Woodbridge Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Woodbridge vacation rentals

TV

Vacation Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
$273 nightly
The price is $291
Mar 13 - Mar 14
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
Exterior

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
$260 nightly
The price is $277
Apr 8 - Apr 9
Total with taxes and fees
All New 1BR with tons of Charm
Private kitchen

Vacation Home in The Hill

Cozy Room in charming New Haven near Yale/Hospitals!
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and very clean I really love it "
United States
Peterson
$137 nightly
The price is $155
Mar 13 - Mar 14
Total with taxes and fees
Cozy Room in charming New Haven near Yale/Hospitals!
Exterior

Apartment in West Haven

Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (6 reviews)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
$283 nightly
The price is $321
Mar 13 - Mar 14
Total with taxes and fees
Angelica’s safe haven @ west haven
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
$191 nightly
The price is $217
Mar 14 - Mar 15
Total with taxes and fees
Private Apartment in Southbury 103
1 bedroom, iron/ironing board, free WiFi, bed sheets

Vacation Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
$174 nightly
The price is $197
Mar 15 - Mar 16
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Dining

Apartment in West New Haven

Spacious 2 Bedroom apartment close to Yale Bowl
9.6 out of 10, Exceptional, (69 reviews)
"The apartment was very clean and convenient. Will definitely stay there again. "
United States
Joan S.
$200 nightly
The price is $227
Mar 15 - Mar 16
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
Exterior

Condo in Downtown New Haven

Bright Downtown Studio near Yale & East Rock!
9.0 out of 10, Wonderful, (13 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
$177 nightly
The price is $200
Mar 16 - Mar 17
Total with taxes and fees
Bright Downtown Studio near Yale & East Rock!
Smart TV

Vacation Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
$263 nightly
The price is $297
Mar 13 - Mar 14
Total with taxes and fees
Centric property close to all the great things in the city
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Dwight

Downtown New Haven Escape
8.0 out of 10, Very Good, (6 reviews)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
United States
Michael H.
$240 nightly
The price is $248
Mar 13 - Mar 14
Total with taxes and fees
Downtown New Haven Escape
Marina

Vacation Home in Fair Haven

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
$219 nightly
The price is $238
Mar 16 - Mar 17
Total with taxes and fees
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Marina

Vacation Home in Fair Haven

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
9.6 out of 10, Exceptional, (15 reviews)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
United States
Brian B.
$296 nightly
The price is $321
Mar 16 - Mar 17
Total with taxes and fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Cookware/dishes/utensils

Apartment in East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
9.8 out of 10, Exceptional, (14 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
$273 nightly
The price is $285
Mar 18 - Mar 19
Total with taxes and fees
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Lobby

Apartment in West New Haven

Spacious Victorian Loft
9.6 out of 10, Exceptional, (21 reviews)
"Nicely renovated place with new everything. "
United States
Brad W.
$278 nightly
The price is $314
Mar 16 - Mar 17
Total with taxes and fees
Spacious Victorian Loft
Exterior

Apartment in East Rock

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
9.6 out of 10, Exceptional, (8 reviews)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
$378 nightly
The price is $428
Mar 15 - Mar 16
Total with taxes and fees
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
Exterior

Apartment in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$111 nightly
The price is $125
Mar 15 - Mar 16
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
Dining

Vacation Home in Mill River

Stocked home close to Yale, in Heart of New Haven
9.2 out of 10, Wonderful, (20 reviews)
"Great value very close to university. "
United States
Lawrence
$195 nightly
The price is $221
Mar 17 - Mar 18
Total with taxes and fees
Stocked home close to Yale, in Heart of New Haven
Classic Suite | Iron/ironing board, free WiFi, bed sheets

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (80 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$221 nightly
The price is $254
Mar 22 - Mar 23
Total with taxes and fees
DUNE Fairfield Beach
Pool

Vacation Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$130 nightly
The price is $147
Mar 26 - Mar 27
Total with taxes and fees
Business or Weekend escape
Interior

Vacation Home in Milford

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
8.8 out of 10, Excellent, (9 reviews)
"Overall was a good stay, we stayed here for a work training. I would recommend this property for any type of occasion. The host was very attentive and hopeful as well."
United States
Rosseline
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
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.
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Top Woodbridge Hotel Reviews

Motel 6 Milford, CT

Motel 6 Milford, CT

2/10 Terrible
"Poor"
Lafaun 2-night trip
Posted 4 hours ago
Motel 6 Milford, CT

Find out more about Woodbridge

Everything you need to know about Woodbridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodbridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodbridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodbridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodbridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodbridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodbridge rentals

At Expedia, we put the best Woodbridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodbridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodbridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodbridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!: Visitors like this Woodbridge vacation home rental. It is located in the city center and has an outdoor pool, a fireplace, 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. It offers a balcony, a garden, and a selection of books 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 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.