Holiday houses in Westbrook

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Top-rated holiday rentals in Westbrook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Condo in Norwich

4.98 out of 5 average rating, 132 reviews

The Vacay Villa

HeatherRating, 5 stars3 weeks ago

Had a wonderful stay! It was so cute and cozy and just what we needed for a wonderful weekend getaway. My daughter and I had a great mix of fun at local wineries, concert and dancing at Mohegan Sun just minutes away and a wonderful relaxing time at the spa just a short walk away. We also took a trip to Mystic for some shopping and a great dinner and still managed to have some nice wind down time in front of the fire watching a comedy on Netflix. The condo had everything we needed as well as great touches of snacks and coffee plus all sorts of creamers. Would definitely come back again!!!

Guest favourite

Home in Westerly

5 out of 5 average rating, 8 reviews

Cozy, summer house near Misquamicut beach

ShelbyRating, 5 stars7 months ago

This was one of the greatest Airbnb stays I have had! This house of very continent do the beach. They have chairs and an umbrella for you so you don’t need to pack them. Also there are so many great beaches near by to pick from. This house is beautiful and was perfect for the girls weekend we had planned. We all highly recommend this place and all want to make it our new yearly tradition to stay here!

Guest favourite

Home in East Haven

4.9 out of 5 average rating, 49 reviews

Jamaica Court Cottage

ElizabethRating, 5 stars3 months ago

Jamaica Cottage was exactly as described. We felt immediately at home. Location was gorgeous just steps from the beach and excellent food and drink a quick walk across the street. Even in winter it was peaceful and cosy! Would be a phenomenal summer stay. Kitchen and bathroom had everything we needed. Plenty of linens. Internet was fast and technology around the house all worked well. Lanna was incredibly welcoming and responsive to any minor issues that came up. We thoroughly enjoyed our stay and would go back anytime.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Westbrook holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Westbrook's top sights

Westbrook Outlets44 locals recommend

Lobster Landing39 locals recommend

Bill's Seafood Restaurant36 locals recommend

Café Routier29 locals recommend

Ivoryton Playhouse28 locals recommend

Stop & Shop28 locals recommend

Other great holiday rentals in Westbrook

Superhost

Home in Waterford

4.94 out of 5 average rating, 18 reviews

Summer 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 reviews

State 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, 481 reviews

Great little place just for a couple

ChristopheRating, 5 starstoday

Very clean, comfortable, and quiet, with everything you could need for a short stay Just as described

Guest favourite

Guesthouse in Shelter Island

4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars10 months ago

Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!

Guest favourite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront 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 reviews

Great 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 reviews

Family Friendly Mystic Retreat - Close To Town

VirginiaRating, 5 stars1 week 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