Photo by Anthony Salonga

Wooster Square holiday rentals

We found 70 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 18 apartments and other holiday rentals in Wooster Square that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a fireplace. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Wooster Square?

Different things can affect the price of a holiday home in Wooster Square, such as the length of stay, season and type of property. However, all of our holiday homes have something in common — exceptional value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Wooster Square?

Prices for beach houses in Wooster Square vary depending on the style and size of the property and time of year you're travelling. Just enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use the filters to refine your search by nearby activities, ratings, amenities and more.

What are the top attractions for families in Wooster Square?

There are tons of awesome things to do and see with the family in Wooster Square, such as:

  • Peabody Museum of Natural History
  • Connecticut Childrens Museum
  • New Haven Museum

How old do you have to be to rent a holiday home in Wooster Square?

The age limit can differ between properties on Vrbo, so double-check the rules of the holiday home in Wooster Square you're interested in. But in general, it's 16, 18 or 21.

How long can I rent a holiday home in Wooster Square for?

How long you can book a holiday home in Wooster Square is down to the property. Simply enter your preferred dates to display a list of options offering extended stays. With lots of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere perfect to call your home away from home in Wooster Square.

More Holiday Rentals ideas