Woodbury Vacation Rentals from ￥10,062: Search Short-Term Rentals

A snow-covered residential area with large white houses and a tall evergreen tree.

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Our top choices for Woodbury vacation rentals

A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

1. Private Apartment in Southbury 102

Southbury

Debbie P.

￥35,639 total

includes taxes & fees

Nov 20 - Nov 21

A white house with a wooden staircase leading to a porch.

2. Cozy One Bedroom Apartment Centrally Located in Southbury

Southbury

Lisbeth

￥20,927 total

includes taxes & fees

Dec 1 - Dec 2

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

3. Bear Retreat - 2-bedroom house in Waterbury

Waterbury

Igor L.

￥52,228 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

4. Private Apartment in Southbury 104

Southbury

Daniel R.

￥41,996 total

includes taxes & fees

Dec 3 - Dec 4

A view through a window with a clear sky and lush greenery outside.

5. Private Apartment in Southbury 101

Southbury

Marissa G.

￥37,819 total

includes taxes & fees

Nov 20 - Nov 21

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

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

New Milford

Jim B.

￥20,834 total

includes taxes & fees

Nov 17 - Nov 18

A building entrance with a brick facade, a green awning, and a glass door.

7. Cozy Studio apartment in delightful Waterbury with Central Air

Waterbury

"The place wasn’t how the pictures were on the app. It was hard to find the room. The keys for the room are very hard to open the room door . It’s like you have to struggle just to get inside . The room is inside of an abandoned building… some staff in the building was telling me that I shouldn’t be staying there or they wouldn’t stay there so it made me feel unsafe… the bed doesn’t match the head board. Everything just doesn’t match the images the host posted.."

zynaisha

￥18,835 total

includes taxes & fees

Dec 1 - Dec 2

A modern kitchen with white cabinets, a dining area with a black table and chairs, and a large window with curtains.

8. Private Apartment in Southbury 105

Southbury

￥37,819 total

includes taxes & fees

Nov 20 - Nov 21

A spacious living room with large windows, a fireplace, and a view of the outdoors.

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

Watertown

Elizabeth H.

￥82,729 total

includes taxes & fees

Nov 20 - Nov 21

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

Oakville

￥86,090 total

includes taxes & fees

Nov 16 - Nov 17

A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

11. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

Morris

Joe K.

￥42,204 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a stone fireplace, a ceiling fan, and a dining area with a patterned rug.

12. 3-bedroom house in terrific Newtown

Newtown

￥102,624 total

includes taxes & fees

Dec 15 - Dec 16

A modern hotel room with a bed, bedside table, lamp, desk, and window.

13. 1 Queen Bed | Non-Smoking

Bethel

Anonymous traveler

￥19,744 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

14. Escape to Bantam Lake- With Fireplace and Hot tub!

Morris

Shannon M.

￥74,829 total

includes taxes & fees

Nov 18 - Nov 19

A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

15. 1-bedroom vacation home 22 minutes from Quinnipiac University

Wolcott

David G.

￥61,158 total

includes taxes & fees

Nov 30 - Dec 1

A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

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

Southington

"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."

Cindy M.

￥74,580 total

includes taxes & fees

Nov 20 - Nov 21

A living room with a blue sofa, patterned armchair, wooden coffee table, and a globe on a side table.

17. Brand New Platform #1

Wallingford Center

Cherie G.

A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

18. The Jefferson Guest House, Spacious, Special Views

Litchfield

Jennifer A.

￥60,019 total

includes taxes & fees

Nov 16 - Nov 17

19. 1 King Bed | Non-Smoking

Bethel

Anonymous traveler

￥20,624 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with two beds, a desk, a chair, and a large window with curtains.

20. 2 Queen Beds | Non-Smoking

Bethel

Anonymous traveler

￥21,505 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Woodbury Hotel Reviews

A spacious hotel lobby with wooden beams, a central seating area, and large windows offering a view.

Heritage Hotel, Golf & Conference Center

Southbury

10/10 Excellent

Always a good stay. Been coming to this hotel with the family for at least a decade and I also worked here in my young adult life. The staff is always pleasant, the place is always clean. The pool was a little overcrowded for once and we were given wrist bands for the first time ever. There was a staff member checking we had them on yet 75% of the people there did not have them which I thought was odd. We did not get too enjoy the pool as much as we would have wanted, it’s a great pool but there...

Luz

A covered porch with white columns and black hanging lanterns.

The Milestone Inn

Woodbury

10/10 Excellent

Elin

A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

Courtyard by Marriott Waterbury Downtown

Waterbury

10/10 Excellent

Courtney

A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

Homestead Inn

New Milford

10/10 Excellent

This is my second time staying at the Inn, and everytime that out do themselves from the time before. Gave me a call to see if there was anything special I may need prior to my arrival. Room is spotless, probably the cleanest room I have ever experience. Convenient to the New Milford Green, plenty of good places to eat. Very quiet and restful. I will be staying at the end at least once a month over the next year, Highly recommend!!!

Bob

Comfort Inn Naugatuck-Shelton, CT

Naugatuck

10/10 Excellent

Marta

A hotel room with a bed, two bedside lamps, a telephone, a red chair, and a window with curtains.

Rocky River Inn

New Milford

10/10 Excellent

Zoe

A hotel room with a bed, a chair, a small table with a plant, and a mirror.

La Quinta Inn & Suites by Wyndham Danbury

Danbury

10/10 Excellent

Louis

A restaurant with wooden tables and chairs, a bar area, and hanging spherical light fixtures.

The Abner Hotel

Litchfield Historic District

10/10 Excellent

Karen

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

10/10 Excellent

Vincent

An outdoor patio with a fire pit, wicker furniture, and a pergola structure.

Homewood Suites by Hilton Southington, CT

Southington

10/10 Excellent

Suzanne Martin

An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

DoubleTree by Hilton Hotel Bristol, Connecticut

Bristol

10/10 Excellent

Susan

An outdoor patio area with a fire pit and seating, surrounded by a building with large windows and a parking lot.

Courtyard by Marriott Southington

Southington

10/10 Excellent

Christopher

Find out more about Woodbury

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Frequently Asked Questions

Are there vacation rentals in Woodbury?

Yes, we offer vacation rentals in Woodbury close to Glebe House Museum and The Gertrude Jekyll Garden, or you can choose a more secluded option if you're looking for a relaxing stay. Our travelers say Woodbury has a good selection of restaurants. Make sure you have time to check out the ski areas and coffeehouses during your trip.

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

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home near Woodbury offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Woodbury?

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

What can I see and do in Woodbury?

Hollow Park and Lake Quassapaug are a couple of scenic spots to enjoy the outdoors, whereas Glebe House Museum and The Gertrude Jekyll Garden is one of the cultural attractions. Other places in town to visit include Pilgrim Mall Shopping Center and Flanders Nature Center.

What are vacation rentals like in Woodbury?

Vacation rentals are privately owned properties you can book for a couple days or more in Woodbury. Vacation rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.

Woodbury Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodbury vacation rentals

1. Private Apartment in Southbury 102

2. Cozy One Bedroom Apartment Centrally Located in Southbury

3. Bear Retreat - 2-bedroom house in Waterbury

4. Private Apartment in Southbury 104

5. Private Apartment in Southbury 101

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

7. Cozy Studio apartment in delightful Waterbury with Central Air

8. Private Apartment in Southbury 105

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

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

11. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

12. 3-bedroom house in terrific Newtown

13. 1 Queen Bed | Non-Smoking

14. Escape to Bantam Lake- With Fireplace and Hot tub!

15. 1-bedroom vacation home 22 minutes from Quinnipiac University

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

17. Brand New Platform #1

18. The Jefferson Guest House, Spacious, Special Views

19. 1 King Bed | Non-Smoking

20. 2 Queen Beds | Non-Smoking

Find vacation rentals that suit your style

Top Woodbury Hotel Reviews

Heritage Hotel, Golf & Conference Center

10/10 Excellent

Find out more about Woodbury

Frequently Asked Questions

Are there vacation rentals in Woodbury?

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

How many vacation rentals are there in Woodbury?

What can I see and do in Woodbury?

What are vacation rentals like in Woodbury?