Holiday rentals in Sharon

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Top-rated holiday rentals in Sharon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A rustic cabin is nestled among the trees, showcasing its wooden exterior and a metal roof. Tall windows allow natural light to fill the space. Surrounding greenery, including ferns and bushes, adds to the secluded atmosphere. A stone wall and picnic table can be seen in front.
Cabin in Sharon
4.93 out of 5 average rating, 303 reviews

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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Top guest favourite
Home in Woodstock
4.99 out of 5 average rating, 170 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

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Top guest favourite
The bright kitchen showcases a spacious island with seating for four at sleek, modern bar stools. Stylish pendant lights hang above, and large windows provide natural light. Ample cabinetry lines the walls, with contemporary appliances positioned for easy access.
Home in Hartford
4.94 out of 5 average rating, 133 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.

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Guest favourite
A post and beam log cabin is shown with a red metal roof, featuring multiple covered balconies on the upper level. The expansive lawn in front is framed by trees, with a clear blue sky above. The cabin is nestled in a secluded area, enhancing privacy.
Cabin in Barnard
4.83 out of 5 average rating, 18 reviews

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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Top guest favourite
A modern kitchen is showcased with sleek cabinetry and a vibrant red stove. Natural light flows through large sliding glass doors, illuminating a dining area with a contemporary light fixture and a glass-top table surrounded by four chairs, enhancing the open layout.
Home in Sharon
4.99 out of 5 average rating, 134 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).

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Top guest favourite
A bright living area is illuminated by large picture windows showcasing panoramic views of rolling green hills. Comfortable seating arrangements include a sofa and armchair, positioned around a wooden coffee table. A cozy fireplace and a projector screen are visible, enhancing the inviting space.
Home in Pomfret
4.98 out of 5 average rating, 169 reviews

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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Top guest favourite
A dining area is seen through an open doorway, featuring a wooden table surrounded by six chairs. Warm lighting is provided by a chandelier above, while a bowl of flowers centers the table. A patterned rug lies beneath, and cabinetry is visible in the background.
Home in Hartford
4.98 out of 5 average rating, 178 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!

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Top guest favourite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 469 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.

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Top guest favourite
A vibrant garden features an array of yellow daffodils and blooming flowers, extending towards the grassy area. In the background, a charming cottage with a brown roof is nestled among lush trees under a clear blue sky, creating a serene country setting.
Cottage in Tunbridge
4.98 out of 5 average rating, 127 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.

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Top guest favourite
A well-lit guest suite features a spacious bed neatly made with white linens and decorative pillows. Two large windows on either side allow natural light to enter, while a small table with a flower vase sits by one window. A cozy area rug adds warmth to the wood floor.
Guest suite in Sharon
4.98 out of 5 average rating, 66 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.

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Top guest favourite
A cozy sleeping area features a spacious bed adorned with a colorful quilt and decorative pillows. Natural light enters through two windows with wooden blinds, creating a warm atmosphere. The room is accentuated by a green wall and stylish wall sconces.
Flat in Sharon
4.97 out of 5 average rating, 94 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.

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Top guest favourite
Home in Tunbridge
4.94 out of 5 average rating, 121 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.

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Popular amenities for Sharon holiday rentals