Two swans on a calm lake at sunset.

Westerly Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Westerly vacation rentals

A coastal town with a marina, sandy beach, and residential buildings.

1. Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome

Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome
Westerly
10.0 out of 10, Exceptional, (9 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
$346 nightly
The price is $394
Nov 9 - Nov 10
Total with taxes and fees
Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome
A room with a wooden bench, a small table, and a white perforated partition.

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

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Westerly
9.2 out of 10, Wonderful, (20 reviews)
"We had a great time during our stay!"
United States
Michaela M.
$152 nightly
The price is $173
Dec 1 - Dec 2
Total with taxes and fees
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
A spacious hallway with high ceilings, arched columns, and chandeliers.

3. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
$156 nightly
The price is $178
Nov 30 - Dec 1
Total with taxes and fees
Montauk Manor
A two-story house with a porch and a wooden picnic table in the front yard.

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (193 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
$221 nightly
The price is $251
Nov 16 - Nov 17
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A gazebo with wicker furniture and a sign indicating it's open.

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

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (51 reviews)
"Definitely recommend to travelers seeking quaint, relaxing, convenient lodging in the Old Mystic, CT area."
United States
Kirsten K.
$154 nightly
The price is $176
Nov 9 - Nov 10
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A bedroom with a bed, a nightstand, a dresser, a wall-mounted air conditioner, and a window with blinds.

6. Gray Comfort Room

Gray Comfort Room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
$96 nightly
The price is $108
Nov 16 - Nov 17
Total with taxes and fees
Gray Comfort Room
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!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (214 reviews)
"Perfect spot for a quiet family weekend. Close to mystic restaurants and activities, but removed enough for space and peace. Kayaking, hot tub, playing with all the fish off the dock - perfection!"
United States
Caitlyn G.
$263 nightly
The price is $298
Nov 8 - Nov 9
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A hammock in a lush garden with a house in the background.

8. A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (13 reviews)
"The place was perfect and the vibe was awesome. The hosts think of everything!"
United States
Matt F.
$192 nightly
The price is $219
Nov 30 - Dec 1
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
A modern living room with a brown leather sofa, a white dining table with chairs, and a kitchen area with white cabinets and a window.

9. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
$237 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
An outdoor covered patio with wicker furniture and string lights.

10. Westerly Retreat

Westerly Retreat
Westerly
9.4 out of 10, Exceptional, (15 reviews)
"Great home, great host, no complaints."
United States
Gavin M.
$619 nightly
The price is $706
Nov 17 - Nov 18
Total with taxes and fees
Westerly Retreat
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.

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

Brand new home close to Charlestown/Westerly beaches.
Westerly
9.8 out of 10, Exceptional, (48 reviews)
"THE PLACE WAS CLEAN AND THE OWNERS ARE VERY NICE."
United States
Veneice T.
$912 nightly
The price is $1,040
Nov 5 - Nov 6
Total with taxes and fees
Brand new home close to Charlestown/Westerly beaches.
A deck with a grill, a glass table, and kayaks by a lake.

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

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (238 reviews)
"Very beautiful view and really enjoyed lake, canoe, swing. Very peaceful environment."
United States
Himali P.
$248 nightly
The price is $281
Nov 10 - Nov 11
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
A pond with rocks and a dog in the background.

13. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (14 reviews)
"Love love love this place. A very unique setting on a little farm and the cabin was great. Everything ya need. A gorgeous setting. Tom, the owner is great. Will. Be. Back."
United States
Paul
$134 nightly
The price is $152
Nov 8 - Nov 9
Total with taxes and fees
The Tiny Cottage & Mini Farm
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

14. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (180 reviews)
"Great location "
United States
Brian S.
$298 nightly
The price is $339
Nov 30 - Dec 1
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A modern living room with a sofa, a dining table, and a TV mounted on the wall.

15. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (75 reviews)
"All aspects of our stay were excellent!"
United States
Lori G.
$196 nightly
The price is $224
Nov 9 - Nov 10
Total with taxes and fees
Cozy, comfy,quiet &close to casinos
Two white Adirondack chairs on a grassy area by a body of water with boats and a dock in the background.

16. Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Mystic River Historic District
9.8 out of 10, Exceptional, (52 reviews)
"Lovely, quaint, cozy, beautifully appointed and close to the heart of town."
United States
Maryann
$337 nightly
The price is $384
Nov 11 - Nov 12
Total with taxes and fees
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

17. The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"The house was clean, spacious and the location was perfect for all of our needs. Host was responsive when we reached out. Would definitely stay here again, and plan to in the future. "
United States
Bethany M.
$371 nightly
The price is $421
Nov 9 - Nov 10
Total with taxes and fees
The Blue Anchor House · walk Mystic-Train/Aquarium
A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

18. 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!

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!
Ledyard
10.0 out of 10, Exceptional, (13 reviews)
"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.
$233 nightly
The price is $257
Nov 8 - Nov 9
Total with taxes and fees
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!
A modern living room with a sofa, coffee table, and a small side table with a lamp. There is a kitchen area with a dining table and bar stools.

19. Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (43 reviews)
"We had a great stay and the proximity to downtown Mystic was unbeatable!"
United States
Jason K.
$303 nightly
The price is $345
Nov 9 - Nov 10
Total with taxes and fees
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
A cozy living room with a brown leather sofa, a potted plant, and a spiral staircase.

20. The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (5 reviews)
"Super short stay but welcoming, clean and convenient for location"
United States
Christina S.
$393 nightly
The price is $448
Nov 5 - Nov 6
Total with taxes and fees
The Horse Carriage 2 miles from Foxwoods Casino
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

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

10/10 Excellent
"Enjoyed staying here, the staff was very friendly. The room was a good size and was very clean. I really enjoyed the free breakfast and common areas. It was very close to downtown Mystic and Old Mystik. Lots of places to eat nearby. As a female traveler I felt safe. It also was a great price, would definitely recommend."
Christina 2-night trip
Posted 2 hours ago
Spark by Hilton Mystic Groton

Find out more about Westerly

Everything you need to know about Westerly vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westerly vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westerly vacation 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 low season months. For more hustle and bustle, you may prefer to visit Westerly in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westerly rentals

At Expedia, we put the best Westerly vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Westerly?

Yes, there are vacation rentals in Westerly close to Ninigret, or you can select a 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 vacation rentals in Westerly?

Amazing Ocean Front 2 Story Home, Steps Away From The Water: This highly rated vacation home rental in Westerly is located on the beach and has a balcony, a barbecue grill, 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 you can cook with friends or family. Make the most of the 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 vacation rentals are there in Westerly?

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

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 vacation rentals like in Westerly?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Westerly. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.