Woodbridge Holiday Rentals

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Our top choices for Woodbridge holiday rentals

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
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.
The price is AU$435
includes taxes & fees
11 Mar - 12 Mar
Once the old Schools house now a newly furnished Apartment

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is AU$432
includes taxes & fees
12 Mar - 13 Mar
All New 1BR with tons of Charm

Cozy Room in charming New Haven near Yale/Hospitals!

Cozy Room in charming New Haven near Yale/Hospitals!
The Hill
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and very clean I really love it "
United States
Peterson
The price is AU$221
includes taxes & fees
16 Mar - 17 Mar
Cozy Room in charming New Haven near Yale/Hospitals!

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west 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
The price is AU$497
includes taxes & fees
16 Mar - 17 Mar
Angelica’s safe haven @ west haven

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
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.
The price is AU$313
includes taxes & fees
12 Mar - 13 Mar
Private Apartment in Southbury 103

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
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.
The price is AU$278
includes taxes & fees
12 Mar - 13 Mar
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

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, (69 reviews)
"The apartment was very clean and convenient. Will definitely stay there again. "
United States
Joan S.
The price is AU$332
includes taxes & fees
16 Mar - 17 Mar
Spacious 2 Bedroom apartment close to Yale Bowl

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
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.
The price is AU$351
includes taxes & fees
11 Mar - 12 Mar
Bright Downtown Studio near Yale & East Rock!

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$422
includes taxes & fees
12 Mar - 13 Mar
Centric property close to all the great things in the city

Downtown New Haven Escape

Downtown New Haven Escape
Dwight
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.
The price is AU$358
includes taxes & fees
16 Mar - 17 Mar
Downtown New Haven Escape

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
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.
The price is AU$349
includes taxes & fees
16 Mar - 17 Mar
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
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.
The price is AU$456
includes taxes & fees
16 Mar - 17 Mar
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
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.
The price is AU$510
includes taxes & fees
14 Mar - 15 Mar
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Spacious Victorian Loft

Spacious Victorian Loft
West New Haven
9.6 out of 10, Exceptional, (21 reviews)
"Nicely renovated place with new everything. "
United States
Brad W.
The price is AU$446
includes taxes & fees
16 Mar - 17 Mar
Spacious Victorian Loft

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 AU$602
includes taxes & fees
16 Mar - 17 Mar
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is AU$179
includes taxes & fees
16 Mar - 17 Mar
Cozy One Bedroom Apartment Centrally Located in Southbury

Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.2 out of 10, Wonderful, (20 reviews)
"Great value very close to university. "
United States
Lawrence
The price is AU$324
includes taxes & fees
11 Mar - 12 Mar
Stocked home close to Yale, in Heart of New Haven

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (80 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$210
includes taxes & fees
31 Mar - 1 Apr
Business or Weekend escape

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Milford
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
The price is AU$520
includes taxes & fees
12 Mar - 13 Mar
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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Find out more about Woodbridge

Everything you need to know about Woodbridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodbridge holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodbridge holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodbridge holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodbridge holiday rentals we have selected for you start as low as AU$210 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodbridge rentals

At Expedia, we put the best Woodbridge holiday 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 holiday.

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 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?

A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!: This holiday home rental outside of Woodbridge is located in the city centre, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of books so that you can immerse yourself in your holiday.

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 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.