
Holiday houses 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.

The Boathouse, private downtown Harborside suite
The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Lrg Studio Apartment - walk to Taft
Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Forest Acres Cottage: Appalachian/Empire St Trail!
This charming, stand alone cottage was completely renovated to welcome you to the picturesque Hudson Valley. Secluded porch overlooks a peaceful forest. Fast wi-fi, high end mattresses, cozy linens, fully stocked cook's kitchen and gas stove. Located on one of the area's most scenic roads yet close to major highways, Metro-North railroad and Hudson Valley delights. Three Empire State Rail Trail and two Appalachian access points merely 5-10 minute drive. Bring your bikes and walking shoes!

Everything you need! Full Apartment!
Awesome bright 2nd floor apartment, has everything you need for your stay. Full Kitchen, Laundry and is in an very convenient and safe area. Walking distance to several restaurants and bars. Easy access to highway. Parking is available behind left garage, which may be available. Ask for details. Quiet area, On cul-de-sac. Wi-Fi, Netflix, Prime,Hulu FYI: I do occasionally host a card game in the garage below unit until 11:30 PM. My guests will not park in the driveway if I have guests.

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.

Quiet cottage w/chickens, gardens near Litchfield
Escape to this charming two-story suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, under 30 min to Mohawk and just 90 miles from NYC, you'll have easy access to winter fun!

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.

Ferris House: Private 19th Century Home
Private 19th century home situated in a beautiful garden setting. Gourmet kitchen. Well appointed rooms. New England charm at its best. Enjoy nearby top restaurants and antique shops. We are also very close to private schools in the area such as Taft and Westover, which makes this an excellent location for visiting family and friends. We welcome couples, solo adventurers, business travelers and families (with kids).

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.

Kent village home 2 hrs from NYC
Completely renovated and remodeled, our cozy, light-filled house is in the perfect location in the center of Kent. It sleeps up to seven and is within walking distance of restaurants, shops, hiking trails and Kent School. Golf courses, kayaking and Mohawk mountain ski area are nearby!

Star Cottage
Enjoy this modern cottage in the heart of Redding, CT. Come and disconnect in the beautiful garden. Pick fresh herbs and vegetables. BBQ. Bring your bike to enjoy the back roads, or hiking shoes to enjoy the many trails or simply a book to enjoy nature.
Popular amenities for Southbury holiday rentals
Other great holiday rentals in Southbury

Fully Renovated Rural Barn

Cozy cute Relaxing home

Country Escape - HOST & Co.

Guesthouse at Bantam Woods - 2 bedrooms

Private studio.

Charming 1875 Retreat - Walk to Village

Cozy Apartment Centrally Located in Southbury

Charming Historic Cottage in the Redwoods
When is the best time to visit Southbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 AUD | $240 AUD | $202 AUD | $212 AUD | $240 AUD | $235 AUD | $215 AUD | $240 AUD | $239 AUD | $240 AUD | $199 AUD | $240 AUD |
| 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
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.
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.
Are there pet-friendly house rentals in Southbury?
Four-legged friends are welcome in Southbury. Choose from more than 10 house rentals for guests traveling with pets.
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 air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Southbury. Enjoy a tailored experience with all the comforts you desire.
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 wifi?
Absolutely! We offer over 20 house rentals with wifi in Southbury. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Southbury have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Southbury. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Southbury

Total holiday rentals
Explore 50 holiday rentals in Southbury

Nightly prices starting at
Southbury holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 2,440 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
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- Rentals with outdoor seating Southbury
- Rentals with a washing machine and dryer Southbury
- Rentals with a fireplace Southbury
- Family-friendly rentals Southbury
- Rentals with lake access Southbury
- Rentals with a patio Southbury
- Pet-friendly rentals Southbury
- House rentals Southbury
- Rentals with a fire pit Southbury
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