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Woodbridge Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Woodbridge holiday 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 HK$991
HK$1,681 total
includes taxes & fees
28 Sept - 29 Sept
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, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is HK$894
HK$1,660 total
includes taxes & fees
28 Sept - 29 Sept
Spacious 2 Bedroom apartment close to Yale Bowl

3. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"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 HK$551
HK$1,598 total
includes taxes & fees
30 Sept - 1 Oct
Prime Yale Studio Steps to Sallys Apizza
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, (8 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is HK$1,177
HK$2,779 total
includes taxes & fees
2 Oct - 3 Oct
Angelica’s safe haven @ west haven
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

5. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
8.8 out of 10, Excellent, (3 reviews)
"Convenient location & hosts"
United States
Northeast C.
The price is HK$762
HK$1,930 total
includes taxes & fees
27 Sept - 28 Sept
Stylish Westville Apartment near Yale Campus
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 HK$883
HK$1,994 total
includes taxes & fees
28 Sept - 29 Sept
Spacious Bohemian Nook
A sunroom with large windows, wicker furniture, and a ceiling fan.

7. Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.
West New Haven
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful house, convenient location, great amenities, responsive host."
United States
Niels G.
The price is HK$3,915
HK$8,166 total
includes taxes & fees
24 Sept - 25 Sept
Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.
A kitchen with a granite countertop, a stainless steel sink, a gold faucet, and a blue-tiled backsplash.

8. Renovated 2 bedroom entire apartment w/parking

Renovated 2 bedroom entire apartment w/parking
Ansonia
10.0 out of 10, Exceptional, (2 reviews)
"Host was very attentive making sure everything was going well, apartment was great would definitely stay again "
United States
Sophia
The price is HK$1,243
HK$2,153 total
includes taxes & fees
27 Sept - 28 Sept
Renovated 2 bedroom entire apartment w/parking
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
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is HK$627
HK$1,465 total
includes taxes & fees
21 Oct - 22 Oct
One bedroom in United States of America, New Haven
A modern building with reflective glass facades, a central atrium, and a landscaped area with trees and pathways.

10. 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, (4 reviews)
"Perfect for families."
United States
Frances
The price is HK$1,279
HK$3,156 total
includes taxes & fees
29 Sept - 30 Sept
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.

11. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is HK$847
HK$1,910 total
includes taxes & fees
27 Sept - 28 Sept
Bright Downtown Studio near Yale & East Rock!
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.

12. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (16 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 HK$769
HK$1,854 total
includes taxes & fees
5 Oct - 6 Oct
The Sicilian
A modern bedroom with a large bed, a bedside table, a hanging light, and a window with sheer curtains.

13. 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 HK$847
HK$2,024 total
includes taxes & fees
13 Oct - 14 Oct
Yale Science Park 1BR | Free Parking
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a white table and chairs.

14. Stylish Wooster Square Home Walk to Yale

Stylish Wooster Square Home Walk to Yale
Downtown New Haven
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful apartment in the Wooster neighborhood. New, modern, comfortable apartment within walking distance to great restaurants. Nicely appointed with easy check-in and parking for one car. Was perfect for two couples visiting their Yale students for the weekend!"
United States
Lydia P.
The price is HK$940
HK$2,354 total
includes taxes & fees
27 Sept - 28 Sept
Stylish Wooster Square Home Walk to Yale
A conference room with a long wooden table, black chairs, a blue runner, a jar of candies, a small box, and a framed artwork on the wall.

15. Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.0 out of 10, Wonderful, (29 reviews)
"Great value very close to university. "
United States
Lawrence
The price is HK$988
HK$1,744 total
includes taxes & fees
24 Sept - 25 Sept
Stocked home close to Yale, in Heart of New Haven
A spacious living area with a wooden floor, a sofa, a coffee table, and a TV mounted on the wall.

16. Modern Loft near Yale and Wooster Square + Parking

Modern Loft near Yale and Wooster Square + Parking
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great location. Safe and walking distance to many great restaurants. Very clean"
United States
mary dawn h.
The price is HK$779
HK$2,169 total
includes taxes & fees
13 Oct - 14 Oct
Modern Loft near Yale and Wooster Square + Parking
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

17. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is HK$1,318
HK$2,496 total
includes taxes & fees
28 Sept - 29 Sept
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A modern living room with a black sofa, white armchair, and a coffee table with a decorative centerpiece.

18. 191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital

191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
Derby
8.6 out of 10, Excellent, (8 reviews)
"Great stay! Perfect location for my needs. Clean and inviting rental. Modern and well kept. Will stay again. "
United States
Bary B.
The price is HK$1,422
HK$2,402 total
includes taxes & fees
24 Sept - 25 Sept
191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

19. 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 HK$628
HK$1,465 total
includes taxes & fees
28 Sept - 29 Sept
Yale Casa Verde Studio
A covered porch with a wicker chair and a potted plant.

20. 3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
10.0 out of 10, Exceptional, (6 reviews)
"Great stay!"
United States
Mark S.
The price is HK$1,961
HK$3,511 total
includes taxes & fees
24 Sept - 25 Sept
3-bedroom house just walking distance from Yale and Downtown
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

8/10 Good
"The room was clean and very up-to-date decor-wise."
Karen 1-night trip
Posted 5 hours ago
Courtyard by Marriott Waterbury Downtown

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
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  • 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 holiday rentals in Woodbridge?

Yes, there are holiday rentals close to the most popular sights in Woodbridge, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Woodbridge has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Woodbridge is located on the beach, and has a balcony, a BBQ 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 that 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 holiday rentals like in Woodbridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodbridge. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.