A park with a paved walkway, trees, and historic buildings in the background.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Woodbury holiday homes

A two-story house with a porch, a front door with a wreath, and a small garden area.

1. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (11 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is £251
includes taxes & fees
1 Nov - 2 Nov
Bear Retreat - 2-bedroom house in Waterbury
A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

2. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is £113
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

3. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is £107
includes taxes & fees
9 Nov - 10 Nov
Cozy private room in a shared home with a Full-size bed and private bathroom.
A spacious living room with large windows, a fireplace, and a view of the outdoors.

4. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
The price is £398
includes taxes & fees
27 Oct - 28 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A hot tub in a covered outdoor area with a view of trees and a fence.

5. Lakehaven • Hot Tub, Decks, Fires & More

Lakehaven • Hot Tub, Decks, Fires & More
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Great find!! Amazing views, house was superb!"
United States
Iva B.
The price is £576
includes taxes & fees
27 Oct - 28 Oct
Lakehaven • Hot Tub, Decks, Fires & More
A modern kitchen with stainless steel appliances, a central island, and a built-in oven.

6. #27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is £392
includes taxes & fees
22 Nov - 23 Nov
#27- Luxury Collection
A covered outdoor area with a view of a lake, stone steps, and a grill.

7. North Cliff House - Private Dock & Sauna

North Cliff House - Private Dock & Sauna
Danbury
10.0 out of 10, Exceptional, (9 reviews)
"Enjoyed the property. Beautiful house. Great location. Reserve, stay and enjoy!"
United States
Ron P.
The price is £922
includes taxes & fees
27 Oct - 28 Oct
North Cliff House - Private Dock & Sauna
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

8. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is £385
includes taxes & fees
1 Nov - 2 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A living room with a white sectional sofa, a dining area with a wooden table and chairs, and a staircase leading to an upper level.

9. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
10.0 out of 10, Exceptional, (1 review)
"Perfect!!"
United States
Jeni O.
The price is £653
includes taxes & fees
27 Oct - 28 Oct
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

10. 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, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is £237
includes taxes & fees
28 Oct - 29 Oct
Once the old Schools house now a newly furnished Apartment
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.

11. 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 £340
includes taxes & fees
2 Nov - 3 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A room with a wooden table and two matching chairs, a framed quote on the wall, and a light switch on the wall.

12. #30 - Spacious & Cozy!

#30 - Spacious & Cozy!
Southington
6.8 out of 10, (5 reviews)
"the house was great for our needs - it was nicely furnished fully stocked with the essentials in the kitchen. the host checked in when it was especially cold to ensure the heat and water were working correctly. the living room was very comfortable with leather reclining chairs and a gas fireplace that heated the room very well. We enjoyed how easy our stay was and recommend this location "
United States
Kaity B.
The price is £517
includes taxes & fees
22 Nov - 23 Nov
#30 - Spacious & Cozy!
A hot tub in a backyard with a house, trees, and a clear sky.

13. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is £2,621
includes taxes & fees
27 Oct - 28 Oct
Las Flores Villa
A living room with a sofa, a coffee table, a TV, and a lamp.

14. 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 £311
includes taxes & fees
27 Oct - 28 Oct
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A modern living room with a dining area, a sofa, and a TV mounted on the wall.

15. #11 | Beds for 8, up to 14 with approval

#11 | Beds for 8, up to 14 with approval
Plainville
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend with friends!"
United States
Neil R.
The price is £459
includes taxes & fees
30 Oct - 31 Oct
#11 | Beds for 8, up to 14 with approval
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

16. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is £493
includes taxes & fees
29 Oct - 30 Oct
Renovated Retreat with Heated Pool
A room with a fireplace, two sofas, a rug, and a robotic vacuum cleaner.

17. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
The price is £477
includes taxes & fees
27 Oct - 28 Oct
The Cottage by the Woods -private getaway to relax
A modern kitchen with white cabinets, stainless steel appliances, a gas stove, and a dishwasher.

18. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
United States
Hilda C.
#22- 4 Br 2 Ba house-Central CT
A two-story house with a garage, a driveway, and a river in the background.

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

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (75 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is £396
includes taxes & fees
29 Oct - 30 Oct
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
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, (7 reviews)
"Great stay!"
United States
Mark S.
The price is £367
includes taxes & fees
8 Nov - 9 Nov
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 Woodbury Hotel Reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"Love it"
jingling 1-night trip
Posted less than an hour ago
Cambria Hotel New Haven University Area

Find out more about Woodbury

Woodbury Holiday Homes information

Number of reviews
144
Accommodation
246 Holiday Homes
Lowest Price
£107
Highest Price
£2,621