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Compare 222 Vacation Homes in Roxbury with updated reviews, rates, and availability.

Large, Comfortable, Retro 1970s Hillside Chalet

8.6 out of 10, Excellent, (40)
"Nice house with alot of space."
Large, Comfortable, Retro 1970s Hillside Chalet

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup

Mountain Top - Fresh Pond - Killington - Hot Tub

9.8 out of 10, Exceptional, (6)
"This property was exactly as advertised. Plenty of space for everyone to hangout and have privacy when needed. It is a quick 20 minute drive to Killington. We would definitely rent it again!"
Mountain Top - Fresh Pond - Killington - Hot Tub

Montpelier 3 bedroom house located on Terrace St a 5 min walk to downtown.

8.4 out of 10, Very Good, (5)
"This is a pleasant, pet-friendly location within walking distance of downtown Montpelier. The house is very comfortable and well equipped. It is well-suited for a stay of a week or more. My dog thought it was a great place to stay too. There were good places to walk her close to the house's location. The owner was extremely accommodating. Because of a winter storm, I was concerned about driving to the house on my scheduled start date. The owner agreed to let me check in a day early, ahead of...
Montpelier 3 bedroom house located on Terrace St a 5 min walk to downtown.

Modern Mountain Escape - minutes to town & mountains

9.8 out of 10, Exceptional, (9)
"We had an amazing stay. The owner is very nice to accommodate when needed. The property is unique and great with teenagers"
Modern Mountain Escape - minutes to town & mountains

Killington ski house

9.6 out of 10, Exceptional, (32)
"Great place, great location, great response and communication with the host, Dean. Very much appreciated. "
Killington ski house

Secluded Vermont Home with Stunning Private View! Prime Location!

10.0 out of 10, Exceptional, (11)
"Beautiful house and great views, serene and relaxing."
Secluded Vermont Home with Stunning Private View! Prime Location!

Off Grid Glamping Shed with River Access

2.0 star property
The price is SAR 244
SAR 378 total
includes taxes & fees
17 Jan - 18 Jan
Off Grid Glamping Shed with River Access

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

8.8 out of 10, Excellent, (5)
"A long-awaited get-together of high school buddies and two wives (total 5 people), along with two pups. House was exactly as described, and really beautiful. Close to Montpelier center, which has great shopping and restaurants. We also went glass-blowing (20 minutes away), and the menfolks went on a great hike with the pups. The management company was very responsive to a relatively minor household issue (top bedroom heat baseboards were not working) - they sent a specialist out, who fixed it in...
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

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

9.8 out of 10, Exceptional, (38)
"We had a wonderful visit to this house during peak fall foliage. It has great views of Mad River Valley and the Mad River ski area. You can walk to hiking trail access points. The property is private and serene, but also just a quick drive to Waitsfield. Plenty of seating in living room and for dining four group of 8. Nice, large entryway to keep gear in. Hot tub was wonderful. Our group of friends likes to cook and we really appreciated the fully stocked kitchen and grill. All the appliances,...
Ski home in the woods with a private hot tub & mountain views

Killington area home - 4-seasons & hot tub. Sleeps 12+

9.8 out of 10, Exceptional, (114)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 12+

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

9.2 out of 10, Wonderful, (66)
"Best place to visit for fall leaf peeping! Very enjoyable experience "
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (42)
"This adorable house was just right for what my family needed. The location was perfect as well- quiet and with easy access to nearby town and walking trails. We very much appreciated how the bedrooms offered plenty of privacy and the shared spaces were very nice as well— I can highly recommend! "
Beautiful 4-Bedroom Home beside Middlebury College

ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

5.0 out of 10, (2)
"My husband and I stayed here for one night during this beautiful fall season. Peter met us when we arrived and showed us around and was very accommodating. The layout of the church is wide open. With antiques, unique collectibles, and interesting artifacts that were placed to be aesthetic to the eye. Yes, there were antique knives and antique toy guns, which added to the unique character of this VRBO. The feel of the house is that it is much loved and there is much thought into what goes in it...
The price is SAR 2,815
SAR 3,603 total
includes taxes & fees
16 Jan - 17 Jan
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

Middlebury Gem open concept and 5 minutes from town

10.0 out of 10, Exceptional, (69)
"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

A peaceful luxurious retreat with stunning mountain views & nearby skiing!

10.0 out of 10, Exceptional, (93)
"We’ve been coming to this area for the last 3 years to celebrate our anniversary and this was by far the best place we’ve stayed. The listing doesn’t do the views justice. Waking up and looking out the window at the foot of the bed and seeing the sun shining on the mountains was breathtaking. I wish we had more time to stay longer. The house had everything we needed and more and the hosts were great. They reached out at the time of booking and a few weeks ahead of our trip with all the...
A peaceful luxurious retreat with stunning mountain views & nearby skiing!

Historic home on 1 acre with snowmobile trails in backyard & mountain views

9.8 out of 10, Exceptional, (18)
"My husband and I enjoyed our stay with beautiful views and off the beaten path. We were comfortable in the space and looked forward to coming back each evening after a day of exploring. Wifi worked well. Host left a helpful binder with information and recommendations. We used the kitchen, and it had the cookware we needed."
Historic home on 1 acre with snowmobile trails in backyard & mountain views

Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush

9.8 out of 10, Exceptional, (7)
"Great house with beautiful scenery! We loved this stay"
Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush

Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!

10.0 out of 10, Exceptional, (8)
"We needed a big home for our group of 9 old friends. This home was perfect for us. The property description and photos were accurate. Big windows looking out at a great view, with a nice deck too. Dining room table plenty big for all of us. Lots of room to spread out on the main floor, like when someone wanted to watch TV they could, not bothering the others. The bedrooms were very comfortable. The WiFi worked very well. The property setting was private. Its location was close enough to the...
Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill

10.0 out of 10, Exceptional, (22)
"Our family stayed at Evan's home because we were attending a wedding (conveniently up the road) at Mountain Top Resort. The home gushes with Vermont charm! It was beautifully and thoughtfully decorated which made our stay so cozy. Evan thought of everything- from exact GPS directions, to helpful notes around the home to help his guests be comfortable! Evan was very helpful at every stage of our stay! We would absolutely 100% recommend staying at Evan's beautiful home!"
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
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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Other property types in Roxbury

Rustic Roxbury Ski Farmhouse with Trails!

9.2 out of 10, Wonderful, (10)
"This is our second time staying here very accommodating for our crew and a quick response from the owner when we needed things"
Rustic Roxbury Ski Farmhouse with Trails!

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (224)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (474)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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.