Book Holiday Homes in Shaftsbury

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Featured Holiday Homes in Shaftsbury

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Dover
The price is AU$963 per night from 27 Jan to 28 Jan
AU$963
includes taxes & fees
27 Jan - 28 Jan
With a stay at this vacation home in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

Winhall
The price is AU$2,137 per night from 2 Feb to 3 Feb
AU$2,137
includes taxes & fees
2 Feb - 3 Feb
With a stay at this vacation home in Winhall, you'll be on a lake, within a 15-minute drive of Stratton Mountain Resort and Winhall River.
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Stratton
With a stay at this vacation home in Winhall, you'll be in the mountains, within a 10-minute drive of Stratton Mountain Resort and Green Mountain National ...
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
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Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Dover
With a stay at this vacation home in West Dover, you'll be next to a golf course, within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski
Ski-In condo at Mount Snow with Fireplace, Bears Crossing

Ski-In condo at Mount Snow with Fireplace, Bears Crossing

Dover
With a stay at this vacation home in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Ski-In condo at Mount Snow with Fireplace, Bears Crossing
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
When you stay at this vacation home in West Dover, you'll be in the mountains, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Historic 6-BR Across From Equinox Resort

Historic 6-BR Across From Equinox Resort

Manchester
With a stay at this vacation home in Manchester, you'll be just steps from Green Mountain National Forest and Golf Club at Equinox.
Historic 6-BR Across From Equinox Resort
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
The price is AU$1,505 per night from 23 Jan to 24 Jan
AU$1,505
includes taxes & fees
23 Jan - 24 Jan
Located in Winhall, this vacation home is in the mountains, a 1-minute drive from Green Mountain National Forest and 6 minutes from Bromley Mountain Ski ...
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Winhall
With a stay at this vacation home in Stratton, you'll be within a 10-minute walk of Stratton Mountain Resort and Green Mountain National Forest.
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
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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.

Shaftsbury 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 Shaftsbury vacation homes are the perfect way for you to wing it.

Holiday houses in Shaftsbury 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 Shaftsbury 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 Shaftsbury adventures, obvs.

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

Shaftsbury Holiday Homes essential information

Accommodation
649 Holiday Homes
Lowest Price
AU$206
Highest Price
AU$2,137
Popular accommodation
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!, Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton, Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle, Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski, Ski-In condo at Mount Snow with Fireplace, Bears Crossing, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Historic 6-BR Across From Equinox Resort, Your Vermont Mountain Haven Pet Friendly home with Hot tub!, Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Top trending hotels in Shaftsbury

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury
A stay at this vacation home places you in the heart of Shaftsbury, steps from Green Mountain National Forest and 13 minutes by foot from Robert Frost Stone ...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 17 Feb to 18 Feb
AU$206
includes taxes & fees
17 Feb - 18 Feb
A stay at Hotel Downstreet places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot from Massachusetts Museum ...
Hotel Downstreet
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is AU$336 per night from 27 Jan to 28 Jan
AU$336
includes taxes & fees
27 Jan - 28 Jan
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
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Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
The price is AU$237 per night from 2 Feb to 3 Feb
AU$237
includes taxes & fees
2 Feb - 3 Feb
A stay at Hampton Inn and Suites Manchester places you in the heart of Manchester Center, steps from Green Mountain National Forest and 8 minutes by foot from ...
Hampton Inn and Suites Manchester
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.