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Woodbridge Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AED 482
AED 804 total
includes taxes & fees
5 Oct - 6 Oct
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 AED 419
AED 770 total
includes taxes & fees
5 Oct - 6 Oct
Spacious 2 Bedroom apartment close to Yale Bowl
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

3. 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.
Modern Westville Home near Yale and Hospitals
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

4. 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 AED 275
AED 665 total
includes taxes & fees
27 Oct - 28 Oct
One bedroom in United States of America, New Haven
A row of brownstone buildings with a central staircase leading to the second floor.

5. 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 AED 397
AED 894 total
includes taxes & fees
11 Oct - 12 Oct
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.

6. 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 Sicilian
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.

7. 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 AED 413
AED 933 total
includes taxes & fees
4 Oct - 5 Oct
Spacious Bohemian Nook
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
Renovated 2 bedroom entire apartment w/parking
A room with a wooden floor, a white door, and a closet with hanging clothes and a folded towel.

9. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is AED 473
AED 1,622 total
includes taxes & fees
1 Oct - 2 Oct
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A house with a front porch, a garage, and a well-maintained lawn.

10. 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.
Angelica’s safe haven @ west haven
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

11. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.0 out of 10, Wonderful, (4 reviews)
"Great location, well organized space, well decorated. I loved that there were enough places to sit and be comfortable, many VRBO’s have tiny little sofas that are so uncomfortable, but this has proper furniture. The beds are very firm."
Canada
Alex C.
The price is AED 381
AED 935 total
includes taxes & fees
7 Oct - 8 Oct
Stylish Westville Apartment near Yale Campus
Exterior

12. 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 AED 274
AED 767 total
includes taxes & fees
7 Oct - 8 Oct
Prime Yale Studio Steps to Sallys Apizza
A modern living room with a sofa, armchair, and coffee table. There are two abstract paintings on the wall and a floor lamp.

13. Modern Westville Home Near Yale University

Modern Westville Home Near Yale University
West New Haven
8.0 out of 10, Very good, (1 review)
"Great location, easy process. Light on kitchen items. WiFi could be stronger.Will use again."
United States
Thomas M.
The price is AED 357
AED 904 total
includes taxes & fees
12 Oct - 13 Oct
Modern Westville Home Near Yale University
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.

14. 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 AED 545
AED 934 total
includes taxes & fees
5 Oct - 6 Oct
Stocked home close to Yale, in Heart of New Haven
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a white table and chairs.

15. 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.
Stylish Wooster Square Home Walk to Yale
A rooftop patio with outdoor seating, string lights, and a city skyline view.

16. Modern Elegant Stay by Yale • Gym • Rooftop Terrace

Modern Elegant Stay by Yale • Gym • Rooftop Terrace
Dwight
10.0 out of 10, Exceptional, (9 reviews)
"This was our second stay. Clean, excellent location and owner is the best! Will book again!"
United States
Kelly E.
The price is AED 458
AED 773 total
includes taxes & fees
7 Oct - 8 Oct
Modern Elegant Stay by Yale • Gym • Rooftop Terrace
A dining area with a round table, six chairs, a wooden sideboard, a chandelier, and a refrigerator.

17. Great 3 Bedroom close to downtown and Yale!

Great 3 Bedroom close to downtown and Yale!
Mill River
8.4 out of 10, Very good, (25 reviews)
"Was very clean and roomy, location was great."
United States
Sherry G.
The price is AED 491
AED 868 total
includes taxes & fees
4 Oct - 5 Oct
Great 3 Bedroom close to downtown and Yale!
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

18. 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)
"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"
United States
George Z.
The price is AED 629
AED 1,398 total
includes taxes & fees
1 Oct - 2 Oct
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A living room with a staircase, a sofa, a coffee table, and a TV.

19. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is AED 588
AED 1,082 total
includes taxes & fees
7 Oct - 8 Oct
Loft •Pool • Gym • Free Parking • Near Yale
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

20. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is AED 568
AED 1,669 total
includes taxes & fees
1 Oct - 2 Oct
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
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

Red Roof Inn Meriden

Red Roof Inn Meriden

10/10 Excellent
"The rooms was cozy, clean and quite"
Mark 2-night trip
Posted 10 hours ago
Red Roof Inn Meriden

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.