Dorset vacation rentals

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.

4.81 out of 5 average rating, 133 reviews

Home in Tinmouth

Vermont Lakefront Getaway "The Wild Loon"

This home was built in 2020 with the beautiful lake and mountain views in mind. The Wild Loon is what we decided to name our retreat because we are often visited by wild loons here on the lake. The Wild Loon has an open concept floor plan. Sleeping arrangements are upstairs and downstairs in the basement. The half bath, kitchen, living and dining room are all on the main floor. Parking is directly across the road and can fit 4 vehicles in the summer, spring and fall 3 vehicles during winter

4.85 out of 5 average rating, 13 reviews

A well-maintained entryway showcases wooden steps leading up to the front door, accompanied by a railing featuring horizontal cable wiring. Lush greenery and colorful flowers are planted alongside the steps, enhancing the welcoming approach to the home.

Home in Hoosick Falls

Enjoy Fall & Experience Beautiful Changing Colors

Nestled on a private 5 acres lot on the border of NY and Vermont this home is just perfect. Just 30-60 minutes from several ski areas. This charming home has everything you need to relax and enjoy . The night sky perfect for stargazing. Have morning coffee on the deck and watch as deer wander in the fields or the cows across the meadow. Enjoy a quiet evening by the fire after a long day on the slopes or soak in the oversize soaking tub! Stroller, changing table and a pack-n-play included.

5 out of 5 average rating, 5 reviews

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

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.

4.89 out of 5 average rating, 9 reviews

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

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!

4.93 out of 5 average rating, 107 reviews

A serene exterior view of the condo is reflected in the calm waters of a scenic pond. Lush green vegetation surrounds the property, with trees providing a natural backdrop. The building features a modern architectural style with large windows and a prominent chimney.

Home in Killington

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

4.91 out of 5 average rating, 134 reviews

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

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.

4.91 out of 5 average rating, 100 reviews

Cabin in Bridgewater

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.

A quiet mountain home is softly illuminated against a backdrop of tall trees and freshly fallen snow, capturing a peaceful winter night. The surrounding landscape showcases a blanketed yard, providing a serene atmosphere for a cozy retreat.

5 out of 5 average rating, 26 reviews

Kiki's Mountain Chateau

Refresh and reset within this spacious, serene space destined to be a memorable family retreat. A charming getaway with all the comforts of home with the best nature has to offer. Located in the small town of Wilmington and just a short scenic drive to Mount Snow. Local watersports, winter sports, nature trails, foliage, bird watching, stargazing and plenty of local charm. Kiki's has enough room for everyone to unwind or gather together. ***Hot Tub has arrived!

4.96 out of 5 average rating, 26 reviews

The kitchen features a modern design with white cabinetry and a wooden countertop. Two windows allow natural light to brighten the space, while stainless steel appliances, including an oven, are positioned along the walls. A sink is centrally located, enhancing functionality.

Home in Cavendish

Charming New England Cape- 10 Minutes from Okemo!

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!

4.8 out of 5 average rating, 10 reviews

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

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

5 out of 5 average rating, 5 reviews

A spacious interior features warm wooden accents, including a large barn door that leads to another area. The dining table is positioned along one side, and a mirror reflects light from the softly illuminated ceiling. The open design connects to the kitchen area in the background.

Home in Dover

Riverside Home On Route 100 (Moover Bus Stop)

Come stay at our newly renovated VT Route 100 getaway on the Deerfield River. We’re passionate about creating simple, thoughtfully designed homey spaces that make for the perfect retreat to Mount Snow. Located on the Moover route, just north of Snow Republic Brewery and next to High Altitude Ski Rental, this no-stairs unit offers convenience and charm in equal measure.

Vacation rentals for every style

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Popular amenities for Dorset vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Dorset's top sights

Dorset Quarry68 locals recommend

Emerald Lake State Park53 locals recommend

The Dorset Inn49 locals recommend

Dorset Theatre Festival39 locals recommend

Barrows House Inn & Restaurant38 locals recommend

Chantecleer Restaurant37 locals recommend

Other great vacation rentals in Dorset

A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.

5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

5 out of 5 average rating, 12 reviews

A wooden railing frames the outdoor balcony, offering views of the calm lake. Sunlight glimmers on the water's surface, with green hills visible in the background. A few boats are moored nearby, and the scene conveys a serene outdoor environment.

Home in Wells

Breathtaking Lakeside Retreat!

5 out of 5 average rating, 8 reviews

A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating is arranged to foster conversation, complemented by a central coffee table. The wood-beamed ceiling adds a rustic touch, while plush rugs enhance the cozy ambiance.

Home in Bellows falls

Amazing Views, Skiing Nearby and Amenities Galore!

4.86 out of 5 average rating, 35 reviews

An aerial view captures the expansive Wilburton resort, surrounded by lush greenery and mountains. The scenic landscape features a serene outdoor pool, with inviting lounge chairs arranged around it. The main house displays elegant architecture, harmonizing with the beautiful natural surroundings.

Home in Manchester

Your VT Dream House: Fireplace, Pool, Dogs

4.89 out of 5 average rating, 71 reviews

A hot tub is situated on a wooden deck, surrounded by a misty forest of bare trees. Snowflakes lightly cover the edge of the tub, while steam rises gently from the water, creating a serene winter atmosphere.

Home in Dover

Large Mount Snow Ski House with Hot Tub

4.88 out of 5 average rating, 105 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

5 out of 5 average rating, 16 reviews

A spacious kitchen and dining area is seen, featuring a large granite island with bar seating. Open shelving and modern appliances are present. A staircase with wooden steps and metal railings leads to the upper level, while large windows invite natural light into the room.

Home in Plymouth

Luxury Modern Cabin near Okemo & Killington