
House holiday rentals in Westbrook
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Top-rated house rentals in Westbrook
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Popular amenities for house rentals in Westbrook
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches
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!!

Modern East Hampton Home w/ Heated Saltwater Pool
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.

East Hampton Oasis - Pool and Hot Tub
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!!

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

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Quiet, Upscale Retreat by the Beach with NEW Pool
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.

Large heated pool, games room, near private beach
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.

Casino Stay & Play House
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

Adorable Beach House on LI Sound
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.

Duckling Crossing | Beach House on the Sand
Great space that accommodates 9 people and 2 dogs comfortably and has ample parking. Jason & team were proactive. Thanks for your hospitality.

Seas the Day at the CT Shoreline
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.

Newly renovated CT shoreline home next to Marinas
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!

Water Views and Walk to Beach
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.

Mid-Century 4 bedrooms with Water View & Access
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!

Great Hammock Getaway | Beaches, Views & Hot Tub
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.

Summer by the Beach,Outlets,Golf at the GlassHouse
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

North Fork paradise between beaches and vineyards
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!

Cornfield Point Beach House View
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.

The Beach House (Costa Casa Pelo Mar)
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!

Adorable Beach Cottage - Private Beach Association
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!

Sky of Blue, Sea of Green
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!

Oceanfront Retreat: Modern Beach House
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!!

The Farmhouse Stay
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!

Marina Chic: Bright Seaside Gem
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
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach