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House holiday rentals in Westbrook

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Westbrook

House rentals with a pool

Superhost
Home in Stonington
4.9 out of 5 average rating, 105 reviews

Homestead Near Mystic, Casinos & Beaches

Sherri Watson Rating, 5 stars1 month ago
This was the perfect spot for what we were looking for as my son graduated from Conn College. The host was very responsive to my questions and flexible with check in times which we needed. House was exactly what was described and we had a wonderful time. Thank you!!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars4 weeks ago
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.
Superhost
Home in East Hampton
4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars1 week ago
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!
Guest favourite
Home in Montville
4.93 out of 5 average rating, 163 reviews

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

KacieRating, 5 stars2 weeks ago
We had a great time at AJ's place! The space is very spacious and comfortable, everything was clean, and the backyard was PERFECT for our group. Close to casinos and restaurants. Highly recommend for groups and families!
Top guest favourite
Home in North Fork
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars1 week ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.
Guest favourite
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with NEW Pool

JoanneRating, 5 stars2 months ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.
Guest favourite
Home in East Hampton
4.93 out of 5 average rating, 154 reviews

Large heated pool, games room, near private beach

BerniceRating, 5 stars3 days ago
The house was perfect for my family. I loved the convenience of the one-floor layout and way it allows views of the pool and deck from the almost everywhere so we could enjoy it even when the weather didn't cooperate and we couldn't swim. The family /living room was comfortable and great for relaxing or watching a film. The lower level playroom was great fun with ping pong and billiards set up in two areas. We found everything we needed including electric outlets where you need them. The location was great for us and our rides to Montauk and the other towns in the area for museums and restaurants and views. The only thing less than perfect was low water pressure in the master bath sinks and shower, which Abigail said the plumber was addressing. She was extremely responsive and helpful.
Guest favourite
Home in Montville
4.95 out of 5 average rating, 151 reviews

Casino Stay & Play House

NurisRating, 5 stars2 weeks ago
Me encantó pasar mi cumpleaños con mi familia fue el lugar perfecto para mi familia todo estaba tan limpio y organizado estoy muy agradecida por todo gracias

Weekly house rentals

Guest favourite
Home in Branford
4.97 out of 5 average rating, 35 reviews

Adorable Beach House on LI Sound

JudyRating, 5 stars5 days ago
We had a wonderful stay at Eileen’s place. Many great restaurants close by…Lenny’s, Dockside and Rosso Vino we enjoyed. Delicious ice cream spots..Bishop’s Orchard Creamery and Ashley’s.
Superhost
Home in Westbrook
4.83 out of 5 average rating, 47 reviews

Duckling Crossing | Beach House on the Sand

KelsieRating, 5 stars1 week ago
Great space that accommodates 9 people and 2 dogs comfortably and has ample parking. Jason & team were proactive. Thanks for your hospitality.
Guest favourite
Home in Old Saybrook
4.94 out of 5 average rating, 17 reviews

Seas the Day at the CT Shoreline

ZackRating, 5 stars8 months ago
Alexandra’s place was a great stay for our weekend get away. Short walk to the beach and near anything else you might need. Alexandra was very responsive and accommodating to any questions we had.
Guest favourite
Home in Old Saybrook
4.86 out of 5 average rating, 28 reviews

Newly renovated CT shoreline home next to Marinas

BobRating, 5 stars2 weeks ago
Michael and Alyssa’s property was as described - actually felt more spacious than we expected. The layout was perfect for our party and TV/Wi-Fi facilities were excellent. The weather was inhospitable but they can’t be blamed for that!
Top guest favourite
Home in Old Saybrook
4.94 out of 5 average rating, 52 reviews

Water Views and Walk to Beach

VictoriaRating, 5 stars1 month ago
We were in Connecticut for our nephew's graduation from Yale. While searching for a house that could accommodate 8 people, I came across this beautiful home. When arriving and walking into the house, it exceeded all of my expectations. It was absolutely gorgeous and only a few steps to the beach. Our family could not stop talking about how exceptional the house was. The little town of Old Saybrook was so cute as well. I would highly recommend this amazing house to anyone that is staying in the area. Trust me, you will not be disappointed.
Superhost
Home in Essex
5 out of 5 average rating, 4 reviews

Mid-Century 4 bedrooms with Water View & Access

PriyaRating, 5 stars2 weeks ago
We had a wonderful weekend at Aude's home in Essex. The setting was beautiful and the house itself was immaculate. It is a 7 minute drive to the center of town, which was convenient. The host was very responsive and quick to fix any concerns we brought to her attention. I would definitely return to this Airbnb!
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 53 reviews

Great Hammock Getaway | Beaches, Views & Hot Tub

Carl And AnneRating, 5 stars3 days ago
This was our second stay at this lovely home. It was the perfect place to spend a week celebrating our 51st anniversary! The house itself is beautifully decorated, impeccably clean, and offers everything we could need for cooking, comfort, and leisure. We especially enjoyed the gas fireplace and the hot tub! We made good use of the local beach pass that was furnished for us. The two very close by beaches were well-maintained and very enjoyable. We would highly recommend this location and plan to make this our go to Airbnb when we are in this area. Irina is the perfect host! She is extremely responsive and reliable.
Guest favourite
Home in Clinton
4.84 out of 5 average rating, 57 reviews

Summer by the Beach,Outlets,Golf at the GlassHouse

MarissaRating, 5 stars1 week ago
This home was very spacious and clean. It was great to have the pool table, foosball and air hockey tables. This house had everything we needed and was only a 5-10 minute drive from restaurants, shopping and beaches. Great location!

Private house rentals

Guest favourite
Home in North Fork
5 out of 5 average rating, 35 reviews

North Fork paradise between beaches and vineyards

AndrewRating, 5 stars5 months ago
We had a lovely stay at Karine’s cute house! The kitchen was very nicely outfitted, beds were super comfortable, and the big wood-burning fireplace was excellent! We appreciated all the cool artwork around the house, and Karine’s wonderful photography book! We got to enjoy lots of bird life, and we were lucky to have a bit of snow. What a beautiful and peaceful spot. We can’t wait to come back in warmer weather to enjoy the pool and lovely big deck and yard!
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 16 reviews

Cornfield Point Beach House View

DonnaLynnRating, 5 stars5 months ago
Chloe's home was perfect for our stay as we wanted to be near my son in Old Saybrook. She was responsive and accommodating with my questions and needs always getting back to me right away. Check in was easy and I received emails all along the way which was helpful as I am a first time airbnb person. The home was immaculate with everything as it said it would be. I would definitely stay again and recommend this home.
Top guest favourite
Home in Niantic
4.99 out of 5 average rating, 68 reviews

The Beach House (Costa Casa Pelo Mar)

JenniferRating, 5 stars6 days ago
Rosemary was an excellent host and the home was clean, well stocked and felt very comfortable as a home away from home while traveling. We especially enjoyed the community’s private beach, using the provided parking pass, which was clean and calm water for children. After checkout I had left a pair of glasses and Rosemary let me know right away and assisted me in retrieving them before we left town which was much appreciated. The amenities for staying with a child were so helpful (changing table, pack & play, high chair, baby gate for stairs, beach toys). Would definitely recommend. Thank you!
Top guest favourite
Home in East Lyme
4.97 out of 5 average rating, 74 reviews

Adorable Beach Cottage - Private Beach Association

MaryRating, 5 stars1 week ago
Sandy and Ian were perfect hosts! Quick to respond to any queries and extremely welcoming. The cottage was clean and well stocked with all needed supplies. I cannot express how happy we were with our stay. Thank you once again Sandy and Ian for making our stay comfortable and stress-free!
Top guest favourite
Home in Old Lyme
5 out of 5 average rating, 22 reviews

Sky of Blue, Sea of Green

KaylaRating, 5 stars5 days ago
This house had so many amenities and was exactly as described! We enjoyed having access to grills, a hot tub, game room, and all of the household/beach necessities! The house and game decor were super cute and the adults loved the competitive scrabble game on the wall. There was a small ant problem in the kitchen (which the owner was aware of) that was there despite attempts to keep the dishes and garbage can clean, but that was our only minor complaint. Overall, loved the place and would consider staying here again!
Top guest favourite
Home in Woodmont
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars2 weeks ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Guest favourite
Home in Haddam
4.97 out of 5 average rating, 29 reviews

The Farmhouse Stay

MarisaRating, 5 stars3 weeks ago
Chelsea was communicative and helpful about her beautiful house. It had all we needed, was well appointed, beautifully decorated and in a gorgeous natural setting. We spent time lounging in the living room as a family and it was so comfortable. Top notch! Grab this place now!
Top guest favourite
Home in Guilford
5 out of 5 average rating, 24 reviews

Marina Chic: Bright Seaside Gem

QionglinRating, 5 stars2 weeks ago
The house is very spacious and clean, and best of all it’s filled with sunshine! Lauren always responds quickly and she is super helpful! Would like to come back in the future!

Quick stats about house rentals in Westbrook

  • Total rentals

    80 properties

  • Nightly prices starting at

    ₹9,519 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore