
House holiday rentals in Roxbury
Find and book unique houses on Airbnb
Quick stats about house rentals in Roxbury

Total holiday rentals
Explore 20 holiday rentals in Roxbury

Nightly prices starting at
Roxbury holiday rentals start at $155 SGD per night before taxes and fees

Verified guest reviews
Over 800 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Roxbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Roxbury rentals

4.9 Average rating
Roxbury stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Roxbury
Guests agree: these houses are highly rated for location, cleanliness and more.

Epic Views of the Green Mountains
Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

Architectural House Prickly Mountain
This architectural showpiece is a high-concept concrete manse featuring well-designed details from FAIA Architect David Sellers, such as a curving staircase, exposed concrete structural elements, double height ceilings and open views. PLEASE READ description carefully and ask questions prior to booking. There are 3 beds, 3 baths, open floor plan kitchen, living and dining area and small grassy yard with a view, tucked away in the forest on Prickly Mountain Rd, Warren in the Mad River Valley

The Barnbrook House
Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

HYGGE HAUS - Mountain Views Minutes from Sugarbush
Beautiful custom-crafted family home secluded on three acres surrounded by farms located just minutes from Sugarbush, and both Warren and Waitsfield village. The spacious 4-bedroom home boasts marvelous mountain views, plenty of outside space, a firepit, grill, hiking & snowshoe trails, and direct access via the backyard to the groomed Ole's XC ski trails. Inside you find a gorgeous hand-built radiant stone fireplace, a fully equipped kitchen, spacious bedrooms + private loft, and fiber wifi

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub
Located just above Sugarbush village, this perfectly situated home lets you make the most of your time in Warren, VT. The 4-bedroom house sleeps up to 12 guests and is the ideal retreat for a family vacation, wedding party, or a long-term stay in the valley. It is a 5-minute walk to the Village Run ski trail. Recently renovated, we now have 2 master bedrooms each with their own en-suite bathroom. A guest bedroom with a queen bed & fireplace and a 6-person bunk room and a 3rd full bathroom.

Relaxing Countryside Oasis!
Welcome to our cozy 2BR/1BA cabin, ideal for 6 guests. Relax by the indoor fireplace or outside by the fire pit and hot tub. Listen to the stream from the patio. Fully equipped kitchen and washer/dryer for convenience. Only 10 mins from Dartmouth College and 5 mins to downtown Norwich, VT. Multiple ski resorts within 30-minutes. Perfect for a serene getaway, this cabin offers a blend of comfort, nature, and convenience, ensuring a memorable stay for family, friends, or a romantic retreat!

Stunning Views near Stowe /Mountain private home
Retreat and relax at this incredibly located & uniquely designed home nestled in the heart of ski country. This three bedroom, two bathroom vacation home is perfect for families or couples looking to enjoy Vermont's beauty and recreation. Very private location minutes to the attractions of Stowe, Waterbury and Mad River Valley. Enjoy the hiking trails very close to this cozy home or the nearby ski slopes of Stowe. Sweeping views of the mountains throughout the house. Serene and lovely.

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Captain Tom's Cabin - Secluded Vermont Getaway
Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

Wright’s Mountain Retreat
A perfect romantic getaway, this secluded property sits on a private 10-acre lot located off from a well-maintained dirt road. The home sits on an open knoll with beautiful views and surrounding pastures. Recently remodeled, it features a private indoor infrared Sauna. Cell phone service is limited but WiFi is available. Located minutes from the Wright’s Mountain / Devil’s Den Town Forest hiking trail, named a National Scenic Trail in 2018. This is a non-smoking property.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!
Popular amenities for house rentals in Roxbury
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Golf and Mountain Biking outside the door!

Mountain View Farmhouse w/ Orchard, Pool is Open!

Ranch at Mendon Mt Orchards

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Charming Barre Getaway

Charming Sugarbush Standalone Condo

EPIC Stowe Getaway - Great For Families & Friends
Weekly house rentals

Charming, Dog-Friendly Warren Village Home

Sky Zen - Ridgeline Retreat

The Looking Glass, a modernistic escape

Rural house with Horse Boarding & Riding nearby!

Clay Brook Haus: Sauna, Pvt Swimming Hole, Shuttle

Farmhouse at Stickney Farms

Mountain Home with Epic Views

Charming and Centrally Located Waitsfield Home.
Private house rentals

Modern Design Retreat: Sauna + Views Near Stowe

Cheerful, Cozy, Quiet Home near Montpelier, VT

Modern Woodland Escape w Wshr dryer and Large Yard

Cozy getaway with mountain views & chef’s kitchen

Country Farm Cottage

Mad River Magic

Green Mountain House - Breathtaking Scenic Retreat

Warren VT Chalet for Ski, Summer, and Fall Fun
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345 SGD | $646 SGD | $366 SGD | $222 SGD | $243 SGD | $261 SGD | $227 SGD | $295 SGD | $242 SGD | $279 SGD | $213 SGD | $323 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Family-friendly rentals Roxbury
- Pet-friendly rentals Roxbury
- Rentals with a fireplace Roxbury
- Rentals with a firepit Roxbury
- Rentals with a washing machine and dryer Roxbury
- Rentals with outdoor seating Roxbury
- Rentals with a patio Roxbury
- House rentals Washington County
- House rentals Vermont
- House rentals United States
- Okemo Mountain Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Killington Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Fox Run Golf Club
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Stinson Lake
- Snow Farm Vineyard & Winery
- Camp Plymouth State Park
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Fairbanks Museum & Planetarium
- Quechee Gorge
- Waterfront Park





