Bridgeport Vacation Rentals

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Vacation Rentals in Bridgeport

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.

Hot Tub

Kitchen

Business or Weekend escape

Stratford CT

$130 nightly

$147 total

Apr 23 - Apr 24

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 Perry House.

Pool

Air conditioning

Cozy Ocean Front Retreat with Private Beach!

Milford CT

With a stay at this vacation home in Milford, you'll be on the beach, within a 15-minute drive of Hartford HealthCare Amphitheater and Silver Sands State Park.

Kitchen

Washer

Cozy Room in charming New Haven near Yale/Hospitals!

New Haven CT

$137 nightly

$155 total

May 1 - May 2

Total with taxes and fees

With a stay at this vacation home in New Haven (The Hill), you'll be within a 5-minute drive of Yale University and Yale-New Haven Hospital.

Air conditioning

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

Cheerful 5 bed Residential house.

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be within a 15-minute walk of Hartford HealthCare Amphitheater and University of Bridgeport.

Kitchen

Washer

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury CT

Located in Danbury, this vacation home is on the waterfront, within a 10-minute drive of Candlewood Lake and Danbury Duckpin Lanes.

Hot Tub

Kitchen

Stocked home close to Yale, in Heart of New Haven

New Haven CT

$195 nightly

$221 total

Apr 27 - Apr 28

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in New Haven, within a 5-minute drive of Yale University and Yale-New Haven Hospital.

Kitchen

Washer

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.

Kitchen

Washer

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

Stamford CT

$295 nightly

$334 total

Apr 28 - Apr 29

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.

Kitchen

Washer

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

Fairfield CT

$469 nightly

$531 total

Apr 26 - Apr 27

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.

Kitchen

Washer

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull CT

With a stay at this vacation home in Trumbull, you'll be within a 15-minute drive of Hartford HealthCare Amphitheater and Monroe Plaza Shopping Center.

Hot Tub

Kitchen

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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.