Holiday rentals in Hebron

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Top-rated holiday rentals in Hebron

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Guest favourite
A cabin made of wood features a covered front porch, surrounded by vibrant autumn foliage. A hammock can be seen hanging between the trees, alongside a picnic table. A carpet of fallen leaves enhances the natural setting, while tall trees provide a shaded atmosphere.
Tiny home in Granville
4.96 out of 5 average rating, 134 reviews

Gristmill Cabin overlooking peaceful brook.

This is a double lofted cabin with room to sleep 4. It has beautiful covered front porch. The space is wooded and completely shaded, overlooking a beautiful babbling brook. There is a fire pit (wood provided), charcoal grill, hammock, picnic table, 5 gallons of water for basic washing, solar lights and composting outhouse toilet outside. We also now have a propane heater inside. It is close to the road but tucked away and hidden by the trees. Perfect spot to get away from the hustle! No electric

Top guest favourite
A fire pit surrounded by several Adirondack chairs is positioned on a grassy area. In the background, a warmly lit cabin is visible among the trees, with a winding gravel driveway leading up to it. The scene is set in a peaceful, wooded environment.
Cabin in Rupert
4.99 out of 5 average rating, 111 reviews

Elegant & Rustic VT Cabin - A Peaceful Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

Top guest favourite
A winter landscape is depicted, showing a house surrounded by snow-covered trees. Steps lead down from the house towards the water, which is also blanketed in snow. The warm glow of the house's lights contrasts with the cool white surroundings.
Cabin in Poultney
4.93 out of 5 average rating, 360 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Top guest favourite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guest house in Granville
4.91 out of 5 average rating, 952 reviews

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.

Top guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 299 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Top guest favourite
An outdoor fire pit area is surrounded by large, flat stones, with two red Adirondack chairs and a small table positioned nearby. Lush green grass leads to a distant wooden cabin under a partly cloudy sky, enhancing the serene landscape.
Cabin in Granville
4.96 out of 5 average rating, 118 reviews

Mountain Cabin on 56 ac outdoor hot tub Hebron, NY

Beautiful new construction on 56 rolling acres in Hebron/Granville, NY. Fabulous views of the Green Mountains of Vermont. Walking trails on upper and lower plateaus. Unwind from your hectic life in this reader friendly quiet retreat with your own personal surroundings. You will be the only occupants during your stay. Year-round hot tub, cornhole, fire pit with seating. Starlink installed on roof. Wi-Fi works fine, no PW required, phones and laptop auto connect to access the internet.

Guest favourite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 726 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Top guest favourite
A serene landscape of a tranquil pond reflects a historic red building surrounded by trees adorned with golden foliage. Gentle hills rise in the background, while the sky displays a mix of light and shadow, creating a peaceful atmosphere.
Cottage in Pawlet
4.92 out of 5 average rating, 210 reviews

The Smithy Cottage at Consider Bardwell Farm

The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.

Top guest favourite
Flat in Poultney
4.94 out of 5 average rating, 373 reviews

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Top guest favourite
A spacious room features dark blue walls and ample natural light from large windows. A cozy bed is complemented by a comfortable seating area with a sofa and armchair. A wooden coffee table holds flowers, and wall art adds character to the space.
Guest suite in Salem
5 out of 5 average rating, 100 reviews

Suite on Salem

Keep it simple at this peaceful and centrally-located place. Walking distance to Salem Central, Fort Salem Theater, the Historic Salem Courthouse, Jacko's, Salem Art Work, On a Limb Bakery, and more. Come stay in our secure 2-room suite plus bathroom with a separate entrance uniquely filled with local art and antiques. Includes cube-sized refrigerator, coffee maker, and microwave for use.

Guest favourite
A bright sunroom features large windows and a vaulted ceiling, allowing natural light to fill the space. A comfortable white sofa is paired with decorative pillows, while a wooden coffee table sits at the center, complementing the warm wood flooring.
Farm stay in Rupert
4.94 out of 5 average rating, 107 reviews

White Doe Farm•Lovingly restored Antique Farm Home

Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original rustic touches like original hardwood floors, a Rumford fireplace, and an antique wood-burning stove. We'd love to host your next family gathering, romantic getaway, or solo retreat! Minutes to Dorset, and Manchester. Micro-Wedding inquiries welcome!

Guest favourite
A stationary white bus sits on a gravel path surrounded by green grass. In the background, sparse trees and expansive fields are visible. Two outdoor chairs and a small shed can be seen nearby, highlighting the serene, rural setting.
Bus in Granville
4.89 out of 5 average rating, 179 reviews

Serene Bus Getaway Among Rolling Farm Land

Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

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