Westport Vacation Rentals

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Vacation Rentals in Westport

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich CT

$251 nightly

$284 total

Jan 23 - Jan 24

Total with taxes and fees

With a stay at this vacation home in Greenwich, you'll be within a 15-minute drive of Houston Preserve and E. Gaynor Brennan Golf Course.

Kitchen

Free WiFi

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Bridgeport CT

$1,288 nightly

$1,458 total

Jan 22 - Jan 23

Total with taxes and fees

With a stay at this vacation home in Bridgeport (North End), you'll be within a 10-minute drive of Fairfield University and St. Vincent's Medical Center.

Kitchen

Washer

Peaceful Vintage Home with Private Lake in Redding, CT.

Redding CT

$735 nightly

$833 total

Feb 18 - Feb 19

Total with taxes and fees

Located in Redding, this vacation home is on a lake, a 1-minute drive from Putnam Memorial State Park and 6 minutes from Bethel Plaza Shopping Center.

Kitchen

Washer

Charming Home in Seaside

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be within a 10-minute drive of Fairfield University and Seaside Park.

Washer

Dryer

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY

$402 nightly

$459 total

Jan 22 - Jan 23

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.

Stareway to Heaven Su

Fairfield CT

With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be steps from South Pine Creek Beach and 8 minutes by foot from Pine Creek Par 3 Golf Course.

Kitchen

Washer

Westport Gem - walk to shops, dining, town center, pet-friendly

Westport CT

With a stay at this vacation home in Westport, you'll be within a 15-minute drive of Fairfield University and Levitt Pavilion.

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Fairfield CT

With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be a 4-minute walk from South Benson Marina and 11 minutes by foot from Fairfield Museum and History Center.

Kitchen

Washer

Business or Weekend escape

Stratford CT

$130 nightly

$147 total

Feb 1 - Feb 2

Total with taxes and fees

Located in Stratford, this vacation home is within a 5-minute drive of Perry House and Stratford Historical Society Capt David Judson House.

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

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

Northport NY

With a stay at this vacation home in Northport, you'll be on the beach, just a 4-minute walk from Northport Village Park and 9 minutes by foot from Northport Historical Museum.

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.

Kitchen

Washer

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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.