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Southbury Holiday Rentals

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Holiday Rentals in Southbury

New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1848)
"We stayed only one night as planned. The property is in need of renovation, more than just paint. Our room had a musty smell and the carpets were worn out. The people working there were great. I hope they can rejuvenate this area. "
The price is AU$162
includes taxes & fees
2 July - 3 July
New Haven Village Suites
Business or Weekend escape
Pool
Business or Weekend escape
9.4 out of 10, Exceptional, (16)
"3rd time here. Very clean. Easy to communicate with the owner. A great place for a one day or more gateway."
The price is AU$205
includes taxes & fees
27 June - 28 June
Business or Weekend escape
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
On the beach, sun-loungers
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (59)
"We had a lovely weekend stay for a quick family get-away. The main kitchen and living area has spectacular views onto the lake as does the deck where we spent most of our time. The lake is just across the very quiet street. The kitchen is incredibly well stocked, the host super responsive and the rooms very comfortable. We did not use the well equipped basement work-out and additional TV space but it looked great. Easy to get to grocery store, hikes, local attractions but honestly we just loved...
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
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Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Beach nearby, beach towels
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Spectacular Short Term Vacation Rental in Kent
Exterior
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (74)
"For the groomsman it was perfect crazy fun."
Spectacular Short Term Vacation Rental in Kent
Luxury Designer 2 bedroom+office/3bed vacation home.
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.6 out of 10, Exceptional, (11)
"This was a great place. Very clean. Much larger than the photos make it seem. Host was very responsive. Neighborhood was a bit sketchy but overall a very comfortable and nice stay. Very close to the Hartford Healthcare Amphitheater which is where we needed to go. Would definitely return and highly recommend!"
The price is AU$597
includes taxes & fees
27 June - 28 June
Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Furnished Apartments by Hyatus Downtown at Yale
Business centre
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, (23)
"This was an amazing property to stay at. Super accommodating when we needed to extend our stay. Very clean and easy to check in and out of. They thought of everything even down to the toothpaste!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Property grounds
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, (21)
"The property was as described and the living space was perfect for our visit. The deck and views are amazing. If staying at this property, you just need to be aware that it is very difficult getting luggage and groceries into the property. You have to go down a long flight of stairs, walk down a very steep driveway and then go down another flight of stairs. Once you are in, bedroom access requires that you go up or down additional stairs."
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (16)
"We chose this cottage again because we liked it so much last year. It works very well for the two of us, and the owner goes above and beyond to make sure we are comfortable."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beautiful cozy rooms near hospital and down town area
Private kitchen
Beautiful cozy rooms near hospital and down town area
8.0 out of 10, Very good, (11)
"People were very nice and welcoming. Area looks questionable but the place itself is very comfortable, clean and enjoyable."
The price is AU$379
includes taxes & fees
9 July - 10 July
Beautiful cozy rooms near hospital and down town area
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Property grounds
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
10.0 out of 10, Exceptional, (171)
"We would 100% go back to this house. The cabin was immaculate and had all the essential equipment for very successful fishing. We went with a family of four and the cabin was perfectly sized. The host was responsive and attentive. I have no critiques as we had an absolute blast."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Smart TV, fireplace, ping pong, stereo
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
10.0 out of 10, Exceptional, (11)
"We absolutely loved the house! This was the perfect place to bring my adult children together for a weekend away. The rooms were beautiful, beds were super comfortable, and house nicely decorated. There were spots for smaller groups to sit together and hang out or to come together and chat. The hot tub was appealing to my 20somethings but it was rainy- next time!"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Serenity Awaits at this Cozy Lakeside Bungalow
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (18)
"Stayed while attending a local wedding and wished we had had more time to hang out at the house! The lake is beautiful and the house had everything we needed! Hope to come back some day!"
Serenity Awaits at this Cozy Lakeside Bungalow
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Beach nearby
(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
Property grounds
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (7)
"We thoroughly enjoyed our time at this wonderful little home. It was pleasantly quiet and secluded, but was just minutes away from some wonderful restaurants and just a short walk to the lake. The hosts were just so responsive and accommodating. We also had one day of rainy weather, which afforded us the opportunity to simply stay in and relax. The kitchen had all of the amenities we could have asked for. The seating area on the deck was spacious and comfortable. We are certainly looking forward...
Candlewood Lake Retreat with year round views
Tidal Time Estate with Heated Pool, Game Room, and Golf Cart
Beach nearby
Tidal Time Estate with Heated Pool, Game Room, and Golf Cart
9.2 out of 10, Wonderful, (7)
"We had a wonderful time in the house. House was super clean, new, big and beautiful. The only complaints we had during our stay was the pool and the neighbors. Apparently owner has been having trouble with it and it was a horrible green, swampy color the entire time we were there. Kids unfortunately didn't get to swim much it in cause it looked so gross. We had an ordeal with the neighbors one night and after many warnings to them, ended up having to call the police to have them stop with the...
Tidal Time Estate with Heated Pool, Game Room, and Golf Cart
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Property grounds
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
9.0 out of 10, Wonderful, (2)
"What a great place! Location, location. Located on edge of Little Italy with great restaurants and bars. Our favorite was Zenellis. Less than 15 minute walk to downtown New Haven with lots of dining options. Take in the Trinity Bar nearby- great fun! Furniture was modest but adequate. Great kitchen."
The price is AU$475
includes taxes & fees
9 July - 10 July
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Direct Beachfront Property On Long Island Sound
3 bedrooms, desk, WiFi, bed sheets
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (26)
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Exterior
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
10.0 out of 10, Exceptional, (72)
"We stayed here for my friend's low-key bachelorette party. Peter was a great and responsive host, and the property was wonderful. We sang lots of karaoke and enjoyed cocktails on the large deck with beautiful views. Access to the community beach club was a big plus. Everyone had a great time and was really impressed with this property. Highly recommend it!"
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (14)
"Everything was exactly as advertised! It was a comfortable stay even for a group of 8 and checkin/checkout were very smooth and easy!"
Cheerful 4 bedrooms residential house.
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See all available properties in Southbury
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.

Other types of properties in Southbury you may be interested in

Wyndham Southbury
Lobby
Wyndham Southbury
3.0 star property
8.0 out of 10, Very good, (1003)
"Room & bed was comfortable. Bathroom needs update. Toilet & sink very low. "
The price is AU$189
includes taxes & fees
9 July - 10 July
Wyndham Southbury
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Property grounds
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (1001)
"Perfect stay"
The price is AU$250
includes taxes & fees
24 June - 25 June
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
New Haven Hotel
Exterior detail
New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, (1252)
"The lobby looks very nice, however rooms are quite outdated, furniture with dust, need some renovations"
The price is AU$257
includes taxes & fees
21 July - 22 July
New Haven 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.

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, 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 favourite 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 depend 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 AU$162 per night. Entering your travel dates in the search wizard might find you 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 has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Southbury?

Expedia has 8 holiday rentals for your stay in Southbury.

What can I see and do in Southbury?

Lake Lillinonah and Housatonic River are a couple of lovely local spots to get outside and enjoy nature. 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.

Recent reviews of Southbury properties
Expedia verified reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

5/5 Excellent
"Beautiful old school class well appointed room great locale near unlimited dining choices within walking distance."
A verified traveller stayed at Omni New Haven Hotel at Yale
Posted 20 hours ago
Omni New Haven Hotel at Yale