Two swans on a calm lake at sunset.

Holiday Homes in Westerly

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Westerly holiday homes

A beach with waves gently lapping onto the shore under a clear sky.

1. Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (196 reviews)
"This place met all our needs. "
United States
Andrea G.
The price is €387
includes taxes & fees
8 Sept - 9 Sept
Beach Cottage 1 Mile From Weekapaug & Misquamicut
A two-story house with a front porch, a black door, and a mailbox.

2. 3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa
Westerly
9.8 out of 10, Exceptional, (28 reviews)
"The house was very clean and big it was perfect for a little getaway with friends"
United States
Anna F.
The price is €875
includes taxes & fees
2 Sept - 3 Sept
3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa
A two-story house with a porch and a wooden picnic table in the front yard.

3. 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, (186 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is €256
includes taxes & fees
18 Sept - 19 Sept
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

4. 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 Blue Anchor House · walk Mystic-Train/Aquarium
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

5. 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, (175 reviews)
"Great location "
United States
Brian S.
The price is €342
includes taxes & fees
30 Sept - 1 Oct
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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, (70 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is €608
includes taxes & fees
21 Sept - 22 Sept
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
A cozy cabin interior with a stone wall, wooden ceiling, and a fireplace. There is a staircase leading to an upper level.

7. 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 €430
includes taxes & fees
15 Sept - 16 Sept
Beautiful Cabin @ Fox Landing, near casinos
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.

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

Brand new home close to Charlestown/Westerly beaches.
Westerly
9.8 out of 10, Exceptional, (46 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 €909
includes taxes & fees
14 Sept - 15 Sept
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.

9. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (186 reviews)
"A wonderful stay "
United States
Gina P.
The price is €430
includes taxes & fees
23 Sept - 24 Sept
Charming Historic House in Downtown Mystic
A modern kitchen with white cabinets, a central island with stools, and a dining area with a table and chairs.

10. 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, (44 reviews)
"Very clean and well kept property. The hosts were very responsive. Would stay here again!"
United States
Holli
The price is €630
includes taxes & fees
8 Sept - 9 Sept
NEW! Updated Mystic Home w/ Sauna, Hot Tub & Deck
A modern kitchen with dark cabinets, a central island, and a dining area with wooden chairs and a table.

11. 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 €369
includes taxes & fees
1 Sept - 2 Sept
The Horse Carriage 2 miles from Foxwoods Casino
A person holding a wine glass with a dark liquid, a red apple, and a knife on a kitchen counter.

12. Lavender Farm Private Luxury Suite

Lavender Farm Private Luxury Suite
South Kingstown
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay! Will definitely be back"
United States
Laney S.
Lavender Farm Private Luxury Suite
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

13. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (25 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is €239
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
A wooden porch with wicker furniture and a small table, overlooking a green lawn and a house in the background.

14. 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.
The price is €542
includes taxes & fees
7 Sept - 8 Sept
Perfect Group Escape · Coastal Mystic Ranch
A patio with a glass-top table surrounded by wicker chairs, a patterned rug, and a red railing.

15. Stones Throw - Seaport 2Min walk

Stones Throw - Seaport 2Min walk
Stonington
10.0 out of 10, Exceptional, (14 reviews)
"The house was impeccably clean, rooms were comfortable, and the check in process was easy as was the communication with the owner. "
United States
Brette M.
Stones Throw - Seaport 2Min walk
A covered patio with a wooden table and white chairs, large windows, and a view of a deck and trees.

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

The Mystic Harbor House · walk downtown Mystic · train · aquarium
Stonington
9.6 out of 10, Exceptional, (10 reviews)
"Location Location Location!"
United States
Liz T.
The price is €566
includes taxes & fees
13 Sept - 14 Sept
The Mystic Harbor House · walk downtown Mystic · train · aquarium
A cozy room with a fireplace, red armchairs, a Christmas tree, and nautical decor.

17. 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.
Historic 1807 Williams Home... A Nautical New England Inspiration!
A kitchen with a large island, wooden beams, white cabinetry, and a view to the outside.

18. 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.
Coastal Antique farmhouse
A modern living room with a large wooden dining table, a stone fireplace, a sofa, and a view of a lake through large windows.

19. 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 €312
includes taxes & fees
9 Sept - 10 Sept
Thames River Cottage · Near Casinos - USCGA
A cozy living room with a fireplace, a large mural of a sailboat on water, and a view of the outdoors through a window.

20. 1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality

1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality
Stonington
10.0 out of 10, Exceptional, (75 reviews)
"I can't say enough about this amazing property and Debbie and Paul. The attention to detail both in the house and our every need was top notch. Thank you so much, we'll be back!"
United States
Julie T.
The price is €995
includes taxes & fees
9 Sept - 10 Sept
1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality
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.
View all properties
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

Sandcastle Beachfront Inn

Sandcastle Beachfront Inn

10/10 Excellent
"Wonderful experience great stay! Thank you"
Jessica 1-night trip
Posted 1 hour ago
Sandcastle Beachfront Inn

Find out more about Westerly

Westerly Holiday Homes information

Number of reviews
1,111
Accommodation
904 Holiday Homes
Lowest Price
€239
Highest Price
€995