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
Nov 17 - Nov 18
Tomorrow
Nov 18 - Nov 19
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Woodbridge

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

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
The Hill
9.6 out of 10, Exceptional, (60)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

North End
9.6 out of 10, Exceptional, (4)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is ￥111,276
￥213,665 total
includes taxes & fees
Nov 19 - Nov 20
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield
9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Pool
Business or Weekend escape

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ￥12,364
￥21,753 total
includes taxes & fees
Nov 19 - Nov 20
Business or Weekend escape
Dining
Peaceful Vintage Home with Private Lake in Redding, CT.

Peaceful Vintage Home with Private Lake in Redding, CT.

2.0 star property
Redding
10.0 out of 10, Exceptional, (2)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is ￥74,277
￥114,628 total
includes taxes & fees
Nov 20 - Nov 21
Peaceful Vintage Home with Private Lake in Redding, CT.
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Downtown Bridgeport
10.0 out of 10, Exceptional, (1)
The price is ￥13,137
￥25,308 total
includes taxes & fees
Nov 19 - Nov 20
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Outdoor dining
DIRECT WATERFRONT with awesome views and near Yale

DIRECT WATERFRONT with awesome views and near Yale

West Haven
10.0 out of 10, Exceptional, (2)
"Great place to stay! Easy for an overnight for a family wedding!"
United States
Phoebe T.
DIRECT WATERFRONT with awesome views and near Yale
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

2.0 star property
West New Haven
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is ￥12,364
￥19,976 total
includes taxes & fees
Nov 20 - Nov 21
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Fridge, microwave, stovetop, dishwasher
Charming Home in Seaside

Charming Home in Seaside

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"Amazing beautiful property in a rustic urban environment. Perfect check in, super comfortable, TVs in every room… essentially a new house. Close to the water and amphitheater. If you’re used to city life we’d recommend it, because we are!"
United States
Matt H.
Charming Home in Seaside
Exterior
Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven
9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is ￥15,764
￥33,846 total
includes taxes & fees
Nov 19 - Nov 20
Charming Studio| Near Yale| Downtown New Haven
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford

Waterfront Cottage in Branford

branford
10.0 out of 10, Exceptional, (97)
"Such a beautiful home and amazing views! Stayed here with friends for a wedding and it was the most ideal. "
United States
Bradie S.
Waterfront Cottage in Branford
Front of property
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5.0 star property
North End
The price is ￥107,938
￥178,221 total
includes taxes & fees
Nov 19 - Nov 20
Beechmont - Perfect for Family Retreat!
Beach nearby, sun loungers, beach towels
Adorable Beach Cottage

Adorable Beach Cottage

Milford
9.8 out of 10, Exceptional, (54)
"Lovely cottage, well equipped and immaculately clean, close to the beach and charming shops and restaurants. "
United States
Sarah G.
Adorable Beach Cottage
On the beach, sun loungers, beach towels
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
10.0 out of 10, Exceptional, (132)
"Wonderful stay in a nice quiet neighborhood "
United States
Jacob M.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Exterior
New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury

Southbury
9.8 out of 10, Exceptional, (17)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,605
￥19,888 total
includes taxes & fees
Nov 23 - Nov 24
New One Bedroom Apartment Centrally Located in Southbury
Beach nearby, beach towels
Gorgeous 4BR Beach House with Private Beach Access.

Gorgeous 4BR Beach House with Private Beach Access.

Pine Orchard
9.8 out of 10, Exceptional, (75)
"Nice property, thanks to the owners.Jackie"
United States
Jacqueline M.
Gorgeous 4BR Beach House with Private Beach Access.
Seasonal outdoor pool
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4.0 star property
The Hill
9.4 out of 10, Exceptional, (21)
"Really a very nice apartment, great building with excellent gym, rec room, parking, excellent all around"
United States
Gloria
Luxury Apartments by Hyatus at Pierpont
Terrace/patio
Stareway to Heaven Su

Stareway to Heaven Su

Fairfield
10.0 out of 10, Exceptional, (15)
"Beautiful house that offered tremendous comfort and amenities, all modern. "
United States
David S.
Stareway to Heaven Su
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale

Stunning Apt W/ Parking and Gym | Downtown at Yale

The Hill
10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Property was great Staff was amazing ! Thank you so much Darius "
Darnell 1-night trip
Posted 1 day ago
Omni New Haven Hotel at Yale

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?

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: 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 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

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 Beverly Kaye Gallery 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.