Westerly, Connecticut

Vacation Rentals in Westerly, Connecticut

Discover 26 vacation rental properties in Westerly. From 1 to 4 bedrooms. Average $357/night. 100% have pools.

26 verified listings Book securely on VRBO Prices updated March 2026

26 properties available

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

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

3 beds 2 baths
PoolA/CWiFiBalcony
$650/night
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Privately Located Beach Cottage Getaway

Privately Located Beach Cottage Getaway

2 beds 1 bath
PoolA/CWiFiBalcony
$206/night
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Relaxing Getaway

Relaxing Getaway

2 beds 1 bath
PoolA/CWiFiBalcony
$184/night
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Ocean Front Cottage With Private Beach On Watch Hill End of Westerly

Ocean Front Cottage With Private Beach On Watch Hill End of Westerly

2 beds 1 bath
PoolA/CWiFiBalcony
$751/night
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Incredible Ocean Views, Sept and Oct is the best time to visit, come and see.

Incredible Ocean Views, Sept and Oct is the best time to visit, come and see.

2 beds 2 baths
PoolA/CWiFiBalcony
$566/night
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Walk to the Beach Unit 6

Walk to the Beach Unit 6

1 bath
PoolA/CWiFiBalcony
$199/night
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Custom cottage close to everything-Enjoy long walks on beach without the crowds!

Custom cottage close to everything-Enjoy long walks on beach without the crowds!

1 bed 1 bath
PoolA/CWiFiBalcony
$321/night
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Big Style in Tiny House - 2 miles to the Beach!

Big Style in Tiny House - 2 miles to the Beach!

1 bed 2 baths
PoolA/CWiFiBalcony
$206/night
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Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.

Misquamicut Westerly Secluded Beach Cottage 2020 remodeled and upgraded.

2 beds 1 bath
PoolA/CWiFiBalcony
$220/night
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Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!

Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!

3 beds 1 bath
PoolA/CWiFiBalcony
$234/night
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Two bedroom Condo with breathtaking ocean view

Two bedroom Condo with breathtaking ocean view

2 beds 1 bath
PoolA/CWiFiBalcony
$269/night
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Casa De Las Olas - Cute cozy cottage in Westerly, RI

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

1 bed
PoolA/CWiFiBalcony
$199/night
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Sells Out Every Summer-Walking Distance to Fire District Beaches!

Sells Out Every Summer-Walking Distance to Fire District Beaches!

2 beds 1 bath
PoolA/CWiFiBalcony
$323/night
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Tidy House w/ Porch Includes beach & parking. Between town & beaches. Sleeps 7

Tidy House w/ Porch Includes beach & parking. Between town & beaches. Sleeps 7

3 beds 2 baths
PoolA/CWiFiBalcony
$293/night
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SUMMER 2024 GETAWAY!! Great rates and Beach Parking included!!

SUMMER 2024 GETAWAY!! Great rates and Beach Parking included!!

1 bed 1 bath
PoolA/CWiFiBalcony
$211/night
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Westerly Getaway- Short drive to the beach, Walk to Downtown Shops & Restaurants

Westerly Getaway- Short drive to the beach, Walk to Downtown Shops & Restaurants

3 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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1 Mile To Beach, 2BR, 1 BA, sleeps 6

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

2 beds 1 bath
PoolA/CWiFiBalcony
$192/night
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Misquamicut Waterfront Beach House

Misquamicut Waterfront Beach House

4 beds 2 baths
PoolA/CWiFiBalcony
$944/night
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Breathtaking Beach House on the Water

Breathtaking Beach House on the Water

2 beds 2 baths
PoolA/CWiFiBalcony
$900/night
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Ocean Views and Private Beach Unit 4

Ocean Views and Private Beach Unit 4

1 bed 1 bath
PoolA/CWiFiBalcony
$286/night
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Ocean Views and Private Beach Suite Unit 5

Ocean Views and Private Beach Suite Unit 5

1 bed 1 bath
PoolA/CWiFiBalcony
$315/night
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Rest in Westerly Summ

Rest in Westerly Summ

3 beds 2 baths
PoolA/CWiFiBalcony
$291/night
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Ultimate Summer Escape w/outdoor shower, fire pit minutes to beach

Ultimate Summer Escape w/outdoor shower, fire pit minutes to beach

4 beds 2 baths
PoolA/CWiFiBalcony
$331/night
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Charming Beach Cottage

Charming Beach Cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$250/night
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Beautifully Remodeled Family Size Apartment, Ideal for Downtown & Beach Getaway

Beautifully Remodeled Family Size Apartment, Ideal for Downtown & Beach Getaway

3 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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Classic Cozy Cottage in Watch Hill

Classic Cozy Cottage in Watch Hill

2 beds 1 bath
PoolA/CWiFiBalcony
$481/night
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More destinations in Connecticut

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