Book Holiday Homes in Dorset

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Featured Holiday Homes in Dorset

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Manchester
Book a stay at this golf vacation home in Manchester Center. Enjoy a water park, a garden, and a pool table. Popular attractions Dana L. Thompson Memorial Park ...
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
The price is NZ$449 per night from 13 Apr to 14 Apr
NZ$449
includes taxes & fees
13 Apr - 14 Apr
Stay at this vacation home in Shaftsbury. Enjoy free WiFi, a garden, and patios. Popular attractions Howard Park and Robert Frost Stone House Museum are located ...
Peaceful Stay at Birds of a Feather Farm & Spa
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Stratton
Book a stay at this ski vacation home in Stratton. Enjoy a garden, ski-in/ski-out access, and patios. Popular attractions Stratton Mountain Resort and Stratton ...
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer
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Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Dorset
Stay at this vacation home in Rupert. Enjoy free WiFi, a garden, and patios. Popular attractions Dorset Historical Society Museum and Dorset Playhouse are located ...
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Potter's Place | House in Jamaica with mountain views

Potter's Place | House in Jamaica with mountain views

Jamaica
Stay at this vacation home in Jamaica. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Hot Glass Works and Ball Mountain State ...
Potter's Place | House in Jamaica with mountain 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
Stay at this vacation home in Ludlow. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Okemo Mountain Resort and Sachem ...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Ludlow
Stay at this vacation home in Ludlow. Enjoy free WiFi, a garden, and patios. Popular attractions Okemo Mountain Resort and Green Mountain Sugar House are located ...
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Cozy retreat near slopes

Cozy retreat near slopes

Dover
Stay at this vacation home in West Dover. Enjoy a sauna and an indoor pool. Popular attractions Mount Snow and Discovery Shuttle Ski Lift are located ...
Cozy retreat near slopes
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

Ludlow
Book a stay at this ski vacation home in Ludlow. Enjoy free WiFi, a garden, and ski-in/ski-out access. Popular attractions Okemo Mountain Resort and Sunshine ...
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
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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
695 Holiday Homes
Lowest Price
NZ$257
Highest Price
NZ$449
Popular accommodation
Secluded home with game room, private hot tub, golf, river & mtn views, firepit, Peaceful Stay at Birds of a Feather Farm & Spa , Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer, Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style, Potter's Place | House in Jamaica with mountain views, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge, Cozy retreat near slopes, Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

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
Book a stay at this family-friendly vacation home in Dorset. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Emerald Lake State Park and ...
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 NZ$304 per night from 8 Apr to 9 Apr
NZ$304
includes taxes & fees
8 Apr - 9 Apr
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our ...
The Equinox Golf Resort & Spa
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 28 Apr to 29 Apr
NZ$257
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Hampton Inn and Suites Manchester
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Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is NZ$332 per night from 21 Apr to 22 Apr
NZ$332
includes taxes & fees
21 Apr - 22 Apr
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
Kimpton Taconic Hotel by IHG
Don't see what you're looking for?
See all available properties in Dorset
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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.