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Westerly Holiday Rentals

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Our top choices for Westerly holiday rentals

1 Mile To Beach, 2BR, 1 BA, sleeps 6

1 Mile To Beach, 2BR, 1 BA, sleeps 6
Westerly
8.8 out of 10, Excellent, (170)
"Very relaxing in a nice neighborhood! Great communication!"
United States
Adam N.
The price is HK$2,798
HK$4,591 total
includes taxes & fees
31 Dec - 1 Jan 2026
1 Mile To Beach, 2BR, 1 BA, sleeps 6

New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Westerly
9.8 out of 10, Exceptional, (11)
"Property was amazing...plenty of room for the whole family and close to the beaches and aquarium! We will be staying again! "
United States
Erin f.
The price is HK$3,497
HK$6,572 total
includes taxes & fees
31 Dec - 1 Jan 2026
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (188)
"Perfect place for us and our two dogs!"
United States
Stacy S.
The price is HK$3,497
HK$5,741 total
includes taxes & fees
31 Dec - 1 Jan 2026
Beach Cottage 1 Mile From Weekapaug & Misquamicut

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1274)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is HK$1,077
HK$1,383 total
includes taxes & fees
5 Jan - 6 Jan 2026
Montauk Manor

Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (192)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is HK$864
HK$2,097 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside cottage ON the water with beautiful views up the lake!

Contemporary cottage minutes from the heart of town!

Contemporary cottage minutes from the heart of town!
South Kingstown
10.0 out of 10, Exceptional, (47)
"Beautiful location, loved the property space and privacy! "
United States
Dianna S.
The price is HK$1,554
HK$2,881 total
includes taxes & fees
1 Jan - 2 Jan 2026
Contemporary cottage minutes from the heart of town!

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (220)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is HK$864
HK$2,008 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lakeside cottage overhanging the water, beautiful window views across the lake

The Tiny Cottage at Clem & Clyde's

The Tiny Cottage at Clem & Clyde's
2.0 star property
Oakdale,
10.0 out of 10, Exceptional, (2)
"Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! "
United States
jeff
The price is HK$738
HK$1,004 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Tiny Cottage at Clem & Clyde's

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is HK$781
HK$2,867 total
includes taxes & fees
5 Jan - 6 Jan 2026
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (16)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
The price is HK$914
HK$1,968 total
includes taxes & fees
6 Jan - 7 Jan 2026
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (17)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is HK$1,546
HK$1,996 total
includes taxes & fees
30 Dec - 31 Dec
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Stonington
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
The price is HK$591
HK$1,637 total
includes taxes & fees
26 Jan - 27 Jan 2026
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Ledyard
10.0 out of 10, Exceptional, (12)
"The Cottage was absolutely adorable and perfect for me my husband and our dog ❤️ Clean and cozy and the breakfast delivered to our door was amazing "
United States
Stephanie
The price is HK$1,681
HK$2,083 total
includes taxes & fees
4 Jan - 5 Jan 2026
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Cute cottage with a private beach

Cute cottage with a private beach
Breakwater Village
9.4 out of 10, Exceptional, (16)
"Close to the ocean, lovely area."
United States
Jackie C.
The price is HK$2,273
HK$4,721 total
includes taxes & fees
30 Dec - 31 Dec
Cute cottage with a private beach

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (8)
"Wonderful stay! Excellent host! Everything you need for a great weekend and then some. Highly recommended. "
United States
Robert I.
The price is HK$744
HK$1,599 total
includes taxes & fees
3 Jan - 4 Jan 2026
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,
The Borough
10.0 out of 10, Exceptional, (71)
"Very quiet neighborhood was a very enjoyable stay would highly recommend "
United States
Jennifer S.
The price is HK$1,392
HK$4,309 total
includes taxes & fees
2 Jan - 3 Jan 2026
Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (47)
"Small but clean and cozy! Not impressed just another apartment. Spa and pool very nice. I would return. "
United States
Johnny B.
The price is HK$1,001
HK$1,990 total
includes taxes & fees
5 Jan - 6 Jan 2026
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa

Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
Norwich
9.6 out of 10, Exceptional, (8)
"Super quick trip to get over to Mohegan for a basketball game."
United States
Brooke
The price is HK$1,220
HK$2,411 total
includes taxes & fees
14 Jan - 15 Jan 2026
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
Waterford
10.0 out of 10, Exceptional, (14)
"Cottage was perfect. Immaculate, well equipped, beautifully decorated. It had everything we needed! My family and I loved our stay here and will definitely be back."
United States
Nina B.
The price is HK$1,205
HK$2,566 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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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Top Westerly Hotel Reviews

Find out more about Westerly

Search for holiday rentals in Westerly on Expedia! You can easily find your home rentals, villas, holiday apartments in Westerly using one of the methods below:

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Look no further and take a look at our great range of rental properties in Westerly!

Frequently asked questions

Are there holiday rentals in Westerly?

Yes, there are holiday rentals in Westerly close to Ninigret, 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 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Westerly has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Westerly?

Choose from 100 Expedia holiday rentals in Westerly for a memorable holiday.

What can I see and do in Westerly?

Family-friendly attractions include Ninigret and Water Wizz of Westerly, whereas Misquamicut State Beach and Atlantic Beach Park 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.