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Wooster Square holiday rentals

We found 53 holiday rentals — enter your dates for availability

Discover a selection of 53 holiday home rentals in Wooster Square that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including internet/WiFi and air conditioning. Prices start at AU$ 176 per night, and holiday houses and flats & apartments are popular options for a stay in Wooster Square. Either way, you'll find holiday accommodation for everyone's needs.
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Find the best place to stay — Wooster Square

Entire 2300+ Sq Ft House Near Yale University/Downtown New Haven!

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
AU$ 839 avg/night
(75)

1 BR in Perfect Location to Yale, Downtown & Pizza

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 252 avg/night
(7)

NEW 1 Bedroom in Downtown NewHaven - Wooster Sq

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 176 avg/night
(1)

Gorgeous apartment by Wooster Sq - EXPERTLY SANITIZED

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 265 avg/night
(2)

Beautiful New Haven apartment near Wooster Square!

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 195 avg/night
(1)

Spacious New Haven getaway - EXPERTLY SANITIZED

Sleeps 6 · 2 Bedrooms · 1 Bathroom
AU$ 309 avg/night
(3)

Search 53 holiday rentals

Top rated rentals — Wooster Square
Stayed Mar 2021

Great place for visiting my Yale student

New Haven has pitifully few hotel rooms convenient to Yale's campus, so we decided to try VRBO. With the pandemic, it was great to be able to have family meals "at home." The kitchen is incredibly well stocked for a rental. We especially appreciated ...

Cecelia S.
Cecelia S.

Raleigh, North Carolina

Stayed Jan 2021

Near perfect

This apartment is a great little find. Location in downtown is close to Yale and restaurants and right next to a market. The parking garage right next door is a big plus, too. Here are the caveats: it is in a busy part of town, so it got loud outside...

Marcos C.
Marcos C.
Stayed Jan 2021

Remarkable Penthouse Apt.

I greatly enjoyed my stay. Marc, the owner, is a pleasure to work with. He thought of everything and even stocked the refrigerator! The location is great for walking to get coffee and bagels in the morning or Italian food at night. Overall great expe...

Steven H.
Steven H.
Stayed Dec 2020

Perfect Stay in New Haven

The property was really clean and well kept. Christopher provided a well equipped house that met all our needs. He was also extremely quick to respond and offered us beverages to consume. Will certainly recommend to any one looking to stay in the New...

Ronal G.
Ronal G.
Stayed Nov 2020

Lovely stay

Very clean, swanky apartment. Plenty of coffee, along with a delicious bottle of Malbec. Slept well in comfortable bed. Easy instructions to get keys to apartment & Dariel was very prompt with his reply’s to my requests. Close to lovely Wooster Park ...

Lisa A.
Lisa A.
Stayed Sep 2020

A Great Place to Stay!

I loved this apartment. It was so clean and comfortable. You walk in and feel like you're walking into your own home. I liked that it was in an actual apartment complex with lots of other residents. That just made it feel more like home. The check in...

Jessica E.
Jessica E.

Chicago, USA

Stayed Dec 2019

Such a lovely place near Yale!

I loved my stay! The space is gorgeous, the building is luxurious, the neighborhood is safe, and the design is exactly as advertised! Location is second to none! Hyatus is in a really fantastic location. It is literally walkable to everywhere you wan...

Theresa E.
Theresa E.
Stayed Nov 2019

Super satisfeid

It is our first experiance with Vrbo at all. We came to Yale from Slovenia. We are very satisfeid with the service. The appartment was very clean and cosy. Well equipped. Good location. Walking distance to the center and an easy access to the local t...

Katja P.
Katja P.
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How many holiday accommodation are available around Wooster Square?

Our 2021 accommodation listings offer a large selection of 53 holiday rentals around Wooster Square. From 5 holiday houses to 48 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Wooster Square is on Stayz.