Southbury Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

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, (29 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is ￥15,129
￥20,583 total
includes taxes & fees
Jun 1 - Jun 2
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 ￥17,342
￥39,811 total
includes taxes & fees
May 31 - Jun 1
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 ￥23,251
￥45,968 total
includes taxes & fees
Jun 23 - Jun 24
Private Apartment in Southbury 103
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, (2 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥22,359
￥35,626 total
includes taxes & fees
Jun 1 - Jun 2
The Perch in the Purchase -- Cozy, unique, and private
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 ￥15,925
￥37,384 total
includes taxes & fees
Jun 2 - Jun 3
Private Apartment in Southbury 102
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
The price is ￥23,891
￥46,706 total
includes taxes & fees
Jun 30 - Jul 1
Private Apartment in Southbury 104
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.6 out of 10, Exceptional, (9 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is ￥22,295
￥36,628 total
includes taxes & fees
May 31 - Jun 1
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥35,831
￥67,136 total
includes taxes & fees
May 31 - Jun 1
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

Modern Studio Retreat

Modern Studio Retreat
Dwight
The price is ￥22,600
￥36,777 total
includes taxes & fees
Jun 19 - Jun 20
Modern Studio Retreat
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)
"Great place to stay! Host was quick to answer and the check in process was so easy! "
United States
Payton P.
The price is ￥12,740
￥29,740 total
includes taxes & fees
May 31 - Jun 1
One bedroom in United States of America, New Haven
Living area

2-bedroom apartment in Yale historical campus

2-bedroom apartment in Yale historical campus
Dixwell
The price is ￥25,799
￥33,491 total
includes taxes & fees
Jun 7 - Jun 8
2-bedroom apartment in Yale historical campus
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 ￥18,792
￥46,135 total
includes taxes & fees
Jun 1 - Jun 2
Once the old Schools house now a newly furnished Apartment
Cookware/dishes/utensils

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.6 out of 10, Exceptional, (15 reviews)
"wonderful stay - great apartment and location and communication!"
United States
Anonymous traveler
The price is ￥20,066
￥48,868 total
includes taxes & fees
Jun 3 - Jun 4
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (9 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥18,792
￥46,135 total
includes taxes & fees
Jun 1 - Jun 2
All New 1BR with tons of Charm
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥17,518
￥32,788 total
includes taxes & fees
Jun 1 - Jun 2
Hoppy Hill Farm House
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is ￥17,199
￥38,937 total
includes taxes & fees
May 31 - Jun 1
Bright Downtown Studio near Yale & East Rock!
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is ￥23,091
￥54,224 total
includes taxes & fees
Jun 1 - Jun 2
Angelica’s safe haven @ west haven
TV

Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is ￥18,794
￥46,459 total
includes taxes & fees
May 31 - Jun 1
Newly Remodeled with deck. Close to town center
Dining

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (73 reviews)
"Spacious"
United States
Mehul
The price is ￥20,703
￥36,947 total
includes taxes & fees
May 31 - Jun 1
Spacious 2 Bedroom apartment close to Yale Bowl
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Simply amazing. "
United States
Brittany F.
The price is ￥13,536
￥23,330 total
includes taxes & fees
Jun 14 - Jun 15
Business or Weekend escape
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

8/10 Good
"Hotel was good, staff ice and helpful. There was breakfast available, and a bar."
Leif 2-night trip
Posted 1 hour ago
Courtyard by Marriott Waterbury Downtown

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:

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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?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This vacation home rental near Southbury is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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?

Lake Quassapaug and Housatonic River 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 Shepaug Eagle Observation Area 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.