Vacation rentals in Dorset Hill

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Top-rated vacation rentals in Dorset Hill

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Guest favorite

Home in Wilmington

5 out of 5 average rating, 10 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

Enjoy stunning lake & mountain views w/ easy access to hiking, swimming, boating, & fishing (kayaks, paddle board, and bikes included). Cathedral ceilings w/ beams provide a cozy feel & heated floors give an always-warm home in the winter. Covered deck w/ grill is great for outdoor dining. Additional features include outdoor hot tub, sauna, & quality game room (pool table, shuffleboard, foosball, ping pong). 4WD/AWD required in winter. Close to Mt. Snow & downtown Wilmington w/ shops and dining.

Guest favorite

A wooden staircase with a curved design is featured prominently. A black metal and wood bookshelf holds various books next to a cozy stone fireplace. A large potted plant adds greenery, while framed artwork is displayed on the warm wood-paneled walls.

Home in Bolton

4.88 out of 5 average rating, 26 reviews

The Bumble Bear Inn, Bolton Ldg

Welcome to a uniquely Adirondack and freshly updated playground for family and friends! From the cozy fireplace to an inviting dining sunroom, to the pool table room and bar, the stage is set for great gatherings. With hot tub, fire-pit & woodland pathway, the private backyard boasts outdoor kitchen, fit for a professional chef & team of prep cooks! Alfresco is at its best with grill, smoker, fridge, wet bar, stadium seating. Bumble your bear family in and make this enchanting experience yours!

Guest favorite

The home features a light-colored exterior with a combination of gabled roofs and large windows. Green bushes and trees provide a lush backdrop, while rocks and garden elements can be seen in the well-maintained yard.

Home in Fort Edward

5 out of 5 average rating, 8 reviews

Spacious Villa: 5 Beds, 3 Baths, BBQ, Private Pool

Welcome to our homy 5-bedroom, 3.5-bath home in Fort Edward, just 20 minutes from both Saratoga Springs and Lake George. This spacious home is ideal for families and groups, offering all the amenities for a relaxing and comfortable stay. With two fully equipped kitchens, two living rooms, and a private backyard with a pool (open from Memorial Day to Labor Day), this house provides plenty of space for everyone. Enjoy the firepit or fire up the gas grill for a barbecue with friends and family.

Superhost

A serene outdoor space features two Adirondack chairs positioned around a fire pit, surrounded by lush green grass and a backdrop of dense trees. The calming natural setting invites relaxation and outdoor gatherings.

Cottage in Mendon

5 out of 5 average rating, 5 reviews

The Mendon Cottage: Cozy Home. Killington / Pico

Recently renovated 2BR/2BA cottage in Mendon, VT, near Pico & Killington Ski Resorts, & Rutland. Sleeps 6: 1BR w/ queen & ensuite, 2nd BR w/ 2 double beds. Additional BA, laundry room, living room w/ smart TV, fully equipped kitchen & dining area. High-speed WiFi, mini splits for heat/AC, front & back decks, BBQ grill. All new furnishings offer modern comfort & rustic charm. Ideal for skiing, exploring, or relaxing in the mountains. Perfect base for your VT adventure! Discounted ski rentals.

Guest favorite

A grassy area features a fire pit surrounded by several white Adirondack chairs. A large tree provides shade beside the inviting white house, which has multiple windows and a porch. Scenic views of the landscape are visible in the background.

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Top guest favorite

An open door leads to a private balcony, where a serene tree offers shade. A large, relaxed dog rests on the balcony floor. Bright greenery is visible, enhancing the tranquil outdoor atmosphere.

Apartment in Wilmington

4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Superhost

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Guest favorite

A modern kitchen features wood cabinetry and stainless steel appliances. A polished countertop provides ample workspace, while a multiple-burner stove and microwave cater to cooking needs. Natural light enhances the room through a nearby window, complemented by patterned curtains. A trash can and sink are also visible.

Apartment in Pittsford

4.97 out of 5 average rating, 33 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

Superhost

Home in Bolton

5 out of 5 average rating, 3 reviews

Bolton Landing - 4 Bdrm Vacation Rental

Escape to your private retreat in beautiful Bolton Landing, NY, where your dream vacation awaits. Nestled in the heart of nature with stunning views of Lake George, this 3-bedroom (plus sleeping loft), 2-bath vacation rental offers the perfect blend of tranquility and adventure. From the spacious living and dining areas to the sitting area on the decks, inside and out, every detail has been carefully designed to ensure your comfort and relaxation.

Superhost

A charming elevated cabin is showcased with a wooden staircase leading to a spacious deck. The exterior features a neutral tone complemented by greenery from surrounding trees, reflecting a serene atmosphere. Large circular windows offer glimpses of the interior space.

Home in Bolton

4.77 out of 5 average rating, 13 reviews

Evergreen hideaway

LOCATION!! LOCATION!! Evergreen hideaway is the perfect vacation space with everything you want to do on vacation in just a few short steps down the road. Across the street is a public beach with weekly concerts, movie screenings and craft fairs. This newly updated space has flatscreens in every room with streaming capabilities, BBQ on the deck after a day on the lake. Washer &dryer added for you convenience. 8 restaurants in walking distance!

Guest favorite

A newly renovated New England cape is surrounded by a winter landscape, with snow covering the ground and tree branches. The dark grey house features a vibrant red front door, flanked by two windows and decorated with subtle holiday accents.

Home in Cavendish

4.96 out of 5 average rating, 26 reviews

3BR 1Bth New England Cape - Experience Vermont!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Superhost

A spacious family room features a large, light-colored couch and a cozy area rug. A stone fireplace serves as the focal point, surrounded by large windows that provide a view of the wooded surroundings. A coffee table and an armchair enhance the inviting atmosphere.

Home in Hartford

4.8 out of 5 average rating, 10 reviews

Pet-Friendly, Mountainside Home | Treetop Lodge

Our vacation home is the ultimate getaway for families and groups looking to indulge in luxurious comfort and endless entertainment options. Book your stay today and experience the beauty and tranquility of this truly remarkable property. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. *Includes Quechee Club Access