
Holiday rentals in Southbury
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Southbury
Guests agree: these stays are highly rated for location, cleanliness and more.

Private Inn
Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants

Charming Guest Cottage with Modern Amenities
Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Cozy Getaway | Pet Friendly | Litchfield Cty
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Huckleberry Quarters, the Cozy Redding Retreat.
It’s time to book your Winter holiday at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

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 Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

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.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Cozy 2nd Floor Suite In Bethlehem CT
Our private 2nd floor suite is fully equipped and easy on the budget. Sleeps a single or couple in comfort in queen bedroom. PLEASE NOTE- There is only one bed. This property is not suitable for friends traveling together unless they are willing to share the queen bed. Spacious living room and well-equipped kitchenette. Dedicated workspace. Relax with Wi-Fi, streaming channels. Free calls anywhere in the US.

Suite Hill Studio
A private entrance to your studio located at the top of a hill. Surrounded by trees. Tranquility can be found. We are located near the Antique trail of Southbury. Its a 25 min ride to Danbury or 20 min ride to Waterbury. Just under 2 hours to NYC. And a little over 2 hours to Boston. We can provide a daily clean at an additional cost. They are grocery stores, TJ. Maxx and Starbucks within minutes.

Cozy Apartment with Water View of Brook
Lower Level Beautiful Space: Well kept with an amazing view of a Beautiful Brook that Runs through the Backyard. It is a small cottage style home and you will have the best views of the Brook. You will also hear and see the Brook from the Bedroom, Kitchenette and Patio. Depending on the season it will Vary. If you have 2 Cars please make sure you let me know so I can accommodate.

Escape to a Restored New England Antique Milk Barn
A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.
Popular amenities for Southbury holiday rentals
Other great holiday rentals in Southbury

Fully Renovated Rural Barn

Wintergreen Gardens Suite @ William Becroft House

Cozy cute Relaxing home

Modern Country

The Nest. Large studio in the Woods.

Sun Filled Cottage

Quiet cottage w/chickens, gardens near Litchfield

UNIQUE and GORGEOUS historic loft style rental
When is the best time to visit Southbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £127 | £107 | £112 | £127 | £124 | £113 | £127 | £126 | £127 | £131 | £127 |
| 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 |
Frequently Asked Questions
Do house rentals in Southbury have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Southbury. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Southbury?
Experience the best of Southbury with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Southbury have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Southbury. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southbury have free parking?
Absolutely! We offer over 20 house rentals with free parking in Southbury. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Southbury?
Yes! Work meets play with ease at over 10 house rentals in Southbury featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Southbury have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Southbury. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Southbury?
Four-legged friends are welcome in Southbury. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Southbury?
Southbury has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Southbury

Total holiday rentals
Explore 40 holiday rentals in Southbury

Nightly prices starting at
Southbury holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 2,310 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Southbury holiday rentals include wifi 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!
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- House rentals Southbury
- Pet-friendly rentals Southbury
- Rentals with a fireplace Southbury
- Rentals with a patio Southbury
- Rentals with a firepit Southbury
- Rentals with outdoor seating Southbury
- Rentals with a washing machine and dryer Southbury
- Rentals with lake access Southbury
- Family-friendly rentals Southbury
- Yale University
- Fairfield Beach
- Six Flags New England
- Rye Beach
- Thunder Ridge Ski Area
- Walnut Public Beach
- Rowayton Community Beach
- Rye Playland Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Woodmont Beach
- Hudson Highlands State Park
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Clinton Beach
- Long Island Aquarium




