
House holiday rentals in Roxbury
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Top-rated house rentals in Roxbury
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Popular amenities for house rentals in Roxbury
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
Very nice place easy access to routes 4 and 100 with plenty of things to do

Ranch at Mendon Mt Orchards
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

SugarBear- Pool, AC, Sauna, Gym, Tennis!
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.

Charming Barre Getaway
This was a very beautiful Airbnb made very comfortable by Karen the host. Everything you could ever want or need on vacation was in this home. It was so comfortable and clean one of the best Airbnb‘s that my family has ever stayed in. We will recommend it to other family members that may be visiting the area as we have moved out of state . I recommend this to anyone looking for a wonderful peaceful place to stay enjoying Vermont in any season! The care that was taken in this beautiful home has inspired us to look into staying at Karen‘s Airbnb in Burbank California when we visit our son. This is way beyond five stars.!

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak
This place was perfect for our family of three for a long weekend. The room had everything we needed and the views of the village from the balcony were amazing. Lots to do in the village and plenty more just a short drive down the road to Stowe. We’d love to come back in the summer when there are more outdoor activities available.

The Vista - 180º Mt. views w/Pool 12min to Stowe
Look no further if you're traveling with toddlers—this Airbnb is a dream for families! The location is perfect: tucked just outside of Stowe, it offers peaceful country vibes, a spacious backyard, and stunning mountain views from every window—all while being just a short drive from town. What really sets this home apart is how toddler-friendly it is. It's a BabyQuip heaven—stocked with everything from a high chair and nugget couch (iykyk!), to Fisher Price Little People toys, coloring supplies, a train set, games, and more. Our toddler had a blast and was perfectly content spending evenings at the house, thanks to the endless entertainment options. The host went above and beyond—the home was spotless, and the kitchen was fully equipped with all the essentials. Highly recommend for any family looking for a relaxing, kid-friendly escape in Vermont!

Charming Sugarbush Standalone Condo
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

EPIC Stowe Getaway - Great For Families & Friends
weekend family trip for 6 of us and our dog(4 adults and 2 kids), plenty of space for everyone, and much larger than I expected! we enjoyed cooking in the well stocked kitchen, playing board games on the large dining room table, swimming in the pool and soaking in the hot tub, wrapping the nights up with a movie on their Roku TV! Kristin was very responsive in her communication, we had a lovely time and would love to plan future trips here again!
Weekly house rentals

Modern Cabin, private, near town
Barbara's house was truly one of a kind—if we could give it six stars, we would! Every detail was thoughtfully designed, from the heated floors and cozy beds to the warm wood-burning stove. The huge windows perfectly framed the mountains, giving us breathtaking views from every room. The artwork added a unique touch, and the location near skiing made our stay even more special. An unforgettable experience! We were so sad to leave.

Secluded Log Cabin with Unrivaled Views!
This place is beautiful! Nothing tops getting to sit out on the balcony and see all the mountains and trees! Just an absolutely amazing view. The house is very well kept and feels both cozy and spacious. The kitchen is stocked with all the utensils and appliances you’ll need and it’s large enough for everyone to stand around in while someone cooks. The couches in the living room are so comfy and great to relax on. There’s a general store about a mile and a half away that’s a really nice walk if you don’t mind going downhill and uphill. Overall, just a lovely space for hanging out and we all really enjoyed everything it had to offer!

'Simple Sage' Historic VT Farmhouse
The cottage is sooo nice and full of all necessary amenities. We loved the interior design, decor and all the puzzles. The beds were huge, rooms are really big too and the whole place is very clean. Loved staying there

Wood's Haven
We had a lovely stay. The house was clean and had everything we needed. One nice add on was the fresh syrup you could purchase from their maple syrup business! The living space was homey and worked well with children. The views were spectacular and it's only 6 minutes from White River Disc golf and playground! We checked out VINS (a recommendations of Al's on the way home) and it was also a hit! Would recommend!

Cozy getaway with mountain views & chef’s kitchen
The bunny slope was the perfect location for our 10 day stay in MRV. It had all the amenities needed to make us comfortable for the week and the accommodations were spacious. The kids loved playing in the backyard in the 20+ inches we received during our stay! The home has beautiful windows and views of the backyard where we could watch them! 😉. We loved the fondue pot and made several meals in the chefs kitchen. We all loved the artwork in the home and the little bunny decorations. The kids made a fun game of finding them all. Rose and Jake were extremely responsive and provided a very thorough house guide with all of the information we needed. We would love to come back and enjoy this house in another season. The blueberry lake area is gorgeous.

Warren Village Historic Farmhouse
Great little house in the serene village of Warren. Walkable to Pitcher Inn Tavern and to the village store. Very quick ride to Sugarbush for skiing!

Waterfall Oasis with Large Deck
Wonderful house in an amazing location, secluded with a large deck and a waterfall in back yard, close to groceries, restaurants, coffee, trails and a lake. The house is spacious, full of character, sparkling clean, and well stocked up with food items & toiletries. Truly a hidden gem!

Peaceful, cozy pet-friendly home, fiber-optic wifi
Wonderful place-serene, quiet, near blueberry lake trails and close to Warren. Important to read instructions before arriving as there is no service in the area until you sign into their wifi (their wifi was great). I was foolish to not think ahead on how remote we were. We took some walks and visited blueberry lake with the dog. She didn't want to leave. Clean, cute, cozy and just what we needed for the weekend! Tara was super accommodating and very responsive!
Private house rentals

Modern Dwell Home +Sauna between Stowe/Waterbury
Fabulous stay. Amazing home that we didn’t want to leave! Loved the kitchen and Sonos surround sound. My 2 kids had a blast playing outside in the snow. Hayden was a great host and has a truly unique place. Would love to see it in the summer!

Beautiful Green Mountain Log House
This cabin is the perfect VT log cabin retreat. My family and I stayed three nights this past weekend and loved it the minute we walked in. Rustic but with. modern appliances and amenities and tons of charm. The giant stone fireplace was not only beautiful but really helped heat the space well. As in any log cabin, there are some drafty spots, but the heat works well and there are lots of cozy blankets if you catch a draft. There is no heat upstairs and I was a bit worried about that as it was in the teens when we arrived, but the heat from downstairs does help upstairs and there are tons of blankets in each room. Great sleeping conditions! The house was stocked with all the basics and any items you may have forgotten. The whole cabin was spotless and well maintained. Surrounded by lots of woods it is a very peaceful spot and a convenient drive to Sugarbush. Stephen was very responsive and friendly and accommodated us when we needed a later check out time.

Perry Pond House
Great place. Nice location.

Rivertop Retreat- Hot tub, Riverwalk!
My friend and I needed a night to escape traffic & the busy life. We had such a great experience here! It's in a great location, walking distance to the river. Super close to the covered bridge and waterfall. The rooms are clean and adorable, the yard is comfortable and the hot tub was perfection! We will be here again!

Romantic Retreat, Hot Tub, near Killington Mtn
The perfect place to stay on a ski vacation! 15 minutes from Killington with a hot tub in picturesque scenery to unwind after the day while looking at the stars.

The Treehaus midcentury retreat + Mad River access
This was our second year at the Treehouse. The home was clean and the beds were comfy. The outdoor space is amazing, large yard with a fire pit and the river in the back. Truly appreciate that our dogs are welcome, they love it there as much as we do! The host is great and very responsive. Looking forward to going back again!

Classic Mountain Ski Lodge @ Sugarbush
Overall great place. Driving to their house was a little rough unless you went a longer way due to a steep and muddy/bumpy road but once there it was great. Great views and fireplace in living room was where we spent most of our time. Highly recommend.

Classic Ski Chalet minutes from Sugarbush
This is a lovely remodeled chalet that is close to Sugarbush Resort. Everything worked fine. It was clean. it was perhaps a bit smaller than what I thought it might be from the pictures but perfectly adequate. The lot is dark and in the trees which was fine. Susan gives a lot of info about the area and the house (including the neighbor's friendly cat).
Quick stats about house rentals in Roxbury
Total rentals
20 properties
Nightly prices starting at
₹10,413 before taxes and fees
Total number of reviews
680 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Sugarbush Resort
- Okemo Mountain Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Cochran's Ski Area
- Fort Ticonderoga
- Autumn Mountain Winery
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Mt. Eustis Ski Hill
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Fox Run Golf Club
- Ethan Allen Homestead Museum
- Killington Adventure Center
- Lincoln Peak Vineyard
- Burlington Country Club
- Storrs Hill Ski Area
- Lucky Bugger Vineyard & Winery
- Montshire Museum of Science
- Whaleback Mountain