Book Holiday Homes in New Haven

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Featured Holiday Homes in New Haven

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$214 per night from 30 Apr to 1 May
AU$214
includes taxes & fees
30 Apr - 1 May
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
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, within a 5-minute walk of University of Bridgeport and Seaside Park.
Cheerful 4 bedrooms residential house.
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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
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 5-minute drive of Yale University and Yale-New Haven Hospital.
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.
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Milford
With a stay at this vacation home in Milford, you'll be by the sea, a 3-minute walk from The Coastal Center at Milford Point and a 5-minute drive from Silver ...
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
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.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
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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.

New Haven 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 New Haven vacation homes are the perfect way for you to wing it.

Holiday houses in New Haven 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 New Haven 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 New Haven adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in New Haven 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 New Haven 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.

New Haven Holiday Homes essential information

Accommodation
297 Holiday Homes
Lowest Price
AU$214
Highest Price
AU$258
Popular accommodation
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, 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., BREATHTAKING BUNGALOW-HOME AWAY FROM HOME, Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Top trending hotels in New Haven

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 27 Apr to 28 Apr
AU$228
includes taxes & fees
27 Apr - 28 Apr
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 1 May to 2 May
AU$241
includes taxes & fees
1 May - 2 May
Located in New Haven (West River), Cambria Hotel New Haven University Area is within a 15-minute walk of Yale University and Yale-New Haven Hospital.
Cambria Hotel New Haven University Area
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$258 per night from 11 May to 12 May
AU$258
includes taxes & fees
11 May - 12 May
With a stay at Omni New Haven Hotel at Yale, you'll be centrally located in New Haven, steps from New Haven Green and within a 5-minute walk of Yale University ...
Omni New Haven Hotel at Yale
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New Haven Village Suites

New Haven Village Suites

3 out of 5
3 Long Wharf Dr, New Haven, CT
With a stay at New Haven Village Suites in New Haven (Long Wharf), you'll be within a 5-minute drive of Yale University and Yale-New Haven Hospital.
New Haven Village Suites
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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.