Holiday Rentals in Woodbury

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Woodbury

Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

9.8 out of 10, Exceptional, (10)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
The price is €377
includes taxes & fees
1 Jul - 2 Jul
Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

9.6 out of 10, Exceptional, (8)
"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"
The price is €365
includes taxes & fees
1 Jul - 2 Jul
Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

Orange Oasis in East Rock |Free Parking| Near Yale and DT|Large Memory Foam Beds

9.0 out of 10, Wonderful, (8)
"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!"
The price is €392
includes taxes & fees
16 Jul - 17 Jul
Orange Oasis in East Rock |Free Parking| Near Yale and DT|Large Memory Foam Beds

The Santiago in Science Park at Yale New Haven

8.6 out of 10, Excellent, (7)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
The price is €184
includes taxes & fees
8 Jul - 9 Jul
The Santiago in Science Park at Yale New Haven

3-bedroom house just walking distance from Yale and Downtown

The price is €366
includes taxes & fees
1 Jul - 2 Jul
3-bedroom house just walking distance from Yale and Downtown

Centrally Located - 3 Br House

7.4 out of 10, Good, (3)
"We were in town visiting our son and DIL and new grandchild. Their apartment is too small for five extra adults so we found this nice home close by. The home has three nice bedrooms in a remodeled home. The rooms were clean and comfortable. The large living room was more than enough for us. The kitchen was clean and had what we needed for our meals. The only negative item was we couldn’t find any dishwashing detergent for the dishwasher. We had to wash by hand. Overall, the best...
Centrally Located - 3 Br House

#23 *COMFORT & LUXURY* 3 BR/2 BA House

10.0 out of 10, Exceptional, (5)
"Everything went as intended and the house was very clean and comfortable"
The price is €298
includes taxes & fees
13 Jul - 14 Jul
#23 *COMFORT & LUXURY* 3 BR/2 BA House

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

10.0 out of 10, Exceptional, (5)
"big house, many rooms, wonderful place "
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

Charming 2-bedroom house with AC, WiFi in fantastic New Haven

The price is €234
includes taxes & fees
2 Jul - 3 Jul
Charming 2-bedroom house with AC, WiFi in fantastic New Haven

Near Yale with Game Room

The price is €925
includes taxes & fees
10 Jul - 11 Jul
Near Yale with Game Room

#41- Available 12/8! - sleeps 14

#41- Available 12/8! - sleeps 14

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10

10.0 out of 10, Exceptional, (2)
"This property suited our families needs perfectly. It was very clean and as advertised. Host was very quick and responsive to questions. Highly recommend!!!"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10

#26 Beautifully Renovated 2 BR Home

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
The price is €251
includes taxes & fees
8 Jul - 9 Jul
#26 Beautifully Renovated 2 BR Home

Westville Stay • 2BR • Near Yale • Free Parking

Westville Stay • 2BR • Near Yale • Free Parking

#30 - Spacious & Cozy!

6.0 out of 10, (1)
"we paid for early check in, however, seems as though it was not communicated and by the time we were able to get in the house, it was nearly the normal check-in time which turns out to be a waste of money for me..Also there were no instructions on turning on the heat which we were doing incorrectly and had to wait in a 45 deg house until someone came to adjust it- also we had to call about the fire place - and the recliner seats did not work"
#30 - Spacious & Cozy!

#21 *COMFORT & LUXURY*

9.0 out of 10, Wonderful, (2)
"Highly recommend staying at this home! We had an excellent stay! "
The price is €371
includes taxes & fees
4 Jul - 5 Jul
#21 *COMFORT & LUXURY*

#10 *THE ULTIMATE AIRBNB GETAWAY!*

8.0 out of 10, Very good, (1)
"We enjoyed our stay, the dining table was perfect for family meals, the great room was fun to lounge in all together. I would suggest a simpler way to obtain the Wi-Fi password, perhaps a note on the fridge with rules about check our and garbage pick up too. It might be helpful to add some hooks or towel racks in the bathrooms and perhaps replace some of the doors in the bedroom, great room, bathrooms cluster with pocket doors to avoid crashing as people come and go. Finally, the bedroom on the...
#10 *THE ULTIMATE AIRBNB GETAWAY!*

1-bedroom vacation home 22 minutes from Quinnipiac University

9.0 out of 10, Wonderful, (2)
"Comfortable, clean and quiet. Just follow the path around to the private entrance for your stay and everything is easy-peasy. "
The price is €345
includes taxes & fees
30 Jun - 1 Jul
1-bedroom vacation home 22 minutes from Quinnipiac University

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (56)
"We had a great time and I would highly recommend for your next stay. Very clean and had everything to make your vacation enjoyable."
The price is €390
includes taxes & fees
30 Jun - 1 Jul
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

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

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."
The price is €166
includes taxes & fees
23 Jul - 24 Jul
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there holiday rentals in Woodbury?

Yes, there are holiday rentals in Woodbury close to Glebe House Museum and The Gertrude Jekyll Garden, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Woodbury has a good selection of restaurants. Make sure you have time to check out the ski areas and coffee shops during your trip.

What are some of the best holiday rentals that Woodbury has to offer?

Spacious Woodbury Home w/ Pool + Hot Tub!: This highly rated holiday home rental in Woodbury offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in Woodbury?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Woodbury stay.

What can I see and do in Woodbury?

Cultural attractions include Glebe House Museum and The Gertrude Jekyll Garden, whereas Lake Quassapaug is a spot to enjoy nature. Other places in town to visit include Pilgrim Mall Shopping Center and Hollow Park.

What are holiday rentals like in Woodbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodbury. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.