Westbrook Vacation Rentals

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Vacation Rentals in Westbrook

Enjoy the North Fork of Long Island at Our Lovely Home

Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.

Pool

Fireplace

Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!

With a stay at this vacation home in Westbrook (Westbrook Center), you'll be a 5-minute drive from Westbrook Town Beach and 5 minutes from Tanger Outlets.

Hot Tub

Outdoor Space

Waterfront Beach House

Located in Clinton, this vacation home is by the ocean, within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store Museum.

The SandPiper

With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.

Outdoor Space

Free WiFi

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

$162

per night

May 29 - May 30

With a stay at this vacation home in Westbrook (Westbrook Center), you'll be within a 15-minute drive of Hammonasset Beach State Park and Westbrook Town Beach.

Pet friendly

Hot Tub

Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!

With a stay at this vacation home in Southold, you'll be within a 5-minute drive of Mattebella Vineyards and Croteaux Vineyards.

Pool

Pet friendly

Remodeled Farmhouse in Waterford Near 2 Beaches!

Located in Waterford, this vacation home is within a 15-minute drive of New London Ferry Dock and Ocean Beach Park.

Pet friendly

Air conditioning

Beautiful 4BR Beach House with Private Beach Access.

With a stay at this vacation home, you'll be centrally located in Branford, within a 15-minute drive of Yale University and Stony Creek - Thimble Islands Historic District.

Fireplace

Outdoor Space

Amazing Lakefront Property

Located in Middlefield, this vacation home is on the waterfront, within a 5-minute drive of Lyman Orchards and Lake Beseck Beach.

Fireplace

Outdoor Space

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

With a stay at this vacation home in Westbrook (Westbrook Center), you'll be within a 15-minute drive of Hammonasset Beach State Park and Westbrook Town Beach.

Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

Located in Southold, this vacation home is on the waterfront, within a 10-minute drive of Croteaux Vineyards and Corey Creek Winery.

Charming Castle Cottage

With a stay at this vacation home in Cobalt, you'll be within a 5-minute drive of Connecticut River and Arrigoni Winery.

Pet friendly

Fireplace

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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.