Westerly Holiday Rentals

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Holiday Rentals in Westerly

Beach Cottage 1 Mile From Weekapaug & Misquamicut
9.0 out of 10, Wonderful, (165)
"My husband and I enjoyed our stay at the cottage. We were so happy to bring our four legged buddy with us. We all had a marvelous time at a great rate. Charming neighborhood in great location. Hope to return!"
The price is AU$903
includes taxes & fees
18 Oct - 19 Oct
Beach Cottage 1 Mile From Weekapaug & Misquamicut
1 Mile To Beach, 2BR, 1 BA, sleeps 6
8.8 out of 10, Excellent, (150)
"Beautiful weather, house was comfortable for us. Bathroom was small with little space to put stuff. Kitchen was adequately equipped for meals. Not fancy. Location was great. Would stay again"
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1052)
"Great hotel loved the architecture and the grounds. "
The price is AU$505
includes taxes & fees
24 Sept - 25 Sept
Montauk Manor
Montauk Mansion INDOOR + OUTDOOR POOLS
9.8 out of 10, Exceptional, (82)
"Everything was as described and went well."
Montauk Mansion INDOOR + OUTDOOR POOLS
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, (187)
"Such a great experience. Everything smelled fresh and clean when we walked in. Communication with owner was great. Lovely location. Will stay again. "
The price is AU$575
includes taxes & fees
29 Sept - 30 Sept
Lakeside cottage overhanging the water, beautiful window views across the lake
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.2 out of 10, Wonderful, (30)
"Would highly recommend this accommodation to anyone looking to visit Montauk! So close the the main area, and stunning place and property."
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (22)
"The villa was so perfect for an overnight stay. It was clean, well stocked with everything you need, down to coffee and creamer. The grounds are pretty, with the fountains and little bridges. I would definitely stay here again."
The price is AU$508
includes taxes & fees
24 Sept - 25 Sept
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (64)
"My wife and I had a wonderful stay in Montauk ! It brought back a lot of memories for us. Robert’s apartment was just what we needed for our stay. It has all the comforts of home ! We had one small hiccup, but Robert responded immediately and all was taken care of. We would definitely be back ! Thank you for the hospitality Robert !"
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
9.0 out of 10, Wonderful, (75)
"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
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
9.6 out of 10, Exceptional, (83)
"It was a great stay and so close to the beach!"
The price is AU$2,566
includes taxes & fees
24 Sept - 25 Sept
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (19)
"This is incredible find and Al, the host, could not have been more hospitable. The rental is so close to downtown New London and Niantic and the highway that it was easy to get to and from all major necessities and recreation. We loved the design of the guest house and had everything we needed (air fryer added from the pictures only). The grounds were meticulously kept and the pool was inviting and warm! The view was unparalleled, especially when considering how close to a city we were. Looks...
Private Guest House w/ Deck + Spectacular Views!
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
9.4 out of 10, Exceptional, (36)
"The best part was no noisy neighbors. The landscaping and area was very nice ! The home is clean, we had just anything necessary to make ourselves at home and enjoy ! There are steps so it wouldn't suit some people. I loved the open kitchen feel and we didn't turn on the tv even once ! Very simple, nice rental !!! Also, very nice lake views from big sliding doors !!"
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
10.0 out of 10, Exceptional, (22)
"Great place. Five minute walk to downtown. The place was perfect. We'll definitely be back."
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (135)
"Because i have lived in Mystic, i knew exactly where this property was and it checked all my boxes. The location is so close to all things downtown Mystic has to offer. You can park your car and walk everywhere. Parking in Mystic has always been a problem, however now there is a huge parking lot at the end of Cottrel Street."
The price is AU$467
includes taxes & fees
25 Sept - 26 Sept
Unbeatable Downtown Mystic Location
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
9.0 out of 10, Wonderful, (59)
"We stayed for 4 days and 3 nights at the house. Its a great location of you want to also hit up the casinos, which we did. The area is nice and quiet so we really enjoyed sitting outside and relaxing. My only cons is the basic cleanliness/upkeep. I know that the outside will have leaves and branches due to having trees around but the corner areas of wet piles of leaves and the weeds in all the gravel made it look really unkept. Besides a few touchups of paint and cleaning of some of the...
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
8.0 out of 10, Very good, (6)
"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$415
includes taxes & fees
24 Sept - 25 Sept
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (164)
"We enjoyed our stay. Access to the lake was great. The hot tub is a nice touch. Location was perfect for exploring the area and Mystic. The outdoor porch/seating area is wonderful."
The price is AU$709
includes taxes & fees
6 Oct - 7 Oct
Lakeside cottage ON the water with beautiful views up the lake!
Let the Sea Set You Free
9.8 out of 10, Exceptional, (46)
"This lovely home is just a block away from a beautiful beach and has a wonderful view of the sea from their great room. Owners a super friendly and accommodating. Highly recommended! "
Let the Sea Set You Free
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (54)
"We loved this little apartment. It worked well for me, my husband, and our 1.5 yo! Shaun was great and provided everything we needed! It’s also super walkable to all the main Mystic attractions we loved not needing to use our car. "
The price is AU$336
includes taxes & fees
8 Oct - 9 Oct
Super Cute & Cozy Apartment in Downtown Mystic!
Walk To Downtown & Seaport!
10.0 out of 10, Exceptional, (37)
"Charming, quiet, walkable distances to sights of Mystic Downtown and Seaport museum. Kayaks are a plus! Easily launched into Mystic River one-half block from rental. Plenty of room with well laid out floor plan - includes washer and dryer which came in handy. Highly recommended to stay here. Owners responded quickly to inquiries. Would stay here again when in the area. "
Walk To Downtown & Seaport!
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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, (1005)
"Nice place for a weekend get away. "
The price is AU$247
includes taxes & fees
6 Oct - 7 Oct
Winnapaug Inn
Pleasant View Inn
3.0 star property
8.0 out of 10, Very good, (1000)
" Absolutely love this place! Unbeatable private beach, gourmet dining on site, cute little bar, views to die for. We have made this our annual go- to!"
The price is AU$449
includes taxes & fees
1 Oct - 2 Oct
Pleasant View Inn
Breezeway Resort
2.5 star property
9.2 out of 10, Wonderful, (217)
"Quaint renovated hotel with beautiful grounds."
The price is AU$195
includes taxes & fees
24 Sept - 25 Sept
Breezeway Resort
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 The Flying Horse Carousel, 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?

Let the Sea Set You Free: This holiday home rental outside Westerly is located near the beach, and has a patio, a selection of games and a BBQ 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.

How many holiday rentals are there in Westerly?

Choose from 111 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 Watch Hill 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.