
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.

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."

Country living at it's finest
Cozy country home. Quiet and serene; a great place for a get away in Litchfield County Connecticut. An ideal location ,Torrington is about 2 1/2 hours from Boston and NYC and convenient to the Berkshires. Within driving distance to various outdoor activities and attractions including hiking trails, breweries, distillery, wineries, skiing, golf antique shopping, restaurants and variety of entertainment . The hosts are accessible for directions, assistance, or a fun history lesson of the area.

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 located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. 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.

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 Colonial - Private Hot Tub & Entire House
The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

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

The Getaway-HOST & Co.

Bluewater Lodge at Candlewood Lake

Hilltop House/HOST &Co.

4Br Mountain Brook House on 130 acres w/ trails

Midcentury Modern ZenHouse Sculptor Studio

Secluded Farmhouse - Studio Apartment Style Unit

Port Jefferson Convenient, Cozy and Chic!
Weekly house rentals

Cozy Nature Retreat at Chateau Madeux

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Serenity by Lakefront Cottage!

Cheerful 4 bedroom home with all the updates.

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

Hilltop Retreat- Lakefront with Dock

Charming 1875 Retreat - Walk to Village

Charming Relaxing Raised Ranch
Private house rentals

Sunset Living

Adorable Beach House on LI Sound

Shelton's New England Nest: 2 bed EV, Shower, W/D

Sunlit Cottage on 5 Wooded Acres | Sharon CT

Blue Skies Cottage & Dock on Candlewood Lake

Quiet Lake Retreat | Fenced Yard | Beach Access

Cozy Cottage

Cozy, updated single family in Fairfield County
When is the best time to visit Southbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 NZD | $441 NZD | $441 NZD | $410 NZD | $441 NZD | $424 NZD | $374 NZD | $424 NZD | $441 NZD | $441 NZD | $441 NZD | $441 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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- Rentals with a patio Southbury
- Pet-friendly rentals Southbury
- Rentals with outdoor seating Southbury
- Rentals with a fireplace Southbury
- Rentals with a washing machine and dryer Southbury
- Rentals with lake access Southbury
- Family-friendly rentals Southbury
- Rentals with a fire pit Southbury
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- Yale University
- Six Flags New England
- Bear Mountain State Park
- Thunder Ridge Ski Area
- Fairfield Beach
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Sunken Meadow State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Hammonasset Beach State Park
- Kent Falls 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
- Long Island Aquarium
- Ski Sundown
- Millbrook Vineyards & Winery
- Storm King Art Center





