
House vacation rentals in Southbury
Find and book unique houses on Airbnb
Quick stats about house rentals in Southbury

Total vacation rentals
Explore 20 vacation rentals in Southbury

Nightly prices starting at
Southbury vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Southbury vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Southbury rentals

4.9 Average rating
Southbury stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Southbury
Guests agree: these houses are highly rated for location, cleanliness, and more.

Amazing views of the Brass City
East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

Stay at Old Dorset Farm & create lifelong memories
This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm

Your Perfectly Wonderful Woodbury Sanctuary!
Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this rambling, light-filled 2 story 4 bedroom 2.5 bath historic district home on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from popular restaurants and diners. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."

Lakeside Sanctuary
Welcome to Lakeside Sanctuary Relax in this calm, stylish retreat perfect for the whole family. Nestled along the scenic shores of Lake Zoar in Southbury, this charming home is just a short, steep stroll from the water—perfect for kayaking at sunset or unwinding by the fire. Enjoy nearby shopping, dining, a local winery, and hiking trails—all just minutes away. Whether you're after peace or adventure, this spot has it all. Space 2 bedrooms plus pull-out couch upstairs, 1.5 bath, office space

Come and enjoy the BURY's of CT!
Welcome to your home away from home! Nestled in a charming, safe, and quiet neighborhood, our cozy retreat offers the perfect blend of comfort and convenience. You'll love the tree-lined streets and peaceful atmosphere—a perfect place to relax after a day of exploring. Whether you're here for business or leisure, our home provides a warm and welcoming space in a delightfully cute corner of town. Enjoy all that CT has to offer from the rolling hills of Litchfield to the waters of the sound.

Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm, a one bedroom, one bath cottage located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two. **Access to the 2nd floor bedroom is a steep and open staircase** (see interior photo listed under Laundry)

Lakeview Estate - Chef's Kitchen - NYC Getaway
Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

Cozy cute Relaxing home
Peacefulland centrally-located 5 minutes away driving from shopping , Restaurants, Downtown. Near Lake Zoar, KettleTown State Park 3 minutes from 1-84 Highway. There’s a grill, guest needs to fill gas tank Garage is not include. Just a quick note to let everyone know that my wife and I live in a separate in-law apartment next to the property where you’ll be staying but Everything is completely private and separate, so your privacy is guaranteed.

Litchfield County Farmhouse with a Modern Twist
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.
Popular amenities for Southbury house rentals
House rentals with a pool

Stunning Hillside Retreat Close to Kent

The Getaway-HOST & Co.

Bluewater Lodge at Candlewood Lake

Retreat with Heated Pool, 1 Mile to NYC Train

Midcentury Modern ZenHouse Sculptor Studio

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

Peaceful Light-Filled Guesthouse salt pool/sauna

Serene Lakeview
Weekly house rentals

Sunset Living

Ideal for sightseeing or long stays.

Cozy Woodland Haven on a Quiet Street

Quiet Lake Retreat | Fenced Yard | Beach Access

The Art House: 5-Acre Getaway w/ AC & Firepit

A Nestled Retreat on 15 Acres

New England Charm!

Charming 1875 Retreat - Walk to Village
Private house rentals

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Private Entire Home • Close to New Haven & Shore

Elegant Hideaway: Cozy Cottage in Katonah, NY

River Cottage in Weston, CT

Cottage Litchfield Hills, Morris & Washington, CT

Nature lover’s retreat in NWCT

Carriage House on Smith Pond!

Charming Relaxing Raised Ranch
When is the best time to visit Southbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 731 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 779 | ﺩ.ﺇ 881 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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