Book Holiday Homes in Milford

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Featured Holiday Homes in Milford

Historic Connecticut Home w/ Grill & Spacious Yard

Historic Connecticut Home w/ Grill & Spacious Yard

Weston
When you stay at this vacation home in Weston, you'll be within a 10-minute drive of Wilton Historical Society and Westport Historical Society.
Historic Connecticut Home w/ Grill & Spacious Yard
Lakeside luxury: beautiful, relaxing 4 bedroom home

Lakeside luxury: beautiful, relaxing 4 bedroom home

Trumbull
With a stay at this vacation home in Trumbull, you'll be within a 10-minute drive of Northeast Medical Group and Roosevelt Forest.
Lakeside luxury: beautiful, relaxing 4 bedroom home
Business or Weekend escape

Business or Weekend escape

Stratford
The price is AU$218 per night from 7 Apr to 8 Apr
AU$218
includes taxes & fees
7 Apr - 8 Apr
Located in Stratford, this vacation home is within a 5-minute drive of Perry House and Stratford Historical Society Capt David Judson House.
Business or Weekend escape
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Cheerful 4 bedrooms residential house.

Cheerful 4 bedrooms residential house.

Bridgeport
When you a stay at this vacation home in Bridgeport, you'll be by the sea, just steps from Bridgeport Downtown South Historic District and University of ...
Cheerful 4 bedrooms residential house.
New Madison beach house - Ocean front- Great views- booking Summer 2025

New Madison beach house - Ocean front- Great views- booking Summer 2025

Madison
Located in Madison, this vacation home is by the ocean, within a 10-minute drive of Deacon John Grave House and Anna Mia's.
New Madison beach house - Ocean front- Great views- booking Summer 2025
Main Street Westport, walk to shops, dining, downtown

Main Street Westport, walk to shops, dining, downtown

Westport
Located in Westport, this vacation home is within a 5-minute drive of Westport Historical Society and Levitt Pavilion.
Main Street Westport, walk to shops, dining, downtown
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Guilford Center
With a stay at this vacation home in Guilford, you'll be near the beach, just steps from Guilford Art Center and a 2-minute drive from Henry Whitfield State ...
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

New Haven
With a stay at this vacation home in New Haven (West New Haven), you'll be within a 15-minute drive of Yale University and Quinnipiac University.
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather
Beautiful 4BR Beach House with Private Beach Access.

Beautiful 4BR Beach House with Private Beach Access.

Branford
With a stay at this vacation home, you'll be centrally located in Branford, within a 15-minute drive of Yale University and Stony Creek - Thimble Islands Historic ...
Beautiful 4BR Beach House with Private Beach Access.
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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.

Milford Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Milford vacation homes are the perfect way for you to wing it.

Holiday houses in Milford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Milford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Milford adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Milford with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Milford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Milford Holiday Homes essential information

Accommodation
407 Holiday Homes
Lowest Price
AU$135
Highest Price
AU$218
Popular accommodation
Historic Connecticut Home w/ Grill & Spacious Yard, Lakeside luxury: beautiful, relaxing 4 bedroom home, Business or Weekend escape, Cheerful 4 bedrooms residential house., New Madison beach house - Ocean front- Great views- booking Summer 2025, Main Street Westport, walk to shops, dining, downtown, Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck., 7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather, Beautiful 4BR Beach House with Private Beach Access.

Top trending hotels in Milford

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 8 Apr to 9 Apr
AU$218
includes taxes & fees
8 Apr - 9 Apr
Located in Milford, Hyatt Place Milford / New Haven is in the historical district, a 2-minute drive from Westfield Connecticut Post Mall and 9 minutes from University ...
Hyatt Place Milford / New Haven
Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

2 out of 5
10 Rowe Ave, Milford, CT
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 10 Apr to 11 Apr
AU$136
includes taxes & fees
10 Apr - 11 Apr
With a stay at Red Roof Inn Milford - New Haven in Milford, you'll be within a 15-minute drive of Yale University and Silver Sands State Park.
Red Roof Inn Milford - New Haven
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 13 Apr to 14 Apr
AU$135
includes taxes & fees
13 Apr - 14 Apr
With a stay at Motel 6 Milford, CT in Milford, you'll be in the business district, within a 15-minute drive of Yale University and Silver Sands State Park.
Motel 6 Milford, CT
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Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
291 Old Gate Lane, Milford, CT
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 20 Apr to 21 Apr
AU$163
includes taxes & fees
20 Apr - 21 Apr
With a stay at Hilton Garden Inn Milford in Milford, you'll be in the business district, within a 10-minute drive of Yale University and Westfield Connecticut ...
Hilton Garden Inn Milford
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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.

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^Subject to availability and chosen travel dates.