Dorset Vacation Rentals

Compare 5 vacation rentals.
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Make Dorset your next getaway

Tucked into the rolling hills of southern Vermont, Dorset blends timeless charm with boundless outdoor beauty. White marble sidewalks line the historic village center, farm-fresh markets celebrate the region’s bounty, and mountain trails invite year-round adventure. Whether you’re here for a serene weekend or a full-season escape, Dorset offers an authentic taste of New England at its most enchanting.

Top Dorset property types

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House rentals

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Apartments

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Popular amenities for Dorset vacation rentals

Popular
Dog-friendly Internet Electric vehicle charger
The Red Silo
2 Bedroom | 1 Bath | Sleeps 4

The Red Silo - Dorset, VT

$120 avg / night
(excludes fees and taxes)
4.5 (2)
Timberbrook
4 Bedroom | 3 Bath | Sleeps 8

Timberbrook - Dorset, VT

$223 avg / night
(excludes fees and taxes)
4.57 (7)
Charming Dorset Farmhouse
3 Bedroom | 2 Bath | Sleeps 6

Charming Dorset Farmhouse - Dorset, VT

$241 avg / night
(excludes fees and taxes)
4.4 (5)
Dorset Mountain View House
6 Bedroom | 3 Bath | Sleeps 10

Dorset Mountain View House - Dorset, VT

$618 avg / night
(excludes fees and taxes)
4.67 (6)
Charming Dorset Cottage Nestled in the Treetops
3 Bedroom | 2.5 Bath | Sleeps 6

Charming Dorset Cottage Nestled in the Treetops - Dorset, VT

$432 avg / night
(excludes fees and taxes)

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Recent Dorset guest reviews

Loved the beautiful open floor plan with the gorgeous windows. The fireplace was so lovely to sit around, with plenty of space! The bedrooms were all very nice! 2 of the bathrooms could use some touch ups, but everything was perfectly clean. Great stay!
Christina M. | Mar 2026
Large, clean, newly decorated house good for winter stay. Plenty of rooms and beds and friendly price.
Sifan X. | Feb 2026
This house is so bright and sweet and centrally located to both Dorset Ctr. and Manchester Ctr. It felt like a place in the Country upon arrival! Great VT Setting. Bedrooms a bit affected by the road noise. I would suggest earplugs for those who are sensitive. Otherwise would definitely book this property again! Whoever owns this property: THANK YOU for having us! We cared for this special place, as if it was ours and left it as spotless as possible!
Jutta M. | Dec 2025
Dorset vacation rental FAQ

Yes. 52 of our Dorset vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Dorset vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Dorset team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Dorset, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Things to do in Dorset

Outdoor enthusiasts can hike the Taconic Mountains, swim in the famed Dorset Quarry—the oldest marble quarry in the country—or explore the quiet backroads by bike. In winter, ski slopes at nearby Stratton and Bromley are just a short drive away, offering alpine thrills for all levels.

Local flavor

Dorset is a town that locals love to share, from cozy spots like Dorset Union Store, where you’ll find sandwiches and maple treats, to small-batch roasters pouring coffee in nearby Manchester. Art lovers flock to the Dorset Theatre Festival, while foodies make a stop at the Dorset Farmers Market, one of the state’s most celebrated.

Family-friendly fun

Families will discover plenty to keep kids engaged, from summer swimming at Emerald Lake State Park to ice cream outings at Mother Myrick’s Confectionery in nearby Manchester. The Dorset Playhouse also hosts community performances that bring stories to life for all ages.

A four-season escape

Each season brings its own magic: maple sugaring in spring, wildflower hikes in summer, fiery foliage in autumn, and snowy adventures come winter. No matter when you visit, Dorset invites you to slow down, savor the landscape, and experience Vermont’s enduring beauty.