House holiday rentals in Dorset

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Top-rated house rentals in Dorset

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Guest favourite
A gently sloping field is depicted, bordered by trees with autumn foliage. A red barn and a white building are visible in the distance, set against a bright blue sky with scattered clouds. The landscape conveys a peaceful rural setting.
Home in Townshend
4.96 out of 5 average rating, 133 reviews

Lawrence Cottage

Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

Top guest favourite
A scenic view of downtown Manchester shows vibrant foliage, including a red maple tree in the foreground. The historic home is framed by lush greenery and blooming flowers, with the mountain range in the background under a clear blue sky.
Home in Manchester
4.96 out of 5 average rating, 149 reviews

1850 Marble Path House

Thoughtfully designed, this 3-bedroom gem is ideally situated for relaxation and exploration for family, friends, or coworkers. Walkers will love the proximity to coffee, dining, and shopping spots as well as a treasured bookstore and inviting library. Downhill and XC skiers have multiple options from 7 to 17 miles away. Bikers, hikers, skaters, and golfers will be equally pleased. A multi-use year-round rail trail and very active rec park in walking distance delights both young and old.

Superhost
A welcoming living area features a stone fireplace with a warm fire glowing inside. Wooden beams cross the ceiling, and a red couch is complemented by leather ottomans. A large window reveals a snowy outdoor setting, while a coffee table holds various items.
Home in Winhall
4.85 out of 5 average rating, 196 reviews

The Mushroom House of Manchester Vermont

Welcome to The Mushroom House. Located at the end of a private road, the house is less than 4 miles from Manchester's outlet shopping, gorgeous hiking and unmatched dining. Our property features an open floor plan main floor with a kitchen, dining and living area that neighbors the master bedroom and bath. The back deck is a accented with string lights, a grill and comfortable outdoor furniture. Down stairs has two guest rooms with queens beds, a full bathroom and a den with full futon and tv.

Top guest favourite
A covered deck features wooden seating accompanied by a small table. Lush greenery surrounds the area, with trees displaying autumn foliage. The view extends towards the Battenkill River and distant hills, creating a serene outdoor setting.
Home in Manchester
4.97 out of 5 average rating, 122 reviews

Private Riverfront Getaway with Mountain Views

Be close to everything Manchester has to offer while enjoying gorgeous views and total privacy in a comfortable home you will have all to yourself! The perfect getaway any time of year. Feels like you are away from it all, but just minutes from amazing hiking, skiing, shopping, dining, and entertainment! 5 minutes to town and Bromley is less than 10 min away. Stratton and Magic Mt are both less than 25 min drives. Hiking trails, kayaking, fly fishing, and more are all right in your backyard.

Top guest favourite
The colonial home features a classic white exterior with black shutters and a welcoming front porch. An American flag is displayed prominently, and soft outdoor lighting highlights the entrance. The well-maintained lawn includes neatly trimmed bushes, creating a warm first impression.
Home in Sandgate
4.99 out of 5 average rating, 125 reviews

Country Colonial Home with rolling fields & stream

This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

Guest favourite
A comfortable living area features a sectional sofa adorned with soft pillows and a wooden coffee table. Natural light floods in through a large window, highlighting the wooden wall paneling. A decorative rug rests under the table, adding warmth to the space.
Home in Dorset
4.91 out of 5 average rating, 106 reviews

Mountain View Getaway

Escape to our cozy, inviting home nestled on the side of a mountain in East Dorset, VT. This peaceful getaway features 2 spacious bedrooms and 1.5 modern bathrooms, perfect for families or couples. Enjoy a fully equipped kitchen, a relaxing living area, and a beautiful backyard with a deck for outdoor dining. Explore nearby hiking trails, skiing, swimming, local attractions, or simply relax in nature's beauty. Easy check-in and check-out. No smoking Well trained pets only No large parties

Guest favourite
A modern interior is showcased with wooden walls and flooring, featuring a cozy bed positioned near large windows. A compact dining area is visible, with a small table and two chairs. An air conditioning unit is installed on the wall, contributing to the space's comfort.
Home in Winhall
4.94 out of 5 average rating, 319 reviews

Modern Cabin with Hot Tub & EV Charging Station

Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

Guest favourite
A spacious bedroom is illuminated by natural light from multiple windows. A large bed with patterned linens is centered on a wooden floor. A simple chair and framed artwork add to the room's welcoming ambiance, complemented by warm wall tones and soft area rugs.
Home in Manchester
4.97 out of 5 average rating, 129 reviews

Modern meets Country Cottage in Manchester Village

Newly renovated, charming 2- bedroom private cottage, all brand new modern style furniture with well lit, clean welcoming spaces. Beautifully located within walking distance of all Manchester amenities. Carport, Stone Patio, Family Room, Great Natural Light. Energy effecient heat pumps/air conditioning. A new enlarged bathroom with a tile and glass shower and heated tile floor. Located in a private corner of a beautiful property. Pets: Non-shedding and well behaved dogs are welcome.

Top guest favourite
A cozy living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by an area rug. A stone fireplace with a fire is visible, enhancing the space's comfort, and a staircase leads to the upper level.
Home in Winhall
4.97 out of 5 average rating, 143 reviews

3BR 2BA Stratton Condo w/ Fireplace & Forest Views

Newley renovated 3 bed 2 full bath condo on Stratton, just minutes to Stratton's base lodge. Kitchen is well equipped for cooking. Private balcony with forest views. All new appliances. Wood burning fireplace & firewood included. All beds & baths are on 2nd floor up spiral staircase which may be difficult for elderly or young children. Stairs are required. Master bed has en suite full bath and smart tv. Free parking. Living room has an 86" smart TV. Poker set, & board games.

Top guest favourite
A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.
Home in Bennington
5 out of 5 average rating, 104 reviews

Vermont Farmhouse •Walk to Village & Hiking Trails

Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Top guest favourite
A mid-century styled home is set within a lush green landscape, flanked by trees. A hammock is positioned on the lawn in the foreground, inviting relaxation. A spacious deck extends from the house, surrounded by well-maintained flower beds and stones, enhancing the serene outdoor environment.
Home in Dorset
4.98 out of 5 average rating, 140 reviews

The Nest at Birch Quarry

Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

Top guest favourite
Home in Clarendon
4.95 out of 5 average rating, 323 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Popular amenities for house rentals in Dorset

When is the best time to visit Dorset?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$499 SGD$568 SGD$489 SGD$404 SGD$402 SGD$365 SGD$418 SGD$379 SGD$414 SGD$453 SGD$413 SGD$522 SGD
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Quick stats about house rentals in Dorset

  • Total holiday rentals

    Explore 60 holiday rentals in Dorset

  • Nightly prices starting at

    Dorset holiday rentals start at $114 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Dorset holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dorset rentals

  • 4.9 Average rating

    Dorset stays are highly rated by guests – averaging 4.9 out of 5!

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