Holiday rentals in Westerly

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Top-rated holiday rentals in Westerly

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

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Superhost

Apartment in Norwich

4.98 out of 5 average rating, 134 reviews

The Vacay Villa

JamieRating, 5 stars1 week ago

Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!

Superhost

Home in Mattapoisett

5 out of 5 average rating, 25 reviews

Salty by the Sea

JakeRating, 5 stars5 days ago

We absolutely loved Nicole’s place. It’s in a quiet neighborhood and very easy to get to. We used it as a starting point on some trips to Plymouth and Newport. The house is set up very well, had all the amenities we needed, and was very comfortable. Our kids loved going to the beach every day, which is only a two minute drive away, and easily walkable. Nicole also shared several recommendations with us and she did not disappoint! I’d highly recommend her cottage.

Superhost

Home in Narragansett

5 out of 5 average rating, 17 reviews

Sunset Sanctuary - Beachfront Vacation Home

Peter, JamesRating, 5 stars6 months ago

If you love the sound of waves crashing at your feet, this is the place for you. Incredible sunsets from the private deck. A picturesque, walkable village with a beautiful pier. Your own private beach right outside your door. Restaurants right up the street. Small enough to be absolutely charming but big enough (with the large loft) to accommodate a group. Location is everything and this place has it. Exactly as advertised and Host could not have been more amiable.

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

Flats

Convenient locations with everyday essentials

Popular amenities for Westerly holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westerly's top sights

Misquamicut State Beach127 locals recommend

Dog Watch Cafe73 locals recommend

Saltwater Farm Vineyard70 locals recommend

Ocean House64 locals recommend

Stonington Vineyards61 locals recommend

Beer'd Brewing Company43 locals recommend

Other great holiday rentals in Westerly

Superhost

Home in Narragansett

4.94 out of 5 average rating, 49 reviews

Allagash

JenniferRating, 5 stars9 months ago

We had a wonderful time! The place is great and the access to the private beach was so perfect and convenient. The house was perfect for our extended family. Would highly recommend

Superhost

Home in South Kingstown

5 out of 5 average rating, 18 reviews

Green Hill Getaway

SusanRating, 5 stars8 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.

Top guest favourite

Flat in North End

5 out of 5 average rating, 7 reviews

Beautiful and spacious lovely home

ChrisRating, 5 stars4 weeks ago

Place worked out perfect

Guest favourite

Guest house in Shelter Island

4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars11 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!

Superhost

Apartment in Newport

4.73 out of 5 average rating, 60 reviews

Gorgeous Condo w/Roof Deck, Harbor Views on Thames

AlisonRating, 5 stars8 months ago

Our third time staying at this location and we were thrilled with the beautiful updates/renovations both on the roof deck and common corridor carpet.

Top guest favourite

Home in Old Saybrook

5 out of 5 average rating, 49 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

DavidRating, 5 stars1 month 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 Preston

4.94 out of 5 average rating, 34 reviews

Large Island Lake House, near casinos

AngelaRating, 5 stars3 months ago

The location and Shana’s house were amazing! It’s even better than the pictures. Shana has created a clean ,beautiful, welcoming and cozy place that makes you feel at home! The house has everything you may need and even more. But most of all is that view of the lake through the huge windows all around the house! Thank you, Shana! Looking forward to visiting this special place again in the spring!!

Guest favourite