Westerly Holiday Rentals

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Holiday Rentals in Westerly

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
9.4 out of 10, Exceptional, (10)
"Great spot, easy check-in and out, coffee, creamer, and sugar, snacks and water! Would recommend this for a 1/2 person stay! Great price!"
United States
Kelly A.
The price is AU$261
includes taxes & fees
1 Nov - 2 Nov
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
9.8 out of 10, Exceptional, (7)
"Overall a great stay. The kids didn't want to leave and neither did we."
United States
Ali Z.
The price is AU$1,087
includes taxes & fees
23 Oct - 24 Oct
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Charming apartment in fabulous Westerly with AC, WiFi
9.0 out of 10, Wonderful, (2)
"Very nice room and bathroom "
United States
mark g.
The price is AU$663
includes taxes & fees
20 Oct - 21 Oct
Charming apartment in fabulous Westerly with AC, WiFi
Charming houseboat in pleasant New London with AC, WiFi
9.6 out of 10, Exceptional, (13)
"Super sweet boat, fun stay!"
United States
J. Elizabeth M.
The price is AU$503
includes taxes & fees
31 Oct - 1 Nov
Charming houseboat in pleasant New London with AC, WiFi
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1256)
"Beautiful grounds, excellent staff"
United States
Jess
The price is AU$252
includes taxes & fees
3 Nov - 4 Nov
Montauk Manor
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (186)
"every was very easy process and a pleasure to stay there"
United States
Michael H.
The price is AU$561
includes taxes & fees
11 Nov - 12 Nov
Lakeside cottage ON the water with beautiful views up the lake!
Island Manor Resort
2.5 star property
7.6 out of 10, Good, (8)
" We had a great stay.The only complaint is they need more parking"
United States
Jesse
The price is AU$545
includes taxes & fees
24 Oct - 25 Oct
Island Manor Resort
Cute cottage with a private beach
9.4 out of 10, Exceptional, (14)
"Cute house. A bit pricy"
United States
Ikuko A.
The price is AU$897
includes taxes & fees
21 Oct - 22 Oct
Cute cottage with a private beach
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
10.0 out of 10, Exceptional, (14)
"Great little apartment just down the road from downtown Westerly!"
United States
Joseph R.
The price is AU$379
includes taxes & fees
20 Oct - 21 Oct
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
Contemporary cottage minutes from the heart of town!
10.0 out of 10, Exceptional, (40)
"Had a wonderful time. "
United States
Ellen B.
The price is AU$573
includes taxes & fees
26 Oct - 27 Oct
Contemporary cottage minutes from the heart of town!
TreeFort, ZipLine, Kayaks, Beach6min drive, Vaulted Ceilings, ScreenPorch & Deck
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$530
includes taxes & fees
20 Oct - 21 Oct
TreeFort, ZipLine, Kayaks, Beach6min drive, Vaulted Ceilings, ScreenPorch & Deck
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
United States
Kerri P.
The price is AU$502
includes taxes & fees
28 Oct - 29 Oct
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
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!
10.0 out of 10, Exceptional, (12)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
The price is AU$429
includes taxes & fees
20 Oct - 21 Oct
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!
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
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 AU$442
includes taxes & fees
20 Oct - 21 Oct
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
10.0 out of 10, Exceptional, (22)
"Had a great stay. Deb was very helpful setting up some extra surprises for my wife on our anniversary."
United States
Jonathon S.
The price is AU$285
includes taxes & fees
2 Nov - 3 Nov
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (9)
"Open concept home beautiful with private yard space. It was perfect for our stay"
United States
Berlyne S.
The price is AU$561
includes taxes & fees
3 Nov - 4 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (38)
"Great place to crash for a night when in town"
United States
Brendan H.
The price is AU$497
includes taxes & fees
21 Oct - 22 Oct
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Discounts For The Spontaneous Getaway! Celebrations, WaterFire, Coastal Serenity
9.4 out of 10, Exceptional, (29)
"Host was so nice and made sure we had everything we needed. It was the perfect location to the beach club we were going to."
United States
Cathy D.
The price is AU$678
includes taxes & fees
20 Oct - 21 Oct
Discounts For The Spontaneous Getaway! Celebrations, WaterFire, Coastal Serenity
Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (211)
"Nice home and location, included amenities very nice. "
United States
Rebecca A.
The price is AU$579
includes taxes & fees
4 Nov - 5 Nov
Lakeside cottage overhanging the water, beautiful window views across the lake
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (78)
"Perfect weekend getaway for my girlfriend and me. Walking distance to downtown on a quiet street. Host was very responsive and even left snacks! We would definitely stay again. "
United States
Anders D.
The price is AU$286
includes taxes & fees
20 Oct - 21 Oct
Super Cute & Cozy Apartment in Downtown Mystic!
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

Everything you need to know about Westerly holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westerly holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westerly holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Westerly holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westerly. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westerly holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westerly holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Westerly rentals

At Expedia, we put the best Westerly holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westerly rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westerly holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westerly. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 112 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.