Westport Vacation Rentals

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Vacation Rentals in Westport

Salt & Blue - Walk to Beach - Near Tyde Wedding Venue

Milford CT

With a stay at this vacation home in Milford, you'll be within a 15-minute drive of Hartford HealthCare Amphitheater and The Coastal Center at Milford Point.

Over Sized Colonial on Private Road.

Pound Ridge NY

Located in Pound Ridge, this vacation home is within a 15-minute drive of Pound Ridge Town Park and New Canaan Town Hall.

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Stamford CT

With a stay at this vacation home in Stamford (North Stamford), you'll be within a 10-minute drive of Yale New Haven Health Long Ridge Medical Center and Stamford Museum and Nature Center.

Kitchen

Washer

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport NY

When you stay at this vacation home in Northport, you'll be on the beach, within a 5-minute walk of Cow Harbor Park and Northport Village Park.

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford CT

When you stay at this vacation home in Milford, you'll be on the beach, within a 15-minute drive of Yale University and Yale-New Haven Hospital.

Kitchen

Washer

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Stamford CT

$294 nightly

$332 total

May 6 - May 7

Total with taxes and fees

With a stay at this vacation home in Stamford (Waterside), you'll be within a 5-minute drive of University of Connecticut Stamford Campus and Stamford Town Center.

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY

$520 nightly

$594 total

May 11 - May 12

Total with taxes and fees

A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 15-minute walk of Cold Spring Harbor State Park and Cold Spring Harbor Whaling Museum and Education Center.

Waterview House Walking Distance from Cove Beach

Stamford CT

$834 nightly

$886 total

May 18 - May 19

Total with taxes and fees

A stay at this vacation home places you in the heart of Stamford, a short 4-minute walk from Cove Island Park and within 2 minutes by car from Chelsea Piers.

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Fairfield CT

$440 nightly

$498 total

Apr 28 - Apr 29

Total with taxes and fees

With a stay at this vacation home in Fairfield, you'll be next to a golf course, within a 10-minute drive of Hartford HealthCare Amphitheater and Fairfield University.

Stylish Beach Home near Stamford Downtown/Beach

Stamford CT

A stay at this vacation home places you in the heart of Stamford, within a 5-minute drive of Cove Island Park and Chelsea Piers.

Historic Hideaway with Lake Access!

South Salem NY

With a stay at this vacation home in South Salem, you'll be within a 10-minute drive of Four winds and Keeler Tavern Museum & History Center.

Spacious 6-bedroom 5 bathroom Dream House, with salt water pool & stone hot tub.

Westport CT

With a stay at this vacation home in Westport, you'll be within a 5-minute drive of Levitt Pavilion and Westport Country Playhouse.

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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.