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Featured Holiday Homes in Dorset

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Winhall
Located in Bondville, this vacation home is on the waterfront, within a 15-minute drive of Green Mountain National Forest and Winhall River.
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Quaint lakefront home with a fire pit and beautiful views

Quaint lakefront home with a fire pit and beautiful views

Ludlow
With a stay at this vacation home, you'll be centrally located in Ludlow, within a 10-minute drive of Okemo Mountain Resort and Green Mountain Sugar House.
Quaint lakefront home with a fire pit and beautiful views
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Ludlow
With a stay at this vacation home, you'll be centrally located in Ludlow, within a 5-minute drive of Okemo Mountain Resort and Red Lot.
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
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 Breaktime - Quiet and Private on dead end street

Breaktime - Quiet and Private on dead end street

Manchester
With a stay at this vacation home in Manchester, you'll be a 1-minute walk from Green Mountain National Forest and 8 minutes by foot from Golf Club at ...
Breaktime - Quiet and Private on dead end street
Ski-in/out home with a hot tub, fireplace, cable & golf nearby

Ski-in/out home with a hot tub, fireplace, cable & golf nearby

Ludlow
With a stay at this vacation home in Ludlow, you'll be in the mountains, within a 5-minute drive of Okemo Mountain Resort and Red Lot.
Ski-in/out home with a hot tub, fireplace, cable & golf nearby
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Sandgate
Located in Arlington, this vacation home is on a river, within a 15-minute drive of Green Mountain National Forest and Battenkill River.
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
Heated Saltwater Pool: Riverfront Home in Ludlow

Heated Saltwater Pool: Riverfront Home in Ludlow

Ludlow
With a stay at this vacation home in Ludlow, you'll be on the waterfront, within a 5-minute drive of Okemo Mountain Resort and Jackson Gore Parking.
Heated Saltwater Pool: Riverfront Home in Ludlow
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

Ludlow
When you stay at this vacation home in Ludlow, you'll be in the mountains, within a 10-minute walk of Okemo Mountain Resort and General Parking.
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
The price is AU$446 per night from 24 Aug to 25 Aug
AU$446
24 Aug - 25 Aug
includes taxes & fees
Located in Shaftsbury, this vacation home is a 1-minute drive from Green Mountain National Forest and 6 minutes from Shaftsbury Historical Society Museum.
Peaceful Stay at Birds of a Feather Farm & Spa
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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.

Dorset Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dorset vacation homes are the perfect way for you to wing it.

Holiday houses in Dorset let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dorset in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dorset adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dorset with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dorset vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Dorset Holiday Homes essential information

Accommodation
690 Holiday Homes
Lowest Price
AU$276
Highest Price
AU$446
Popular accommodation
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, Quaint lakefront home with a fire pit and beautiful views, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Breaktime - Quiet and Private on dead end street, Ski-in/out home with a hot tub, fireplace, cable & golf nearby, Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester, Heated Saltwater Pool: Riverfront Home in Ludlow, NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays, Peaceful Stay at Birds of a Feather Farm & Spa

Top trending hotels in Dorset

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Dorset
When you a stay at this vacation home in Dorset, you'll be on a river, just steps from Green Mountain National Forest and Emerald Lake State Park.
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is AU$325 per night from 12 Aug to 13 Aug
AU$325
12 Aug - 13 Aug
includes taxes & fees
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
The Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
The price is AU$391 per night from 20 Aug to 21 Aug
AU$391
20 Aug - 21 Aug
includes taxes & fees
With a stay at Kimpton Taconic Hotel by IHG in Manchester, you'll be next to a golf course, just a 1-minute walk from Green Mountain National Forest and 5 minutes ...
Kimpton Taconic Hotel by IHG
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Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Fully refundable
The price is AU$276 per night from 18 Aug to 19 Aug
AU$276
18 Aug - 19 Aug
includes taxes & fees
Located in West Dover, Mount Snow Grand Summit Resort is a 1-minute drive from Mount Snow and 8 minutes from Mount Snow Golf Course.
Mount Snow Grand Summit Resort
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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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^Subject to availability and chosen travel dates.