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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Woodbury vacation 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, (12 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is ￥17,648
￥52,690 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥17,256
￥22,982 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥9,922
￥21,805 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥34,355
￥84,240 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥43,924
￥121,739 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥39,672
￥81,689 total
includes taxes & fees
Nov 22 - Nov 23
#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.
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 ￥16,801
￥81,419 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥82,357
￥137,301 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥20,707
￥48,598 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥27,484
￥75,460 total
includes taxes & fees
Nov 3 - Nov 4
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A modern living room with a fireplace, leather sofas, a flat-screen TV, and large windows.

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.
#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 ￥423,549
￥549,827 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥17,204
￥65,733 total
includes taxes & fees
Oct 28 - Oct 29
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.
#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 ￥43,061
￥106,344 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥47,061
￥106,476 total
includes taxes & fees
Oct 28 - Oct 29
The Cottage by the Woods -private getaway to relax
A modern living room with a grey sofa, a dining table, and a kitchen in the background.

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 patio with a table and chairs, a grill, and a view of a lake.

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 ￥44,223
￥73,984 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥39,218
￥70,670 total
includes taxes & fees
Nov 3 - Nov 4
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

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Lovely stay, easy check in and kind staff. The room was clean and comfortable"
Julia 1-night trip
Posted 7 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut

Find out more about Woodbury

Woodbury Vacation Homes information

Number of reviews
145
Accommodation
247 Vacation Homes
Lowest Price
￥21,805
Highest Price
￥549,827