
Guest house holiday rentals in Rutland County
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Top-rated guest house rentals in Rutland County
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Peace of the Farm Guest House
Forget your worries in this spacious and serene space. Located on 57 acres of pastures, hayfields and woods, our guest house sits central on Foxcroft Farm and is situated about 800' from the main road, down the driveway past our house, barns and gardens. The farm is about 5 miles from Brandon, 3 miles to Lake Dunmore, 12 miles to Middlebury, 45 minutes to Killington or Lake Champlain ferries/ bridge to NY State. Biking, hiking, kayaking, boating, fishing, skiing, local wineries, beers, arts...

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Moon Acre Farm Green Mountain Oasis - near Okemo
Relax in the mountain stillness, overlooking a pond in a stylish studio guesthouse at Moon Acre Farm. Our guesthouse is off of the main roads, surrounded by 60,000 acres of National Forest, yet 15 miles drive to restaurants, shopping, and boating. The studio is open and spacious (900 sqft), and artistically built into the upper level of our barn to take advantage of the views of the mountains and pond. Enjoy sitting on the balcony overlooking a stream or explore the gardens and woods.

Vermont Home Central to Ski Areas-No Cleaning Fees
Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

The Black Sheep Barn
The historic Black Sheep Barn is located in beautiful Ludlow less than a mile to Okemo Mountain Resort. The renovated space formally part of the barn is located in the Village and offers a private location within walking distance to boutiques, restaurants, shopping and Dorsey Park. The guest part of the Barn is facing the large, deep, private yard and has a courtyard with a firepit exclusively for guest use. There is plenty of parking adjacent to the space.

Quiet Self Contained Apartment in Vermont Hills
Large self contained studio apartment on 30 acres of woods in Vermont's South Central skiing and hiking hills. Apartment has own entrance and has fully equipped kitchenette. Sleeps four comfortably. Very quiet at the end of a dead end road. 15 mins to Okemo, Bromley and Magic ski areas, 30 mins to Stratton, 40 mins to Killington. Extensive hiking and snowshoeing trails from the property. Charming village of Weston and Vermont Country Store 5 mins away.

Little Falls Cottage
Escape and unwind at our peaceful, romantic 2-bedroom, 1-bath cottage with private waterfall on a spring fed creek. Take a hike on our wooded 32 acres. Relax and barbecue on the deck or sit by the creek-side fire pit. Prepare a romantic dinner and spend a quiet evening in front of the fireplace or fall asleep to the sound of waterfalls. Enjoy year-round activities at nearby ski centers, lakes, and in the scenic mountains of New York and Vermont.

Quiet Couples Retreat near Killington and Okemo
Clean and comfortable rural guest house in quiet and serene setting on 68 acres of land in Plymouth on Vermont Route 100, a top 10 scenic road in the US. Only 15 minutes from Killington and Okemo and minutes from hiking, lakes, fishing, boating, swimming, and a state beach and boat landing. Historic Woodstock is 15 miles away. Guests must be 21+. Inquiries from guests with no prior reviews on Airbnb will be further screened.

Bomoseen Bungalow
Located near Lake Bomoseen and Castleton University. This is a charming upstairs apartment in a quiet, residential neighborhood. Walking distance to boat rentals and to a local country store. This apartment provides you with a cozy stay - a bedroom with a queen size bed, sofa bed, and air mattress. There is Roku television, a heat pump for air conditioning or heat, Keurig coffee maker, and more. This is a non smoking unit.

Large Loft Apartment
Large (1600 sq ft) private apartment on 132-acre property. Roomy, comfortable space with high-speed internet is ideal for a family or a couple with pets. Rural escape just steps away from the Delaware & Hudson rail trail where you can bike, walk or ski to two charming small towns. Conveniently located only 5 miles to local lakes, 20 miles to Rutland and 33 to Killington. Kitchen has all the essentials for your cooking needs.

Pretty pondside camping cabin with double bed
Enjoy the lovely setting of this cute cedar cabin on a small spring-fed pond. Semi-private, with a composting toilet in the garage. This is a wooded property, with a log home and 2 cabins. Paths all around the site are perfect for forest bathing.

Picturesque Cabin on the Mettowee
This beautiful cabin features a loft style sleeping area, full bath, full kitchen, sitting area, and incredible views of the Mettowee River. Enjoy nature just outside your door with gorgeous views of fall foliage, fishing on the river and hiking.
Popular amenities for guest house rentals in Rutland County
Family-friendly guest house rentals

Moon Acre Farm Green Mountain Oasis - near Okemo

Little Falls Cottage

Picturesque Cabin on the Mettowee

Peace of the Farm Guest House

Quiet Couples Retreat near Killington and Okemo

Vermont Home Central to Ski Areas-No Cleaning Fees

Moon Valley Country Retreat no clean fee pets yes

Bomoseen Bungalow
Guest house rentals with a patio

Moon Acre Farm Green Mountain Oasis - near Okemo

Little Falls Cottage

On farm privacy

Elegant Lakefront one bedroom cottage

Riverside Studio
Guest house rentals with a washing machine and dryer

Moon Acre Farm Green Mountain Oasis - near Okemo

Slopeside Estate Guesthouse: Ski On/Off, Hot Tub

Quiet Couples Retreat near Killington and Okemo

Vermont Home Central to Ski Areas-No Cleaning Fees

The Black Sheep Barn

Quiet Self Contained Apartment in Vermont Hills

Elegant Lakefront one bedroom cottage

Large Loft Apartment
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- Guest house rentals Vermont
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Fox Run Golf Club
- Ekwanok Country Club
- Bromley Mountain Ski Resort
- Montshire Museum of Science
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Gooney Golf
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