Southbury holiday homes

We found 251 holiday rentals — enter your dates for availability
Discover a selection of 8 apartments and other holiday rentals in Southbury that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, including parking and a TV. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Southbury

Showing deals for:13 Nov - 20 Nov

Dining
Living area
Private kitchen
Interior
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

8% off
NZ$14,902
for 7 nights, 1 home
NZ$2,129 per night
includes taxes & fees
Nature & Luxury @Lavender Lake Est (Kosher optional)
Movie room with 85" 4k screen and surround sound Sonos System
Gorgeous sunsets every night
18' x 36' heated pool.
Steam shower
Exceptional
(55 reviews)

Litchfield County Four Season Country Paradise

Roxbury

7% off
NZ$14,459
for 7 nights, 1 home
NZ$2,066 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Foyer
Sunset
Bedroom 1: King
Kitchen
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
NZ$21,631
for 7 nights, 1 home
NZ$3,090 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
Interior
Interior
Property grounds
Private kitchen
Exceptional
(20 reviews)

Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups

Brookfield

17% off
NZ$21,410
for 7 nights, 1 home
NZ$3,059 per night
includes taxes & fees
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Private kitchen
Interior
Exterior
Property grounds
Exceptional
(31 reviews)

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury

8% off
NZ$13,690
for 7 nights, 1 home
NZ$1,956 per night
includes taxes & fees
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Interior
Property grounds
Private kitchen
Property grounds
Exceptional
(34 reviews)

Direct Lakefront Home on Lake Lillinonah with Elevator Access.

Brookfield

8% off
NZ$8,689
for 7 nights, 1 home
NZ$1,241 per night
includes taxes & fees
Direct Lakefront Home on Lake Lillinonah with Elevator Access.
main floor, king bed with bathroom, fireplace, slider opens to deck and hot tub.
Flat yard,
Living area
double fridge for extea space
Exceptional
(85 reviews)

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

New Fairfield

8% off
NZ$21,248
for 7 nights, 1 home
NZ$3,035 per night
includes taxes & fees
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Room
Private kitchen
Private kitchen
Dining
Very good
(9 reviews)

Excellent Home Away From Home

Waterbury

16% off
NZ$2,557
for 7 nights, 1 home
NZ$365 per night
includes taxes & fees
Excellent Home Away From Home
Winter; main room
Summer; forest view
Kitchen
3rd sleeping area with ground-floor walkout
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
NZ$5,028
for 7 nights, 1 cabin
NZ$718 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
Bathroom
View of the Pond
Kitchen
Entryway Stairs
Exceptional
(7 reviews)

Private Apartment in Southbury 101

Southbury

8% off
NZ$2,327
for 7 nights, 1 apartment
NZ$332 per night
includes taxes & fees
Private Apartment in Southbury 101
Private kitchen
Pool
Interior
Living area
Exceptional
(6 reviews)

Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4

Southbury

8% off
NZ$2,114
for 7 nights, 1 apartment
NZ$302 per night
includes taxes & fees
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
Interior
Living area
Room
Interior
Exceptional
(37 reviews)

1 bedroom Cozy, comfy, super clean, great location and own entrance!!

Shelton

7% off
NZ$1,000
for 7 nights, 1 apartment
NZ$143 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Dining Room
Open Concept Living Room, Dining Room, Kitchen
Outdoors
Queen Bedroom
Wonderful
(6 reviews)

Private Apartment in Southbury 102

Southbury

8% off
NZ$2,124
for 7 nights, 1 apartment
NZ$303 per night
includes taxes & fees
Private Apartment in Southbury 102
Room
Property grounds
Living area
Private kitchen
Exceptional
(7 reviews)

Spacious Lakeside Hideaway

Newtown

8% off
NZ$2,667
for 7 nights, 1 apartment
NZ$381 per night
includes taxes & fees
Spacious Lakeside Hideaway
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the relaxing city of Southbury

The area's history and culture are just some of the reasons to come on holiday to Southbury. This relaxing city is known for its waterfalls, sporting events and cafes. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Southbury

Do you want to find attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that Southbury has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Quassy Amusement Park (4.6 mi / 7.5 km)
  • The Christmas Shop (10.8 mi / 17.5 km)
  • Great River Golf Club (15.7 mi / 25.3 km)
  • Mount Southington Ski Area (16.5 mi / 26.6 km)
  • Grassy Hill Country Club (17.1 mi / 27.6 km)
  • Hopkins Vineyard (17.2 mi / 27.7 km)

Exploring the natural landscape of Southbury

Whether you're looking for adventure or just want to appreciate the scenery, Southbury is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Quassapaug (5 mi / 8 km)
  • Lake Lillinonah (6.6 mi / 10.7 km)
  • Steep Rock Preserve (11.4 mi / 18.4 km)
  • Candlewood Lake (12.3 mi / 19.8 km)
  • Tarrywile Park and Mansion (14.2 mi / 22.8 km)
  • Mount Tom State Park (15.2 mi / 24.5 km)

Transport to and around Southbury

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 3.9 mi (6.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 15.9 mi (25.6 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Southbury?
The most in-demand types of holiday homes in Southbury are houses. Ready for more choices? Bookabach offers a variety of options to match the unique needs of our guests, so you'll see holiday homes in loads of shapes and sizes. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Southbury?
Property type, length of stay and season are some factors that can affect the price of a holiday home. Simply enter your travel dates to find your perfect match. From quaint country cottages to sprawling luxury villas, all Bookabach holiday homes provide amazing value.
How much does it cost to rent a beach house in Southbury?
When you travel and the size and style of the property will help determine the cost of your beachside holiday home. Put in your Southbury travel dates to see your options on Bookabach. Can't live without a private pool? Use our filters to pick the amenities and features you want in your beach house.
Are there pet-friendly holiday homes in Southbury?
Pack a squeezy toy and a bone for your pup because Southbury has three properties that throw out the welcome mat to pets. Let your four-legged pal enjoy fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your dates then check our "Pets allowed" filter box.
What are popular home amenities in Southbury?
A firepit, a barbecue grill and a fireplace are the most popular home amenities in Southbury. Whether you're taking a trip by yourself, with your other half or a group of dear friends, Bookabach will help you find a holiday home that fits your style with all the features you need.
Are there large group holiday homes in Southbury?
Take your pick of two Bookabach holiday homes in Southbury that can host five or more people. You'll enjoy all the privacy and room you need to have fun with your favourite people — and nobody else.
Are there holiday homes in Southbury that welcome kids?
Bring the whole group together for an epic adventure in Southbury at one of our three family-friendly properties. Many of these stays provide amenities that are ideally suited to trips with children, such as full kitchens, extra bedrooms and swimming pools. Simply click on the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in Southbury?
Keeping the kids amused during your stay in Southbury is simple with these fabulous family-friendly attractions:
  • Shepaug Eagle Observation Area
  • Southford Falls State Park
  • George C. Waldo State Park
Are there holiday homes with WiFi in Southbury?
You'll have a choice of three holiday homes with WiFi in Southbury. If you'd like to disconnect from the world during your trip, but still need to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Southbury?
Southbury has two holiday homes where you can spend your days in air-conditioned comfort. To book a property on Bookabach featuring this perk, choose your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Southbury?
Age restrictions can differ across properties on Bookabach, so check the rules of the holiday home in Southbury you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Southbury for?
It all depends on the Southbury property. To look at a list of options offering extended stays, just enter your dates and number of guests into Bookabach's search page. You can enjoy having the place to yourself, as well as comforts such as air conditioning, a kitchen and a yard where the little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.