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Woodbridge Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Woodbridge vacation rentals

A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

1. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is CA $186
CA $298 total
includes taxes & fees
Nov 16 - Nov 17
Serene Country Cottage
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

2. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is CA $207
CA $340 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 2 Bedroom apartment close to Yale Bowl
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

3. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.2 out of 10, Wonderful, (5 reviews)
"Convenient location & hosts"
United States
Northeast C.
The price is CA $137
CA $334 total
includes taxes & fees
Nov 18 - Nov 19
Stylish Westville Apartment near Yale Campus
A house with a front porch, a garage, and a well-maintained lawn.

4. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is CA $214
CA $485 total
includes taxes & fees
Nov 20 - Nov 21
Angelica’s safe haven @ west haven
A living room with a gray sofa, black and white patterned pillows, a glass coffee table, a black and white rug, a fireplace, and a wall clock.

5. Spacious 3-bedroom apartment near Yale

Spacious 3-bedroom apartment near Yale
Dwight
10.0 out of 10, Exceptional, (2 reviews)
"Just an amazing place. Well thought out! Had everything we needed and even things we didn’t know we needed."
United States
Lara L.
The price is CA $321
CA $529 total
includes taxes & fees
Nov 23 - Nov 24
Spacious 3-bedroom apartment near Yale
A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

6. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
The price is CA $193
CA $388 total
includes taxes & fees
Nov 24 - Nov 25
Spacious Bohemian Nook
A living room with a wooden floor, a television on a white stand, a dining table with books, and a chair with a blanket.

7. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
The price is CA $148
CA $339 total
includes taxes & fees
Nov 15 - Nov 16
Yale Science Park 1BR | Free Parking
A living room with a flat-screen TV mounted on the wall, a yellow armchair, a patterned rug, and various decorative items on shelves and side tables.

8. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (17 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
The price is CA $140
CA $327 total
includes taxes & fees
Nov 15 - Nov 16
The Sicilian
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

9. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
The price is CA $109
CA $249 total
includes taxes & fees
Dec 7 - Dec 8
One bedroom in United States of America, New Haven
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

10. Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
East Rock
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.
The price is CA $233
CA $571 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

11. Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT

Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT
East Rock
8.8 out of 10, Excellent, (9 reviews)
"the apartment was so beautiful, clean, and spacious! it was a great area to be in! the beds were SUPER comfortable as well, highlight of my trip!"
United States
milly s.
The price is CA $233
CA $571 total
includes taxes & fees
Nov 30 - Dec 1
Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT
Interior

12. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
The price is CA $139
CA $292 total
includes taxes & fees
Nov 15 - Nov 16
Château Blanc | Near Yale University
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

13. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Easy walking distance to Yale University, Museum of Art and Peabody Museum. Restaurants very close. The apartment had everything we needed. Pillows are my only complaint. Too hard. I would definitely stay again."
United States
Debbie G.
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A modern building with reflective glass facades, a central atrium, and a landscaped area with trees and pathways.

14. GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for families."
United States
Frances
The price is CA $233
CA $571 total
includes taxes & fees
Nov 30 - Dec 1
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
A row of brownstone buildings with a central staircase leading to the second floor.

15. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (17 reviews)
"Great location. Safe neighborhood"
United States
gary t.
The price is CA $148
CA $324 total
includes taxes & fees
Nov 18 - Nov 19
Bright Downtown Studio near Yale & East Rock!
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

16. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
The price is CA $127
CA $310 total
includes taxes & fees
Nov 17 - Nov 18
Prime Yale Studio Steps to Sallys Apizza
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

17. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
The price is CA $109
CA $249 total
includes taxes & fees
Dec 8 - Dec 9
Yale Casa Verde Studio
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

18. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
The price is CA $148
CA $345 total
includes taxes & fees
Nov 22 - Nov 23
Modern Westville Home near Yale and Hospitals
A living room with a sofa, coffee table, and a painting on the wall.

19. Beautiful 3BR - 1st Fl Apartment near Yale

Beautiful 3BR - 1st Fl Apartment near Yale
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"The host was great. We had some issues with the codes getting in but the host was most helpful. The stay was very nice. I wouldn't wander the neighborhood after dark but we had a great time,"
United States
Michelle
The price is CA $321
CA $609 total
includes taxes & fees
Nov 26 - Nov 27
Beautiful 3BR - 1st Fl Apartment near Yale
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

20. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveller
The price is CA $120
CA $251 total
includes taxes & fees
Dec 15 - Dec 16
Yale Deluxe Modern Apartment
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

A modern building entrance with a covered walkway, a white car parked in front, and two people near the entrance.
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
Long Wharf

10/10 Excellent

What a beauttiful hotel! Wonderful attention to detail all through the building. Also fantastic that it is so green.
Canada
Judith
Reviewed November 5, 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodbridge vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodbridge vacation rentals we have selected for you start as low as CA $108 per night. Entering your travel dates in the search wizard 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.

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?

New Madison beach house - Ocean front- Great views- booking Summer 2026: Visitors like this Woodbridge vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.