House vacation rentals in Westbrook

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Popular amenities for Westbrook house rentals

House rentals with a pool

Guest favorite
Home in Montville
4.92 out of 5 average rating, 271 reviews

Casino Wine Down House

JanineRating, 5 stars3 weeks ago
Enjoyed our stay to visit our daughter son in law, and granddaughter. This home was great
Superhost
Home in Stonington
4.9 out of 5 average rating, 105 reviews

Homestead Near Mystic, Casinos & Beaches

Sherri Watson Rating, 5 stars3 weeks 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!!
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars2 weeks ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Superhost
Home in The Hamptons
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars2 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.
Guest favorite
Home in Uncasville
4.93 out of 5 average rating, 162 reviews

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

SamRating, 5 stars2 weeks ago
AJ's home was great for our one night stay. The hot tub and outdoor patio were our favorites, and the interior also did not disappoint! AJ was a friendly and communicative host.
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 150 reviews

Secluded Farmhouse - Studio Apartment Style Unit

HelenaRating, 5 stars3 weeks ago
Jess’s place was lovely (and so was her recommendation for where to get a great egg sandwich!). We loved reading on the screened-in porch and being within walking distance of two wineries. Hope to be back next year!
Guest favorite
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with 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 favorite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars1 week ago
Only complaint would be the noise from road during the morning commute

Weekly house rentals

Guest favorite
Home in Branford
4.97 out of 5 average rating, 32 reviews

Adorable Beach House on LI Sound

JordanRating, 5 stars2 weeks ago
Had an excellent stay at Eileen’s place. The house was extremely clean and perfect size for a couple. Beautiful view and surroundings. Only wish I had more time to explore the area. Would definitely stay here again if I return.
Guest favorite
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.
Top guest favorite
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.
Superhost
Home in Old Saybrook
4.86 out of 5 average rating, 28 reviews

Newly renovated CT shoreline home next to Marinas

BobRating, 5 stars1 week 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!
Superhost
Home in Niantic
4.98 out of 5 average rating, 66 reviews

The Beach House (Costa Casa Pelo Mar)

JaymeRating, 5 stars2 weeks ago
Rosemary’s house is beautiful and was perfect for our stay! There was 8 of us and it was just right!
Top guest favorite
Home in Old Saybrook
4.94 out of 5 average rating, 52 reviews

Water Views and Walk to Beach

VictoriaRating, 5 stars2 weeks 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.
Top guest favorite
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!
Top guest favorite
Home in Old Saybrook
4.9 out of 5 average rating, 93 reviews

Best of both worlds!

RobertaRating, 5 stars1 month ago
I can not say enough to describe how incredibly wonderful our stay with Kirby was. We had a longer stay than we originally thought and our host could not have been more helpful with suggestions to help us navigate my husband stay at Yale. The home is warm, welcoming filled with everything you could possibly need. I have stayed in many bs and bs and they are far superior in their attention to every detail and available and responsive to your questions if you ever have any. You will throughly enjoy a blissful time here.

Private house rentals

Superhost
Home in Westbrook
4.83 out of 5 average rating, 46 reviews

Duckling Crossing | Beach House on the Sand

RachelRating, 5 stars5 months ago
Amazing stay! Completely perfect in every way. We loved our stay and felt right at home.
Top guest favorite
Home in East Lyme
4.99 out of 5 average rating, 72 reviews

Adorable Beach Cottage - Private Beach Association

MaryRating, 5 starstoday
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!
Guest favorite
Home in East Lyme
4.93 out of 5 average rating, 29 reviews

Stylish Retreat Waterviews

HillaryRating, 5 stars1 week ago
From the kayaks to the coffee, our stay was glorious! I loved waking up every morning to the gorgeous view of the Niantic River. The indoor and outdoor spaces were comfortable and there are so many amenities. Location is perfect- a short walk to the boat dock and back entrance to the Oswegatchie Hill Trail. I’d love to go back!! Thank you Cindy!
Guest favorite
Home in Haddam
4.96 out of 5 average rating, 28 reviews

The Farmhouse Stay

MarisaRating, 5 stars2 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 favorite
Home in Guilford
5 out of 5 average rating, 23 reviews

Marina Chic: Bright Seaside Gem

NicholeRating, 5 stars2 weeks ago
Lauren was probably the best host we have had on Airbnb. So responsive and helpful and the place was amazing. Guilford is a special place and we will definitely be back and stay here. Awesome property!
Top guest favorite
Home in Higganum
5 out of 5 average rating, 21 reviews

The Doll House

KimRating, 5 stars2 weeks ago
I had an exceptional stay just like the first time. This was my second stay. Jeremy is always responsive, personable and helpful. The dollhouse is a delight both inside and out! Everything one needs during their stay is provided. I hope to stay again because I cannot get enough of those delicious goodies that await you upon arrival!!!!
Top guest favorite
Home in Old Saybrook
5 out of 5 average rating, 52 reviews

Great Hammock Getaway | Beaches, Views & Hot Tub

JoanaRating, 5 stars3 weeks ago
We spent a few days at this amazing place and absolutely loved it! The house is cozy, very clean, well-organized, and beautifully decorated – great taste in every detail. We especially enjoyed the hot tub and the fireplace – perfect spots to relax. The location is also excellent. The host provides bikes, and we used them to explore the nearby beaches and ride around the town. It was exactly the peaceful and relaxing break we needed from our busy routine. We would definitely come back! ♥️
Guest favorite
Home in Clinton
4.84 out of 5 average rating, 56 reviews

Summer by the Beach,Outlets,Golf at the GlassHouse

MattRating, 5 stars1 week ago
Great place to stay - so convenient to shopping beach and very quiet location.

Quick stats about house rentals in Westbrook

  • Total rentals

    80 properties

  • Nightly prices starting at

    G$23,082 GYD 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