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

Total holiday rentals
Explore 20 holiday rentals in Southbury

Nightly prices starting at
Southbury holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Southbury holiday 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.

#2 Milford Beach (across street) Charles Isle 2BR
Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

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.

Nature Retreat Airbnb
House located in beautiful and tranquil Redding, CT. Two floors with private deck. Main level: half-bath, cook's kitchen with a 4-person dining area, living room with flatscreen TV with an Apple TV and a view of nature. Living room convertible couch can sleep two small children or one adult. Upstairs: 2 bedrooms with full size beds, privacy blinds, bathroom w/ shower (no tub). If you want a getaway from the city, or just an escape then come to this quiet and private house in the woods.

Renovated, one level home in an excellent location
Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

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)

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.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.
Popular amenities for Southbury house rentals
House rentals with a pool

3.5 Acres of Relaxation, Pool, & Cozy Charm

Gorgeous Luxury INDOOR POOL home

The Getaway-HOST & Co.

Hilltop House - HOST & Co.

Midcentury Modern ZenHouse Sculptor Studio

Peaceful Light-Filled Guesthouse salt pool/sauna

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Weekly house rentals

Sunset Living

Adorable Beach House on LI Sound

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Blue Skies Cottage & Dock on Candlewood Lake

Quiet Lake Retreat | Fenced Yard | Beach Access

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

New England Charm!

Charming 1875 Retreat - Walk to Village
Private house rentals

Hillside Grove

Guilford Field House

Cozy cottage

Cheerful 4 bedroom home with all the updates.

Hilltop Retreat- Lakefront with Dock

House Near Yale, Fire Pit & Garage, Group Family

Beautiful Escape! Hudson Valley House

Cottage Litchfield Hills, Morris & Washington, CT
When is the best time to visit Southbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $350 NZD | $439 NZD | $439 NZD | $408 NZD | $439 NZD | $422 NZD | $372 NZD | $422 NZD | $439 NZD | $439 NZD | $439 NZD | $439 NZD |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Baltimore Holiday rentals
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- Pet-friendly rentals Southbury
- Rentals with a fireplace Southbury
- Rentals with lake access Southbury
- Rentals with a patio Southbury
- Family-friendly rentals Southbury
- Rentals with outdoor seating Southbury
- Rentals with a washing machine and dryer Southbury
- Rentals with a fire pit Southbury
- House rentals New Haven County
- House rentals Connecticut
- House rentals United States
- Yale University
- Six Flags New England
- Bear Mountain State Park
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Ski Sundown
- Storm King Art Center
- Long Island Aquarium
- Millbrook Vineyards & Winery





