Two swans on a calm lake at sunset.

Westerly Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Westerly vacation homes

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

1. 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, (189 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is CA $176
CA $386 total
includes taxes & fees
Sep 27 - Sep 28
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

2. 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, (178 reviews)
"Great location "
United States
Brian S.
The price is CA $233
CA $477 total
includes taxes & fees
Sep 30 - Oct 1
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

3. 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.
The price is CA $261
CA $631 total
includes taxes & fees
Oct 5 - Oct 6
The Blue Anchor House · walk Mystic-Train/Aquarium
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.

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

Brand new home close to Charlestown/Westerly beaches.
Westerly
9.8 out of 10, Exceptional, (47 reviews)
"House was clean, stocked with towels and clean sheets and plenty of essentials. Close to Westerly and Charlestown and not too far from Foxwoods. Great yard out back. Would love to stay again!"
United States
Will F.
The price is CA $635
CA $1,378 total
includes taxes & fees
Sep 25 - Sep 26
Brand new home close to Charlestown/Westerly beaches.
A kitchen with a double sink, wooden countertops, a window with a view, and a clock on the wall.

5. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (191 reviews)
"A wonderful stay "
United States
Gina P.
The price is CA $367
CA $657 total
includes taxes & fees
Oct 19 - Oct 20
Charming Historic House in Downtown Mystic
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden island.

6. Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (71 reviews)
"Loved our stay, beautifully decorated inside and out. Conveniently located and so much within walking distance."
United States
Deborah J
The price is CA $506
CA $991 total
includes taxes & fees
Sep 29 - Sep 30
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
A waterfront restaurant with outdoor seating and a view of the water.

7. Charming 2 BR Green Hill Beach Cottage

Charming 2 BR Green Hill Beach Cottage
Green Hill
10.0 out of 10, Exceptional, (12 reviews)
"It was quiet and relaxing. Things looked as described and it was a good weekend getaway"
United States
Allicia H.
The price is CA $276
CA $603 total
includes taxes & fees
Sep 27 - Sep 28
Charming 2 BR Green Hill Beach Cottage
A bedroom with a large bed, a nightstand, a dresser, and a bench.

8. The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (4 reviews)
"Super short stay but welcoming, clean and convenient for location"
United States
Christina S.
The price is CA $254
CA $600 total
includes taxes & fees
Sep 27 - Sep 28
The Horse Carriage 2 miles from Foxwoods Casino
A covered patio with a wooden table and white chairs, large windows, and a view of a deck and trees.

9. The Mystic Harbor House · walk downtown Mystic · train · aquarium

The Mystic Harbor House · walk downtown Mystic · train · aquarium
Stonington
9.8 out of 10, Exceptional, (11 reviews)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is CA $418
CA $839 total
includes taxes & fees
Oct 20 - Oct 21
The Mystic Harbor House · walk downtown Mystic · train · aquarium
A wooden porch with wicker furniture and a small table, overlooking a green lawn and a house in the background.

10. Perfect Group Escape · Coastal Mystic Ranch

Perfect Group Escape · Coastal Mystic Ranch
Mystic
10.0 out of 10, Exceptional, (39 reviews)
"It was a wonderful stay! Perfect location, amenities and fun!"
United States
Julie S.
Perfect Group Escape · Coastal Mystic Ranch
A cozy room with a fireplace, red armchairs, a Christmas tree, and nautical decor.

11. Historic 1807 Williams Home... A Nautical New England Inspiration!

Historic 1807 Williams Home... A Nautical New England Inspiration!
Old Mystic
10.0 out of 10, Exceptional, (12 reviews)
"We had a great time at the house. We loved looking at all the great treasures and were impressed with how clean and well appointed the home is. Everyone loved our stay and Debbe was very responsive and helpful."
United States
Brett C.
The price is CA $449
CA $1,126 total
includes taxes & fees
Oct 14 - Oct 15
Historic 1807 Williams Home... A Nautical New England Inspiration!
A two-story beach house with a balcony, a wooden fence, and a sandy beach in the background.

12. Ocean Front Beach Cottage; Pets welcome

Ocean Front Beach Cottage; Pets welcome
Charlestown
9.6 out of 10, Exceptional, (33 reviews)
"We had a blast - great location, gorgeous beach!"
United States
Tara G.
The price is CA $490
CA $961 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Front Beach Cottage; Pets welcome
A kitchen with a large island, wooden beams, white cabinetry, and a view to the outside.

13. Coastal Antique farmhouse

Coastal Antique farmhouse
North Stonington
9.2 out of 10, Wonderful, (7 reviews)
"simply beautiful, the yard, the kitchen, the bathroom in every bed-room. The house is just full of charm. We rented it for our family traveling from Boston to attend my son's wedding, and we couldn't have been happier! Would love to find a reason to return"
United States
beth g.
The price is CA $560
CA $1,542 total
includes taxes & fees
Oct 20 - Oct 21
Coastal Antique farmhouse
A compact living room with a gray sofa, a coffee table, and a black TV stand.

14. Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Montville
10.0 out of 10, Exceptional, (15 reviews)
"great place to stay"
United States
christopher
The price is CA $183
CA $455 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
A modern living room with a large wooden dining table, a stone fireplace, a sofa, and a view of a lake through large windows.

15. Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (3 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is CA $220
CA $526 total
includes taxes & fees
Sep 27 - Sep 28
Thames River Cottage · Near Casinos - USCGA
A cozy cabin interior with a stone wall, wooden ceiling, and a fireplace. There is a staircase leading to an upper level.

16. Beautiful Cabin @ Fox Landing, near casinos

Beautiful Cabin @ Fox Landing, near casinos
Preston
9.8 out of 10, Exceptional, (19 reviews)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
The price is CA $254
CA $722 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Cabin @ Fox Landing, near casinos
A house with a wooden deck, a covered porch, and a garden with hydrangea bushes.

17. Peaceful 3-Bedroom Beach Cottage with Deck, Beach Parking Pass & Outdoor Shower

Peaceful 3-Bedroom Beach Cottage with Deck, Beach Parking Pass & Outdoor Shower
South Kingstown
9.8 out of 10, Exceptional, (30 reviews)
"We loved our stay here. Location was excellent and it was very quiet."
United States
Jerry & Melinda S.
The price is CA $330
CA $706 total
includes taxes & fees
Oct 7 - Oct 8
Peaceful 3-Bedroom Beach Cottage with Deck, Beach Parking Pass & Outdoor Shower
A white house with green shutters, a red door, and a flag.

18. Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (97 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
The price is CA $538
CA $1,241 total
includes taxes & fees
Oct 5 - Oct 6
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
A modern kitchen with white cabinets, a central island with stools, and a dining area with a table and chairs.

19. NEW! Updated Mystic Home w/ Sauna, Hot Tub & Deck

NEW! Updated Mystic Home w/ Sauna, Hot Tub & Deck
Groton
10.0 out of 10, Exceptional, (45 reviews)
"Very clean and well kept property. The hosts were very responsive. Would stay here again!"
United States
Holli
The price is CA $455
CA $1,099 total
includes taxes & fees
Oct 20 - Oct 21
NEW! Updated Mystic Home w/ Sauna, Hot Tub & Deck
A marina with several sailboats docked, surrounded by houses and greenery.

20. NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Mystic River Historic District
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful home, perfect location near Main St. Hosts were very responsive to any questions asked."
United States
Rodger D.
The price is CA $600
CA $1,214 total
includes taxes & fees
Oct 5 - Oct 6
NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
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

Pleasant View Inn

Pleasant View Inn

10/10 Excellent
"great location"
Patrice 2-night trip
Posted less than an hour ago
Pleasant View Inn

Find out more about Westerly

Westerly Vacation Homes information

Number of reviews
958
Accommodation
894 Vacation Homes
Lowest Price
CA $386
Highest Price
CA $1,542

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