Photo by Chris Kailher

Southbury Holiday Rentals

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Holiday Rentals in Southbury

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1927)
"Excellent! Best kept secret in New Haven. My room was spacious. Lobby was beautiful and had coffee and breakfast. I would stay again, but you must have a car."
The price is AU$165
includes taxes & fees
6 Oct - 7 Oct
New Haven Village Suites
Business or Weekend escape
9.6 out of 10, Exceptional, (22)
"Quaint basement studio with personal touches"
The price is AU$198
includes taxes & fees
1 Oct - 2 Oct
Business or Weekend escape
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
9.4 out of 10, Exceptional, (82)
"Property was clean, well appointed, wish we could have stayed a bit longer to enjoy more of the lake & fire pit! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (76)
"Hosts were great and very responsive and the property was fantastic and really peaceful. Highly recommend staying there!"
Spectacular Short Term Vacation Rental in Kent
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (15)
"Great little spot. Central enough to get everywhere we needed to. Walked to restaurants and to a concert (about 30 minutes). Host had some treats for us when we checked in. Apartment was clean and spacious. Felt comfortable walking around the neighborhood "
The price is AU$582
includes taxes & fees
1 Oct - 2 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, (23)
"We stayed for 3 weeks it was lovely!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, (28)
"Great stay, would do again"
Luxury Furnished Apartments by Hyatus Downtown at Yale
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (21)
"The house was in a great location, was well-stocked and clean, and the host was very responsive. Would definitely stay here again and highly recommend. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beautiful cozy rooms near hospital and down town area
8.0 out of 10, Very good, (14)
"Overall good experience. Location was great"
The price is AU$363
includes taxes & fees
29 Sept - 30 Sept
Beautiful cozy rooms near hospital and down town area
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
9.8 out of 10, Exceptional, (16)
"Gorgeous home and property, loved being on the lake with the game room cabana, the outdoor areas are so relaxing, and the home is so tastefully decorated. We enjoyed it so much!"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
9.4 out of 10, Exceptional, (3)
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (10)
"Liked outdoor area and fire place "
Candlewood Lake Retreat with year round views
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (28)
"Very comfortable home. Perfect for our grown family. We enjoyed the relaxed atmosphere, the beach and water views right outside the back steps. We set up our umbrellas and chairs, had fun using the kyack and paddle board. It was a wonderful and relaxing time together! Looking forward to it again next year."
Direct Beachfront Property On Long Island Sound
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
10.0 out of 10, Exceptional, (78)
"Very large house just like the photos. Host is present and responsive. We had the entire property to ourselves. Nice yard for some whiffle ball and outdoor activities. Swimming is possible at the public lake access which is about a mile away or so. Overall, a very nice stay at a very nice property. We were 10 adults (friends weekend) and fit just fine. "
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (20)
"My friends and I stayed in Bridgeport for a weekend of music, and we had a great experience here! The owners were responsive and the place was exactly what we needed"
Cheerful 4 bedrooms residential house.
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (24)
"This is a really lovely and clean home. The owners were very responsive and clearly take great care with the property and rental process. It was very comfortable for me, my mother and my four year old daughter. The lake view is gorgeous and peaceful, however be advised that CT lakes can sometimes get high bacteria levels so it was not swim friendly when we were there "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
10.0 out of 10, Exceptional, (45)
"This house is beautiful and has everything you need, including a gorgeous view of the Sound. All communication was swift and easy. My family built some wonderful memories here this week!"
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Life is Better at the Beach!
10.0 out of 10, Exceptional, (28)
"When I walked in I immediately noticed how spotless the place was. Every room looked exactly like the pictures that were listed. They had all of the essentials. We didn't need anything except food. The host and the people in the neighborhood were friendly. It was a comfortable and fun stay."
Life is Better at the Beach!
Cozy & Chic Cabin by the Lake, with access to private Beach!
10.0 out of 10, Exceptional, (13)
"Deer Ridge Cabin was wonderful! Very clean with a cozy relaxing atmosphere. Nice accommodations with everything one would need. Its obvious that host Mariana put alot of time and thought into creating a warm inviting environment. I would surely recommend a stay at Deer Ridge Cabin. Thank you, Dana"
Cozy & Chic Cabin by the Lake, with access to private Beach!
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Other types of properties in Southbury you may be interested in

Wyndham Southbury
3.0 star property
8.0 out of 10, Very good, (1007)
"."
The price is AU$161
includes taxes & fees
16 Oct - 17 Oct
Wyndham Southbury
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (1003)
"Very nice property "
The price is AU$233
includes taxes & fees
30 Sept - 1 Oct
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (1003)
"Clean room "
The price is AU$230
includes taxes & fees
20 Oct - 21 Oct
Holiday Inn Express Southington, an IHG Hotel
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.

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 6 holiday rentals for your stay in Southbury.

What can I see and do in Southbury?

Housatonic River and Southford Falls State Park are a couple of lovely local spots to get outside and enjoy nature. While here, Lake Quassapaug and Lake Lillinonah 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.