A waterfall in a forested area with autumn foliage.

Holiday Homes in Southbury

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Southbury holiday homes

A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

1. 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 AU$206
includes taxes & fees
9 Sept - 10 Sept
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.

2. 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, (1 review)
"Clean and close to activitys"
United States
randall
The price is AU$220
includes taxes & fees
4 Oct - 5 Oct
Cozy private room in a shared home with a Full-size bed and private bathroom.
A bedroom with a wooden bed, a window with blinds, a wall-mounted air conditioner, and a framed picture.

3. Dream vacation home

Dream vacation home
Derby
The price is AU$331
includes taxes & fees
19 Sept - 20 Sept
Dream vacation home
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 AU$745
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

5. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is AU$540
includes taxes & fees
2 Oct - 3 Oct
1-bedroom vacation home 22 minutes from Quinnipiac University
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

6. 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, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AU$405
includes taxes & fees
13 Sept - 14 Sept
Once the old Schools house now a newly furnished Apartment
A single-story house with a patio area, a chimney, and a garage.

7. Peaceful Private Stay in Shared Home Near Yale

Peaceful Private Stay in Shared Home Near Yale
West New Haven
6.0 out of 10, (2 reviews)
"Never sent check in information. Had to report them and get refund"
United States
Kimberleigh M.
The price is AU$290
includes taxes & fees
19 Sept - 20 Sept
Peaceful Private Stay in Shared Home Near Yale
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

8. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is AU$323
includes taxes & fees
10 Sept - 11 Sept
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A dining area with a table, chairs, a refrigerator, and wall-mounted lights.

9. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
5.6 out of 10, (4 reviews)
"Blankets where itchy and smelled dirty small room when whole house was listed"
United States
Isabella R.
The price is AU$179
includes taxes & fees
14 Sept - 15 Sept
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

10. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
United States
David M.
The price is AU$404
includes taxes & fees
20 Sept - 21 Sept
Newly Remodeled 1-BR Close to Everything yet Very Private
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

11. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$372
includes taxes & fees
11 Sept - 12 Sept
Centric property close to all the great things in the city
A room with a Yale banner, a white robe hanging on a rack, and a light switch on the wall.

12. 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
The price is AU$1,007
includes taxes & fees
9 Sept - 10 Sept
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
A swimming pool at night with blue lighting.

13. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is AU$214
includes taxes & fees
6 Oct - 7 Oct
Business or Weekend escape
A bedroom with two beds, a wooden dresser, and a mirror.

14. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is AU$656
includes taxes & fees
9 Sept - 10 Sept
Cozy 1-bedroom house in welcoming Bridgeport
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

15. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is AU$798
includes taxes & fees
9 Sept - 10 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

16. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is AU$440
includes taxes & fees
10 Sept - 11 Sept
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

17. #37 - Luxury Collection

#37 - Luxury Collection
Stratford
8.4 out of 10, Very good, (5 reviews)
"Peaceful spot, conveniently located."
United States
Katherine
The price is AU$842
includes taxes & fees
12 Sept - 13 Sept
#37 - Luxury Collection
A bedroom with a bed, a painting of birds, a window with shutters, and a patterned rug.

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

The Cottage by the Woods -private getaway to relax
Meriden
The price is AU$880
includes taxes & fees
9 Sept - 10 Sept
The Cottage by the Woods -private getaway to relax
A patio with a round table and chairs, overlooking a body of water and a forested area during sunset.

19. Candlewood Lake Retreat with Private Dock

Candlewood Lake Retreat with Private Dock
New Milford
10.0 out of 10, Exceptional, (59 reviews)
"Great property for a family to enjoy the lake!"
United States
Jenny B.
The price is AU$2,495
includes taxes & fees
17 Sept - 18 Sept
Candlewood Lake Retreat with Private Dock
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, (5 reviews)
"Great stay!"
United States
Mark S.
The price is AU$620
includes taxes & fees
9 Sept - 10 Sept
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 Southbury Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Great location in downtown New Haven. Near the hospital and the Yale campus. Friendly helpful staff, clean rooms, nice restaurants near by."
marjorie 2-night trip
Posted 1 hour ago
New Haven Hotel

Find out more about Southbury

Southbury Holiday Homes information

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