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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 181 Cottages in Westerly with updated reviews, rates, and availability.

Lakeside cottage overhanging the water, beautiful window views across the lake
Outdoor dining

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

9.8 out of 10, Exceptional, (200)
"Had an absolutely fantastic time. Great being close to the water. Will definitely be back once it gets warmer."
The price is $413
includes taxes & fees
$365 per night
May 14 - May 15
Lakeside cottage overhanging the water, beautiful window views across the lake
Peaceful Cottage - Steps to Matunuck Beach
On the beach

Peaceful Cottage - Steps to Matunuck Beach

9.8 out of 10, Exceptional, (44)
"We had a short stay, only two nights but we really enjoyed the community and proximity to the beach. The house is very cozy and was perfect for our needs. It is close to a lot of historical sites and walking trails and we loved just walking through the neighborhoods looking at the beautiful properties and beach views."
Peaceful Cottage - Steps to Matunuck Beach
Little Farmhouse Cottage - Country Near the Coast
Marina

Little Farmhouse Cottage - Country Near the Coast

10.0 out of 10, Exceptional, (28)
"This was our second stay at the cottage and it was just as fantastic as our first stay in June 2024. The atmosphere is very peaceful, calming, and invites restfulness. It’s very close to great beaches and restaurants as well as excellent vintage shops. "
Little Farmhouse Cottage - Country Near the Coast
Lakeside cottage ON the water with beautiful views up the lake!
Pool

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (173)
"The Cottage was the perfectly cozy home away from home for our Thanksgiving trip to visit family. Everything was thought of from the towels for the hot tub, to the coffee for the morning. Thanks so much for such a lovely getaway for our family!"
The price is $387
includes taxes & fees
$342 per night
May 11 - May 12
Lakeside cottage ON the water with beautiful views up the lake!
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
Outdoor dining

Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings

9.0 out of 10, Wonderful, (76)
"Our extended family loves Marie's place! The cousins love soending alone time in the kid cabins, and the dining room table is great for a rousing game of Monopoly Go. Nice huge TV makes movie nights fun, and the pool can't be beat. Thanks for a great visit!"
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
Private Guest House w/ Deck + Spectacular Views!
Property grounds

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (25)
"We had a great time. Very nice location with lots to do withing 30 minutes. Did the casinos and mystic and do not miss out on Pauls Pasta restaurant."
Private Guest House w/ Deck + Spectacular Views!
Cozy Cottage in Snug Harbor, minutes to the beach (pet friendly)
Exterior

Cozy Cottage in Snug Harbor, minutes to the beach (pet friendly)

10.0 out of 10, Exceptional, (31)
"Great location and cottage for a weekend away."
Cozy Cottage in Snug Harbor, minutes to the beach (pet friendly)
Whitestone Cottage: Pet-Friendly Nightly House Rental on Block Island
4 bedrooms, iron/ironing board, WiFi, bed sheets

Whitestone Cottage: Pet-Friendly Nightly House Rental on Block Island

10.0 out of 10, Exceptional, (3)
"A Family and pet friendly home which has been totally updated providing ensuites to your guests. Loved the location and neighborhood for a different side of the island. Very memorable vacation for my 65th birthday. Thank you for your hospitality and Holly the manager is very responsive. "
Whitestone Cottage: Pet-Friendly Nightly House Rental on Block Island
Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI!
Interior

Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI!

10.0 out of 10, Exceptional, (23)
"We had a great stay! House was clean, comfortable, and so gorgeous! Would definitely book again."
Stunning waterfront home with big yard & dock! Voted #1 rental in all of RI!
Snug Harbor Cottage for rent in sought-after coastal community of Wakefield, RI
Sun loungers

Snug Harbor Cottage for rent in sought-after coastal community of Wakefield, RI

9.6 out of 10, Exceptional, (81)
"We had a wonderful two nights at this cozy cottage. Great location near Matunuck can’t be beat. "
Snug Harbor Cottage for rent in sought-after coastal community of Wakefield, RI
Quintessential Cottage in Matunuck
Beach nearby, sun loungers

Quintessential Cottage in Matunuck

10.0 out of 10, Exceptional, (94)
"Really amazingly clean place.....wonderful BBQ....we really liked the place and will be back next year!"
Quintessential Cottage in Matunuck
Walk to Greenhill Pond from this three bedroom charming ranch. Includes assoca
Beach

Walk to Greenhill Pond from this three bedroom charming ranch. Includes assoca

9.0 out of 10, Wonderful, (23)
"Nice location, near restaurants and many beaches! "
Walk to Greenhill Pond from this three bedroom charming ranch. Includes assoca
Classic Beach Cottage, Steps to Ocean Break.
Fridge, microwave, oven, stovetop

Classic Beach Cottage, Steps to Ocean Break.

10.0 out of 10, Exceptional, (58)
"Not my first stay and definitely will not be my last!"
Classic Beach Cottage, Steps to Ocean Break.
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
Terrace/patio

Cozy Narragansett Cottage w/ Dock & Outdoor Shower

9.2 out of 10, Wonderful, (73)
"A beautiful cottage in a beautiful location."
Cozy Narragansett Cottage w/ Dock & Outdoor Shower
Casa De Las Olas - Cute cozy cottage in Westerly, RI
Exterior

Casa De Las Olas - Cute cozy cottage in Westerly, RI

9.8 out of 10, Exceptional, (72)
"Will stay there again."
Casa De Las Olas - Cute cozy cottage in Westerly, RI
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
Fridge, microwave, oven, stovetop

Stylish Modern WATERFRONT Cottage Near Mystic and Casinos

9.6 out of 10, Exceptional, (42)
"My host was friendly, hospitable and professional. The property was as described in the advertisement, well appointed and clean. "
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Beach

1 Mile To Beach, 2BR, 1 BA, sleeps 6

8.8 out of 10, Excellent, (151)
"Great all around place to stay. Owner was very generous in making last minute adjustments to our stay. "
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Pier Cottage .5 Mile from the Beach, Includes 2 Beach Passes!
Onsite parking

Pier Cottage .5 Mile from the Beach, Includes 2 Beach Passes!

9.8 out of 10, Exceptional, (19)
"Great spot at the pier"
Pier Cottage .5 Mile from the Beach, Includes 2 Beach Passes!
Great Narragansett Location! Classic Beach Cottage. Short Walk to Kelly Beach.
Beach nearby, sun loungers, beach towels

Great Narragansett Location! Classic Beach Cottage. Short Walk to Kelly Beach.

10.0 out of 10, Exceptional, (72)
"Beautiful place, clean, well kept with all you require for a short stay. Beach is just a walk away. Host Brenda is awesome."
Great Narragansett Location! Classic Beach Cottage. Short Walk to Kelly Beach.
Flexible Cancellation! The Snug Cottage -Snug Harbor - East Matunuck, RI
Marina

Flexible Cancellation! The Snug Cottage -Snug Harbor - East Matunuck, RI

10.0 out of 10, Exceptional, (50)
"Nice and clean. Great location in South County!"
Flexible Cancellation! The Snug Cottage -Snug Harbor - East Matunuck, RI
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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Other property types in Westerly

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

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

9.8 out of 10, Exceptional, (93)
"Very nice stay and view"
The price is $1,233
includes taxes & fees
$1,142 per night
May 18 - May 19
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Beach

Beach Cottage 1 Mile From Weekapaug & Misquamicut

9.0 out of 10, Wonderful, (172)
"We enjoyed our time in the quiet neighborhood near my favorite spot in Weekapaug "
Beach Cottage 1 Mile From Weekapaug & Misquamicut
NEW! 5 STAR Coastal Farmhouse - 3BR in Westerly! Moments to Watch Hill
Miscellaneous

NEW! 5 STAR Coastal Farmhouse - 3BR in Westerly! Moments to Watch Hill

2.0 star property
10.0 out of 10, Exceptional, (3)
"Stayed Thursday thru Saturday night at the Sea Ranch house in a beautiful site in Westerly. House is newly renovated and very comfortable for our family of 3 couples to make breakfast every morning & visit Newport, the Watch Hill Lighthouse, and nostly Mystic (20 min away) The owner Brian was very responsive to any queries thru vbro text. .."
NEW! 5 STAR Coastal Farmhouse - 3BR in Westerly! Moments to Watch Hill
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.