Holiday Rentals in Roxbury

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Holiday Rentals in Roxbury

Rustic Roxbury Ski Farmhouse with Trails!

9.6 out of 10, Exceptional, (9)
"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!

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

10.0 out of 10, Exceptional, (473)
"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

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (221)
"The Cozy Loft was the perfect place to get away from everyday work and left stressors. It provided us a place to rest and relax. It was also not far from towns to explore (great hiking, restaurants, antique shopping). Would highly recommend to others traveling to that area. "
Cozy Loft for two with Hot Tub

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

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is €457
includes taxes & fees
11 Dec - 12 Dec
Stetson Hollow Cabin by Stetson Brook

Cozy, updated riverfront home with private hot tub, gas stove & AC

9.0 out of 10, Wonderful, (49)
"Everything about this property was incredible! The calming river at night time made for a really great stay for our group’s visit for Alumni Weekend. "
Cozy, updated riverfront home with private hot tub, gas stove & AC

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (48)
"Our stay at Camp Tiger Ted was so wonderful. The amount of detail and care David put into building and now maintaining the property is second to none. The house was meticulously clean and had so many charming details. David also gave us both massages in his in home studio which waA the most relaxing way to end our stay!"
The price is €190
includes taxes & fees
4 Dec - 5 Dec
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Great 2 bedroom apartment in Downtown Waterbury

8.8 out of 10, Excellent, (25)
"Space was actually nicer than advertised and we had a great stay. Read the full description and book this place for sure, more like a 3br and its in great shape. Will stay again here for sure."
Great 2 bedroom apartment in Downtown Waterbury

The Coral Cabin

9.8 out of 10, Exceptional, (88)
"We had such a fantastic time at the Coral Cabin. Fantastic location, super cozy inside, and just loved having the fire pit as an added bonus. Dave is the nicest, it was great to meet him!! Can’t wait to come back in the future :) A+ highly recommend"
The Coral Cabin

Large multi-family ski home located on the slopes of Sugarbush Resort

10.0 out of 10, Exceptional, (21)
"We had four couples coming from four different states. Our stay was during the end of September 2024. This house has ample room both in bedrooms and living space. Super views even with leaves on the trees. We would return to this house."
Large multi-family ski home located on the slopes of Sugarbush Resort

Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

9.0 out of 10, Wonderful, (12)
"We came to see the fall colors. Great sunrise from the balcony. Quiet and peaceful. Can lights flicker, need replacement."
Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes

10.0 out of 10, Exceptional, (14)
"Excellent home for a family getaway. Clean and as described in listing. Great communication with rental management when needed. Close to swimming and downtown Waitsfield. Drivable to Burlington, Waterbury and Stowe for day trips. Would definitely book again for our family!!!"
Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes

Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access

8.8 out of 10, Excellent, (38)
"Very spacious condo, comfortable with old school charm. Basic local cable, but the Roku hook up allows you to login to any streaming service. Good location to Lincoln Peak. Only minor thing is very low water pressure in the showers, not sure the owner or manager can fix that. Check with the fitness club on closing hours if you want to use at night. Overall, good experience and the unit has an accurate description. We would come again."
Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access

Private Beach on Lake - Five (5) Bedrooms/ Four (4) Bathrooms

10.0 out of 10, Exceptional, (101)
"Fall colors were on full display in Vermont and this amazing 30 acre homestead provided a perfect 5 night stay for 7 adults. Eric and Francine are gracious hosts who provided the home’s unique history. We all enjoyed the fire pit, hot tub, sauna, pool table, fully equipped kitchen and large dining table and spacious back porch with a view of wild turkeys loitering near the private beach."
Private Beach on Lake - Five (5) Bedrooms/ Four (4) Bathrooms

Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

9.6 out of 10, Exceptional, (27)
"Absolutely perfect for our early 20s children on a ski weekend with us. Proximity to Mad River Glen cannot be beat. Great set up with bedrooms and kitchen is perfect and we loved the great room set up."
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

Beautiful lodge with furnished deck and views - near skiing

10.0 out of 10, Exceptional, (118)
"This house was the perfect place for a family gathering. It was an architectural dream! The view from the wrap around desk was amazing and the gas fireplace was warm and cozy. The kitchen was extremely well stocked--we lacked for nothing. The house itself offered rooms for large family gatherings while also offering private spaces if someone wanted some quiet time. I would definitely recommend this house to anyone who is interested. In fact, we are trying to find a time next year that we can all...
Beautiful lodge with furnished deck and views - near skiing

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

Charming cabin located one minute from the base of Sugarbush Resort

9.6 out of 10, Exceptional, (17)
"Property was very nice the area surrounding was absolutely stunning "
Charming cabin located one minute from the base of Sugarbush Resort

New Years Special 12/31-1/3

9.8 out of 10, Exceptional, (118)
"Great time"
New Years Special 12/31-1/3

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

9.8 out of 10, Exceptional, (113)
"We stayed for a small bachelor party and had a great time! Everyone had room and there was plenty to do."
Killington area home - 4-seasons & hot tub. Sleeps 12+
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 types of properties in Roxbury you may be interested in

Rustic Roxbury Ski Farmhouse with Trails!

9.6 out of 10, Exceptional, (9)
"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!

Best Western Plus Waterbury - Stowe

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Room was great, but the amount they charge is bilking. I get the leaves are pretty this time of year and you CAN charge more for your rooms, but not everyone is there for the leaves, and charging that much for a one night stay in the middle of the woods is ridiculous. "
The price is €140
includes taxes & fees
9 Dec - 10 Dec
Best Western Plus Waterbury - Stowe

Middlebury Inn

3.0 star property
9.0 out of 10, Wonderful, (1000)
"There is nothing to add."
The price is €143
includes taxes & fees
8 Dec - 9 Dec
Middlebury Inn
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.

Frequently asked questions

Can I find a holiday rental in Roxbury?

Yes, there are holiday rentals close to the most popular sights in Roxbury, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Roxbury has to offer?

Rustic Roxbury Ski Farmhouse with Trails!: This highly rated holiday home rental in Roxbury offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Roxbury?

Expedia has 6 holiday rentals for your stay in Roxbury.

What’s there to see and do in Roxbury?

Explore the area and family-friendly sights such as Rock of Ages, or get out into nature at a spot like Mad River. In the wider area, you’ll find Blueberry Lake Cross Country and Snowshoeing Center and Norwich University.

What’s a holiday rental in Roxbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roxbury. Holiday rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.