Dorset Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
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Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Dorset vacation rentals

Pool
Long Trail House at Stratton Mountain Resort

Aparthotel in Stratton

Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (78)
"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "
United States
Doug
The price is P23,786
P29,567 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Long Trail House at Stratton Mountain Resort
Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Vacation Home in Arlington

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
3.0 star property
8.0 out of 10, Very Good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is P15,469
P41,161 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Interior
Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Cottage in Bondville

Stratton Mtn Ski Chalet w/ Giant Views in Winhall
3.0 star property
The price is P46,767
P76,182 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dorset Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"10/10 Perfect Stay. So accommodating and kind staff. "
Angela 1-night trip
Posted 4 days ago
Kimpton Taconic Hotel by IHG

Find out more about Dorset

Search for holiday rentals in Dorset on Expedia! You can easily find your home rentals, villas, holiday apartments in Dorset using one of the methods below:

  • View our selection of featured holiday rentals in Dorset
  • Use the map to find apartments and other holiday homes in the Dorset neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dorset while they last

Look no further and take a look at our great range of rental properties in Dorset!

Frequently asked questions

Are there vacation rentals in Dorset?

Yes, you can find vacation rentals close to popular sights in Dorset, or you can choose a more secluded option if you want a relaxing place to stay. Dorset is known for its parks and theaters.

How many vacation rentals are there in Dorset?

With 24 Expedia vacation rentals, you're sure to find just the right place for your Dorset stay.

What can I see and do in Dorset?

Emerald Lake State Park and Green Mountain National Forest are a couple of scenic spots to enjoy the outdoors, whereas Dorset Playhouse is one of the cultural attractions. Other places in town to visit include Dorset Village Public Library and Dorset Historical Society Museum.

What are vacation rentals like in Dorset?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Dorset. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.