
Holiday rentals in Sharon
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Top-rated holiday rentals in Sharon
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forest retreat; off-grid writers cabin
Secluded rustic charm, circa 1900 cabin in the woods getaway, spend time in nature surrounded by forest, brook, wildlife, hiking trails, fall foliage, mountain biking skiing. Sauna, Cold Plunge, Outdoor Shower & Hot Bath (seasonal) Unwind from the outside world and reconnect with your self or your loved ones and the natural world around you. Loft with real beds, well stocked kitchen, grill, outhouse, Glamping! Close to Woodstock, VT and Killington, S. Royalton, White River, Lebanon & Hanover NH
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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
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Quechee Getaway Book Your Ski Trip Now
New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.
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Private post & beam log cabin on Macintosh Pond.
Post and beam log cabin on 40 acres with large flat lawn. Sugar Shack has game room. Located on the VAST trail system. Short trail leads to the abutting MacIntosh Pond for kayaking and fishing. 1 mile to Joseph Smith birthplace. 2 miles to VT Law School. 35 minutes to Killington Ski area. Main level open concept kitchen/dining and living room. Attached appt has 2 BRs, kitchen and living area. Wi-Fi is ECFiber which is fast. Cell service can be very spotty, check with your carrier.
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The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).
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Private Oasis Under 10 Mins from Woodstock
Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres with spectacular views of Pomfret's rolling hills. The open living area features a large picture window, cozy fireplace and fully equipped kitchen. Relax on the spacious deck with dramatic views of Pomfret’s hills. Please read reviews to see what our guests love about staying here: - Beautiful location - Squeaky clean - Fully equipped kitchen - Comfortable beds - Thoughtful amenities
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Charming, Cozy Cape
Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!
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Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.
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Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.
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Rural VT Guest Suite
This guest suite is the perfect place to crash at after a long hike or ski day. It's close enough to the amenities of the upper valley (25min) while still being close enough to Killington (40min) or other smaller local mountains. Not to mention being close to South Royalton, which has some stellar food (Worthy Burger), coffee (First Branch), and beer (Upper Pass). This place is very conveniently located near an I-89 exit yet still has the beautiful ruralness that VT can offer.
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Vermont Suite @Anderson-Key Farm
Escape to the Green Mountains for a memorable getaway! Property only 2 miles off I-89 and under 30 minutes to dozens of restaurants & activities. Anderson-Key farm boasts of 18 beautiful acres complete with a pond, brook, farmhouse and barn. The Vermont Suite is a private studio apartment attached to the farm house on one level with outdoor living, gas fire pit, and dining space. NOTE: in 2025 the home exterior was changed to gray with updated new siding.
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Town’s End, a Private Retreat with Mountain Views
Welcome to Town's End, a retreat for nature lovers. Named after my father, Townsend, this custom built, six bedroom, three bath home is at the end of a private drive with mountains on one side, fields on the other, and woods behind. Enjoy the tranquility of our 260 acre estate situated between the Green Mountain and White Mountain National Forests. Town’s End will provide you with vast, open spaces indoors and out, immersing you in a nature’s paradise.
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Popular amenities for Sharon holiday rentals
Other great holiday rentals in Sharon

Stunning Hilltop Getaway- Recreational Paradise
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The Perley
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The Looking Glass, a modernistic escape
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A-Frame cabin in the woods
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A Peaceful Brookside Vermont Retreat
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Charming farmhouse on picturesque private estate
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Quechee Retreat. Close to Everything!
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Fred Eddy Farmhouse
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Destinations to explore
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Sugarbush Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Flume Gorge
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Montshire Museum of Science





