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Wooster Square vacation rentals
We found 60 vacation rentals — enter your dates for availability
Discover a selection of 19 apartments and other vacation rentals in Wooster Square that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Wooster Square
Showing deals for: Oct 10 - Oct 13
Downtown loft apartment in the heart of downtown New Haven.
Sleeps 4 · 1 bedroom · 1 bathroom
9.0 out of 10
wonderful
(2 reviews)
The current price is $208
Includes all fees
Top rated rentals - Wooster Square

Beautiful home
10 out of 10
exceptional
(2 reviews)
Perfect for our one night stay in New Haven! So close to Sally’s and Lucibellas
Alexa S.
Stayed Jun 2025
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value