Westerly Holiday Rentals

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Holiday Rentals in Westerly

Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
Beach nearby
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
9.8 out of 10, Exceptional, (152)
"Great time. Nice visit. Cottage was clean, very comfortable and as advertised. Would definitely stay again."
Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Beach
Beach Cottage 1 Mile From Weekapaug & Misquamicut
9.0 out of 10, Wonderful, (158)
"Our family came up and stayed here for my sons graduation from URI. It was perfect for what we needed. There was six of us and we had plenty of room. The couches and beds were comfortable and everything we needed was provided. Really good location to the school and also very close to nice beaches which we had time to check out while we were there"
Beach Cottage 1 Mile From Weekapaug & Misquamicut
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Beach
1 Mile To Beach, 2BR, 1 BA, sleeps 6
8.8 out of 10, Excellent, (146)
"I always enjoy my stay here with my dog. This is truly one of the best hosts here and one of the best properties along with their other ones. It’s a great neighborhood and area right by the beach. The house is delightful every time I stay there there is something new they are always updating and making sure it is immaculately cleaned. Comfortable and well-maintained. The Wi-Fi is super fast for my work. I’m already looking forward to coming back again soon."
The price is NZ$855
includes taxes & fees
7 Jun - 8 Jun
1 Mile To Beach, 2BR, 1 BA, sleeps 6
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Montauk Manor
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1022)
"Best affordable hotel in Montauk"
The price is NZ$587
includes taxes & fees
11 Jun - 12 Jun
Montauk Manor
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
Fridge, microwave, oven, stovetop
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
10.0 out of 10, Exceptional, (24)
"Nice little place for a weekend stay. All the features of a well-loved lake house. Especially enjoyed the screened in porch and simplicity of check-in."
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
Private Guest House w/ Deck + Spectacular Views!
Property grounds
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (11)
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
Lakeside cottage overhanging the water, beautiful window views across the lake
Interior
Lakeside cottage overhanging the water, beautiful window views across the lake
9.6 out of 10, Exceptional, (173)
"We went to Foxwoods for a concert and the rooms there were ridiculously priced. I ended finding this little gem on VRBO. Would highly recommend, especially for families. Kids had a blast"
The price is NZ$837
includes taxes & fees
10 Jun - 11 Jun
Lakeside cottage overhanging the water, beautiful window views across the lake
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
Lake
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
9.6 out of 10, Exceptional, (74)
"Great home - beds are super comfortable. House was clean and comfortable. Kitchen and bathrooms fully stocked. The only issue were 1) location - not close to beach and parking was impossible 2) construction on property took away the advertised screened in porch which could have been a children’s bedroom 3) carpeted kitchen??? When they do finish the house - it will be beautiful"
The price is NZ$3,430
includes taxes & fees
31 May - 1 Jun
7 BR/3 Full BA - with CENTRAL AIR includes Linens and towels!!
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Lobby
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (54)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Montauk Mansion With Outdoor Pool
Lobby
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, (79)
"nice layout, plenty of room, great restaurant on the premises, we had a lovely stay and a great time."
Montauk Mansion With Outdoor Pool
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Interior
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
The price is NZ$980
includes taxes & fees
13 Jun - 14 Jun
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
Fridge, microwave, stovetop, coffee/tea maker
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
9.2 out of 10, Wonderful, (66)
"Cottage was small but cute and comfortable. Perfect for 2-4 people. It is perfect location for shopping, restaurants and the ferry, and very easy to get around the area but in a very quiet area so great to relax. May be a bit more hectic during summer but everything was very accessible and close. Lovely view from deck. Wish there was easier access to the water other than the dock but very marshy and overgrown so no access but still nice to view from the deck and dock. Would consider a return...
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Indoor pool, a heated pool
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (13)
"We just returned and loved our time at the villa! We chose to stay here for 2 nights of concerts at Mohegan sun and could not have been happier! The property is clean, comfortable and has everythign you could need. The snacks and water were a welcomed treat! Taylor was so accomodating and we hope to return one day!"
The price is NZ$527
includes taxes & fees
4 Jun - 5 Jun
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Cape Cod home in great location! Walk to downtown
Beach
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, (120)
"Super cozy, homey, quiet and cute!"
Cape Cod home in great location! Walk to downtown
Charming Historic House in Downtown Mystic
Fridge, microwave, oven, stovetop
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (111)
"We were in the area for a visit to local college, and we splurged on an overnight. So glad we did! Spotlessly clean, beautifully restored historical property right in the heart of a neighborhood and in walking distance to downtown. Comfortable beds, art supplies, games, and a well-appointed kitchen. Our daughter didn’t choose the college, but we will be back just to stay here again! Thank you for a truly special property."
The price is NZ$733
includes taxes & fees
16 Jun - 17 Jun
Charming Historic House in Downtown Mystic
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Fridge, microwave, oven, stovetop
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, (77)
"This property was spacious and well appointed. We had a large family gathering and this property gave us plenty of options for sleeping, eating, gathering and plenty of equipment for entertainment such as bikes, kayaks and paddle boards. I would definitely recommend this property! It was all we needed and much more. We hope to book again!"
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
Property grounds
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
9.0 out of 10, Wonderful, (70)
"Great spot plenty of space in the house for everyone. Nice kitchen and livingroom obviously the salt water pool was great. We spent out nights near the fire pit and gazed at the stars. They really shine bright with no light pollution around here. Recommend having your monitoring coffee near the river access for a relaxing start to your day."
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
Lakeside cottage ON the water with beautiful views up the lake!
Pool
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (160)
"A traditional family lake cottage. Peaceful, quiet, and rented with love. Everything from the thoughtful little notes in the home to the paintings on the wall makes you feel cozy and welcomed. Everything you could need or want is provided. The hot tub under the stars, on the water is really the icing on the cake."
The price is NZ$879
includes taxes & fees
12 Jun - 13 Jun
Lakeside cottage ON the water with beautiful views up the lake!
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
Lake
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
10.0 out of 10, Exceptional, (167)
"Property as described, quiet, clean and no surprises!"
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Property grounds
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.4 out of 10, Exceptional, (3)
"The stairs outside are steep and the apartment is older but it severed the purpose."
The price is NZ$444
includes taxes & fees
4 Jun - 5 Jun
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
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See all available properties in Westerly
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.

Other types of properties in Westerly you may be interested in

Pleasant View Inn
On the beach
Pleasant View Inn
3.0 star property
8.0 out of 10, Very good, (1003)
"May, 2024 Room was smaller than expected.. I think the larger rooms have no balcony.. Food, staff, restaurant was excellent.. Worth the time and travel"
The price is NZ$541
includes taxes & fees
12 Jun - 13 Jun
Pleasant View Inn
Winnapaug Inn
Bar (on property)
Winnapaug Inn
2.0 star property
8.0 out of 10, Very good, (1001)
"One night stay….but two towels for 4 guests doesn’t work out so well!!"
The price is NZ$275
includes taxes & fees
25 Jun - 26 Jun
Winnapaug Inn
Breezeway Resort
Private beach nearby
Breezeway Resort
2.5 star property
9.2 out of 10, Wonderful, (153)
"First time staying at The Breezeway and nothing but IMPRESSED by the perfection of the grounds. The rooms are modern and immaculate. The FREE continental breakfast was A and FREE parking at the beach 5 mins.away. You will NOT be disapointed in any way. Thanks to the STAFF for working so hard!"
The price is NZ$329
includes taxes & fees
5 Jun - 6 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Westerly holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Westerly. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Westerly. Seeing all the best attractions is bound to make you fall in love with Westerly. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Westerly short-term rentals, that won’t be hard to do.

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?

Cape Cod home in great location! Walk to downtown : This holiday home rental outside of Westerly offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Westerly?

Choose from 113 Expedia holiday rentals in Westerly for a memorable holiday.

What can I see and do in Westerly?

Family-friendly attractions include The Flying Horse Carousel and Water Wizz of Westerly, 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.

Recent reviews of Westerly properties
Expedia verified reviews

Hyatt Place Mystic

Hyatt Place Mystic

5/5 Excellent
"All of the staff were amazing. "
A verified traveller stayed at Hyatt Place Mystic
Posted 1 day ago
Hyatt Place Mystic