Westbrook, Connecticut

Vacation Rentals in Westbrook, Connecticut

Discover 74 vacation rental properties in Westbrook. From 1 to 5 bedrooms. Average $397/night. 100% have pools.

74 verified listings Book securely on VRBO Prices updated March 2026

74 properties available

Cozy Westbrook Vacation Rental - Walk to Beach!

Cozy Westbrook Vacation Rental - Walk to Beach!

3 beds 1 bath
PoolA/CWiFiBalcony
$241/night
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Charming New Beach Cottage

Charming New Beach Cottage

2 beds 2 baths
PoolA/CWiFiBalcony
$447/night
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Cozy Cottage at The Cabins

Cozy Cottage at The Cabins

1 bath
PoolA/CWiFiBalcony
$135/night
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Beach Cottage, > .5 walk to beach, quaint, Beach community

Beach Cottage, > .5 walk to beach, quaint, Beach community

2 beds 1 bath
PoolA/CWiFiBalcony
$230/night
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Waterfront relaxing retreat with beautiful sunrises and sunsets!

Waterfront relaxing retreat with beautiful sunrises and sunsets!

3 beds 2 baths
PoolA/CWiFiBalcony
$437/night
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Beach Bungalow, large porch, 1/2 mile to the water.

Beach Bungalow, large porch, 1/2 mile to the water.

2 beds 1 bath
PoolA/CWiFiBalcony
$268/night
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Lovely Westbrook Home w/ Patio - Walk to Beach!

Lovely Westbrook Home w/ Patio - Walk to Beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$324/night
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Westbrook Home w/ Ocean Views - Walk to Beach

Westbrook Home w/ Ocean Views - Walk to Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$234/night
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Beautiful, family friendly, beach cottage -3 min walk to beach

Beautiful, family friendly, beach cottage -3 min walk to beach

2 beds 1 bath
PoolA/CWiFiBalcony
$394/night
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The Old Salt Cottage · Cozy Gateway Near Beach

The Old Salt Cottage · Cozy Gateway Near Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$570/night
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Sister Sands - Waterfront Boho Beach House

Sister Sands - Waterfront Boho Beach House

3 beds 2 baths
PoolA/CWiFiBalcony
$711/night
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Wake up with Views of the Ocean

Wake up with Views of the Ocean

2 beds 2 baths
PoolA/CWiFiBalcony
$296/night
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Patchogue River Retreat, 8 minute walk to West Beach

Patchogue River Retreat, 8 minute walk to West Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$384/night
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Pristine Four Bedroom Beachfront Vacation Home with SUPs and Kayaks!

Pristine Four Bedroom Beachfront Vacation Home with SUPs and Kayaks!

4 beds 3 baths
PoolA/CWiFiBalcony
$751/night
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Beautiful New West Beach Location House for Rent - Westbrook, CT

Beautiful New West Beach Location House for Rent - Westbrook, CT

2 beds 1 bath
PoolA/CWiFiBalcony
$415/night
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Charming Westbrook Cottage, Steps to Private Beach

Charming Westbrook Cottage, Steps to Private Beach

3 beds 1 bath
PoolA/CWiFiBalcony
$231/night
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Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

4 beds 1 bath
PoolA/CWiFiBalcony
$277/night
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DIRECT WATERFRONT PRIVATE BEACH

DIRECT WATERFRONT PRIVATE BEACH

3 beds 1 bath
PoolA/CWiFiBalcony
$265/night
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3 Bedroom House Westbrook, Connecticut, West Beach

3 Bedroom House Westbrook, Connecticut, West Beach

3 beds 1 bath
PoolA/CWiFiBalcony
$163/night
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Beach house getaway - 4 min walk to the beach!

Beach house getaway - 4 min walk to the beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$400/night
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Blue House - Steps from the Beach

Blue House - Steps from the Beach

3 beds 3 baths
PoolA/CWiFiBalcony
$601/night
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Waterfront House with picture-perfect views from all 3 levels.

Waterfront House with picture-perfect views from all 3 levels.

3 beds 2 baths
PoolA/CWiFiBalcony
$533/night
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Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

3 beds 2 baths
PoolA/CWiFiBalcony
$319/night
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The Beach House

The Beach House

5 beds 2 baths
PoolA/CWiFiBalcony
$716/night
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Charming cottage - 330 steps from beautiful Chapman Beach

Charming cottage - 330 steps from beautiful Chapman Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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Newly Renovated Guest Suite - Steps to West Beach!

Newly Renovated Guest Suite - Steps to West Beach!

1 bed 1 bath
PoolA/CWiFiBalcony
$276/night
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Cute Westbrook cottage with private beach access

Cute Westbrook cottage with private beach access

4 beds 2 baths
PoolA/CWiFiBalcony
$450/night
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Beach Bungalow Retreat- 2 Family Suites, 5 minutes to water

Beach Bungalow Retreat- 2 Family Suites, 5 minutes to water

4 beds 2 baths
PoolA/CWiFiBalcony
$563/night
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Relaxing summer rental, walking distance to the beach, short ride to the outlets

Relaxing summer rental, walking distance to the beach, short ride to the outlets

3 beds 1 bath
PoolA/CWiFiBalcony
$306/night
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Spacious yard and view of Long Island Sound-short walk to beach!

Spacious yard and view of Long Island Sound-short walk to beach!

4 beds 2 baths
PoolA/CWiFiBalcony
$351/night
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★ Duckling Crossing Beach House ★ Sand | Sun | Fun

★ Duckling Crossing Beach House ★ Sand | Sun | Fun

4 beds 2 baths
PoolA/CWiFiBalcony
$594/night
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Modern, updated spacious home. 5 min walk to beach. 1 min to Water's Edge Resort

Modern, updated spacious home. 5 min walk to beach. 1 min to Water's Edge Resort

3 beds 2 baths
PoolA/CWiFiBalcony
$423/night
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Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

3 beds 2 baths
PoolA/CWiFiBalcony
$559/night
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Cozy, Beach Cottage on West Beach

Cozy, Beach Cottage on West Beach

3 beds
PoolA/CWiFiBalcony
$260/night
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Seasonal cottage rental,waterview

Seasonal cottage rental,waterview

3 beds 1 bath
PoolA/CWiFiBalcony
$319/night
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NEW! Seaside Beach Haven with a private beach!

NEW! Seaside Beach Haven with a private beach!

3 beds 3 baths
PoolA/CWiFiBalcony
$551/night
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Family compound, vintage 1872 cottage water views

Family compound, vintage 1872 cottage water views

4 beds
PoolA/CWiFiBalcony
$250/night
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Charming Quiet Updated 1921 Cottage West Beach Connecticut

Charming Quiet Updated 1921 Cottage West Beach Connecticut

3 beds 1 bath
PoolA/CWiFiBalcony
$250/night
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Modern oceanfront home on West Beach

Modern oceanfront home on West Beach

3 beds 1 bath
PoolA/CWiFiBalcony
$425/night
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Upscale Beach Home!!

Upscale Beach Home!!

4 beds 2 baths
PoolA/CWiFiBalcony
$565/night
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Quiet, Peaceful Getaway by a Private Beach

Quiet, Peaceful Getaway by a Private Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$367/night
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NEW!!! On VBRO! CT Shoreline Beach Diamond!

NEW!!! On VBRO! CT Shoreline Beach Diamond!

2 beds 1 bath
PoolA/CWiFiBalcony
$244/night
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Tiffany's Oasis on the Shore

Tiffany's Oasis on the Shore

4 beds 3 baths
PoolA/CWiFiBalcony
$601/night
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Light filled Chalet Beach Home on Private Road to Association Beach

Light filled Chalet Beach Home on Private Road to Association Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$451/night
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Large, Comfortable Beach House with Shared Private Beach and Stunning Views

Large, Comfortable Beach House with Shared Private Beach and Stunning Views

5 beds 3 baths
PoolA/CWiFiBalcony
$751/night
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Beach front property steps from Long Island Sound!

Beach front property steps from Long Island Sound!

4 beds 1 bath
PoolA/CWiFiBalcony
$451/night
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4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4 beds 1 bath
PoolA/CWiFiBalcony
$653/night
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Walk to Beach, pool, tennis court and kids playscape.

Walk to Beach, pool, tennis court and kids playscape.

2 beds 2 baths
PoolA/CWiFiBalcony
$425/night
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Showing 48 of 74 properties

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