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Southbury Vacation Rentals

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In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Southbury vacation rentals

Interior
Private Apartment in Southbury 101

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
United States
Rooster D.
$244 nightly
The price is $276
Jan 14 - Jan 15
Total with taxes and fees
Private Apartment in Southbury 101
Exterior
Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$112 nightly
The price is $126
Jan 6 - Jan 7
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
Fridge, microwave, oven, stovetop
Private Apartment in Southbury 103

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (2)
"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.
$238 nightly
The price is $270
Jan 5 - Jan 6
Total with taxes and fees
Private Apartment in Southbury 103
Property grounds
Private Apartment in Southbury 102

Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.6 out of 10, Exceptional, (4)
"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.
$243 nightly
The price is $275
Jan 11 - Jan 12
Total with taxes and fees
Private Apartment in Southbury 102
TV, offices
Private Apartment in Southbury 104

Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
$227 nightly
The price is $257
Jan 5 - Jan 6
Total with taxes and fees
Private Apartment in Southbury 104
Property grounds
Creekside Retreat Tent

Creekside Retreat Tent

Creekside Retreat Tent
New Milford
10.0 out of 10, Exceptional, (4)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
$170 nightly
The price is $193
Jan 6 - Jan 7
Total with taxes and fees
Creekside Retreat Tent
Private kitchen
Westville Stay • 2BR • Near Yale • Free Parking

Westville Stay • 2BR • Near Yale • Free Parking

Westville Stay • 2BR • Near Yale • Free Parking
West New Haven
10.0 out of 10, Exceptional, (3)
"We were only here for a short stay, but everything was smooth and comfortable for us! Hotel-like linens and blackout curtains made for a very cozy sleeping experience."
United States
ross f.
$219 nightly
The price is $219
Jan 6 - Jan 7
Total with taxes and fees
Westville Stay • 2BR • Near Yale • Free Parking
2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
$254 nightly
The price is $288
Jan 5 - Jan 6
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
1 bedroom, desk, iron/ironing board, WiFi
One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
$183 nightly
The price is $207
Jan 5 - Jan 6
Total with taxes and fees
One bedroom apartment in United States of America, New Haven
Cookware/dishes/utensils
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.8 out of 10, Exceptional, (11)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
$258 nightly
The price is $269
Jan 6 - Jan 7
Total with taxes and fees
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
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.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
$109 nightly
The price is $122
Jan 6 - Jan 7
Total with taxes and fees
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior
Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven
Downtown New Haven
9.0 out of 10, Wonderful, (12)
"Great location, exactly as advertised. The shades are somewhat translucent, so a bit bright at night, but wore a mask and it was fine. "
United States
Scott B.
$175 nightly
The price is $175
Jan 7 - Jan 8
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven
Apartment (2 Bedrooms) | Interior
2 Mi to Beach, Shared Yard Space: West Haven Apt!

2 Mi to Beach, Shared Yard Space: West Haven Apt!

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
West Haven
$311 nightly
The price is $358
Jan 5 - Jan 6
Total with taxes and fees
2 Mi to Beach, Shared Yard Space: West Haven Apt!
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

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
$266 nightly
The price is $283
Jan 31 - Feb 1
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
Property grounds
Modern apt in Wooster Square

Modern apt in Wooster Square

Modern apt in Wooster Square
Downtown New Haven
10.0 out of 10, Exceptional, (2)
"great ty NICE PLACE TO VISIT IN CT"
United States
JOSE
$304 nightly
The price is $304
Jan 5 - Jan 6
Total with taxes and fees
Modern apt in Wooster Square
1 bedroom, iron/ironing board, WiFi, bed sheets
All New Studio apartment in center of town

All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
$271 nightly
The price is $288
Jan 5 - Jan 6
Total with taxes and fees
All New Studio apartment in center of town
Interior
Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale

Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale

Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale
East Rock
9.4 out of 10, Exceptional, (3)
"Great time with friends."
United States
Ianaliz R.
$299 nightly
The price is $339
Jan 5 - Jan 6
Total with taxes and fees
Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale
Fridge, microwave, oven, stovetop
#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home
Plainville
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
$222 nightly
The price is $239
Jan 24 - Jan 25
Total with taxes and fees
#26 Beautifully Renovated 2 BR Home
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (7)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
$271 nightly
The price is $288
Jan 5 - Jan 6
Total with taxes and fees
All New 1BR with tons of Charm
Pool
Business or Weekend escape

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$130 nightly
The price is $147
Feb 1 - Feb 2
Total with taxes and fees
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

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

10/10 Excellent
"Yes"
Keith 2-night trip
Posted 2 days ago
Homewood Suites by Hilton Stratford

Find out more about Southbury

Everything you need to know about Southbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southbury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southbury rentals

At Expedia, we put the best Southbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 4 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, Lake Lillinonah and Southford Falls State Park 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.