
House holiday rentals in Dorset
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Top-rated house rentals in Dorset
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

Stunning Okemo Views - 3BD 3BA on 10 Private Acres
Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

Ski and Play in Manchester Center!
Fully renovated 2000 sf 5 bedroom/2 bathroom house in the heart of Manchester Center, VT! 6 miles to Bromley, 15 miles to Stratton, 6 miles to the Vermont Summer Festival horse show, and less than a mile to all of the shops and restaurants Manchester Center has to offer! You cannot beat this location no matter the season! The house is set back off the road and surrounded by woodlands so even with all of these amenities at your fingertips, you feel like you're far off the beaten path!

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!

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.

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

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.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for house rentals in Dorset
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Magical Farm Getaway - a must visit!

Ski home to Trail Creek!

TheGrizz! Shuttle on/off!

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Idyllic Dorset Home: Serene Escape w/amazing views
Weekly house rentals

Charming Vermont Retreat

Entire Chalet in Winhall, Vermont

Serene home near ski resorts w/ firepit

Minutes from Vt. Summer Festival and Ski slops

Scandinavian Serenity Close to Okemo

Glorious Mountain View in Dorset

Mountain Serenity

Mountain View Getaway
Private house rentals

Bright & Vibrant Mountain Home

Dorset Hollow House

Highland Haus: stunning ski getaway with hot tub

Modern, Serene Farmhouse Retreat

Bright & Cheery 3 bedroom home w/ WiFi & laundry.

Gather and Relax with Friends & Family

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

School Street House
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 340 | € 388 | € 334 | € 276 | € 274 | € 249 | € 285 | € 259 | € 283 | € 340 | € 259 | € 328 |
| 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 € 78 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 washing machine and dryer Dorset
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- Rentals with a patio Dorset
- Rentals with a firepit 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
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Lake George Expedition Park
- Peebles Island State Park
- Dorset Field Club
- Bromley Mountain Ski Resort
- Northern Cross Vineyard
- National Museum of Racing and Hall of Fame
- Autumn Mountain Winery
- Willard Mountain




