Photo by Gidget

Woodbridge Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Woodbridge vacation rentals

Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Apartment (2 Bedrooms) | Interior
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Apartment in West Haven

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
The price is ￥21,450
￥56,055 total
includes taxes & fees
Dec 30 - Dec 31
2 Mi to Beach, Shared Yard Space: West Haven Apt!
Front of property
Beechmont - Perfect for Family Retreat!

Vacation Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
The price is ￥132,496
￥207,170 total
includes taxes & fees
Dec 30 - Dec 31
Beechmont - Perfect for Family Retreat!
House (3 Bedrooms) | Interior
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Cottage in Oakville

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
The price is ￥34,445
￥79,810 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodbridge Hotel Reviews

Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

10/10 Excellent
"Staff are very professional. "
Bermann 1-night trip
Posted 19 hours ago
Red Roof Inn Milford - New Haven

Find out more about Woodbridge

Search for holiday rentals in Woodbridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodbridge using one of the methods below:

  • View our selection of featured holiday rentals in Woodbridge
  • Use the map to find apartments and other holiday homes in the Woodbridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodbridge while they last

Look no further and take a look at our great range of rental properties in Woodbridge!

Frequently asked questions

Are there vacation rentals in Woodbridge?

Yes, there are vacation rentals near top local attractions in Woodbridge, or you can select a secluded option if you're looking for relaxation. Woodbridge is known for its restaurants and shopping. Make sure you have time to check out the art while you're in the area.

What are some of the best vacation home rentals that Woodbridge has to offer?

Peaceful Vintage Home with Private Pond in Redding, CT.: Visitors like this Woodbridge vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

What can I see and do in Woodbridge?

While exploring the area, visit family-friendly sights like Peabody Museum of Natural History, or get outside and enjoy nature at New Haven Green. While here, West Rock Ridge State Park and Tradition Golf Club at Oak Lane are other places worth a visit.

What are vacation rentals like in Woodbridge?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Woodbridge. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.