
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$25,093 GYD per night before taxes and fees

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Over 800 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

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.

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.

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 peaceful Vermont retreat in the heart of the Mad River Valley. Secluded 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, or fly fishing the nearby Mad River. After a day of adventure, enjoy local valley dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow us at @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!

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.

Dramatic Views at the Above the Clouds Guesthouse
As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike!
Popular amenities for Roxbury house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Steps to Golf and Mountain Biking

Mountain View Farmhouse w/ Orchard, Pool is Open!

CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill

Ranch at Mendon Mt Orchards

Peak Waitsfield VT Spacious Home w/Pool & Spa

Charming Sugarbush Standalone Condo

Private 3 Acre Forest Retreat | Trails Pool Fire
Weekly house rentals

Modern Design Retreat: Sauna + Views Near Stowe

Perry Pond House

Country Farm Cottage

Fred Eddy Farmhouse

Lakewood Bungalow & Sauna

Waterfall Oasis with Large Deck

Mountain view house

Romantic Retreat, Hot Tub, near Killington Mtn
Private house rentals

Newly-Built A-Frame w/ Hot Tub & Sauna

Boutique Vermont Friends Farmhouse Fully Remodeled

Private Family Ski Lodge with hot tub!

Golden Hour on Lake Dunmore; Near Middlebury

Peaceful, cozy pet-friendly home, fiber-optic wifi

Hot Tub + Gorgeous Views - Green Mountain Getaway

Skye Ridge Lodge: Private Hot Tub, Open Concept

The Treehaus midcentury retreat + Mad River access
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,833 GYD | G$104,556 GYD | G$59,179 GYD | G$35,967 GYD | G$39,313 GYD | G$42,241 GYD | G$36,804 GYD | G$47,677 GYD | G$39,104 GYD | G$45,168 GYD | G$34,503 GYD | G$52,278 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 |
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- Rentals with a patio Roxbury
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- Rentals with a fire pit Roxbury
- Family-friendly rentals Roxbury
- Rentals with outdoor seating Roxbury
- Pet-friendly rentals Roxbury
- Rentals with a fireplace Roxbury
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- Okemo Mountain Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Stowe Mountain Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- Montshire Museum of Science
- University of Vermont
- Stinson Lake
- Warren Falls
- Camp Plymouth State Park
- Shelburne Museum
- Elmore State Park
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium
- Quechee Gorge
- Waterfront Park





