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Cottage vacation rentals in Dorset

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Quick stats about cottage rentals in Dorset

  • Nightly prices starting at

    Dorset vacation rentals start at ﺩ.ﺇ 551 per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dorset rentals

  • 5 Average rating

    Dorset stays are highly rated by guests—averaging 5 out of 5!

Top-rated cottage rentals in Dorset

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

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Top guest favorite
Cottage in Londonderry

Vermont Country Cottage(Near Village w/Magic View)

This cute, country cottage offers 2 bedrooms, 1 bath with a treehouse loft in the bunk room. The floors are wood, kitchen is custom built with stainless steel appliances, bathroom vanity is custom built using the original kitchen sink from the home, and the twin size bunks are built in as well. There is a very large yard. There are 4 ski resorts within 20 minutes, the Weston Country Store and play house are 5 minutes up the road, and you can walk to the local farmers market every Saturday.

4.9 out of 5 average rating, 111 reviews
Top guest favorite
A spacious living area features a large stone fireplace as the focal point, surrounded by comfortable seating. Natural light floods through large windows, accentuating a wooden coffee table at the center. Subtle decor elements contribute to the inviting ambiance.
Cottage in Manchester

Edelweiss Cottage Manchester VT

Welcome to Edelweiss, a beautiful guest cottage in Manchester Vermont. Our idyllic cottage is nestled into the hillside at the base of Mount Equinox. The two story cottage boasts a stunning stone fireplace and large windows overlooking the tiered landscape and Green Mountains in the distance. We are located minutes to Manchester viliage, shopping outlets, Equinox Resort, Hildene, and the Equinox Skyline drive. We are 20 minutes to Bromley and 35 minutes to Stratton and Magic Mountain.

4.99 out of 5 average rating, 111 reviews
Top guest favorite
Cottage in South Londonderry

Vermont Treehouse - Romantic Private Elegant

2 night minimum, self checkin. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, fully stocked kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, pond, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do in nearby towns: ski areas, shopping, hiking, biking, theater & music in summer. Or just relax. Discount for longer stays.

4.96 out of 5 average rating, 236 reviews
Top guest favorite
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

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.

4.97 out of 5 average rating, 471 reviews
Guest favorite
The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.
Cottage in Whitehall

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

4.97 out of 5 average rating, 253 reviews
Superhost
A cozy living area features a navy blue sofa positioned beside a bookshelf filled with books. A round wooden table is complemented by four wooden chairs. Natural light streams through multiple windows, emphasizing the warm tones of the interior.
Cottage in Manchester

Quintessential VT Cottage in Manchester Village

Enjoy a storied stay at the Lyman Cottage, a quintessential Vermont cottage in the heart of historic Manchester Village. Lyman Cottage affords a completely private getaway, only steps from the Equinox Resort with lots of space to relax and unwind. The cottage is located deep in the backyard behind the Wickham House. See our other listings for details. Amazing location -- 300 feet from the Equinox Resort, 5 minutes to Hildene, 15 minutes to Bromley and 30 minutes to Stratton.

4.79 out of 5 average rating, 130 reviews
Guest favorite
A charming cottage entrance is depicted with natural wood siding and a small porch area. Soft lighting enhances the ambiance. A friendly dog sits on the gravel path, surrounded by lush greenery, indicating a tranquil forest setting.
Cottage in Jamaica

Cottage-Swim-View-Firepit-7min to Stratton-Dog OK

Authentic post & beam cottage surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Nearby swimming hole at brook on property. Fire pit, propane BBQ, picnic table, spectacular Stratton Mountain view. Front porch & back porch with hammock, table & chairs. VCR/DVD & videos, boardgames & puzzles, kids toys, turntable & records, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Gas heat, wood stove. Dog friendly.

4.85 out of 5 average rating, 641 reviews
Top guest favorite
A living area features a stone fireplace with a roaring fire, surrounded by large windows that invite natural light. A circular coffee table rests on a textured rug, while comfortable seating options include an upholstered chair and wooden accent chairs, complemented by soft lighting.
Cottage in Bennington

Cozy, bright 3-bedroom Cottage with fireplace.

Cozy, spacious brook-side cottage with 3 bedrooms, 2 baths, fully-equipped kitchen, fireplace, and serene, 382-acre country setting. Colorful artwork, designer furnishings, and well-appointed kitchen and bathrooms will make you feel welcome and at home. Historic charm of Bennington ten minutes away. NYC (182 miles); Boston (118); Mt. Snow (32); Prospect Mountain (13). Close to MASS MoCA (22), Tanglewood (49) and Manchester outlets (32).

4.98 out of 5 average rating, 125 reviews
Top guest favorite
A wooden sign marked 'Battenkill Bed & Breakfast' stands prominently at the entrance, framed by lush green grass and flowering plants. Tall trees provide a natural backdrop, enhancing the serene setting.
Cottage in Cambridge

Guest Cottage Battenkill BnB- A Peaceful Getaway

This newly renovated carriage house is nestled in the Battenkill River Valley alongside a picturesque spring fed Marsh . The post and beam structure is private and quiet as it is distanced from my family home . The kitchen is stocked with a bounty of delicious local and organic self serve breakfast choices plus a wide range of organic coffees and teas.Please feel free to let us know if you have any dietary restrictions.

4.99 out of 5 average rating, 122 reviews
Top guest favorite
The charming yellow cottage is situated near a serene pond, with lush greenery and trees surrounding the area. Reflections of the cottage and sky can be seen in the still water. The scene captures the tranquility of the rural landscape.
Cottage in Pawlet

Pond Cottage at Consider Bardwell Farm

Our newly renovated cottage at Consider Bardwell Farm with huge pond and farmland views awaits visitors looking for a place to escape the daily grind. Located in the Mettowee Valley, Pond Cottage is near ski resorts, hiking trails, and swimming holes. Ideal for all-season sports and shopping. Enjoy meeting our goats as well as enjoying Vermont cheeses, local goodies and produce that we can stock in your cottage.

4.94 out of 5 average rating, 112 reviews
Top guest favorite
A country cottage is positioned beside a tranquil pond, with vibrant green grass surrounding it. A rainbow arcs across the sky, adding a colorful backdrop to the serene landscape. Two blue chairs sit by the water's edge, inviting relaxation.
Cottage in Manchester

Home with a spring fed Koi pond and mountain view

Country cottage, full kitchen, closets, pantry, washer and dryer, with deck overlooking spring fed koi pond with mountain view. Open space kitchen/living room/dining area. Upstairs full bedroom with king bed, bathroom with shower, and walk in closet. Daybed in living room with pull out trundle bed. Pet friendly.

4.97 out of 5 average rating, 161 reviews
Top guest favorite
A charming wooden house is surrounded by a snowy landscape, showcasing a large deck and steps leading to the entrance. Snow-covered trees and a clear blue sky enhance the serene setting. The structure features multiple levels, presenting a cozy, inviting exterior.
Cottage in Newfane

Ridgeview: Cozy Cottage with a View

At "Ridgeview" you can go to sleep to the flicker of a wood stove, wake up to sunshine streaming through tall windows onto honey-colored pine flooring, and watch from your deck as sunlight fills the river valley and plays across the ridge opposite.

4.91 out of 5 average rating, 285 reviews

Popular amenities for Dorset cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top guest favorite
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

Schoolhouse Spa Retreat on a Vermont Farm

4.98 out of 5 average rating, 784 reviews
Top guest favorite
A spacious family room features a vaulted ceiling with wooden beams. Seating includes a sectional sofa and two lounge chairs. A large smart TV is mounted above a minimalist fireplace. Natural light floods in from the expansive glass doors leading to a balcony.
Cottage in Wardsboro

Modern Cottage between Stratton and Mount Snow VT

4.97 out of 5 average rating, 113 reviews
Top guest favorite
A spacious living area features a corner sectional sofa adorned with a cozy blanket and accented by a wooden wall with decorative planters. A rustic coffee table sits in front of the sofa, while a gas fireplace stove provides warmth and ambiance.
Cottage in Bridgewater

Newly Renovated, Hot tub, 2min to Killington lift

4.97 out of 5 average rating, 297 reviews
Guest favorite
A charming cottage is set against a starlit sky, showcasing its white exterior and inviting blue door. The well-maintained front yard features a small tree, while two vehicles are parked nearby. Surrounding trees provide natural ambiance, completing a serene nighttime scene.
Cottage in Poultney

Comfy Cottage w/ Hot Tub in Historic East Poultney

4.97 out of 5 average rating, 159 reviews
Top guest favorite
A cozy cottage is positioned amidst a lush field of wildflowers, with vibrant greenery surrounding it. The blue exterior of the cottage complements the clear blue sky and mountains in the background, creating a serene and inviting environment.
Cottage in Pownal

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

4.99 out of 5 average rating, 78 reviews
Top guest favorite
The cottage is illuminated softly at dusk, showcasing a large screened-in porch. Red outdoor chairs are arranged in the yard, creating a welcoming space for relaxation and gatherings, while lush greenery surrounds the setting.
Cottage in Plymouth

Vermont Cottage Amherst Lake & Sanctuary

5.0 out of 5 average rating, 38 reviews
Top guest favorite
Cottage in Killington

NEW Hot Tub • 5BR Retreat, 5 Min to Slopes

4.87 out of 5 average rating, 90 reviews
Top guest favorite
Cottage in Plymouth

Cute Vermont Cabin! 3 Bedrooms

4.97 out of 5 average rating, 29 reviews

Pet-friendly cottage rentals

Guest favorite
The image captures the West River, with its clear waters gently flowing over smooth stones. Lush greenery borders the riverbank, while a bright blue sky and scattered clouds create a serene backdrop. Sunlight glimmers on the water, enhancing the tranquil natural setting.
Cottage in Jamaica

50 Acres · Fall Foliage · West River Valley Views

4.87 out of 5 average rating, 133 reviews
Top guest favorite
Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.
Cottage in Newfane

Cozy Vermont Antique Sugar House with Fireplace

4.99 out of 5 average rating, 300 reviews
Guest favorite
A cozy fire pit area is surrounded by several blue Adirondack chairs, positioned on a grassy lawn that slopes gently toward the water. The tranquil lake is visible beyond the trees, providing a scenic backdrop for relaxation.
Cottage in Fort Ann

Swim/Splash/Relax Amazing 2BR Cottage on Hadlock

4.95 out of 5 average rating, 106 reviews
Top guest favorite
Cottage in Hartland

Cottage 5 miles from Woodstock-Dog Friendly w/FIOS

4.94 out of 5 average rating, 177 reviews
Guest favorite
The exterior of an 1840s stone house is displayed, featuring a warm red door and large windows under a sloping roof. A well-maintained garden surrounds the entrance, and a tall tree provides shade. A gravel path leads to the house, with a visible stone wall along the yard.
Cottage in Chester

Quaint stone house!

4.89 out of 5 average rating, 125 reviews
Top guest favorite
A bright living area is highlighted by large windows offering expansive mountain views. A colorful abstract artwork hangs against a brick wall, framed by a green houseplant. A wooden coffee table sits atop a patterned rug, complemented by a cozy sofa and a wall-mounted TV.
Cottage in Williamstown

Artistic Nature Cottage

4.99 out of 5 average rating, 141 reviews
Top guest favorite
A charming red house sits nestled among lush greenery, framed by trees and shrubs. A well-maintained lawn extends in front, adding a touch of vibrancy. The structure features a black metal roof and a porch, blending seamlessly into the serene woodland setting.
Cottage in Quechee

“The Maple Moose”, modern cabin near Woodstock

4.98 out of 5 average rating, 272 reviews
Superhost
An aerial view showcases a peninsula extending into the calm waters of Lake George, surrounded by lush greenery and distant mountain ranges. Gentle waves can be seen along with boats navigating the lake, highlighting the tranquil atmosphere of the area.
Cottage in Queensbury

Lake George Getaway | Mountain & Bay Views

4.82 out of 5 average rating, 226 reviews

Private cottage rentals

Top guest favorite
The exterior of a red cottage is framed by greenery, featuring a welcoming entrance. A wooden ramp leads to the door, which has a glass panel for visibility. A sign identifies the property as Rollin Cottage, situated in a tranquil outdoor setting.
Cottage in Shaftsbury

Rollin Cottage

4.97 out of 5 average rating, 176 reviews
Top guest favorite
An open living area features two patterned sofas arranged around a natural wood coffee table. A small lamp provides soft lighting, while a gas fireplace adds warmth. Light streams in through a window, with sheer curtains framing the view.
Cottage in Brattleboro

Forest Street Retreat Attached Guest House

4.99 out of 5 average rating, 149 reviews
Superhost
A quaint cottage exterior is shown, featuring a deep blue façade with white trim and multiple windows. Snow falls gently around the structure, creating a serene winter scene. A light blue door opens to the right, while a small porch is visible in the center.
Cottage in Ludlow

Ludlow Village Guest Cottage with Prime Location

4.9 out of 5 average rating, 144 reviews
Top guest favorite
A charming small home is presented, featuring a welcoming front porch with steps leading to the entrance. Lush green grass surrounds the house, accentuated by colorful flowering shrubs. Tall trees provide shade, while a gravel driveway provides access to parking.
Cottage in Williamstown

Charming Williamstown Cottage

4.99 out of 5 average rating, 148 reviews
Top guest favorite
A classic white schoolhouse features a gently sloping roof and a front porch with a small set of steps. The landscape is adorned with manicured bushes and a stone, situated within a lush green setting surrounded by trees.
Cottage in Dorset

Dorset Hollow Cottage

5.0 out of 5 average rating, 81 reviews
Top guest favorite
A cozy living area is highlighted by rustic wood-paneled walls and large windows with sheer curtains letting in natural light. A floral patterned armchair and a spacious sectional sofa are arranged around a coffee table, with a wood stove visible in one corner.
Cottage in Dorset

Vermont cottage with water and mountain views

4.99 out of 5 average rating, 68 reviews
Top guest favorite
A countryside cottage is positioned within a grassy area, bordered by a wooden fence. The sky displays vibrant hues of pink and orange at sunset, creating a serene backdrop against the cottage, which features a sloped roof and landscaped surroundings.
Cottage in Manchester

Wide Awake Cottage

4.95 out of 5 average rating, 41 reviews
Top guest favorite
The exterior of a two-bedroom cottage is shown, featuring a blue-grey facade and shrubs surrounding the entrance. A gravel driveway leads to the house, which is set back from the main road, offering a sense of privacy among the greenery.
Cottage in Manchester

Tucked Away, cozy space and an easy walk to town

5.0 out of 5 average rating, 47 reviews

Destinations to explore