Westerly Holiday Rentals from €100: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Westerly holiday rentals

A room with a wooden bench, a small table, and a white perforated partition.

1. Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

Westerly

Kelly A.

includes taxes & fees

13 Oct - 14 Oct

A two-story house with a porch and a wooden picnic table in the front yard.

2. Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Stonington

Jaime M.

includes taxes & fees

2 Nov - 3 Nov

A spacious hallway with high ceilings, arched columns, and chandeliers.

3. Montauk Manor

Montauk

Maria

includes taxes & fees

2 Nov - 3 Nov

A gazebo with wicker furniture and a sign indicating it's open.

4. New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

Old Mystic

Bonnie

includes taxes & fees

7 Oct - 8 Oct

A hammock in a lush garden with a house in the background.

5. A Mystic Stay as Sweet as Apple Pie!

Old Mystic

Matt F.

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a dark siding exterior, white trim around windows and doors, and a small front yard with a lawn and a raised flower bed.

6. Brand new home close to Charlestown/Westerly beaches.

Westerly

Will F.

includes taxes & fees

12 Oct - 13 Oct

A dock with a chair and a red canoe, overlooking a calm lake at sunset.

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

Ledyard

Marcy P.

includes taxes & fees

4 Nov - 5 Nov

An aerial view of a coastal area with a beach, clear waters, and a small settlement with buildings and vehicles.

8. Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

Charlestown

Erinn

includes taxes & fees

20 Oct - 21 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Westerly Hotel Reviews

Two Trees Inn

10/10 Excellent

"I will definitely book again. Everything about my stay was great! I was very pleased with the overall cleanliness as well."

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

10/10 Excellent

"The rooms are spacious and clean. The front desk staff are amazing and accommodating. I appreciate when staff members go above and beyond to meet your needs and thats just what they did. They have a shuttle to the casino every hour and its only 7 mins away driving. I would stay here again"

Sandy Shore Motel

10/10 Excellent

"I truly enjoyed being so close to the ocean shore; I could hear the waves crashing at night (especially if it was windy). The bathroom had been modernized and I appreciated the light-up mirror over the sink. There had been a severe storm threat that weekend, so the management arranged for extra sand to be dumped to prevent flooding. There was no bar present due to the storm, and most eating establishments had closed, so it was very quiet with few people around. I recommend more lighting for the balconies and stairs; it was a bit dark for me. (Perhaps there is brighter lighting in-season; as a senior citizen, I need more light.) For my needs this trip, it was very satisfactory. Those who do not require a lot of fru-fru or extra amenities, but like a strong beach vibe, would love it here!"

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, apart-hotels, 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 favorite 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 depends 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 €100 per night. Entering your travel dates in the search wizard you might find 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 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 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. Another good choice for your trip to Westerly is Beach Cottage 1 Mile From Weekapaug & Misquamicut.

How many holiday rentals are there in Westerly?

Choose from 106 Expedia holiday rentals in Westerly for a memorable holiday.

What can I see and do in Westerly?

Enjoy the outdoors at Misquamicut State Beach and Atlantic Beach Park, or simply take in cultural attractions like Babcock-Smith House and Granite Theatre. 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westerly holiday rentals

1. Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!