New Haven Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for New Haven holiday rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (118 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is S$326
includes taxes & fees
7 Dec - 8 Dec
DUNE Fairfield Beach
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

2. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is S$1,367
includes taxes & fees
7 Nov - 8 Nov
Beechmont - Perfect for Family Retreat!
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

3. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is S$1,183
includes taxes & fees
8 Nov - 9 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

4. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (207 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is S$219
includes taxes & fees
8 Nov - 9 Nov
Stamford Suites
A balcony with a view of the ocean, a lawn, and a house in the background.

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is S$393
includes taxes & fees
30 Nov - 1 Dec
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is S$448
includes taxes & fees
17 Nov - 18 Nov
North Fork Resort
A cabin with a dining table set for two, a bicycle, and a small porch area.

7. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (218 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is S$245
includes taxes & fees
7 Dec - 8 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

8. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is S$443
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn
A modern conference room with wooden flooring, grey sofas, a blue ottoman, and a flat-screen TV on the wall.

9. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
2.0 out of 10, (1 review)
"Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again"
United States
Nicolas
The price is S$393
includes taxes & fees
27 Nov - 28 Nov
Trumbull Apartments
A spacious living room with large windows, a fireplace, and a view of the outdoors.

10. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is S$689
includes taxes & fees
7 Nov - 8 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

11. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
Stareway to Heaven in Fairfield
A hot tub in a backyard with a house, trees, and a clear sky.

12. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is S$1,827
includes taxes & fees
10 Nov - 11 Nov
Las Flores Villa
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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Find holiday rentals that suit your style

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Top New Haven Hotel Reviews

An outdoor patio with a fire feature, seating, and a building with large windows and a stone facade.
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
The Centre

8/10 Good

No bad
Singapore
Joo Wee
Reviewed June 10, 2025
Home2 Suites by Hilton East Haven New Haven

Frequently Asked Questions

Can I find a holiday rental in New Haven?

Yes, there are holiday rentals in New Haven close to Peabody Museum of Natural History, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the university campus and art scene in New Haven. The museums and live music are some other things you might like to check out during your trip.

How many holiday rentals are there in New Haven?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your New Haven stay.

What can I see and do in New Haven?

Peabody Museum of Natural History and Connecticut Children's Museum are a couple of the family-friendly sights, whereas cultural attractions include Shubert Theater and Long Wharf Theatre. While here, New Haven City Hall and Sterling Memorial Library at Yale University are other places worth a visit.

What are holiday rentals like in New Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Haven. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.