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House vacation rentals in Essex

Find and book unique houses on Airbnb

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Popular amenities for Essex house rentals

House rentals with a pool

Top guest favorite
A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Guest favorite
A light-filled dining area features a round wooden table surrounded by four white chairs. French doors open to a lush outdoor space, and the wood-beamed ceiling adds a rustic touch. The adjacent kitchen with white cabinetry is partially visible, enhancing the open feel.
Home in East Hampton
4.88 out of 5 average rating, 107 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

IanRating, 5 stars3 weeks ago
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.
Superhost
A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Top guest favorite
An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars2 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Top guest favorite
The outdoor area features a large in-ground pool surrounded by a fence, with lounge chairs and shaded umbrellas. A spacious wooden deck is visible, along with seating and a small shed. The lush greenery of the backyard complements the serene setting.
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favorite
A heated pool is surrounded by a spacious, patio area featuring lounge chairs and a shaded table set, providing a relaxing outdoor space. Lush greenery and fencing enhance privacy, while a comfortable seating area can be seen beyond the pool.
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

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

DanielRating, 5 stars2 months ago
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.
Top guest favorite
A welcoming living area showcases a light grey sofa and two upholstered chairs flanking a coffee table. Natural light floods the space through large windows, highlighting a collection of framed artwork on the wall. A modern chandelier adds a stylish touch overhead.
Home in East Hampton
5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

DonnaRating, 5 stars3 months ago
Our family enjoyed a wonderful post- Christmas getaway at Jennifer’s beautiful home. The house is fabulous - well- located, pristine , beautifully decorated and well-stocked. It was relaxing and perfect. We did not have much need to reach out (everything was effortless) but when we did, Jennifer was very responsive and helpful. Highly recommend!
Guest favorite
Home in Montville
4.94 out of 5 average rating, 152 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

JaedyRating, 5 stars1 week ago
Great place and Great Host. Clean place and easy to find.

Weekly house rentals

Guest favorite
A two-tiered wooden display stands on a dining table, showcasing starfish and decorative stones. The lower section features a painted image of a manatee against a green background, while the upper level displays additional starfish. Natural light illuminates the table's wooden surface.
Home in Westerly
4.94 out of 5 average rating, 18 reviews

Beach House Minutes to relaxing by the ocean

CeciliaRating, 5 stars7 months ago
I don’t say this often but the house was even more perfect in person. So cute with great amenities. The hosts were amazing. The area has so much to do and all so close ! Can’t say enough good things!
Superhost
The open living area features vaulted ceilings with exposed wooden beams. A cozy seating arrangement includes a sofa and accent chairs around a circular coffee table on a textured rug. Natural light enters through large windows dressed with curtains, enhancing the spacious environment.
Home in Charlestown
4.83 out of 5 average rating, 29 reviews

Quonnie Beach House Walk to the beach

JohnRating, 5 stars2 months ago
My main search was for a pet friendly rental so I could invite friends with a senior golden retriever. And secondly I wanted to be near the ocean. Having lived on Cape Cod for 25 years, I moved back to Connecticut a year ago after the passing of my wife. But the call of the ocean never fades and this rental was steps from East Beach. My stay was in February and the weather wasn't the best, but beach walks are always best when the only footsteps in the sand are your own. The rental was very accommodating with 3 bedrooms, a spacious living area and large, fully equipped kitchen. Plenty of outdoor seating is also included. Melissa was very attentive and always responded quickly when needed. I definitely recommend this rental for a peaceful adult retreat or for a full family vacation. Kids will love it with the big yard and kayaks available. Enjoy, John
Guest favorite
A black lounge chair is positioned beside large glass doors, offering views of Napeague Harbor. Natural light fills the space, highlighting the warm wooden floors and nearby outdoor seating. A shading sail is visible outside, along with a pop of red from an umbrella.
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars7 months ago
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

SaraRating, 5 stars4 weeks ago
This is an AMAZING Airbnb. High quality blankets, towels, ornamental details throughout the space. Comfortable beds. Beautiful ambient lighting. Large backyard with a fire pit. The neighborhood is quiet, beautiful houses, surrounded by water, with lovey little shores and nooks to walk to. My 4 year old had toys to play with and a little potty that all came with the home. I will DEFINITELY stay again. My family and I loved this place.
Top guest favorite
A blue bungalow exterior is shown, featuring a spacious deck with black railings and multiple glass doors. A picnic table is situated on the lawn, alongside a children's toy. Lush greenery surrounds the property, enhancing the setting.
Home in Montauk
5 out of 5 average rating, 20 reviews

Montauk beach house!

StephanieRating, 5 stars6 months ago
Lovely, well kept and comfortably furnished. This home has everything you need for a comfortable stay. Owner is helpful and very responsive. Highly recommened!
Guest favorite
A bright, open-concept living area features a large wooden dining table surrounded by textured chairs. Expansive windows invite natural light and showcase views of the surrounding greenery. A cozy seating area is arranged near a fireplace, with modern decor enhancing the space's aesthetic.
Home in Montauk
4.95 out of 5 average rating, 38 reviews

Lux Montauk Retreat:Pool,Water Views,Sunsets Deck

KathleenRating, 5 stars7 months ago
I cannot say enough amazing things about this house - our stay was absolutely sublime. The decor was immaculately curated, the house had all the supplies required to cook family meals, the sunset was to die for, and we had an absolute blast at the pool. Communicating with Dan and Tabitha was great, very professional and responsive. The home was incredibly clean - it was the nicest AirBnb I've ever stayed in BY FAR, already looking forward to booking again. THANK YOU!
Guest favorite
The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.
Home in North Fork
4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

NicoleRating, 5 stars3 months ago
We had such a wonderful stay here over New Years. Like many other reviews have stated, pictures do not do this home justice. It’s so much larger and more spread out than we expected. Perfect layout for two couples where we each felt like we had our own place, with plenty of cozy spaces to hang out too. The kitchen is SO well equipped for anything and everything. Beds and sofas were super comfortable and the we loved all of the charming touches of this historical home. The location is fantastic too. Walking distance to everything you could need and a quick drive to so many beautiful areas. I can imagine spending hours in the backyard when the weather is warmer too!
Guest favorite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in East Lyme
4.96 out of 5 average rating, 186 reviews

Beachfront Paradise

DavidRating, 5 stars1 month ago
We stay at Patti's place twice a year for a time of reflection. The location is peaceful and restful, right on the water. Patti always has a plate of cookies waiting for us and lets us know about any changes. We had a cold, wet first day, so were particularly delighted to be able to use the new gas fireplace, which kept everything warm and cozy. We're booked in for late fall already!

Private house rentals

Superhost
The exterior view of the house is shown, featuring a clean white facade and large glass doors. A spacious deck is visible on the second floor. A wooden bench is positioned on a stone patio, surrounded by well-maintained greenery.
Home in Stonington
5 out of 5 average rating, 3 reviews

Shell House

MariaRating, 5 stars8 months ago
The home was exactly as described! It was lovely. A serene and peaceful vibe throughout and in the yard. both roomy and spacious. We were even surprised to get a water view from the top deck! All and all the house was very well appointed with everything we needed from chef quality pots and pans and dishes as well as a new out side gas grille! Beautiful artwork through out! Julie was great to work with and gave us excellent ideas for what to do and where to go in the area. We will surely go back! A great place for couples or a family with children.
Guest favorite
The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Top guest favorite
The exterior of a charming two-story house is presented, featuring light siding and dark shutters. Window boxes adorned with blue flowers are visible. A small porch with a door leads into the home, accompanied by a stone pathway and neatly landscaped shrubs.
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars1 week ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Guest favorite
A charming two-story beach house is set against a clear blue sky, featuring a well-maintained lawn. Two pink chairs are positioned on the grass, inviting relaxation. Natural stone accents are visible in the landscape, along with blooming flowers and shrubs enhancing the outdoor space.
Home in South Kingstown
5 out of 5 average rating, 13 reviews

Quiet , private yard - Walk to beach

JosephRating, 5 stars8 months ago
Carrie’s house is better than in the pics. The yard makes the place private and quiet (a small refuge near the beach). The rooms were nice, spacious and clean. The kitchen was well equipped! The outdoor shower actually had both cold and hot water. It is a great place. Carrie responds almost immediately to any inquiries or questions! The home is a seven minute walk from the beach and is a great place to spend the week or weekend!! Remember: Bring your own towels and sheets (not provided: Carrie sends reminders about this as well).
Guest favorite
The white estate is framed by bare trees, showcasing a combination of traditional architecture and natural surroundings. A serene lawn is visible in the foreground, with stone walls adding rustic charm. Soft lighting illuminates the porch, creating a welcoming atmosphere.
Home in East Haddam
5 out of 5 average rating, 25 reviews

Elegant Countryside Estate

AnjaliRating, 5 stars4 months ago
Spent a wonderful Thanksgiving weekend at Travis' place with my husband and two young daughters. The house is beautifully appointed and so cozy. We played games by the fire, watched a movie in the cozy tv room, and made and enjoyed lovely meals in the kitchen. The house is even more magical than it looks in the photos, and we certainly hope to be back.
Guest favorite
A private country compound is showcased, featuring a main house with a classic white exterior and black shutters. A blossoming tree stands prominently in the foreground, surrounded by a well-maintained lawn and neatly trimmed hedges.
Home in Sag Harbor
4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

WyattRating, 5 stars5 months ago
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!
Guest favorite
A modern kitchen features sleek black cabinetry and stainless steel appliances. A large island with bar seating is centered, adorned with a vase of fresh flowers. Natural light floods in through the windows, and a sliding glass door leads to the outdoor deck.
Home in Lyme
4.92 out of 5 average rating, 330 reviews

Stunning, peaceful and private home

KimRating, 5 stars2 weeks ago
The house was great and we were able to get Ubers to go to dinner. Beautiful house and stocked with everything you would need. We were on a girls weekend and had trouble with the locks but we just used the key. It could have just been us. We had a wonderful time and enjoyed the home.
Guest favorite
Two wooden chairs are positioned on a well-manicured lawn, facing a stylish beach house with large windows. Lush greenery surrounds the area, providing a sense of privacy. The sky is partly cloudy, enhancing the tranquil ambiance of the outdoor space.
Home in Montauk
4.71 out of 5 average rating, 21 reviews

The Raffle Beach House

JenniferRating, 5 stars5 months ago
We must have passed the residence hundreds of times going out Montauk over the past 40 years. What a hidden gem. We were so fortunate to have the opportunity to stay at this location. The home was very well appointed, tidy and clean. What a gem of a home, even in the off season. We would love to return.

Quick stats about house rentals in Essex

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    910 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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