Skip to content

Vacation rentals in Roxbury

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Roxbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Roxbury
Artist's Retreat In The Woods | Five-Acre Backyard
This artist's home in the woods allows one to get in touch with their natural side. Explore the 5-acre backyard/forest on hikes or relax with a cup of tea by the gentle stream which runs through it. The house is equipped with 3 Bedrooms, 2 Baths, A Full Kitchen w/ Wine Cooler and All New Appliances, an Indoor Fireplace and exclusive access to Washer & Dryer. The listing is located above owner's apartment, which is closed off from upstairs. You have your own, private, front door entrance and deck
$228 per night
Barn in Roxbury
Classic Red Barn with game room
Enjoy a fun and romantic stay in this renovated classic red barn on a private country property. The barn is only available when the main house is unoccupied, so you will have the whole barn, with game and fitness rooms, and the full run of the beautiful private country exterior property. If you're lucky, you'll get a visit from the horses at the neighboring horse farm! The barn's game room has a couch, ping pong and pool tables, basketball hoop outside, and a separate exercise and boxing space.
$250 per night
Guest suite in Watertown
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!
$69 per night

Stay near Roxbury's top sights

Photo of Mine Hill Preserve
Mine Hill Preserve11 locals recommend
Photo of Woodbury Ski Area
Woodbury Ski Area5 locals recommend
Photo of Maple Bank Farm
Maple Bank Farm4 locals recommend
Photo of Roxbury Market & Deli LLC
Roxbury Market & Deli LLC4 locals recommend
Photo of Mine Hill Distillery
Mine Hill Distillery3 locals recommend
Photo of Roxbury Land Trust
Roxbury Land Trust3 locals recommend

Other great vacation rentals in Roxbury

Barn in Bethlehem
The Hayloft Let's plan the perfect NE getaway!
$122 per night
Cottage in Washington
The Cottage at Madison & Meadow Farm Washington CT
$235 per night
Home in Roxbury
Peaceful, private & pristine 1-bedroom guest house
$250 per night
Home in Sherman
Slice of Paradise in the Country
$90 per night
Townhouse in Woodbury
Pet-Friendly Cozy Woodland Home
$169 per night
Serviced apartment in Southbury
Private Getaway Bungalow On Lake Zoar
$125 per night
Guesthouse in Woodbury
Converted Pony Barn in Historic Litchfield County
$200 per night
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
$135 per night
Guesthouse in Washington
Tiny House Magic
$87 per night
Cabin in New Fairfield
The Little Lake Cabin with hot tub & fire pit
$265 per night
Guest suite in Bethlehem
Breezy Crest Farmhouse 1 bedroom near Litchfield
$119 per night
Home in Washington
Country Home on a Hill
$111 per night
  1. Airbnb
  2. United States
  3. Connecticut
  4. Litchfield County
  5. Roxbury