Westerly Holiday Rentals

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Holiday Rentals in Westerly

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

8.8 out of 10, Excellent, (151)
"Great all around place to stay. Owner was very generous in making last minute adjustments to our stay. "
1 Mile To Beach, 2BR, 1 BA, sleeps 6

Beach Cottage 1 Mile From Weekapaug & Misquamicut

9.0 out of 10, Wonderful, (170)
"This house was clean , but needs many updates. We had a great stay and would stay again. Thx. "
Beach Cottage 1 Mile From Weekapaug & Misquamicut

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"We have stayed at the Montauk Manor for the holidays many times and find it friendly, peaceful and comfortable."
The price is AU$272
includes taxes & fees
9 Jan - 10 Jan
Montauk Manor

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (88)
"Well kept unit. Easy access. Very quiet. Pool and spa area beautiful "
Montauk Mansion INDOOR + OUTDOOR POOLS

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

9.8 out of 10, Exceptional, (193)
"Our stay was great! Bobby was there when we arrived to show us around. The cottage was comfy and cozy. It was a great place to relax and enjoy the beauty of the water on either of the 2 decks or from the hot tub. The beds were comfortable "
The price is AU$378
includes taxes & fees
16 Jan - 17 Jan
Lakeside cottage overhanging the water, beautiful window views across the lake

7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!

9.6 out of 10, Exceptional, (87)
"We had 13 family members staying at the farm. We had an additional 10 folks that came over for Thanksgiving day dinner. The house was very well equipped to handle this crowd. We all enjoyed it and had a wonderful holiday! "
The price is AU$2,811
includes taxes & fees
5 Jan - 6 Jan
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.4 out of 10, Exceptional, (31)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (65)
"The place was clean and cozy. The owners could not have been nicer or more accomodating! Thanks for a great stay!"
MONTAUK MANOR-DELUXE STUDIO APARTMENT

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

10.0 out of 10, Exceptional, (31)
"The perfect place to relax and get ready for a night out after an amazing day at the spa. Wish we had more time to enjoy the fireplace and rhe balcony. Nice open space wirh plenty of room and very well equipped, comfortable. We loved it!"
The price is AU$559
includes taxes & fees
14 Jan - 15 Jan
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings

9.0 out of 10, Wonderful, (76)
"Our extended family loves Marie's place! The cousins love soending alone time in the kid cabins, and the dining room table is great for a rousing game of Monopoly Go. Nice huge TV makes movie nights fun, and the pool can't be beat. Thanks for a great visit!"
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (23)
"We loved our trip. The cottage is beautifully done and the views incredible. We appreciated the hospitality extended by our host (and Nico the dog!) and enjoyed exploring the nearby woodland. Our kids are already asking if we can go back and visit again. "
Private Guest House w/ Deck + Spectacular Views!

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

8.8 out of 10, Excellent, (22)
"everyone associated with the property is great from owner to local mananger. house is quiet and on a beautiful piece of property"
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

7.2 out of 10, Good, (7)
"Stayed here for a weekend at Mystic with my parents who are older. Lots of steps from the street so bear in mind. Claude was very kind when I called him with questions and the water and fruit on the kitchen table was a nice touch. Neighborhood is a bit loud from front bedroom but beds were oh so cozy and again, CLEAN CLEAN CLEAN!"
The price is AU$456
includes taxes & fees
7 Jan - 8 Jan
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Stylish Modern WATERFRONT Cottage Near Mystic and Casinos

9.6 out of 10, Exceptional, (41)
"It was perfect for a short weekend stay with my sisters. Not too far from cute towns and amenities. Beautiful water to look at. Easy to check in and to communicate with owners. "
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos

WALK FROM FERRY!!! WALK TO TOWN !!! BIKE EVERYWHERE!!!

9.6 out of 10, Exceptional, (18)
"This was an awesome home for our friends and family! Spacious, well-stocked, clean, great location and dealing with Douglas was an absolute pleasure. Definitely recommended! "
WALK FROM FERRY!!! WALK TO TOWN !!! BIKE EVERYWHERE!!!

Exceptional Historic "The Wakefield" Downtown/Beaches

10.0 out of 10, Exceptional, (125)
"Beautiful home lots of functional space for eight different couples fun space for games. We had a catered dinner, which worked out really nice in the space. Wonderful host. Highly recommend."
The price is AU$3,055
includes taxes & fees
4 Jan - 5 Jan
Exceptional Historic "The Wakefield" Downtown/Beaches

Cape Cod home in great location! Walk to downtown

9.4 out of 10, Exceptional, (142)
"The house was clean and had a cozy feel. Good location too, with a lot of restaurants/ neat stores nearby. I would definitely recommend this if you're looking to go on vacation to Connecticut."
Cape Cod home in great location! Walk to downtown

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

9.8 out of 10, Exceptional, (168)
"The Cottage was the perfectly cozy home away from home for our Thanksgiving trip to visit family. Everything was thought of from the towels for the hot tub, to the coffee for the morning. Thanks so much for such a lovely getaway for our family!"
The price is AU$420
includes taxes & fees
14 Jan - 15 Jan
Lakeside cottage ON the water with beautiful views up the lake!

Super Cute & Cozy Apartment in Downtown Mystic!

9.8 out of 10, Exceptional, (65)
"It is a cute, but tiny apartment. Very short walk to "downtown" Mystic and the Seaport. There is another apartment above it so at times you'll hear voices and footsteps. The heat hadn't been turned on, so the 1st nite was chilly but the property manager quickly addressed that."
The price is AU$286
includes taxes & fees
5 Jan - 6 Jan
Super Cute & Cozy Apartment in Downtown Mystic!

Private Steps to Beach, AC, Linens/Towels Included, Narragansett, South County

10.0 out of 10, Exceptional, (15)
"We stayed at Bonnet shores for URI Parents weekend. Three generations were present this weekend and we absolutely adored the great room - which had sweeping views of the water. We enjoyed daily walks down to the beach with our pups and overall the location was wonderful. The house was clean, comfortable and quite enjoyable! We will be back! "
The price is AU$2,001
includes taxes & fees
4 Jan - 5 Jan
Private Steps to Beach, AC, Linens/Towels Included, Narragansett, South County
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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Other types of properties in Westerly you may be interested in

Winnapaug Inn

2.0 star property
8.2 out of 10, Very good, (1002)
"Standard clean room which could be improved with renovation or update of the facilities. "
Winnapaug Inn

Pleasant View Inn

3.0 star property
8.0 out of 10, Very good, (1000)
"Aptly named indeed. Would stay again and again"
Pleasant View Inn

Sandy Shore Motel

2.5 star property
8.0 out of 10, Very good, (397)
"My visit was lovely. The room was clean and beautiful and my view was superb! "
Sandy Shore Motel
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.

Frequently asked questions

Are there holiday rentals in Westerly?

Yes, there are holiday rentals in Westerly close to Wilcox Park, 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?

7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!: This holiday home rental outside of Westerly is located near the beach, and has a furnished patio, a garden and a BBQ to put you at ease in your new surroundings. It has 7 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 games in this rental home to help you unwind.

How many holiday rentals are there in Westerly?

Choose from 103 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 East Beach Watch Hill are a couple of great spots to enjoy the outdoors. While here, Weekapaug Beach and Wilcox Park are other places worth a visit.

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.