
House vacation rentals in Dorset
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Top-rated house rentals in Dorset
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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.

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.

Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Cozy Contemporary Downtown Texaco
Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

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.

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.

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.

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.

Cozy Home in Poultney, Vermont.
If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.

The Equinox Cottage
The Equinox Cottage is a quick 3 minute drive to the Equinox Hotel and the heart of Historic Manchester Village. Enjoy the shops, outlets, restaurants, cafes, golfing, and relaxed summer vibe. The Cottage is also an easy walk to the trails in the Equinox Pond preserve. Enjoy this pristine wilderness oasis, plus hiking up Equinox Mountain and surrounding trail system without having to step into your car. This peaceful, spacious, serene spot is ideal for summer relaxation.

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.

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 Dorset house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Magical Farm Getaway - a must visit!

Ski home to Trail Creek!

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

SugarBear- Pool, Hot Tub, 2 En Suites BR

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

Charming Vermont Retreat

Charming Vermont Schoolhouse

Light-filled home w/ firepit & resort access

Home in the Heart of Dorset Village

Stay mins from Mt. Snow & Stratton w/ EV charger

Glorious Mountain View in Dorset

School Street House

Mountain Serenity
Private house rentals

Bright & Vibrant Mountain Home

Dorset Hollow House

Entire Chalet in Winhall, Vermont

Minutes from Vt. Summer Festival and Ski slops

Highland Haus: stunning ski getaway with hot tub

Modern, Serene Farmhouse Retreat

Gather and Relax with Friends & Family

Owl Brook House: midcentury escape near Manchester
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,653 | ﺩ.ﺇ1,421 | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,168 | ﺩ.ﺇ1,061 | ﺩ.ﺇ1,216 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,205 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,399 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about house rentals in Dorset

Total vacation rentals
Explore 60 vacation rentals in Dorset

Nightly prices starting at
Dorset vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Dorset vacation rentals include wi-fi 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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- Rentals with a washer and dryer Dorset
- Rentals with a patio Dorset
- Pet-friendly rentals Dorset
- Rentals with a fireplace Dorset
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- Rentals with outdoor seating Dorset
- Rentals with a fire pit Dorset
- Family-friendly rentals Dorset
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- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Bromley Mountain Ski Resort
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Peebles Island State Park
- Hooper Golf Course
- Dorset Field Club
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Willard Mountain




