Westerly Holiday House Rentals from AU$345: Search Holiday Homes

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Our top choices for Westerly holiday homes

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

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

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

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, (192 reviews)

9.8/10

Exceptional

(192 reviews)

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

Jaime M.

The price is AU$361

AU$361

includes taxes & fees

25 Oct - 26 Oct

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

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.

An outdoor patio with a wooden pergola, a grey cushioned sofa, and a wicker table.

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

2. 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)

9.8/10

Exceptional

(48 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 AU$1,349

AU$1,349

includes taxes & fees

23 Oct - 24 Oct

Brand new home close to Charlestown/Westerly beaches.

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 spacious hallway with a staircase leading to a balcony, a large bookshelf filled with books, and a door marked with the number 68.

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

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, (180 reviews)

9.8/10

Exceptional

(180 reviews)

"Great location "

Brian S.

The price is AU$463

AU$463

includes taxes & fees

18 Nov - 19 Nov

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

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

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

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.

4. 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.

The price is AU$621

AU$621

includes taxes & fees

16 Nov - 17 Nov

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

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 refrigerator, a dining table with chairs, and a large window with curtains.

5. Charming 2 BR Green Hill Beach Cottage

Charming 2 BR Green Hill Beach Cottage

Green Hill

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

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

Allicia H.

The price is AU$599

AU$599

includes taxes & fees

26 Oct - 27 Oct

Charming 2 BR Green Hill Beach Cottage

A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

A hallway with a white door, a shelf with decorative vases, and a large abstract painting on the wall.

A dining area with a glass table, two chairs, and a bottle of champagne. There are framed paintings on the walls and a refrigerator in the background.

A wooden boardwalk with benches and a covered area, leading to a beach.

6. 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, (28 reviews)

8.0/10

Very good

(28 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!"

Alicia W.

The price is AU$345

AU$345

includes taxes & fees

26 Oct - 27 Oct

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

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 fireplace, a dining area, and a kitchen in the background.

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

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

7. 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 AU$491

AU$491

includes taxes & fees

17 Nov - 18 Nov

Thames River Cottage · Near Casinos - USCGA

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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

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

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

8. 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 AU$628

AU$628

includes taxes & fees

4 Nov - 5 Nov

The Blue Anchor House · walk Mystic-Train/Aquarium

A compact living room with a gray sofa, a coffee table, and a black TV stand.

A bedroom with a black bedspread, a grey bench, a wooden headboard, a bedside table with a lamp, and a closet with hangers.

A wooden deck with a metal railing, surrounded by greenery and a small wooden structure.

A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

9. 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, (16 reviews)

10/10

Exceptional

(16 reviews)

"great place to stay"

christopher

The price is AU$452

AU$452

includes taxes & fees

28 Oct - 29 Oct

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

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 cozy room with a wooden ceiling, a fireplace, a Christmas tree, and a mural on the wall.

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

10. 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, (13 reviews)

10/10

Exceptional

(13 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.

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.

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.

11. 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 AU$1,428

AU$1,428

includes taxes & fees

9 Nov - 10 Nov

Coastal Antique farmhouse

A modern living room with a sofa, a dining table, and a TV mounted on the wall.

A two-story building with a covered outdoor staircase leading to a deck.

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.

12. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos

Montville

9.4 out of 10, Exceptional, (72 reviews)

9.4/10

Exceptional

(72 reviews)

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

Teresa M.

The price is AU$381

AU$381

includes taxes & fees

4 Nov - 5 Nov

Cozy, comfy,quiet &close to casinos

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 dining area with a wooden table, chairs, and a hanging light fixture.

13. 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 AU$592

AU$592

includes taxes & fees

22 Oct - 23 Oct

The Horse Carriage 2 miles from Foxwoods Casino

A kitchen with a wooden sign reading "THE GALLEY," a sink, a stove, and a window with curtains.

A gazebo with a bench and potted plants, surrounded by a well-maintained lawn and a pathway.

A large, two-story house with a wrap-around porch, a small tower-like structure, and a well-maintained garden.

A cozy living room with a fireplace, two red upholstered chairs with patterned cushions, a small table with a bottle and glasses, and a maritime-themed painting above the fireplace.

14. Maritime History Meets Modern Comfort at the Carriage House in Old Mystic, CT!

Maritime History Meets Modern Comfort at the Carriage House in Old Mystic, CT!

Old Mystic

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Thank your a beautiful place to celebrate my husbands 50th birthday with friends. "

Jackie F.

The price is AU$1,498

AU$1,498

includes taxes & fees

3 Nov - 4 Nov

Maritime History Meets Modern Comfort at the Carriage House in Old Mystic, CT!

A house with a wooden deck, a covered porch, and a garden with hydrangea bushes.

A compact kitchen with white cabinets, a wooden dining table, and a gray sofa.

A compact kitchen with a wooden island, white cabinets, and a dining area with chairs.

A sandy beach with a wooden fence and a clear view of the ocean.

15. 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

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"We loved our stay here. Location was excellent and it was very quiet."

Jerry & Melinda S.

The price is AU$775

AU$775

includes taxes & fees

3 Nov - 4 Nov

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

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

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

16. Ocean Front Beach Cottage; Pets welcome

Ocean Front Beach Cottage; Pets welcome

Charlestown

9.6 out of 10, Exceptional, (35 reviews)

9.6/10

Exceptional

(35 reviews)

"Beautiful location, the house was perfect. Even with a few days of bad weather we really loved the cottage and the ocean views. It was very clean and the host was great."

Kristina T.

The price is AU$960

AU$960

includes taxes & fees

27 Oct - 28 Oct

Ocean Front Beach Cottage; Pets welcome

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

A bedroom with a bed, a nightstand, a dresser, a chair, and a window with curtains.

17. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic

Mystic

10.0 out of 10, Exceptional, (195 reviews)

10/10

Exceptional

(195 reviews)

"A wonderful stay "

Gina P.

The price is AU$631

AU$631

includes taxes & fees

1 Nov - 2 Nov

Charming Historic House in Downtown Mystic

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

A kitchen with white cabinets, a dark countertop, a blue desk, and a patterned rug.

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

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

18. 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, (74 reviews)

10/10

Exceptional

(74 reviews)

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

Deborah J

The price is AU$904

AU$904

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

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

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, (46 reviews)

10/10

Exceptional

(46 reviews)

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

Holli

The price is AU$1,101

AU$1,101

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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.

20. 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 AU$758

AU$758

includes taxes & fees

2 Nov - 3 Nov

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

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

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

10/10 Excellent

"Staff was very helpful. It also had a shuttle to the casino."

Donna 1-night trip

Posted 6 hours ago

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Sandy Shore Motel

10/10 Excellent

"On the beach, cannot beat that. We had an apartment type place,it was clean and well kept. Staff was great. Outside bar was entertaining. No issues at all..."

Christopher 2-night trip

Posted 7 hours ago

Sandy Shore Motel

The Hotel Maria

10/10 Excellent

"Have stayed here multiple times with family and is always a great experience. Great bar and dinner menu as well!"

William 1-night trip

Posted 10 hours ago

The Hotel Maria

Breezeway Boutique Hotel

10/10 Excellent

"Lovely property! Bjorn was very helpful and informative. Would definitely stay again!"

Kristina 1-night trip

Posted 1 day ago

Breezeway Boutique Hotel

Aquastar Inn

10/10 Excellent

"Aquastar was perfect for what we needed while in Westerly, Rhode Island. The room was clean and spacious. No continental breakfast which would have been nice."

Ted 2-night trip

Posted 3 days ago

Aquastar Inn

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 3 weeks ago

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

Find out more about Westerly

Westerly Holiday Homes information

Number of reviews	716
Accommodation	882 Holiday Homes
Lowest Price	AU$345
Highest Price	AU$1,498

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Westerly on Expedia.com

Holiday Homes in Westerly

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westerly holiday homes

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

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

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

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

5. Charming 2 BR Green Hill Beach Cottage

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

7. Thames River Cottage · Near Casinos - USCGA

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

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

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

11. Coastal Antique farmhouse

12. Cozy, comfy,quiet &close to casinos

13. The Horse Carriage 2 miles from Foxwoods Casino

14. Maritime History Meets Modern Comfort at the Carriage House in Old Mystic, CT!

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

16. Ocean Front Beach Cottage; Pets welcome

17. Charming Historic House in Downtown Mystic

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

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

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

Find holiday rentals that suit your style

Top Westerly Hotel Reviews

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Find out more about Westerly

Westerly Holiday Homes information

Explore a world of travel with Expedia