booking all of the private guest rooms, please let us know and we can arrange the details for you!

Guests have access to the entire house, the deck, multiple patios and the backyard area.

Living Room - has a wood burning fireplace for the winter months with year round water vIews.

Deck off of the living room - has a propane fire pit table, Adirondack chairs, outdoor dining table, gas grill, outdoor blankets, string lights, tiki torches & water views.

Hot Tub on Patio - year round, 4 person hot tub & water views.

Backyard - there are multiple wood burning fire pits, firewood, dining tables, sitting areas, picnic tables and hammocks throughout the property.

During your stay
If you have any questions during your stay please don't hesitate to message us on Airbnb.

Additionally, if you have any issues during your stay, please let us know as soon as possible via text.
Thank you!

Other things to note
If you are staying when there is a new check in for the other guest room(s), our cleaning crew or we will be cleaning and tidying up the shared spaces.

Amenities:

Bathtub • Lake view • Garden view • Conditioner • Body soap • Cleaning products • Shampoo • Outdoor shower • Hot water • Hair dryer

Elegant Essex Escape
House
Essex

Enjoy a stylish experience in this property located at the head of Main Street within walking distance of the marina, several fantastic restaurants, fabulous shopping, parks and the Griswold Inn.

Featured in "The Houses of Essex" by Donald Malcarne, the Dr Charles Davis Office, was originally built in 1924 as a doctor's office. In 1940 it was converted to a residence and although recently renovated, the house retains much character and charm with original hardwood floors and beadboard ceilings.

Guest access
You get the whole house to yourself!

Amenities:

Board games • Iron • TV • Free dryer – In unit • Hot water • Central air conditioning • Books and reading material • Hair dryer • Washer • Hangers

Adorable 2 bedroom guesthouse in Essex village
Bed & Breakfast
Essex

Enjoy the best of both worlds with this remodeled 2 bedroom and 1 bath antique home located on the coveted North Main Street in Essex Village. You are close enough to walk downtown but away from the hustle and bustle. The park-like back yard with an antique trolley bridge and Falls river running through it will give you the perfect place to unwind after a day of activities. Come see why Essex was named “The Perfect Small Town" in the book 1000 Places to See Before You Die!

The space
This is a cozy but comfortable space with many rooms having original wide plank pine floors.

The dining area has a small table set up for
two guests but can be pulled out and set for four people.

The living room has two love seats, coffee table and TV above the fireplace. Note that the fireplace is nonfunctional at this time. There are also plenty of books and games to enjoy. The windows in the living room have top down/bottom up shades allowing for both privacy and light.

The kitchen is well equipped and we are adding things all the time! It has a brand new electric stove, refrigerator, microwave, Keurig coffee maker, variety of k-cup coffee and tea, non-dairy creamer, French press, pots and pans, cooking utensils, wine glasses…etc. We have it stocked with paper towels, cleaning supplies, napkins, salt, pepper, sugar, and olive oil. If you need something and you can’t find it just ask! Please note that there is no dishwasher.

In the basement of this 1837 colonial we do have a washer and dryer that you can use. If you prefer there are several local laundromats.

The bathroom has just been completely remodeled and has a nice shower with tile walls and a pedestal sink. We do provide towels, hair dryer, soap, shampoo and conditioner.

The master bedroom has a comfortable queen size bed, luxurious bamboo sheets, blanket, comforter, plenty of pillows and
blackout shades. You will also find a good size bureau, closet, ironing
board, iron and two robes to enjoy!

The second bedroom has a daybed and pull out trundle, luxurious sheets, pillows and blankets. You will also find a desk in this room making it a perfect office for a summer away from the city. It also has blackout shades.

The large outdoor stone patio has a comfortable seating and dining area that looks out over the large lawn and small river. Part of the patio is shaded by a beautiful pergola covered in Wisteria. You have a gas grill and a large storage box to keep the patio cushions dry.

Down by the river you will find a wood burning fire pit and picnic table.

We are a pet friendly rental for those with dogs that are well behaved and comfortable traveling.

We have two dogs and live in the unit next door. We do our best to keep them quite while guests are occupying the property but you may be able to hear occasional barking.

Please be aware that we are in a village setting located on North Main Street and the house is set close to the road. You can hear traffic but the speed limit is 25 mph and it does get very quiet at night.

We are here to answer any questions so feel free to reach out.

Guest access
You will have access to the whole guest house, patio and large yard. We are on almost 2 acres and have a small river in our backyard. There is also a fire pit down by the river. Our two resident dogs have access to most of the property but there is an area of the yard along with the guest parking area and the guest house that they cannot access.

If you are bringing your pet you must keep them on a leash at all times and keep them in the designated guest areas for the safety of our dogs and yours.

If you want to explore the property but aren’t comfortable with dogs please let us know and we will try to arrange dog free time.

Amenities:

Essentials • Ginger Lily Farms Club & Fitness shampoo • Free dryer – In unit • Bed linens • Hot water • Free washer – In unit • Garden view • Hair dryer • Cleaning products • Hangers

Ideal Historic Home in Essex Village
House
Essex

Welcome to your opportunity to live the village life and stay in the heart of Essex Village. This is the first time a vacation rental home on Main St in Essex, CT has been listed on Airbnb.

Chosen as the best small town in America by Norman Crampton in his book, The 100 Best Small Towns in America. Essex also appears in 1000 Places to Visit Before You Die.

Located on the Connecticut River, this friendly New England community has been welcoming travelers since before the American Revolution.

The space
Gorgeous year-round, I don’t know which season I prefer to spend in this house; the cozy winters, stunning autumn, floral spring or care-free summers!

This tastefully refurbished home has brought all its 1820’s charm into to the 21st century. Built-in bookcases, hand carved banisters and beautiful wood floors throughout, exceptional craftsmanship is evident everywhere you look. Pure New England charm.

The updated kitchen boasts original wood cabinets and is located at the back of the house, perfect for making lunch to take out to the back patio or preparing memorable dinners for the adjacent dining room. One half-bath downstairs.

Upstairs you will find a full bath, well stocked with the essentials. Both bedrooms upstairs are comfy and bright. The master has a King bed and overlooks the marina. The second bedroom has two twin beds and faces Main St.

Central air & baseboard heating make it easy to be comfortable & in control of the climate here all year round. This home showcases five non-functioning fireplaces, each constructed with hand-turned mill work.

The backyard is large and private, plenty of room for kids of all ages to play games or watch our famously spectacular sunsets over the Connecticut River.

Guest access
Parking is located at the side of the house, enough room for two cars. Street parking is also abundantly available.

Amenities:

Cleaning products • Shampoo • Marina view • Shower gel • Hair dryer • Bathtub • Hot water • Body soap • River view • Conditioner

Downtown Essex Apartment - Steps to River!
Apartment
Essex

Embrace the essence of small-town living at this renovated apartment in the heart of Essex Village. With all the character and charm of a historic home, this 1-bedroom, 2-bathroom vacation rental offers river views, a private patio, gas grill, outdoor seating, and used to be the historic light and power building. The property is within walking distance of shopping, restaurants, nightlife, and museums. It is the perfect place for a Connecticut retreat, what are you waiting for? Book now!

The space
Water View | Smart TVs w/ Cable | 1.4 Mi to Essex Steam Train & Riverboat

Bedroom (Loft): Queen Bed | Living Room: Sleeper Sofa

INDOOR LIVING: Telescope, spiral staircase, widow’s walk (shared)
OUTDOOR LIVING: Lower patio w/ gas grill
KITCHENETTE: Cooking basics, dishware/flatware, mini refrigerator, 2 microwaves, hot pot, Nespresso combo espresso machine & pod coffee maker, toaster
GENERAL: Free WiFi, linens/towels, washer/dryer, central air conditioning & heating, ceiling fans, hair dryer, trash bags/paper towels
FAQ: Homeowner on-site (separate unit), not childproofed
ACCESSIBILITY: 2-story home, stairs & spiral staircase required to access
PARKING: Free street parking (first-come, first-served)

Guest access
Guests will have access to the entire property via keyless entry

Other things to note
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay
- NOTE: Because the spiral staircase and the balcony are not childproofed, this property may not be suitable for young children. Adult supervision is recommended
- NOTE: The 2-story property requires stairs to access and a spiral staircase to access the bedroom. The shared widow's walk is on the 3rd floor
- NOTE: The upper patio is not available for guest use

Amenities:

Bed linens • TV • Bedroom and laundry • Bathroom • Essentials • Washer • Hot water • Dryer • Hangers • Hair dryer

Modern luxury meets antique elegance.
House
Essex

Stay in luxury in the heart of historic Essex village. This antique home has been fully renovated and offers every modern convenience while keeping its historic charm. Dine at one of many downtown restaurants, enjoy local shops, explore the Connecticut river Museum, enjoy a fine wine at the local Wine Bar, treat yourself to a wellness treatment at Prive Swiss, hike miles in one of many Land Preserves or take in the views of the Connecticut River and all it’s natural beauty.

The space
Tastefully remodeled antique home that features the best of the best from the kitchen to the bedrooms. Designer decorated, live amongst everything first class surfing your stay here.
Cook meals in the remodeled, modern, eat in kitchen that includes marble counters, Wolf stove, top of the line cookware and Juliska drink ware and tableware. Dine at the large kitchen island or in the formal living room.

Relax by one of 2 gas fireplaces or enjoy the large outdoor fire stone.

Sit in style in the formal living room among fur rugs and tasteful furnishings.

Sleep well on high end mattresses and Matuk bed linens.

If you are joining us in the warmer months take advantage of the outdoor lounge areas or dine in the private yard among the hydrangeas.

Amenities:

Iron • Clothing storage • Washer • Extra pillows and blankets • Dryer • Bathtub • Hangers • Cleaning products • Bed linens • Hot water

Essex village carriage house
House
Essex

Completely new renovation - open concept - 1 bedroom
2 twin sleep sofas
fireplace in living room
Located at the top of Essex village.
2 minute walk to downtown Essex.

Amenities:

Hair dryer • Washer • Bed linens • Essentials • Extra pillows and blankets • Cleaning products • Hot water • Room-darkening shades • Free dryer • Hangers

Privateers Boathouse (Village Waterfront)
Bed & Breakfast
Essex

Right in the middle of all Essex Village offers: shopping, dining, boating.
Short drive to beaches, farm-stands, golf, hikes, theatre, colleges...

Very special little waterfront cottage with unrivaled views, private deck & access to town. Park your car once and enjoy all the wonders of Essex Village by foot during your visit.

🌟 Secluded, yet utterly central Village location.
🛶 Access to swimming pool WITH ARRANGEMENT (towels provided)
🚣‍♀️ No proper launch for kayak/SUP- but several close

The space
Guests stay in our little renovated freestanding boathouse. Its new kitchen & bath, low-key nautical decor, personal touches and fully thought through details/amenities make this a very special and upscale accommodation.

Location: Just off the beaten path. Down an elegant cobbled lane, behind a thick hedgerow sits an idyllic retreat with unobstructed waterfront views and great vibes.

First floor: Modern kitchen and comfortable living space. A wall of windows & covered outdoor deck with cushioned teak seating & a cocktail table have our visitors telling us they feel like they’re staying aboard a spacious yacht.

Kitchen is clean. Uncluttered, yet well-equipped. Everything you need is provided.

Upstairs: Second floor has the queen size bedroom and only bathroom. Custom upholstery, art, and antique accent furniture create the perfect place to lounge late in bed on crisp cotton linens, or read your book enjoying the vista outside from the large chair.

The small but updated bathroom with its glass door/tiled shower & pedestal sink is also located upstairs. (Plenty of extra towels, hairdryer and soap/shampoo can be provided.)

The Privateer's Boathouse is a thoroughly comfortable residence for a couple's visit. However, if traveling for just a few nights you can REQUEST our “double height” airbed to accommodate a child or to create a separate sleeping arrangement for another adult. If available, we will bring it to the Boathouse and before you arrive.




* Thank you for considering that using an additional bed is something extra our housekeepers must prepare, and clean up. Thus: we will ask for an additional "linen fee" of $25.
* Reminder, we cannot accommodate pets.

Guest access
Guests have exclusive use the two-story, one-bedroom Boathouse during their stay.

The Boathouse has incredible views, a fabulous & private in-town location, and its own private deck with curtains that billow in the ever-present summer breezes. There is also a lower patio that is exclusively for guests' use. Other outdoor amenities may be shared with host, so please ask.



Yes...
• Let us know about your special circumstances, and we will try to accommodate (as long as consideration of our neighbors' privacy at the forefront).

• We love hosting Brides & Grooms, and can make accommodations for you to setup for them, etc.

• If we are hosting your bridal attendants, or wedding guests, you can make special arrangements for them as well.


Sorry...
(1) Launching paddle boards, kayak, canoe, etc. directly from the property is quite "complicated", so please discuss in advance.
• It is inconvenient, but yes, you can "try it".
• Yes, there are better launch sites very nearby.

(2) We cannot accommodate docking at our property.
• We are close to the marinas.
• If arriving by water, we can help you plan for your stay.

(3) Use of the property, especially the swimming pool, assumes you agree to all risks.
• Persons outside those in your reservation cannot swim.
• AirBnB requires you to name yourself and guests in res.

(4) We love pets but cannot accommodate pets at Privateers Boathouse.

Other things to note
DETAILS:

If you have questions, please ask. We love hosting, and take pride in providing our guests with an outstanding experience.

Here are some answers to FAQ.

The Accommodation:
•. This is a small, private cottage.
• It is a separate dwelling, on a shared property.
•. On-site parking is included (one car, in a designated space out front)
+ Supplemental parking is at the end of the Lane, or, you can ask us where to put a second car. (We usually accommodate it without hesitation.)

Outdoors:
• Views, views, views (waterfront, seasonal boat action, birds, wildlife, etc.)
• Private deck with unobstructed waterfront views.
• Use of waterfront is tidal and therefore limited, just ask, we can explain.
• There is a "lounge area" (not pictured) that provides a private place to sit on the Cove.
• There is a completely private patio under the deck off the house, next to swimming pool that is also exclusively for guests-use. (Ideal for yoga.)
• Swimming pool is set into terraced gardens between the Boathouse and the Host's home. It is semi-private.
• There are poolside loungers, an outdoor dining table and many umbrellas to make a "pool day" comfortable.
• Please discuss swimming in advance. We will provide you with pool towels, and explain the situation (which changes based on season and weather). For example, sometimes the pool has a cover on it.

Indoor Amenities:
• Phenomenal waterfront views.
• Full kitchen & living room furnished in upscale, but comfortable style.
• Queen size bedroom & bathroom are both *upstairs*
• Sheets and towels are provided as part of your rental.
• The house will be clean and setup for you.
• Hairdryer & basic toiletries are provided in the bathroom.
• Kitchen stocked with essential cooking and dining utensils (condiments & seasonings)
• Twin size air bed & bedding (upon request) extra linen fee applies ($25)

Misc:
• Basic wi-fi
• Wi-fi television (adequate, but not huge, see photos)
• Gas grill is in shared outdoor area.
• We appreciate understanding if you'd like to use the outdoor facilities beyond your deck (specifically: pool/pool area, hidden waterfront area, and grill) so we can plan and make things available accordingly.





• NO parties
• No photo/film shoots without advance agreement (fees apply)
• NO PETS

Discounted weekly rates.
Ask about monthly rentals.

Amenities:

Shampoo • Hair dryer • Harbor view • Marina view • River view • Dove body soap • Cleaning products • Scenic views • Bathroom • Conditioner

Riverview Grandeur Tranquility & Luxury Essex CT
House
Essex

Welcome to Your Idyllic Retreat on the Connecticut River

Escape to the serene beauty of Essex, CT, where modern comfort meets classic charm at our luxurious vacation home. Nestled in a picturesque location with stunning views of the Connecticut River, this haven offers the perfect getaway for families and friends seeking tranquility and adventure.

The space
As you approach the property, you’ll be greeted by the breathtaking sight of the Connecticut River and Hamburg Cove. Step inside and be enveloped by the warm and inviting atmosphere, enhanced by Lutron lighting that sets the perfect mood throughout the main living and dining areas. With over 3000 sq ft of spacious living, there’s plenty of room for everyone to relax and unwind.

The heart of this home is the well-equipped kitchen, a culinary enthusiast’s dream. Imagine preparing delicious meals on a Viking range with a griddle and two ovens, or utilizing the Gaggenau ovens and Wolf drawer microwave. Bosch dishwashers make clean-up a breeze, and the Miele Nespresso Capsule Coffee machine ensures your mornings start with a perfect cup of coffee.

Entertainment options abound in this luxurious retreat. Two Samsung 4K smart TVs with Apple TV and Sonos home theater surround systems provide endless viewing pleasure. Enjoy music throughout the house with Sonos speakers, or take the portable Sonos Move outside for a delightful patio or deck experience. For added fun, challenge your friends and family to a game on the full-sized shuffleboard.

Each of the three bedrooms features super comfortable Sleep Number mattresses, allowing you to adjust the firmness to your liking for a restful night’s sleep. The master bedroom boasts a California King bed for ultimate comfort. With five bathrooms, equipped with modern amenities, everyone can enjoy their own space and privacy.

Step outside to discover the multiple outdoor living spaces, designed for relaxation and enjoyment. The deck provides the perfect place to enjoy an alfresco meal cooked on the Weber Genesis S-415 4 Burner liquid propane stainless steel grill. The comfortable patio furniture on the main patio invites you to lounge with a good book in the afternoon or gather around the fire pit under the stars. Or load up the beach cooler with refreshments and head down to the river patio to relax in the Adirondack chairs and watch the boats go by.

For those seeking adventure, the property offers a gas-powered golf cart for trips down to the river patio and dock, as well as three kayaks for exploring the waterways. Beach accessories, including beach chairs and a beach cooler, are provided for your convenience, ensuring a perfect day by the water.

Stay connected with high-speed gigabyte internet, and enjoy ample parking with room for one car in the upper lot, three cars in the garage, and an EV charging outlet.

The home also features an office equipped with an adjustable Elgato Key Light, perfect for sneaking in a quick video call if work beckons.

Book your stay at our Connecticut River retreat and experience the perfect blend of luxury, comfort, and adventure. We look forward to welcoming you and ensuring your stay is nothing short of magical.

Guest access
You will have access via smart lock to the home

Amenities:

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

Magic on Main Street!
House
Essex

Your family will be close to everything when you stay at this centrally-located historic colonial home in the "best small town in America." Walk to the shops, go to the CT River Museum, eat delicious meals (walking to local restaurants or cook in the amazing kitchen), and enjoy the view of Middle Cove. Enjoy the marinas, listen to live music in the park next door, take one of the four kayaks on the river, go on bike rides with the bikes on the premises, or sit on the peaceful porch and relax.

The space
Welcome to the Gamaliel Conklin house, one of Essex's truly admired historic homes. This home has been lovingly restored, renovated, and updated with meticulous attention to period detail and design yet perfectly matched for today's modern life. It's a stunning village 'gem' with peaceful views of Middle Cove. Surround yourself with this gracious and elegant home's warmth, charm, and character. This stately home has every modern amenity, exquisite grounds, perennial gardens, and sweeping lawns. The dream kitchen is a chef's delight and includes state-of-the-art appliances: Wolf, Sub-Zero, Asko, Bosch, dual dishwashers, and double wall ovens. You'll find marble countertops, a grand island, wide board floors, a sun-filled sitting room, and a cozy yet large living room that opens to a music room with a piano and other instruments ready to be played. This home can be customized for the guests, and a nursery set-up is available if helpful. There are also four kayaks and several bikes ready for use, lawn games, beach chairs, an outdoor trampoline, a fire pit, and everything else you need to make this the vacation of a lifetime.

Guest access
Guests have access to the entire house, minus the attic and the basement.

Other things to note
The house is perfectly located in the middle of Main Street. You can walk to everything, but you'll want to rent a car to take beach trips to Hammonasset Beach State Park, just 11 miles away, and visit sites like Gillette Castle State Park. We are happy to provide a list of fun things to do in the area, including hiking maps, parks, playgrounds, and children's summer camps.
It's also good to note that the first-floor king bedroom's closet is located in the front hallway, and the second-floor queen bedroom's closet is very small. However, the other bedrooms have plenty of space, and the master bedroom has a large closet with room to spare.
Housekeeping can come once a week for an extra fee.
Someone can assist with laundry, grocery shopping, etc., up to twice weekly for an extra fee.

Amenities:

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

Essex Lodging on the Map

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

Property Name Address Price ($) Star Rating Review Count Book
Riverwind Inn Bed & Breakfast 209 Main St, Deep River, CT, 06417, USA 255 3.0 10.0 54 Click here
Peace Barn in the heart of the CT River Valley Deep River, Connecticut, USA 494 2.0 8.6 4 Click here
Mansion on the hill Deep River, Connecticut, USA 2357 10.0 15 Click here
Fantastic pool home in park-like setting on Connecticut Shore Old Saybrook, Connecticut, USA 969 10.0 8 Click here
Carriage House Studio Apartment Deep River, Connecticut, USA 293 10.0 3 Click here
Storybook Cottage Old Saybrook, Connecticut, USA 308 10.0 2 Click here
Studio Four: Country whole house with Wi-Fi, AC in Old Lyme near the CT River Old Lyme, Connecticut, USA 268 1 Click here
Modern 70s Architectural Marvel - ★★★ Water and Hillside Views Deep River, Connecticut, USA 428 1 Click here
Historic Sanctuary on the Pond Essex, Connecticut, USA 575 1 Click here
Garden View Room at the Pond House Essex 111 10.0 1 Click here
Pond View Room at the Pond House Essex 133 10.0 1 Click here
Water View Room at the Pond House Essex 166 10.0 1 Click here
Elegant Essex Escape Essex 174 9.9 1 Click here
Adorable 2 bedroom guesthouse in Essex village Essex 285 10.0 1 Click here
Ideal Historic Home in Essex Village Essex 350 9.94 1 Click here
Downtown Essex Apartment - Steps to River! Essex 355 9.82 1 Click here
Modern luxury meets antique elegance. Essex 360 10.0 1 Click here
Essex village carriage house Essex 375 9.82 1 Click here
Privateers Boathouse (Village Waterfront) Essex 400 9.7 1 Click here
Riverview Grandeur Tranquility & Luxury Essex CT Essex 550 10.0 1 Click here
Magic on Main Street! Essex 850 10.0 1 Click here

Note: The prices for each Lodging in Essex 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 Essex that include a pool include:

  • Fantastic pool home in park-like setting on Connecticut Shore.- Review Count: 8, Rating: 10.0

Family-friendly lodging options in Essex include:

  • Peace Barn in the heart of the CT River Valley.- Review Count: 4, Rating: 8.6
  • Mansion on the hill.- Review Count: 15, Rating: 10.0
  • Fantastic pool home in park-like setting on Connecticut Shore.- Review Count: 8, Rating: 10.0

Pet-friendly lodging options in Essex include:

  • Peace Barn in the heart of the CT River Valley.- Review Count: 4, Rating: 8.6
  • Fantastic pool home in park-like setting on Connecticut Shore.- Review Count: 8, Rating: 10.0
  • Storybook Cottage.- Review Count: 2, Rating: 10.0

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

  • Fantastic pool home in park-like setting on Connecticut Shore.- Review Count: 8, Rating: 10.0
  • Storybook Cottage.- Review Count: 2, Rating: 10.0
  • Studio Four: Country whole house with Wi-Fi, AC in Old Lyme near the CT River.- Review Count: 0, Rating: 0.0

Some of the best Lodging in Essex are:

  • Riverwind Inn Bed & Breakfast.- Review Count: 54, Rating: 10.0
  • Peace Barn in the heart of the CT River Valley.- Review Count: 4, Rating: 8.6
  • Mansion on the hill.- Review Count: 15, Rating: 10.0

Some of the popular Lodging in Essex are:

  • Riverwind Inn Bed & Breakfast.- Review Count: 54, Rating: 10.0
  • Mansion on the hill.- Review Count: 15, Rating: 10.0
  • Fantastic pool home in park-like setting on Connecticut Shore.- Review Count: 8, Rating: 10.0