Westport Vacation Rentals

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Vacation Rentals in Westport

Spacious Family Home

Westport CT

$797 nightly

$902 total

Aug 25 - Aug 26

Total with taxes and fees

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

Pool, Hot Tub & Half-Acre Fun — 4BR Steps from Long Island Sound beach

Milford CT

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

ZENHOUSE Historic Sculptor Studio creator of Mount Rushmore mid century home

Stamford CT

With a stay at this vacation home in Stamford (North Stamford), you'll be a 3-minute drive from Stamford Museum and Nature Center and 5 minutes from Curtain Call.

Business or Weekend escape

Stratford CT

$130 nightly

$147 total

Jul 28 - Jul 29

Total with taxes and fees

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

Charming Home in Seaside

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be a 1-minute drive from Hartford HealthCare Amphitheater and 7 minutes from Fairfield University.

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Fairfield CT

$712 nightly

$806 total

Aug 18 - Aug 19

Total with taxes and fees

When you stay at this vacation home in Fairfield, you'll be next to a golf course, a 3-minute drive from Fairfield University and 6 minutes from Hartford HealthCare Amphitheater.

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.

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

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.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich CT

With a stay at this vacation home in Greenwich, you'll be within a 15-minute drive of Greenwich Avenue and Lovelace Preserve.

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.

Cheerful 5 bed Residential house.

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be a 1-minute drive from Hartford HealthCare Amphitheater and 7 minutes from Fairfield University.

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

Westport CT

Located in Westport, this vacation home is within a 15-minute drive of Sacred Heart University and Fairfield University.

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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.