
House holiday 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.

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

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.

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.

Southern Vermont Home
Beautiful home that offers privacy on over one acre of land. It is only a short drive to the conveniences of downtown shopping, restaurants, Bennington College, and much more. This house is 35 minutes from Manchester's famous outlets, 20 minutes from Williamstown, MA, and 45 minutes from Albany, NY. Bromley and Mount Snow ski areas are 40 minutes. The home has wonderful finishes and you will feel right at home upon arrival. Please come explore Vermont from our country escape!

Cow Barn Lodge
Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

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.

Off season $160. Mtn Treasures Waiting Lt/Ap
Off season special now to Dec 14. Great hikes on the AP/LT,Homer Stone trails, Little Rock Pond excellent swimming holes minutes to the lake and VSF. . Back to back with Green Mtn National forest. Winter: Bromley 20 min, Stratton, Okemo Pico 35 min, Killington 405 min. Pets must be pre-approved.. Please add your pet fee in your reservation. A true home away from home. We are 4 season vacation. Grn Mtn National Forest. Minutes to Manchester .
Popular amenities for house rentals in Dorset
House rentals with a pool

Stratton/Mt Snow minutes away! Hot tub + Game room

Luxury Condo Tucked in the Heart of Killington

Magical Farm Getaway - a must visit!

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool

TheGrizz! Shuttle on/off!

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

Classic VT Ski Chalet - Walkable to Okemo Ski Lift
Weekly house rentals

Charming Vermont Retreat

Entire Chalet in Winhall, Vermont

Light-filled home w/ mountain views & fire pit

Dorset Hollow House

Highland Haus: stunning ski getaway with hot tub

Stratton; 8 min! Swimming, 2 min. Pet friendly

Mountain Serenity

The Village Cottage
Private house rentals

Minutes from Vt. Summer Festival and Ski slops

Luxury VT Retreat. Breathtaking Views & Sunsets

Modern, Serene Farmhouse Retreat

Idlewoods

Greybourne House former B&B sleeps 12-14!

The Cabin on Main

Manchester VT - Entire Home, Amazing View

The Green Mountain Chapel
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $515 SGD | $586 SGD | $504 SGD | $417 SGD | $414 SGD | $377 SGD | $431 SGD | $391 SGD | $427 SGD | $515 SGD | $391 SGD | $496 SGD |
| 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 holiday rentals
Explore 60 holiday rentals in Dorset

Nightly prices starting at
Dorset holiday rentals start at $117 SGD per night before taxes and fees

Verified guest reviews
Over 1,360 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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- Rentals with a patio Dorset
- Rentals with outdoor seating Dorset
- Pet-friendly rentals Dorset
- Rentals with a firepit Dorset
- Rentals with a fireplace Dorset
- Family-friendly rentals Dorset
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Fort Ticonderoga
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Lake George Expedition Park
- Peebles Island State Park
- Dorset Field Club
- Hooper Golf Course
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Fox Run Golf Club




