
Holiday rentals in Westbrook
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Top-rated holiday rentals in Westbrook
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Superhost

Home in South Kingstown
5 out of 5 average rating, 18 reviewsGreen Hill Getaway
SusanRating, 5 stars7 months ago
This house was spotless. Everything felt clean, the beds, the bathrooms. 5 bedrooms all nice size and clean. No carpets which is fantastic when you allow dogs. So happy to bring my two Bostons. Plenty of supplies and kitchen utensils. Nice backyard and neighborhood. AC worked great. The only thing I would recommend is a door on the outside shower. From CT and we don’t have outdoor showers so it would have been nice to have everyone shower outside. Other than that it was perfect for my family. Loved having the bikes ! Jackie left us wine and snacks totally appreciate it. We had a great week.
Superhost

Home in Waterford
4.94 out of 5 average rating, 18 reviewsSummer Beach Cottage Harknes, Ocean Beach N
JenniferRating, 5 stars7 months ago
It was a perfect spot for our little family vacation. We were so close to a few really nice beaches and the area is a short drive to mystic aquarium and village. Patsy and family are very nice and gave some great suggestions for activities in the area.
Superhost

Home in Cornwall
4.82 out of 5 average rating, 93 reviewsState Forest Getaway
TarynRating, 5 stars3 months ago
Had a great time in Cornwall, CT. We go away every year with friends for new years, renting a different house every time. This was one of our favorites. Loved the modern yet rustic decor. Bathrooms were beautiful and heated doors throughout. Big table for our expanded crew and puzzles. And very peaceful on the river, close to Mohawk Mt., etc. Great way to ring in 2025! Thanks Elena.
Guest favourite

Cabin in Rocky Point
4.89 out of 5 average rating, 479 reviewsGreat little place just for a couple
WendyRating, 5 stars1 week ago
It was the cutest little cabin. Great location! Lots of great restaurants nearby. It’s quiet and so clean!
Guest favourite

Home in Woodmont
4.98 out of 5 average rating, 43 reviewsBeachfront paradise- come, stay, relax!
TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Top guest favourite

Home in Old Saybrook
5 out of 5 average rating, 49 reviewsGreat Hammcock Getaway, Nearby beaches, Hot tub
DavidRating, 5 stars3 weeks ago
What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.
Guest favourite

Home in Mystic
4.86 out of 5 average rating, 7 reviewsFamily Friendly Mystic Retreat - Close To Town
VirginiaRating, 5 stars6 days ago
Cory and Dani have a beautiful and welcoming home. It is immaculate and very comfortable. The neighborhood is peaceful. They kindly responded quickly to my inquiries and request. I highly recommend their home.
Superhost

Flat in Rocky Point
4.84 out of 5 average rating, 108 reviewsCozy and Quiet space to Relax
BrianRating, 5 stars1 month ago
Great stay at a great location
Quick stats about holiday rentals in Westbrook
Total rentals
150 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- South Pine Creek Beach
- Wildemere Beach
- Sasco Hill Beach
- Morningside Beach
- Anchor Beach
- Fenway Beach
- East Beach
- Monhegan Bluffs Beach
- Sunken Meadow State Park
- Sasco Beach
- Southport Beach
- Long Beach