
Holiday houses in Brandon
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Top-rated holiday rentals in Brandon
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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...
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Brandon VT Near MIDD/Game Rm HikeBikeGolf Downtown
Enjoy an incredible stay at this newly renovated 1 bedroom apartment walking distance to artsy downtown Brandon VT. You will sleep soundly in the huge King over King bunkbed. Complete with kitchenette, TV sitting area, and new Barn Game Room. Easy walk to downtown breweries and restaurants. 18 min drive to Middlebury College. 30 min to Killington Mountain. Close to great State Parks, Moosalamoo Rec Area, Lake Dunmore, hiking trails, x-country skiing, snowshoeing, golf, bird watching, fishing
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My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.
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Waterfront cottage walk-out suite.
Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.
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Banjo's Cottage near Middlebury & Recreation Areas
Private getaway on our 200 acre organic farm with sunroom, wood stove, fully equipped kitchen & wifi. Level 2 EV charger. Walk to Fern Lake, hike/ski/bike our woods trails, explore Moosalamoo Recreation Area by foot, bike or kayak. Canoe Lake Dunmore, swim Silver Lake. 15 minutes to the Rikert Nordic Center, Blueberry Hill, and Middlebury Snow Bowl; an hour to Killington, Sugarbush & Mad River ski areas. Easy access to Middlebury College, golf courses, local breweries & top tier restaurants.
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Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses
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The Swallows Nest in a wildlife preserve
NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.
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Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.
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Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*
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One Room School House. No Cleaning Fees!
Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace. Off-street parking. High speed internet and 65 inch Roku TV with surround sound. Three season screened porch. Also, we have recently introduced a NO CLEANING FEE policy as our way of saying "Thank You" for respecting our property and guidelines.
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Convenient Vermont Getaway
Conveniently located near the top ski and mountain bike attractions, incredible trails, resorts, and the towns of Woodstock, Middlebury, Killington, Pico, and Rutland. This historic property has been in existence since 1832 and has been lovingly maintained with a backdrop of the Adirondacks beyond the picturesque pasture. This one bedroom apartment is located downstairs in the two story duplex.
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Cute, Renovated Home on River, Walk to Downtown
Enjoy a unique stay in our renovated 165-year-old home while also enjoying small-town charm in Brandon, Vermont. Our 3-bedroom, riverfront home offers two, separate living spaces, air conditioning, a full kitchen, and a washer and dryer. For après ski, après hike, or après anything, walk downtown and enjoy the quaint, local restaurants and shops of Brandon.
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Popular amenities for Brandon holiday rentals
Other great holiday rentals in Brandon

Green Mtn. Treehouse/w Hot tub
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Off Grid Romantic Cabin near Sugarbush ski resort
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The Looking Glass, a modernistic escape
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1820 Federalist Farmhouse
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Romantic Retreat, Hot Tub, near Killington Mtn
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Sauna @ Vermont Alpine Cabin
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Alpine Reflection + Hot Tub
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Hot Tub|Sauna|Relax! 5 mins to downtown Killington
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Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- Buffalo Holiday rentals
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Killington Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Dartmouth College
- Gore Mountain
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- University of Vermont
- Fox Run Golf Club
- Middlebury College
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Emerald Lake State Park
- Trout Lake





