
House holiday rentals in Roxbury
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Top-rated house rentals in Roxbury
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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.

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.

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.

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

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.

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.

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!

Trail Creek - ski home!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

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.

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 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
Popular amenities for Roxbury house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Sunset Treehouse

Ranch at Mendon Mt Orchards

Cozy Mountain Home at Sugarbush!

Topridge Ski-on/Ski-off | 4BR w Game Room!

Winter in Spacious Waitsfield Home w/Spa & Loft

EPIC Stowe Getaway - Great For Families & Friends

Historic Home on 17 acres of land. Go escape!
Weekly house rentals

Comfortable 3 Bedroom King size Master w/ En suite

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Relaxing Countryside Oasis!

Rural house with Horse Boarding & Riding nearby!

Charming and Centrally Located Waitsfield Home.

Modern not so tiny house

Dawnside - Green Mtns Home with White Mtns View

Glen View - your tranquil mountain getaway
Private house rentals

Modern Cabin, private, near town

Charming, Dog-Friendly Warren Village Home

Newly Renovated Home < a mile to Sugarbush

The Looking Glass, a modernistic escape

Beautiful Green Mountain Log House

Clay Brook Haus | Sauna, Wild Swimming, Shuttle

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

Stunning Mountain View Home
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $450 NZD | $465 NZD | $325 NZD | $288 NZD | $315 NZD | $338 NZD | $294 NZD | $381 NZD | $313 NZD | $361 NZD | $276 NZD | $418 NZD |
| 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 |
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 $217 NZD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Roxbury holiday 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!
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- Rentals with a fireplace Roxbury
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- House rentals Washington County
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- Okemo Mountain Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Fox Run Golf Club
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Montshire Museum of Science
- Dartmouth College
- University of Vermont
- Shelburne Museum
- Middlebury College
- Stinson Lake
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Warren Falls
- Fairbanks Museum & Planetarium
- Snow Farm Vineyard & Winery
- Quechee Gorge
- Camp Plymouth State Park




