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Our top choices for Westerly holiday homes

A two-story house with a front porch, a black door, and a mailbox.

A spacious living room with a dark blue sofa, a wooden dining table, and a fireplace.

A dining room with a wooden table and white chairs, large windows with blinds, and a small plant on the wall.

A spacious living area with two blue sofas, a white door, and a kitchen in the background.

1. 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, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"We will be back! great, responsive owners, phenomenal property and location! Go get breakfast at The Eatery down the road, it’s amazing!!"

Travis C.

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.

A living room with a dark blue sofa, a wooden bookshelf, a round coffee table with a vase of flowers, and a white rug.

A porch with a swing, a cushioned bench, and a small table.

A living room with a sofa, a wooden chair, a coffee table, and a radiator.

2. 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, (190 reviews)

9.8/10

Exceptional

(190 reviews)

"Fantastic location, great stay as always. Perfect for a weekend getaway."

Jaime M.

The price is £209

£209

includes taxes & fees

5 Oct - 6 Oct

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.

A cozy living room with a red sofa, a wooden coffee table, a TV on a wooden stand, and a patterned rug.

A bedroom with a large bed, a wooden bookshelf, a small table with a lamp, and a door with a coat rack.

A staircase with white steps leading to a door, a stone wall on one side, and a green hedge on the other.

3. 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)

9.8/10

Exceptional

(178 reviews)

"Great location "

Brian S.

The price is £199

£199

includes taxes & fees

1 Oct - 2 Oct

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.

A house with a blue door, a white porch, and a mailbox.

A dining area with a marble table, wooden benches, and a chandelier.

A living room with a grey sofa, two armchairs, a coffee table, and a floor lamp.

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)

10/10

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. "

Bethany M.

The price is £376

£376

includes taxes & fees

28 Oct - 29 Oct

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.

A modern living room with two wicker chairs, a small round table, and a view through a glass door to an outdoor area with a stone wall and trees.

A modern kitchen with white cabinets, stainless steel appliances, a patterned rug, and a window providing natural light.

A swimming pool with a slide, picnic tables, and a barbecue area.

5. 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)

9.8/10

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!"

Will F.

The price is £736

£736

includes taxes & fees

12 Oct - 13 Oct

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.

A white house with blue shutters and a chimney, surrounded by green grass and bushes.

A living room with a sofa, armchairs, a TV, and a coffee table.

A modern kitchen with stainless steel appliances, a wooden dining table, and a large window.

6. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic

Mystic

10.0 out of 10, Exceptional, (192 reviews)

10/10

Exceptional

(192 reviews)

"A wonderful stay "

Gina P.

The price is £352

£352

includes taxes & fees

19 Oct - 20 Oct

Charming Historic House in Downtown Mystic

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden island.

A two-story house with a gabled roof and a front porch.

A house with a porch, steps, and a garden area with lights.

A wooden dock with a small building, boats, and calm water.

7. 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, (73 reviews)

10/10

Exceptional

(73 reviews)

"Loved our stay, beautifully decorated inside and out. Conveniently located and so much within walking distance."

Deborah J

The price is £541

£541

includes taxes & fees

11 Oct - 12 Oct

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

A cozy living room with a brown leather sofa, a potted plant, and a spiral staircase.

A fenced outdoor area with a barbecue grill and two horses.

A modern living room with a brown leather sofa, two grey armchairs, a black ottoman, and a cowhide rug.

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)

10/10

Exceptional

(4 reviews)

"Super short stay but welcoming, clean and convenient for location"

Christina S.

The price is £392

£392

includes taxes & fees

12 Oct - 13 Oct

The Horse Carriage 2 miles from Foxwoods Casino

A two-story house with a covered patio area, a front door, and a mailbox.

A hotel room with two beds, a chair, a window, and a nightstand.

A residential garden with a well-maintained lawn, a stone retaining wall, and a variety of trees and shrubs.

A living room with a sofa, a dining table with chairs, a television mounted on the wall, and a refrigerator.

9. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos

Montville

9.4 out of 10, Exceptional, (69 reviews)

9.4/10

Exceptional

(69 reviews)

"It was great ocation for a weekend get away with friends to Mohegan Sun"

Teresa M.

The price is £212

£212

includes taxes & fees

13 Oct - 14 Oct

Cozy, comfy,quiet &close to casinos

A waterfront restaurant with outdoor seating and a view of the water.

A white, rectangular outdoor storage unit with a door and two side panels, placed on a concrete base in front of a house with gray siding.

An aerial view of a coastal area with a marina, a parking lot, and a beach.

A kitchen with wooden cabinets, a microwave, and a bar area with stools.

10. Charming 2 BR Green Hill Beach Cottage

Charming 2 BR Green Hill Beach Cottage

Green Hill

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"It was quiet and relaxing. Things looked as described and it was a good weekend getaway"

Allicia H.

The price is £317

£317

includes taxes & fees

12 Oct - 13 Oct

Charming 2 BR Green Hill Beach Cottage

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

A modern living room with a grey sofa, a wooden coffee table, and a view of a lake through large sliding glass doors.

A kitchen with white cabinets, a coffee maker, a kettle, and a tray of jars.

A lakeside deck with chairs, a dock with boats, and a forested background.

11. Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA

Montville

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"A lovely quick overnight."

Bonnie H.

The price is £278

£278

includes taxes & fees

1 Oct - 2 Oct

Thames River Cottage · Near Casinos - USCGA

A covered patio with a wooden table and white chairs, large windows, and a view of a deck and trees.

A modern kitchen with white cabinets, a central island with bar stools, a black oven, and a window providing natural light.

A house with a white exterior wall and a black cable hanging on it.

A living room with a sofa, chairs, a coffee table, a TV, and a window with a view.

12. 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)

9.8/10

Exceptional

(11 reviews)

"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."

David C.

The price is £418

£418

includes taxes & fees

28 Oct - 29 Oct

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

A modern kitchen with white cabinets, a central island with stools, and a dining area with a table and chairs.

A hot tub with a wooden deck and string lights, adjacent to a house with a window and a door.

A modern living room with a sofa, TV, and a dining area with a table and chairs.

A modern living room with a sofa, coffee table, and a kitchen in the background.

13. 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)

10/10

Exceptional

(45 reviews)

"Very clean and well kept property. The hosts were very responsive. Would stay here again!"

Holli

The price is £579

£579

includes taxes & fees

15 Oct - 16 Oct

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

A two-story beach house with a balcony, a wooden fence, and a sandy beach in the background.

A balcony with a view of the beach, a black coffee maker, and a white storage unit.

A wooden deck with a table and chairs, overlooking a beach with a fence and a clear sky.

A room with a view of the ocean, a wooden desk, a chair, a bookshelf, and a lamp.

14. Ocean Front Beach Cottage; Pets welcome

Ocean Front Beach Cottage; Pets welcome

Charlestown

9.6 out of 10, Exceptional, (34 reviews)

9.6/10

Exceptional

(34 reviews)

"We had a blast - great location, gorgeous beach!"

Tara G.

The price is £585

£585

includes taxes & fees

20 Oct - 21 Oct

Ocean Front Beach Cottage; Pets welcome

A cozy room with a fireplace, red armchairs, a Christmas tree, and nautical decor.

A traditional room with a four-poster bed, wooden beams on the ceiling, and a green door.

A staircase with green railings leading to a dining area with a red chair and wooden table.

A room with a wooden dining table, chairs, a flag, and red curtains.

15. 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)

10/10

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."

Brett C.

The price is £626

£626

includes taxes & fees

18 Oct - 19 Oct

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

A cozy cabin interior with a stone wall, wooden ceiling, and a fireplace. There is a staircase leading to an upper level.

A cozy cabin interior with a wooden staircase, a cushioned seating area, a chandelier, and a stone wall.

A cozy log cabin bedroom with a bed, a nightstand, and a window with curtains.

A wooden cabin interior with a staircase, a chandelier, and a skylight.

16. Beautiful Cabin @ Fox Landing, near casinos

Beautiful Cabin @ Fox Landing, near casinos

Preston

9.8 out of 10, Exceptional, (19 reviews)

9.8/10

Exceptional

(19 reviews)

"Property was quiet and relaxing, overall great experience."

Jeremy L.

The price is £383

£383

includes taxes & fees

6 Oct - 7 Oct

Beautiful Cabin @ Fox Landing, near casinos

A kitchen with a large island, wooden beams, white cabinetry, and a view to the outside.

A room with a blue sectional sofa, a wooden coffee table, and a chandelier.

A dining room with a wooden table, chairs, a fireplace, and a chandelier.

A room with a large window, a door, and a shelving unit with various items.

17. Coastal Antique farmhouse

Coastal Antique farmhouse

North Stonington

9.2 out of 10, Wonderful, (7 reviews)

9.2/10

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"

beth g.

The price is £820

£820

includes taxes & fees

20 Oct - 21 Oct

Coastal Antique farmhouse

A living room with a fireplace, a grey armchair, and a large window.

A modern kitchen with white cabinets, a granite countertop, stainless steel appliances, and a herringbone tile backsplash.

A living room with a grey sectional sofa, a small coffee table, and a grey armchair. There are two windows providing a view of a residential area.

A modern bedroom with a bed, a ceiling fan, and built-in lighting.

18. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"We had a nice stay. Kitchen well stocked and house was clean and comfortable."

Elaine A.

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

A white house with green shutters, a red door, and a flag.

A cozy dining area with a checkered tablecloth, a Christmas tree, and holiday decorations.

A view through a window with red flowers in the foreground, a road, a white house, and a body of water in the background.

A cozy living room with a sofa, two armchairs, a coffee table, and a fireplace.

19. 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)

10/10

Exceptional

(97 reviews)

"Great location responsive hosts fully stocked cozy accommodations "

dolly o.

The price is £648

£648

includes taxes & fees

5 Oct - 6 Oct

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

A small kitchen with a view of the water, a bar area with stools, and a sign that reads "the BLUFFS".

A bedroom with a bed, a dresser, a chair, a mirror, and a chandelier.

A modern kitchen with a wooden dining table, dark wooden chairs, a large clock, and built-in shelves with kitchenware.

A two-story white house with a dark roof, a front porch with red Adirondack chairs, and a small deck area.

20. Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

West Mystic

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Wonderful place for family fun!"

nancy m.

The price is £336

£336

includes taxes & fees

4 Oct - 5 Oct

Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

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

Two Trees Inn

10/10 Excellent

"The front desk staff was very accommodating."

Christine 1-night trip

Posted 5 hours ago

Two Trees Inn

The Fox Tower at Foxwoods

10/10 Excellent

"We enjoyed our stayed everything was great."

Brian 1-night trip

Posted 12 hours ago

The Fox Tower at Foxwoods

Aquastar Inn

8/10 Good

"A great no-nonsense place to stop for the night. The desk chair at the desk looked like someone had had an accident in it or a sexual encounter, so it needs to be replaced. Otherwise very clean."

Sven 1-night trip

Posted 13 hours ago

Aquastar Inn

Pleasant View Inn

8/10 Good

"Rugs in the room was dirty"

John 4-night trip

Posted 15 hours ago

Pleasant View Inn

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

10/10 Excellent

"Only stayed one night, but the room was nice and clean and the staff were friendly."

Dalene 1-night trip

Posted 16 hours ago

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

The Hotel Maria

10/10 Excellent

"Relaxing stay off season. Quiet time at Misquamicut Beach."

Joanne 2-night trip

Posted 22 hours ago

The Hotel Maria

Spark by Hilton Mystic Groton

10/10 Excellent

"clean rooms and convenient"

Marisa 1-night trip

Posted 2 days ago

Spark by Hilton Mystic Groton

Best Western Mystic Hotel

10/10 Excellent

"Very nice property and location. Breakfast was good. Staff were helpful."

Debra 2-night trip

Posted 2 days ago

Best Western Mystic Hotel

Amazing Ocean Front 2 Story Home, Steps Away From The Water

10/10 Excellent

"Clean , organized home. Host was responsive ."

Chris B. 3-night trip

Posted 2 days ago

Amazing Ocean Front 2 Story Home, Steps Away From The Water

Find out more about Westerly

Westerly Holiday Homes information

Number of reviews	939
Accommodation	894 Holiday Homes
Lowest Price	£199
Highest Price	£820

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Westerly on Expedia.com

Search Holiday Homes in Westerly

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westerly holiday homes

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

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

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

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

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

6. Charming Historic House in Downtown Mystic

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

8. The Horse Carriage 2 miles from Foxwoods Casino

9. Cozy, comfy,quiet &close to casinos

10. Charming 2 BR Green Hill Beach Cottage

11. Thames River Cottage · Near Casinos - USCGA

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

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

14. Ocean Front Beach Cottage; Pets welcome

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

16. Beautiful Cabin @ Fox Landing, near casinos

17. Coastal Antique farmhouse

18. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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

20. Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

Find holiday rentals that suit your style

Top Westerly Hotel Reviews

Two Trees Inn

Find out more about Westerly

Westerly Holiday Homes information

Explore a world of travel with Expedia