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Featured Holiday Homes in New Haven

Amazing Getaway~ Private Beach, Beautiful Waterfront + Spa Hot tub
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Located in Branford, this beachfront holiday home is in the city centre, 2.9 mi (4.6 km) from Stony Creek Brewery, and within 6 mi (10 km) of Double Beach and ...

4.9/5Exceptional! (16 reviews)
Beautiful home and surroundings for relaxation.

"During my search for a home close to Yale New Haven hospital I came across Carols property, it was large enough to accommodate our family during a planned surgical procedure. My daughter reached out to Carol, and explained our situation, that , not knowing exactly when my discharge would occur after ..."…"

Reviewed on 4 Nov 2019

Amazing Getaway~ Private Beach, Beautiful Waterfront + Spa Hot tub
A 4Br Quiet House Near Yale Med School
129 Orchard St, New Haven, CT
The price is £77 per night from 4 Jan to 5 Jan

Located in The Hill, this holiday home is within a 15-minute walk of Hospital of Saint Raphael and Yale-New Haven Hospital. Yale University and Shubert Theater ...

3.5/5Good! (2 reviews)
Ok for one night, but....

"This was a alright place to crash for a night, and the beds were very comfortable and the blankets and sheets were very nice. However, there are some serious drawbacks to the house, including: 1. No heat. We made sure the thermostat was set to heat, but even with the temperature turned all the way ..."…"

Reviewed on 8 Dec 2019

A 4Br Quiet House Near Yale Med School
Ennis Cottage- A Seaside Getaway!
98 E Limewood Ave, Branford, CT
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Located in Pine Orchard, this holiday home is within 3 miles (5 km) of Stony Creek - Thimble Islands Historic District, Stony Creek Brewery and Stony Creek Museum. ...

4.8/5Exceptional! (5 reviews)
An Opportunity to Get-Away

"The time of the year and the beach across the street which I had to myself made the stay at the cottage relaxing."…"

Reviewed on 22 Oct 2020

Ennis Cottage- A Seaside Getaway!
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Laurel Beach-milford
53 7th Ave, Milford, CT
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Located in the heart of Milford, this romantic holiday home is 1.2 mi (1.9 km) from Walnut Beach and within 3 miles (5 km) of Silver Sands State Park and Silver ...

4.3/5Excellent! (7 reviews)
Review

"Awesome location!"…"

Reviewed on 5 Sep 2019

Laurel Beach-milford
Entire 2300+ Sq Ft House Near Yale University/downtown New Haven. Blocks Away!
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Located in Mill River, this holiday home is within 1 mile (2 km) of Wooster Square, Yale University and Yale-New Haven Hospital. Shubert Theater is 0.8 mi (1.3 ...

4.9/5Exceptional! (63 reviews)
Exceptional!

"This house was beautiful, spacious, and clean! The pictures really don’t do it justice. You would just have to book it to see for yourselves. The hosts were great and very accommodating. They did their best to communicate with us and make sure we felt at home. Very sweet people. Located in the heart ..."…"

Reviewed on 14 Sep 2020

Entire 2300+ Sq Ft House Near Yale University/downtown New Haven. Blocks Away!
Beachside Studio Vacation
259 Linden Ave, 1-A, Branford, CT
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Nestled on the beach, this Branford holiday home is 2.2 mi (3.6 km) from Stony Creek Brewery and 2.9 mi (4.7 km) from Stony Creek - Thimble Islands Historic ...

5/5Exceptional! (30 reviews)
Excellent!

"This space was perfect for us to relax and unwind. We walked the beaches and rocky waterfront along the road, and enjoyed the fire pit and hot tub. This is a studio as listed but the eating and seating areas were able to move around the room to fit our needs (Face the waterfront or tv). Owners were ..."…"

Reviewed on 21 Nov 2020

Beachside Studio Vacation
Cottage by the Sea, Yale New Haven Getaway Destination
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Nestled on the beach, this Momauguin holiday home is within a 10-minute walk of East Haven Town Beach and Victoria Beach. West Silver Sands Beach and Shell Beach ...

4.9/5Exceptional! (20 reviews)
Cosey beach

"Great cozy, clean beach rental! Location was good. Plenty of things to do in area. Beach access was great and across the street. Would definitely recommend staying here!"…"

Reviewed on 30 Aug 2020

Cottage by the Sea, Yale New Haven Getaway Destination
Beautiful Bedroom Close to Yale for Female Only
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Located in The Hill, this holiday home is within 1 mile (2 km) of Knights of Columbus Museum, Yale-New Haven Hospital and Yale University. Shubert Theater is ...

5/5Exceptional! (1 review)
Hospitality is spectacular

"I had a great time staying at The Hill for a quick visit to New Haven. The host is super friendly, warm, and welcoming! She made me dinner on the first night which was truly a blessing since I was taking an exam the next morning. Great for students because of the proximity to library and Yale shuttle ..."…"

Reviewed on 28 Oct 2019

Beautiful Bedroom Close to Yale for Female Only
Private Island Victorian Estate in The Thimbles
41°15'02.3"N 72°45'22.0"W, 1, Branford, CT
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Situated by the ocean, this holiday home is within 1 mile (2 km) of Stony Creek - Thimble Islands Historic District and Stony Creek Museum. Bill Miller’s Castle ...

5/5Exceptional! (4 reviews)
Beautiful island home

"The island and home were beautiful, just as described. Gerard was very helpful to us with all of our questions before arriving and we had a fantastic stay. It was a great spot to escape regular life and enjoy the sunsets every night. We would definitely come back here again!"…"

Reviewed on 23 Sep 2020

Private Island Victorian Estate in The Thimbles
Beautiful Modern House on the bay With a big Jacuzzi
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Situated in West Haven, this holiday home is 0.4 mi (0.6 km) from Sandy Point Beach and 2.9 mi (4.7 km) from Yale-New Haven Hospital. Savin Rock Conference Center ...

5/5Exceptional! (1 review)
Solid listing

"Super spacious and the views were great. Enjoyed watching the tide roll in. Short walk to one of the nicest beaches in the area. Short Uber to dinner in New Haven. Tucked away it was quiet and relaxing in an up and coming area."…"

Reviewed on 22 Jun 2020

Beautiful Modern House on the bay With a big Jacuzzi
Waterfront Cottage With Stunning, Panoramic Views of Long Island Sound
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Located in Guilford, this beachfront holiday home is in the city centre and within 3 mi (5 km) of Chaffinch Island State Park, Hyland House Museum and Bishops ...

4.5/5Wonderful! (2 reviews)
Views!

"The home is comfortable and bright. And the views are everything...."…"

Reviewed on 21 Sep 2018

Waterfront Cottage With Stunning, Panoramic Views of Long Island Sound
Beautiful Cozy Master Bedroom Available for Females Only
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Located in The Hill, this holiday home is within 1 mile (2 km) of Knights of Columbus Museum, Yale-New Haven Hospital and Yale University. Shubert Theater is ...

Beautiful Cozy Master Bedroom Available for Females Only
Steps to the Sand & Surf!
38 Lighthouse Point, Fairfield, CT
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Located in the heart of Fairfield, this holiday home is 0.1 mi (0.1 km) from Fairfield Beach and 2.1 mi (3.4 km) from Fairfield University. Penfield Beach and ...

Steps to the Sand & Surf!
Modern House With Private Heated Pool and Jacuzzi Close to the Beach
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Located in East Shore, this holiday home is within a 15-minute walk of Pardee Morris House and Lighthouse Point Park. Lighthouse Point Carousel and Five Mile ...

5/5Exceptional! (1 review)
Excellent

"Wonderful experience, look forward to staying again!"…"

Reviewed on 30 Jul 2020

Modern House With Private Heated Pool and Jacuzzi Close to the Beach
Direct Beachfront Property On Long Island Sound
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Situated on the beach, this holiday home is 0.9 mi (1.4 km) from Gulf Beach and within 3 miles (5 km) of Robert Treat Farm and Westfield Connecticut Post Mall. ...

4.9/5Exceptional! (8 reviews)
Perfect

"Smooth process from the very start to the very end. Very responsive owner. The place easily accommodated 6 adults who stayed overnight and 2 additional adults during the day plus a 14 year old dog. We enjoyed breakfast coffee on the deck then a morning walk on the beach. From inside the house, it ..."…"

Reviewed on 26 Oct 2020

Direct Beachfront Property On Long Island Sound
Private Beach Perfect Destination Vacation or Connecticut Staycation!
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Nestled on the beach, this Morgan Point holiday home is within 1 mi (2 km) of West Silver Sands Beach and Shell Beach. East Haven Town Beach and Victoria Beach ...

5/5Exceptional! (7 reviews)
Great spot right on the beach

"The place was just as advertised, amazing views, nice big great room, modern kitchen and very nice bathrooms as well! Check in was easy and Heather was very responsive to our questions. A great, great weekend."…"

Reviewed on 2 Dec 2020

Private Beach Perfect Destination Vacation or Connecticut Staycation!
Spacious Modern Beach House, Perfect for Families and Groups up to 12
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Situated near the beach, this holiday home is 1.1 mi (1.8 km) from Double Beach and within 3 miles (5 km) of Victoria Beach and East Haven Town Beach. Hagaman ...

5/5Exceptional! (2 reviews)
Great house for groups!

"Beautiful, comfortable house for groups. Great for cooking and hanging out together. Close to beach, food, and fun activities in Branford. House is well appointed, beds were very comfortable - we had everything we needed."…"

Reviewed on 9 Sep 2019

Spacious Modern Beach House, Perfect for Families and Groups up to 12
Beach Cottage on the Harbor; Discounted Weekly Rental in Summer
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Situated in Bridgeport, this holiday home is 0.9 mi (1.4 km) from Longfellow Park and 2.2 mi (3.5 km) from Fairfield University. Jennings Beach and South Benson ...

5/5Exceptional! (1 review)
Beautiful home

"We loved this home. Can’t wait to go again so we can enjoy all it has to offer"…"

Reviewed on 23 May 2019

Beach Cottage on the Harbor; Discounted Weekly Rental in Summer
Beach House 3 Br/3&1/half Bath Home With Private Beach in CT
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Located in Lordship, this historic holiday home is within a 15-minute walk of Lordship Beach and Long Beach. Short Beach and Bridgeport Downtown South Historic ...

Beach House 3 Br/3&1/half Bath Home With Private Beach in CT
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See all available properties in New Haven
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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.

Other property types in New Haven

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St, Waterbury, CT
The price is £68 per night from 11 Dec to 12 Dec
4.1/5Very Good! (950 reviews)

"Love the view from the high floor rooms wish I could get a little more for my money tho"…"

Reviewed on 1 Dec 2020

Courtyard by Marriott Waterbury Downtown
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave, Shelton, CT
The price is £76 per night from 3 Jan to 4 Jan
4.3/5Excellent! (974 reviews)

"Liked the property but they need a bell at the front desk there were many times where I went to the front desk and there was nobody there"…"

Reviewed on 9 Nov 2020

Hampton Inn by Hilton Shelton
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
The price is £75 per night from 6 Dec to 7 Dec
4.2/5Excellent! (976 reviews)

"Excelente , limpio, buen servicio, brindan desayuno simple por la pandemia"…"

Reviewed on 24 Nov 2020

Hyatt Place Milford / New Haven
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 Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in New Haven?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in New Haven?

Choose from 67 beautiful holiday homes in New Haven for your getaway.


How much is a holiday home in New Haven?

You can find perfect holiday homes in New Haven for as low as £68 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in New Haven?

Find the best deals on New Haven holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in New Haven?

There’s no better way to spend your well-earned holiday than in a private, cosy New Haven holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore New Haven.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your New Haven holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in New Haven—and book all your travel in one place. Save even more when you bundle your bookings together. Add a New Haven car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

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