Milford Vacation Rentals

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Vacation Rentals in Milford

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

Bridgeport CT

$1,403 nightly

$1,587 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home in Bridgeport (North End), you'll be within a 15-minute walk of Svihra Park and St. Vincent's Medical Center.

Kitchen

Washer

Peaceful Vintage Home with Private Lake in Redding, CT.

Redding CT

$570 nightly

$646 total

Dec 15 - Dec 16

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 steps from University of Bridgeport and Seaside Park.

Washer

Dryer

Gorgeous 4BR Beach House with Private Beach Access.

Branford CT

With a stay at this vacation home, you'll be centrally located in Branford, within a 15-minute drive of Yale University and Foote Memorial Park Tennis Center.

Kitchen

Washer

Stareway to Heaven Su

Fairfield CT

With a stay at this vacation home in Fairfield, you'll be by the sea, just a 2-minute walk from South Pine Creek Beach and 8 minutes by foot from Pine Creek Par 3 Golf Course.

Kitchen

Washer

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Guilford CT

A stay at this vacation home places you in the heart of Guilford, within a 5-minute drive of Guilford Town Green and Hyland House Museum.

Pool

Kitchen

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

Westport CT

Located in Westport, this vacation home is within a 5-minute drive of Levitt Pavilion and Westport Country Playhouse.

Kitchen

Washer

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

Fairfield CT

With a stay at this vacation home in Fairfield, you'll be by the sea, just 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

Jan 1 - Jan 2, 2026

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.

Pool

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

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Branford CT

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

Kitchen

Washer

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Sound Beach NY

Located in Sound Beach, this vacation home is by the sea, a 3-minute drive from Cedar Beach and 5 minutes from Clifton H. Lee Memorial Park.

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.