Westerly Holiday Rentals

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Check prices for these dates

Tonight
10 Jul - 11 Jul
Tomorrow
11 Jul - 12 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Westerly

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Shower, hair dryer, towels, soap

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

9.2 out of 10, Wonderful, (7)
The price is HK$1,358
HK$1,865 total
includes taxes & fees
27 Jul - 28 Jul
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Beach

Beach Cottage 1 Mile From Weekapaug & Misquamicut

9.0 out of 10, Wonderful, (177)
"Cute house in a great location by the beach!"
The price is HK$5,102
HK$7,749 total
includes taxes & fees
2 Aug - 3 Aug
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Dining

Amazing Ocean Front 2 Story Home, Steps Away From The Water

9.8 out of 10, Exceptional, (97)
"Our off-season stay at this one of a kind property was simply incredible. Tons of space, great amenities, and stunning views. Cindy was a perfect host, very responsive. Highly recommended!"
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Family Summer Oasis- pets allowed, near beaches, swimming pool, outdoor kitchen!
Property grounds

Family Summer Oasis- pets allowed, near beaches, swimming pool, outdoor kitchen!

8.6 out of 10, Excellent, (4)
"Our family stayed with another family over the 4th of July weekend. The house is spacious, there was plenty of room to spread out and have fun. My boys loved the pool and the outdoor space made it easy to grill, eat, and simply hang out outside while supervising the kids. Scott was very friendly and quick to respond any questions that came up. Definitely recommend to anyone looking for a quiet place to stay with a pool."
Family Summer Oasis- pets allowed, near beaches, swimming pool, outdoor kitchen!
NEW! 5 STAR Coastal Farmhouse - 3BR in Westerly! Moments to Watch Hill
Miscellaneous

NEW! 5 STAR Coastal Farmhouse - 3BR in Westerly! Moments to Watch Hill

2.0 star property
9.4 out of 10, Exceptional, (6)
"My husband, mother and I spent a wonderful weekend in Westerly staying at the Sea Ranch. The house is located in a nice residential neighborhood tucked away from noise and traffic. There's a very coastal esthetic throughout the house which makes it fun and inviting. Brian, the owner, is very responsive and helpful which is always appreciated when renting a house. Misquamicut State Beach is very close to the house and downtown Westerly is just a couple of miles away where there is a great cidery,...
NEW! 5 STAR Coastal Farmhouse - 3BR in Westerly! Moments to Watch Hill
3-bdr beach housed directly across street from private beach access.water views
Fridge, microwave, oven, dishwasher

3-bdr beach housed directly across street from private beach access.water views

8.0 out of 10, Very good, (1)
"good place. little small for 10 people but it’s nice had a lot of fun. fridge is kinda gross tbh "
3-bdr beach housed directly across street from private beach access.water views
Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1208)
"Love the view / shuttle that takes you to restaurants / shopping "
The price is HK$3,638
HK$4,311 total
includes taxes & fees
13 Jul - 14 Jul
Montauk Manor
Cute cottage with a private beach
Smart TV

Cute cottage with a private beach

9.4 out of 10, Exceptional, (3)
"Cute house. A bit pricy"
The price is HK$2,013
HK$4,421 total
includes taxes & fees
23 Jul - 24 Jul
Cute cottage with a private beach
Snug Harbor Waterfront Cottage Pet Friendly
Exterior

Snug Harbor Waterfront Cottage Pet Friendly

6.0 out of 10, (2)
"The cottage met all our needs. It is nestled between two marinas and in a quiet neighborhood. It is small but very efficient. One of the marinas has a small restaurant for breakfast and lunch and the owner of the restaurant is super friendly. Sitting out on the deck in the warm sun was lovely. We enjoyed our stay. "
Snug Harbor Waterfront Cottage Pet Friendly
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Bar (on property)

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

7.0 out of 10, Good, (2)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is HK$686
HK$946 total
includes taxes & fees
13 Jul - 14 Jul
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
TV, table football

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

8.0 out of 10, Very good, (3)
"The real draw for us was the proximity to Foxwoods and the fenced in yard for my son to run and play. We were pleased to find the house just as described: a bit rustic but charming and with plenty of space for us to spread out. The hosts were communicative and helpful. We didn’t have time to make use of the kayaks/pond but the kids enjoyed a s’mores night at the fire ring, and were treated to a gorgeous display of fireflies at sundown. The only caveat I would say is that it is a hard place for...
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Ocean State Escape - Walk to beach!
Property grounds

Ocean State Escape - Walk to beach!

Ocean State Escape - Walk to beach!
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Bar (on property)

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is HK$686
HK$946 total
includes taxes & fees
13 Jul - 14 Jul
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Fridge, microwave, oven, stovetop

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (155)
"Clean comfortable vintage property. Convenient to Stonington Borough, Mystic and Westerly."
The price is HK$981
HK$2,033 total
includes taxes & fees
13 Jul - 14 Jul
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Ocean view cottage in Green Hill 3BR 2 BA
Dining

Ocean view cottage in Green Hill 3BR 2 BA

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean, comfortable home"
The price is HK$4,906
HK$8,673 total
includes taxes & fees
31 Jul - 1 Aug
Ocean view cottage in Green Hill 3BR 2 BA
This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.
Aerial view

This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

9.4 out of 10, Exceptional, (8)
"We loved the spacious two bedroom apartment with updated amenities in a great location! Wonderful restaurant options and walkable to all. Would definitely be back again."
This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.
Thames River Retreat · CT College+Casinos+USCGA
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (5)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is HK$1,107
HK$4,062 total
includes taxes & fees
20 Jul - 21 Jul
Thames River Retreat · CT College+Casinos+USCGA
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Smart TV, books

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The apartment is in excellent condition."
The price is HK$1,325
HK$2,621 total
includes taxes & fees
17 Jul - 18 Jul
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
2 BR Beach Condo, 1 block from Ocean!
Aerial view

2 BR Beach Condo, 1 block from Ocean!

9.8 out of 10, Exceptional, (21)
The price is HK$2,944
HK$5,087 total
includes taxes & fees
14 Jul - 15 Jul
2 BR Beach Condo, 1 block from Ocean!
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!
Beach

Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

10.0 out of 10, Exceptional, (8)
"A wonderful property. LeighAnn was a superb host, available and friendly."
The price is HK$2,367
HK$4,370 total
includes taxes & fees
13 Jul - 14 Jul
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Westerly?

Yes, there are holiday rentals in Westerly close to Water Wizz of Westerly, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Westerly speak positively about the popular beaches and top-notch restaurants in this destination. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Westerly has to offer?

Amazing Ocean Front 2 Story Home, Steps Away From The Water: This highly rated holiday home rental in Westerly is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Westerly?

Choose from 121 Expedia holiday rentals in Westerly for a memorable holiday.

What can I see and do in Westerly?

Family-friendly attractions include Water Wizz of Westerly and Ninigret, whereas Misquamicut State Beach and East Beach are a couple of great spots to enjoy the outdoors. Other popular places to visit in the area include Foxwoods Resort Casino and Mohegan Sun Casino.

What are holiday rentals like in Westerly?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westerly. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family gatherings.