
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
ValueLocationWalkability
4.93 out of 5 average rating, 304 reviews
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
FamilyValueHiking
4.99 out of 5 average rating, 170 reviews
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.
LocationValueHiking
4.94 out of 5 average rating, 133 reviews
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).
LocationValueHiking
4.99 out of 5 average rating, 136 reviews
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!
FamilyValueOutdoor spaces
4.98 out of 5 average rating, 179 reviews
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.
LocationFamilyView
4.97 out of 5 average rating, 471 reviews
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.
LocationBack gardenBathroom
4.98 out of 5 average rating, 128 reviews
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.
ValueLocationHeating
4.98 out of 5 average rating, 66 reviews
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.
FamilyValueSleep quality
4.97 out of 5 average rating, 95 reviews
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.
LocationValueAir conditioning
4.94 out of 5 average rating, 121 reviews
Scandinavian design Chalet hiking trail + hot tub
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.
LocationValueGetting around
4.94 out of 5 average rating, 228 reviews
Modern chalet with stream and firepit
Bring the whole family to this great place with lots of room for fun inside and out.. Sits on 10 acres overlooking the beauty of the green mountains of Vermont. Comes with your own private stream on the property. Close to South Royalton and Woodstock for shopping and dining . Hiking and mountain biking trails nearby in the summer and skiing at Killington in the winter. Gourmet kitchen with Wolf stove and grill makes big breakfasts a breeze.
FamilyLocationHospitality
4.96 out of 5 average rating, 52 reviewsPopular amenities for Sharon holiday rentals
Other great holiday rentals in Sharon

Private post & beam log cabin on Macintosh Pond.
LocationFamilyGetting around
4.83 out of 5 average rating, 18 reviews
Stunning Hilltop Getaway- Recreational Paradise
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A-Frame cabin in the woods
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The Perley
ValueLocationSkiing
4.96 out of 5 average rating, 85 reviews
2 Min Walk to Woodstock Village Mountain Views
FamilyLocationParking
5.0 out of 5 average rating, 30 reviews
Quechee Retreat. Close to Everything!
LocationFamilyComfort
5.0 out of 5 average rating, 30 reviews
Modern Lakehouse on Mascoma
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5.0 out of 5 average rating, 4 reviews
Luxury Tiny Home + Hot Tub VT
LocationValueAccess
4.96 out of 5 average rating, 99 reviewsDestinations 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
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort
- Killington Resort
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort





