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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Southbury 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, (13 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is AU$493
includes taxes & fees
22 Nov - 23 Nov
Bear Retreat - 2-bedroom house in Waterbury
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, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is AU$190
includes taxes & fees
9 Nov - 10 Nov
Cozy private room in a shared home with a Full-size bed and private bathroom.
A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

3. 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$202
includes taxes & fees
5 Dec - 6 Dec
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Deck: Comfortable outdoor sofa sets for outdoor conversations

4. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
The price is AU$428
includes taxes & fees
9 Nov - 10 Nov
Serenity Haven: A Modern Retreat
A spacious living room with large windows, a fireplace, and a view of the outdoors.

5. 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$742
includes taxes & fees
13 Nov - 14 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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.

6. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

7. 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$551
includes taxes & fees
30 Nov - 1 Dec
1-bedroom vacation home 22 minutes from Quinnipiac University
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 AU$667
includes taxes & fees
9 Nov - 10 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A swimming pool at night with blue lighting.

9. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is AU$201
includes taxes & fees
8 Nov - 9 Nov
Business or Weekend escape
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.

10. 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 AU$1,125
includes taxes & fees
12 Nov - 13 Nov
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.

11. 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 AU$414
includes taxes & fees
12 Nov - 13 Nov
Once the old Schools house now a newly furnished Apartment
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

12. 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
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$375
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A modern kitchen with stainless steel appliances, a central island, and a built-in oven.

13. #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 AU$701
includes taxes & fees
22 Nov - 23 Nov
#27- Luxury Collection
A living room with a staircase, a sofa, a coffee table, and a TV.

14. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is AU$357
includes taxes & fees
9 Nov - 10 Nov
Loft •Pool • Gym • Free Parking • Near Yale
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

15. 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 AU$948
includes taxes & fees
12 Nov - 13 Nov
Renovated Retreat with Heated Pool
A spacious room with a large bed, a bench, and a projector screen displaying 'TYCA Rental Properties'.

16. #33- Newly Constructed - Luxury Collection

#33- Newly Constructed - Luxury Collection
Plymouth
#33- Newly Constructed - Luxury Collection
A living room with a sofa, a coffee table, a TV, and a lamp.

17. 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 AU$610
includes taxes & fees
8 Nov - 9 Nov
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A modern living room with a gray sofa, a dining table with white chairs, a small coffee table, and a potted plant.

18. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
8.0 out of 10, Very good, (6 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$322
includes taxes & fees
30 Nov - 1 Dec
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A spacious living room with a grey sectional sofa, a small ottoman, and a large window with a view.

19. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is AU$440
includes taxes & fees
30 Nov - 1 Dec
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

20. Elite room stay

Elite room stay
Bridgeport
The price is AU$463
includes taxes & fees
8 Nov - 9 Nov
Elite room stay
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

Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good
"Love staying here and would love for them to upgrade the WIFI. It’s very, very, slow."
Teesha 3-night trip
Posted 2 hours ago
Ethan Allen Hotel

Find out more about Southbury

Southbury Holiday Homes information

Number of reviews
158
Accommodation
397 Holiday Homes
Lowest Price
AU$190
Highest Price
AU$1,125