Photo by Chris Kailher

Holiday Rentals in Southbury

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (11)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is €110
includes taxes & fees
19 Oct - 20 Oct
New One Bedroom Apartment Centrally Located in Southbury
Private Apartment in Southbury 101
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."
The price is €268
includes taxes & fees
11 Nov - 12 Nov
Private Apartment in Southbury 101
Private Apartment in Southbury 103
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 "
The price is €267
includes taxes & fees
11 Nov - 12 Nov
Private Apartment in Southbury 103
Private Apartment in Southbury 102
9.6 out of 10, Exceptional, (4)
"Overall we had a great stay, the split unit air conditioner stopped working after a few days but the property manager quickly resolved the problem as temperatures were rising. Kitchen in the apartment is equipped for a long stay as it had most of what we needed. Would recommend. "
The price is €270
includes taxes & fees
17 Nov - 18 Nov
Private Apartment in Southbury 102
The Southbury Duo Apartments
The price is €529
includes taxes & fees
30 Oct - 31 Oct
The Southbury Duo Apartments
Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (1)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
The price is €275
includes taxes & fees
13 Nov - 14 Nov
Renovated 2BR Retreat / Modern Comforts Included
Spacious 2 Bedroom apartment close to Yale Bowl
9.6 out of 10, Exceptional, (66)
"We really loved our stay here! The apartment was lovely, the location was great (close to Yale and the center of New Haven), and our host Sabrina was wonderful. I highly recommend this rental."
The price is €205
includes taxes & fees
13 Nov - 14 Nov
Spacious 2 Bedroom apartment close to Yale Bowl
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
9.8 out of 10, Exceptional, (7)
"Great night stay! Wonderful place would definitely recommend! "
The price is €109
includes taxes & fees
27 Oct - 28 Oct
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (9)
"Needed a place to sleep for a couple of nights and this worked for us."
The price is €154
includes taxes & fees
19 Oct - 20 Oct
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
The East Rock 4BR Parking Washer & Dryer Walk to Yale
10.0 out of 10, Exceptional, (5)
"We loved everything about our stay. The hosts were wonderful to work with and their home and the surrounding area are absolutely beautiful."
The price is €255
includes taxes & fees
21 Oct - 22 Oct
The East Rock 4BR Parking Washer & Dryer Walk to Yale
Business or Weekend escape
9.2 out of 10, Wonderful, (49)
"Great value!"
The price is €130
includes taxes & fees
19 Oct - 20 Oct
Business or Weekend escape
Charming Studio| Near Yale| Downtown New Haven
8.6 out of 10, Excellent, (7)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is €183
includes taxes & fees
20 Oct - 21 Oct
Charming Studio| Near Yale| Downtown New Haven
Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (5)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
The price is €297
includes taxes & fees
20 Oct - 21 Oct
Angelica’s safe haven @ west haven
The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (7)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
The price is €332
includes taxes & fees
26 Oct - 27 Oct
The Jefferson Guest House, Spacious, Special Views
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
2.0 star property
8.0 out of 10, Very good, (1)
"Outstanding location and room. Please recheck the structure of the outdoor stairs. There are no support pullers from the top landing to the ground level. They’re attached directly to the home but has gaps by the windows. The stares are very slippery when wet and the arm rails are below waist level. Unfinished wood rails make splinters a thing. Super clean, quiet and relaxing. Would reserve again if we come back to the area. Thank you so much for all the support. "
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
10.0 out of 10, Exceptional, (5)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
The price is €202
includes taxes & fees
18 Oct - 19 Oct
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
All New Fully Furnished Cozy Studio
9.8 out of 10, Exceptional, (7)
"Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! "
The price is €254
includes taxes & fees
21 Oct - 22 Oct
All New Fully Furnished Cozy Studio
Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
The price is €243
includes taxes & fees
31 Oct - 1 Nov
Once the old Schools house now a newly furnished Apartment
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
The price is €357
includes taxes & fees
20 Oct - 21 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.
Beechmont - Perfect for Family Retreat!
5.0 star property
The price is €901
includes taxes & fees
30 Oct - 31 Oct
Beechmont - Perfect for Family Retreat!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southbury Hotel Reviews

Find out more about Southbury

Everything you need to know about Southbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southbury holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southbury holiday rentals we have selected for you start as low as €130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southbury rentals

At Expedia, we put the best Southbury holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Southbury?

Yes, there are holiday rentals close to the most popular sights in Southbury, or you can select a more secluded 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 holiday rentals that Southbury has to offer?

Business or Weekend escape: This holiday home rental outside of Southbury is equipped with a BBQ, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Southbury?

Expedia has 3 holiday rentals for your stay in Southbury.

What can I see and do in Southbury?

Lake Lillinonah 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 Lake Quassapaug are other places worth a visit.

What are holiday rentals like in Southbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southbury. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.