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Holiday Rentals in Woodbridge

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Holiday Rentals in Woodbridge

Soothing 2-bedroom lower-level apartment in Berlin

Berlin
10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is €248
includes taxes & fees
25 Nov - 26 Nov
Soothing 2-bedroom lower-level apartment in Berlin

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire
9.2 out of 10, Wonderful, (11)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is €146
includes taxes & fees
25 Nov - 26 Nov
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Downtown Bridgeport
10.0 out of 10, Exceptional, (1)
The price is €146
includes taxes & fees
25 Nov - 26 Nov
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

East Rock
9.6 out of 10, Exceptional, (10)
"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 €215
includes taxes & fees
2 Dec - 3 Dec
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Westville Stay • 2BR • Near Yale • Free Parking

West New Haven
10.0 out of 10, Exceptional, (1)
"The unit was very clean and in a walkable neighborhood. Laundry was shared but easy to use in basement. The parking is not included. There's lots of safe street parking. "
United States
Thomas B.
The price is €213
includes taxes & fees
25 Nov - 26 Nov
Westville Stay • 2BR • Near Yale • Free Parking

Modern apt in Wooster Square

Downtown New Haven
10.0 out of 10, Exceptional, (2)
"great ty NICE PLACE TO VISIT IN CT"
United States
JOSE
The price is €284
includes taxes & fees
25 Nov - 26 Nov
Modern apt in Wooster Square

Renovated 2BR Retreat / Modern Comforts Included

West End - West Side
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is €250
includes taxes & fees
1 Dec - 2 Dec
Renovated 2BR Retreat / Modern Comforts Included

Once the old Schools house now a newly furnished Apartment

Wallingford Center
9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is €257
includes taxes & fees
25 Nov - 26 Nov
Once the old Schools house now a newly furnished Apartment

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)
"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 €175
includes taxes & fees
25 Nov - 26 Nov
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is €126
includes taxes & fees
25 Nov - 26 Nov
Business or Weekend escape

All New 1BR with tons of Charm

Wallingford Center
9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is €257
includes taxes & fees
8 Dec - 9 Dec
All New 1BR with tons of Charm

Cozy Shoreline Stay

Branford Center
10.0 out of 10, Exceptional, (11)
"Enjoyed my stay"
United States
Daryl E.
The price is €221
includes taxes & fees
28 Nov - 29 Nov
Cozy Shoreline Stay

The Nest At Elm City Flats.

West New Haven
9.4 out of 10, Exceptional, (6)
"Nice place! Short but sweet trip. Appreciate how quick your communication was and your accommodations!"
United States
Lori K.
The price is €211
includes taxes & fees
25 Nov - 26 Nov
The Nest At Elm City Flats.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Watertown
9.8 out of 10, Exceptional, (7)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is €110
includes taxes & fees
25 Nov - 26 Nov
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven
9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is €195
includes taxes & fees
25 Nov - 26 Nov
Charming Studio| Near Yale| Downtown New Haven

#37 - Luxury Collection

2.0 star property
Stratford
8.8 out of 10, Excellent, (3)
"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "
United States
Sarah T.
The price is €359
includes taxes & fees
1 Dec - 2 Dec
#37 - Luxury Collection

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach

Angelica’s safe haven @ west haven

West Haven
10.0 out of 10, Exceptional, (5)
"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 €282
includes taxes & fees
25 Nov - 26 Nov
Angelica’s safe haven @ west haven

Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

2.0 star property
West New Haven
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is €116
includes taxes & fees
25 Nov - 26 Nov
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

Downtown New Haven
10.0 out of 10, Exceptional, (2)
"This property was great! Good location and loved the design of the place. I wish I could’ve stayed longer."
United States
Lucas C.
DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!
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

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, apart-hotels, 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 favorite 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 depends 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 €116 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 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?

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!: This holiday home rental outside of Woodbridge is located near the airport, and has a balcony, a terrace and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

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.