
House vacation rentals in Roxbury
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Quick stats about house rentals in Roxbury

Total vacation rentals
Explore 20 vacation rentals in Roxbury

Nightly prices starting at
Roxbury vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Roxbury vacation rentals include wi-fi 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

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

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.

Sunny Retreat, Mountain Views on 4 Private Acres
Incredible views from this fantastic house set on 4 acres central to all activities in the Valley - hiking, biking, skiing, fun at the river. A mile to downtown Waitsfield for groceries, shopping, etc. The house gets tremendous sun and all rooms have an exceptional view of the mountains and the valley, which are spectacular year round. The kitchen has everything you need for cooking, and there’s also a gas grill. Spend the day out exploring and then relax on the deck!

Secluded Mad River Valley Cabin: Chef’s Kitchen
Discover a private Vermont retreat in the heart of the Mad River Valley. Shielded in the pines, our well-appointed cabin offers a quiet escape within a scenic 25-minute drive to Sugarbush and Mad River Glen. It’s an ideal base for skiing, hiking, swimming holes or fly fishing the nearby Mad River. After a day of adventure, enjoy local dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow @mrvstays

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!

Mad River Lookout
A unique way to experience Vermont and the Mad River Valley. This two floor deck house on 2+ acres offers mountain views, welcoming spaces and picturesque surroundings. An excellent match for skiers, hikers, as well as those looking simply to detach and unwind. A king sized sleigh bed in the master bedroom with views to the mountains, and sleeps 7 overall. 15 minutes to Sugarbush, Mad River Glen and The Long Trail. 35 minutes to Stowe Village.

Cozy Hideaway w Hot Tub — Bike, Hike, Play & Relax
Welcome to our lovely 1865 Waterbury Village Hideaway. We are located 1/2 mile from the very best Mountain Biking trails, less than 1 mile to great food and beer, access to more than 7 Ski Resorts, including Stowe, Sugarbush & Killington, and 30 minutes from Burlington and the Waterfront. Use this Hideaway to take advantage of everything Vermont has to offer and relax in the soothing waters of our Hot Tub at the end of the day.

Dramatic Views at the Above the Clouds Guesthouse
Perched at the top of the world with a sweeping 180° view of Vermont's tallest mountains, the stand-alone Above the Clouds Guesthouse — featured in Condé Nast Traveler — is a peaceful, impeccably crafted retreat for up to six. You'll come for Vermont's skiing, hiking, and outdoor adventures, all just minutes away, but the peace and beauty here may make you never want to leave.
Popular amenities for Roxbury house rentals
House rentals with a pool

Charming Sugarbush Standalone Condo

Charming Barre Getaway

Mountain View Farmhouse w/ Orchard, Pool is Open!

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

Luxury Condo Tucked in the Heart of Killington

Ranch at Mendon Mt Orchards

Golf and Mountain Biking outside the door!

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

Vermont private retreat with gorgeous views.

The Willow House: a Modern Vermont Retreat

Cozy 3 BR ski town home tucked away retreat

Mountain Home with Epic Views

Sky Zen - Ridgeline Retreat

Rural house with Horse Boarding & Riding nearby!

Charming and Centrally Located Waitsfield Home.

Jarvis Cottage at Stickney Farms
Private house rentals

Country Farm Cottage

Romantic Retreat, Hot Tub, near Killington Mtn

Single-Level Home • Trails, River & Family Fun

Green Mountain House - Breathtaking Scenic Retreat

Charming, Dog-Friendly Warren Village Home

Uniquely Designed Escape-Near Waterbury and Warren

Mountain Retreat, Minutes from Sugarbush Resort

FULL HOUSE w/HOT TUB - Waitsfield Common
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 981 | ﺩ.ﺇ 1,836 | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 727 | ﺩ.ﺇ 602 | ﺩ.ﺇ 632 | ﺩ.ﺇ 646 | ﺩ.ﺇ 837 | ﺩ.ﺇ 687 | ﺩ.ﺇ 793 | ﺩ.ﺇ 606 | ﺩ.ﺇ 918 |
| 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
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- Okemo Mountain Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Killington Resort
- Stinson Lake
- Montshire Museum of Science
- Snow Farm Vineyard & Winery
- Camp Plymouth State Park
- Warren Falls
- Shelburne Museum
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Quechee Gorge
- Fairbanks Museum & Planetarium
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Dartmouth Skiway





