
Pet-friendly vacation rentals in Westbrook
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Top-rated pet-friendly home rentals in Westbrook
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Pet-friendly house rentals

PICTURE PERFECT SOUTHAMPTON HOME-
Great spot for a long weekend getaway! Host was very responsive and gave great recs. Would definitely stay again!

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

Cabin Love at the Lake
I appreciated all the snacks and drinks that were included. Bathroom was stocked with everything you'd need and there was detergent for the washer too

4BR House- Central Location
Caroline was a wonderful host. We felt very welcome and appreciated the breakfast food, milk, and juice. I would definitely stay there again.

Cape on the Water
We had a wonderful stay at this beautiful home. Everything was just perfect – from the clean and cozy space to the peaceful surroundings. You can tell how much care and thought went into making guests feel welcome. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and charming place to stay.

Sharon Chalet Lake House
We went to the house during the winter, and it was absolutely magical! The place was so cozy and warm, and we had the best snow day ever. We lit the fireplace, and the whole area looked like a winter wonderland with all the snow and frozen lake. It was a truly unforgettable experience!

Southampton Winter Rental, 3 bed, 2 bath
We were so excited to find this house available again. We were here a few years ago and always wanted to return. It was just as wonderful as we remembered. Iris is a great host. She meets every request with prompt enthusiasm. We highly recommend her and this beautiful home.

Westport Gem - walk to shops, dining, town center
Really enjoyed our stay at this property. It was extremely clean and cosy and I especially loved the kitchen. They thought of everything you might need and made sure it was available. The garden and deck were lovely but unfortunately we didn't get to use due to the weather. The location is just perfect and very close to Westport shopping area which was full of beautiful shops and restaurants. I particularly loved that the host was so responsive and flexible and really tried to make everything easy for us. Would definitely stay here again.
Pet-friendly home rentals with a pool

Private & Pristine with Pool and Kid’s Playard
We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

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

Modern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

Affordable In-Law Apartment in Brooklyn, CT
I fell in love with this apartment, the living room, kitchen, bathroom and bedroom were excellent, very cozy and endless amenities, the only complaint I have is the ceiling of the room but it is understandable and is not a big deal and they did not tell us where to put the garbage so we had to leave it in front of the door in the garage but other than that a very good experience in this beautiful place, I recommend it!

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

Charming apartment with breathtaking view!
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

Private Bridgehampton Pool house
We had a great time during our stay at Theresa’s. It truly felt like a home away from home. The warm and inviting atmosphere made it easy to relax and unwind. Theresa was an exceptional host. She was available to answer any questions we had and made us feel supported throughout our stay. Will definitely stay here again next time we are in the area.

Casino Stay & Play House
Place was nice and comfy and he was very responsive.
Private, pet-friendly home rentals

Total Privacy in Springs.
The place is roomy and clean. The bed is comfy and the shower is great. There were juices and sodas and water in the mini fridge, a coffee maker with coffee and some wrapped snacks. A comfortable place to stay in a very pricy part of Long Island if you prefer a home over a hotel. We were only there for the 2 nights of our stay since we were out all day and for that it was perfect.

Peaceful and Private 3 bedroom home in the woods
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!

Cozy Family and Pet friendly 3 br Home
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!

Twin Pond Ocean View 2 Bedroom #4
We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

Privately Located Beach Cottage Escape
We knew we weren't going to be on the beach but we wanted to be near the beaches and we were. The cottage was a little Gem in a secluded area off a main road with a private neighborhood behind. The landscaping was so adorable with Adirondack chairs and a fire pit w/ outdoor bbq & seating area. It was cutely decorated with a newer kitchen & ALL the things needed for your stay! The loft bedroom was so cool & games in the L.R.! Our family had a wonderful gathering and fun stay. The beaches were beautiful and we got to bring our dog, Freedom along for the fun! We'd stay here again!

Private and Serene home close to I-84 and shopping
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!

Great little place just for a couple
The property was cozy and clean with great graden sitting are and almost everything you could need. Only qualm was that the property was advertised to have a fence but there isn’t one, there is a hedge but not a gate to make an enclosed space for a dog. This isn’t a huge deal because the beach is so close and great for walks just a minor disappoint other than that the place is incredibly cozy and we would be happy to stay here again
Quick stats about vacation rentals that are pet-friendly in Westbrook
Total rentals
50 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Beach
- Misquamicut State Beach
- East Matunuck State Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Hammonasset Beach
- Ocean Beach
- Yale University
- Pleasure Beach
- Soundview Beach
- Watch Hill Beach Association Beach
- Dunes Park Beach
- Roger Wheeler State Beach
- Rocky Neck State Park Bathing Beach
- Galilee Beach Club Beach
- Stony Creek Beach
- Weekapaug Inn Beach
- Mohegan Bluffs
- Sea Bluff Beach
- Sand Hill Cove State Beach
- Foxwoods Resort Casino
- Limewood Beach
- Esker Point Beach
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