
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 G$22,965 GYD 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

Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

The 1919 Mountain Farmhouse, new hot tub and patio
Welcome to your charming mountain getaway—The 1919 Mountain Farmhouse! Located just 10 minutes away from Montpelier and 40 from Stowe proper, this newly renovated 1919 farmhouse comfortably sleeps 8 and is the perfect choice for a relaxing stay. Nestled among quiet farmland, you and your guests will enjoy sipping coffee/wine on the back deck with full mountain views. After a fun day enjoying local trails, shops, mountains, and more—a table inside or outside awaits a meal to be shared with all.

Bill’s Barn Rochester Vermont 3 Bdrm entire house
Our place is a 1980's barn/woodshop that never housed animals that has been converted into a lovely three bedroom home.We are 20 minutes from Rikert 2019 hosts of the Bill Koch Festival and the Middlebury College Snow Bowl.The place is light and airy with southern and eastern sun.The main living room has 13 foot ceilings with lots of couches, arm chairs and places to hang out, read and or relax.We are in the heart of the Green Mountains with skiing and colleges, an easy drive from the house.

Mid century modern gem with views of Sugarbush
Wake up to stunning views of Sugarbush in this “Flat Roof A-Frame". Four bedrooms, a sleeping loft, three bathrooms, two living rooms, a dining room, a newly renovated kitchen, a desk area with wifi, two decks (one w/gas grill), and a laundry room/game room provide plenty of space for family gatherings. Located 3 minutes from town. Not suitable for small children/toddlers or guests with mobility issues. During summer we are only renting out 6+ night rentals with changeovers on Friday.

Kendall Brook Lodge
Kendall Brook Lodge is a beautiful, private, Vermont ski house located in Granville only 15 minutes from the ski slopes of Sugarbush Ski Resort and 10 minutes to Warren Village. This 4 bedroom, 2 bath property boasts breathtaking views from the large deck with brand new Nordic hot tub, BBQ grill, Solo Stove and plenty of Adirondack chair seating. The old wooden beams and rustic architecture along with plenty of natural light from the many windows gives this space a warm and cozy feel.

Home on Flower Farm near VT’s best skiing & brews!
Country setting adjacent to a flower farm only 3 minutes off 89 perfectly nestled between mountains that boast hiking, skiing and mountain biking and the best of Vermont's brewery and restaurant scene. 20 minutes to Sugarbush and Mad River Glen, 30 minutes to Stowe and 25 minutes to Bolton Valley (night skiing!). With Waitsfield and Waterbury being less than 10 minutes away, it's an easy drive to two of the finest breweries, Lawsons and Prohibition Pig, that Vermont has to offer.

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.

Forest Hideaway
Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails are nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.

Vermont Highland
Large private home built in 1890. Stained glass windows, pocket doors. 4 bedrooms, 9 beds ...two of the bedrooms have 1 queen and a daybed with trundle, third bedroom has 1 queen and fourth bedroom has a daybed with a trundle (this room is still awaiting some floor work but is function-able for sleeping) and a full size couch can be used as well in the TV room which has doors for privacy. Sleeps 12 people comfortably. Automatic thermostat

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

Mountain View Farmhouse w/ Orchard, Pool is Open!

Charming Barre Getaway

Charming Sugarbush Standalone Condo

EPIC Stowe Getaway - Great For Families & Friends

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

Ranch at Mendon Mt Orchards

Luxury Condo Tucked in the Heart of Killington

Golf and Mountain Biking outside the door!
Weekly house rentals

Rural house with Horse Boarding & Riding nearby!

Sky Zen - Ridgeline Retreat

Jarvis Cottage at Stickney Farms

Charming and Centrally Located Waitsfield Home.

Charming 5 BR ski town home near shops and dining

Scandi Cabin•Walk to Blueberry Lake + Fall Foliage

Country Farm Cottage

Classic Mountain Ski Lodge @ Sugarbush
Private house rentals

Great find for Summer fun. Dogs allowed (2 max)

The River House in Warren Village

Charming, Dog-Friendly Warren Village Home

Boutique Vermont Friends Farmhouse Fully Remodeled

Warren Cabin-Minutes from Sugarbush & Warren Falls

Unique Waitsfield house minutes from Sugarbush

Wood's Haven

Uniquely Designed Escape-Near Waterbury and Warren
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,743 GYD | G$104,387 GYD | G$59,083 GYD | G$41,337 GYD | G$34,239 GYD | G$35,909 GYD | G$36,744 GYD | G$47,601 GYD | G$39,041 GYD | G$45,095 GYD | G$34,448 GYD | G$52,194 GYD |
| 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
- Bolton Valley Resort
- Dartmouth College
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Killington Resort
- Stinson Lake
- Montshire Museum of Science
- Snow Farm Vineyard & Winery
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Cold Hollow Cider Mill
- Quechee Gorge
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates





