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Compare 288 Vacation Homes in Roxbury with updated reviews, rates, and availability.

Modern farmhouse in classic VT orchard setting - stunning sunsets & location

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great, spacious home in a classic Vermont setting. Beautiful views. Easy access to the cute towns of Vergennes, Middlebury, and Bristol."
Modern farmhouse in classic VT orchard setting - stunning sunsets & location

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

9.0 out of 10, Wonderful, (11)
"This was our first weekend stay in Vermont and it was great! I could definitely see us staying here again."
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (32)
"Awsome place to stay for a week! "
The price is AED 514
AED 1,810 total
includes taxes & fees
1 Jun - 2 Jun
Spacious country home, beautiful sunsets, 40 acres

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
10.0 out of 10, Exceptional, (7)
"Absolutely the best hosts! Easy to work with. Quick responses to questions. Very accommodating. Beautiful setting. Perfect getaway. The goats were great barn-mates! Outdoor fire pit was perfect! Highly recommend!"
The price is AED 441
AED 576 total
includes taxes & fees
1 Jun - 2 Jun
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Cozy Tiny Home in charming Bristol VT, close to major ski areas

10.0 out of 10, Exceptional, (4)
"Great spot for 1-2 people and maybe a child. It was clean and affordable and had everything you need. "
The price is AED 312
AED 638 total
includes taxes & fees
1 Jun - 2 Jun
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Off Grid Glamping Shed with River Access

2.0 star property
The price is AED 239
AED 370 total
includes taxes & fees
1 Jun - 2 Jun
Off Grid Glamping Shed with River Access

Large, Comfortable, Retro 1970s Hillside Chalet

8.8 out of 10, Excellent, (47)
"Great place in a great area. "
Large, Comfortable, Retro 1970s Hillside Chalet

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (49)
"I can’t thank Susannah enough for the warm welcome, sparkling clean property, and easy check in/out process. Highly recommend this stay!!!! "
Beautiful 4-Bedroom Home beside Middlebury College

Cute, Renovated Historic Home on River, Walk to Downtown

9.6 out of 10, Exceptional, (9)
"I really enjoyed my month here in Brandon and 19 River. I would stay here again!"
Cute, Renovated Historic Home on River, Walk to Downtown

Ski home in the woods with a private hot tub & mountain views

9.8 out of 10, Exceptional, (43)
"Great time with 2 families with 4 kids. "
Ski home in the woods with a private hot tub & mountain views

Downtown Middlebury River House

Downtown Middlebury River House

Centrally Located w/ easy access to Stowe and MRV

10.0 out of 10, Exceptional, (27)
"We had an excellent stay! The house is beautiful, very clean, and well appointed — and has an amazing view of the mountains! It was a great stay and we highly recommend!"
Centrally Located w/ easy access to Stowe and MRV

Guest House surrounded by national forest

10.0 out of 10, Exceptional, (1)
"Beautiful house. Spectacular setting. Terrific hosts. "
Guest House surrounded by national forest

Spectacular home on 60 acres, swimming pond & trails, pet friendly + EV charger

10.0 out of 10, Exceptional, (29)
"The house was very warm and cozy, perfect for family members to spend time together."
Spectacular home on 60 acres, swimming pond & trails, pet friendly + EV charger

Middlebury Gem open concept and 5 minutes from town

10.0 out of 10, Exceptional, (71)
"Our second time staying here and once again it did not disappoint. Great location, spacious, and clean with all the amenities! Our family had a blast "
Middlebury Gem open concept and 5 minutes from town

Killington ski house

9.4 out of 10, Exceptional, (35)
"Property owner was excellent! We enjoyed our stay."
Killington ski house

FiddleHead Lane-Near Killington, Fireplace, Grill

10.0 out of 10, Exceptional, (3)
"My family of 8 stayed here for a ski vacation, and we loved it. Everything from the comfy beds, well equipped kitchen, space for ski equipment, and room for all of us to be together was perfect!! The hosts were Amazing! "
FiddleHead Lane-Near Killington, Fireplace, Grill

1 Mi to Sugarbush Resort: Dog-Friendly Home!

9.4 out of 10, Exceptional, (3)
"Great place"
1 Mi to Sugarbush Resort: Dog-Friendly Home!

Classic Vermont Farmhouse near Sugarbush Resort

9.8 out of 10, Exceptional, (36)
"A perfect location for family weekend at Norwich University! We fit a family of 7 and all slept comfortably, lounged in the living room, or gathered in the spacious kitchen where I cooked and baked all weekend. We will definitely stay again!"
Classic Vermont Farmhouse near Sugarbush Resort

Ski/MTB Sleeps 20 home w/ mountain views near Killington/Woodstock. Rent 2 units

10.0 out of 10, Exceptional, (1)
"Loved the stay. Very clean and welcoming. Host was great with communication and accommodation. "
The price is AED 882
AED 2,703 total
includes taxes & fees
3 Jun - 4 Jun
Ski/MTB Sleeps 20 home w/ mountain views near Killington/Woodstock. Rent 2 units
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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