Southbury Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Southbury vacation rentals

Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (25 reviews)
"Excellent host."
United States
David
The price is ￥14,377
￥19,721 total
includes taxes & fees
Apr 29 - Apr 30
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥19,762
￥42,608 total
includes taxes & fees
Apr 18 - Apr 19
Private Apartment in Southbury 101
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥19,603
￥42,425 total
includes taxes & fees
May 5 - May 6
Private Apartment in Southbury 103
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
The price is ￥17,212
￥39,675 total
includes taxes & fees
Apr 15 - Apr 16
Private Apartment in Southbury 104
Interior

Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (5 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is ￥9,897
￥30,308 total
includes taxes & fees
Apr 15 - Apr 16
Private Apartment in Southbury 102
Outdoor dining

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥21,501
￥34,322 total
includes taxes & fees
Apr 20 - Apr 21
The Perch in the Purchase -- Cozy, unique, and private
Private kitchen

Cozy Room in charming New Haven near Yale/Hospitals!

Cozy Room in charming New Haven near Yale/Hospitals!
The Hill
9.4 out of 10, Exceptional, (3 reviews)
"Very nice house and very clean I really love it "
United States
Peterson
The price is ￥11,475
￥24,631 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Room in charming New Haven near Yale/Hospitals!
1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
The price is ￥15,131
￥32,491 total
includes taxes & fees
Apr 20 - Apr 21
One bedroom in United States of America, New Haven
Interior

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥14,184
￥19,499 total
includes taxes & fees
May 4 - May 5
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
TV

All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
The price is ￥18,328
￥45,939 total
includes taxes & fees
May 1 - May 2
All new 1BR apartment with all the features you are looking for
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ￥13,546
￥23,347 total
includes taxes & fees
Apr 15 - Apr 16
Business or Weekend escape
Desk, iron/ironing board, WiFi, bed sheets

Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.6 out of 10, Exceptional, (10 reviews)
"Had a great stay!"
United States
Jeffrey C.
The price is ￥15,140
￥32,511 total
includes taxes & fees
Apr 19 - Apr 20
Yale Casa Verde Studio
Smart TV

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.4 out of 10, Exceptional, (17 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is ￥16,351
￥29,322 total
includes taxes & fees
Apr 19 - Apr 20
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop

Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
The price is ￥18,316
￥45,910 total
includes taxes & fees
May 11 - May 12
Fully Furnished 1BR Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

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, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥18,328
￥45,939 total
includes taxes & fees
May 1 - May 2
Once the old Schools house now a newly furnished Apartment
Lobby

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is ￥17,929
￥40,501 total
includes taxes & fees
Apr 15 - Apr 16
Spacious Bohemian Nook
Smart TV

The Sicilian

The Sicilian
West New Haven
9.4 out of 10, Exceptional, (13 reviews)
"Cozy space"
United States
Matt W.
The price is ￥15,624
￥37,638 total
includes taxes & fees
Apr 22 - Apr 23
The Sicilian
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥18,328
￥45,939 total
includes taxes & fees
May 1 - May 2
All New 1BR with tons of Charm
Fridge, microwave, oven, stovetop

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
8.6 out of 10, Excellent, (4 reviews)
"Good location "
United States
Christopher S.
The price is ￥13,538
￥30,660 total
includes taxes & fees
Apr 16 - Apr 17
One bedroom in United States of America, New Haven
Interior

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
The price is ￥15,778
￥21,332 total
includes taxes & fees
Apr 15 - Apr 16
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
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

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

2/10 Terrible
"Cheerios really "
Craig 1-night trip
Posted 3 hours ago
Hilton Garden Inn Shelton

Find out more about Southbury

Search for holiday rentals in Southbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Southbury using one of the methods below:

  • View our selection of featured holiday rentals in Southbury
  • Use the map to find apartments and other holiday homes in the Southbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southbury while they last

Look no further and take a look at our great range of rental properties in Southbury!

Frequently asked questions

Can I find vacation rentals in Southbury?

Yes, we have vacation rentals near top sights in Southbury, or you can choose a more remote option if you're looking for a relaxing stay. The spas and bars are several reasons why visitors like Southbury. While you're here, grab a bite or have a drink at the restaurants.

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

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental near Southbury 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 Southbury?

Expedia has 3 vacation rentals for your stay in Southbury.

What can I see and do in Southbury?

Housatonic River and Lake Quassapaug are a couple of scenic spots to enjoy the outdoors, whereas Vicinanza Studios & Gallery is one of the cultural attractions. While here, Southford Falls State Park and Lake Lillinonah are other places worth a visit.

What are vacation rentals like in Southbury?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Southbury. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.