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.

Guest favorite
Home in Brookfield
Stay at Old Dorset Farm & create lifelong memories
This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm
Oct 1 – 8
$310 per night
4.98 out of 5 average rating, 120 reviews
Guest favorite
Guesthouse in Southbury
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).
May 20 – 27
$135 per night
4.93 out of 5 average rating, 265 reviews
Guest favorite
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!
Jul 15 – 22
$62 per night
4.91 out of 5 average rating, 161 reviews

Popular amenities for Roxbury vacation rentals

Stay near Roxbury's top sights

Mine Hill Preserve11 locals recommend
Woodbury Ski Area5 locals recommend
Maple Bank Farm4 locals recommend
Roxbury Market & Deli LLC4 locals recommend
Mine Hill Distillery3 locals recommend
Roxbury Land Trust3 locals recommend

Other great vacation rentals in Roxbury

Superhost
Home in Roxbury
Laura in the Woods
May 3 – 10
$449 per night
4.83 out of 5 average rating, 48 reviews
Guest favorite
Guesthouse in Newtown
Farm Cottage
Jun 15 – 22
$170 per night
5.0 out of 5 average rating, 43 reviews
Guest favorite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
Mar 20 – 27
$109 per night
5.0 out of 5 average rating, 52 reviews
Guest favorite
Guesthouse in Roxbury
Modern Country
Jan 30 – Feb 6
$204 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in Sharon
Cottage with a Waterfall View
May 3 – 10
$85 per night
5.0 out of 5 average rating, 58 reviews
Guest favorite
Cottage in Bethlehem
Wood Burning Fireplace |Soaking Tub |Pet Friendly
Sep 11 – 18
$160 per night
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in Southbury
The Cottage at Cedar Spring Farm
Aug 3 – 10
$140 per night
5.0 out of 5 average rating, 52 reviews
Guest favorite
Cottage in Washington
The Cottage at Madison & Meadow Farm Washington CT
Jan 7 – 14
$246 per night
5.0 out of 5 average rating, 91 reviews
Guest favorite
Guesthouse in Southbury
The Nest. Large studio in the Woods.
Feb 26 – Mar 5
$133 per night
4.96 out of 5 average rating, 51 reviews
Guest favorite
Guest suite in Plymouth
Secluded | Cozy | Nature
Nov 1 – 8
$86 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Guesthouse in Washington
Private, cozy woodland getaway.
Jun 27 – Jul 4
$195 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Cabin in New Milford
Stylish Cabin Escape with Chef's Kitchen & Firepit
Oct 14 – 21
$400 per night
5.0 out of 5 average rating, 48 reviews

Destinations to explore

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  2. United States
  3. Connecticut
  4. Litchfield County
  5. Roxbury