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Featured Holiday Homes in Readsboro

Dog-friendly chalet cabin with valley view, deck, and private hot tub

Dog-friendly chalet cabin with valley view, deck, and private hot tub

Wardsboro
With a stay at this vacation home in Wardsboro, you'll be within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Whitingham
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Adams
A stay at this vacation home places you in the heart of Adams, steps from Mount Greylock State Reservation and 7 minutes by foot from East Hoosac Quaker ...
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
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Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Townshend
Located in Townshend, this vacation home is on the waterfront, a 1-minute drive from West River and 8 minutes from Townshend State Park.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Sunny Stratton Townhome ~ 1 Mi to Skiing!

Sunny Stratton Townhome ~ 1 Mi to Skiing!

Stratton
With a stay at this vacation home in Stratton, you'll be in the mountains, within a 5-minute drive of Stratton Mountain Resort and Green Mountain National ...
Sunny Stratton Townhome ~ 1 Mi to Skiing!
New Chalet mins to Mt with Hot tub

New Chalet mins to Mt with Hot tub

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
New Chalet mins to Mt with Hot tub
Walk to Ski Lift: Spacious Condo in West Dover!

Walk to Ski Lift: Spacious Condo in West Dover!

2 out of 5
West Dover
With a stay at this vacation home in West Dover, you'll be within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Walk to Ski Lift: Spacious Condo in West Dover!
West Dover Townhome Near Mount Snow Shuttle Stop!

West Dover Townhome Near Mount Snow Shuttle Stop!

2 out of 5
West Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.
West Dover Townhome Near Mount Snow Shuttle Stop!
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton
The price is AU$425 per night from 2 Dec to 3 Dec
AU$425
includes taxes & fees
2 Dec - 3 Dec
When you stay at this vacation home in Stratton, you'll be in the mountains, within a 5-minute walk of Stratton Mountain Resort and Green Mountain National ...
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
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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.

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

Holiday houses in Readsboro 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 Readsboro 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 Readsboro adventures, obvs.

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

Readsboro Holiday Homes essential information

Accommodation
451 Holiday Homes
Lowest Price
AU$199
Highest Price
AU$425
Popular accommodation
Dog-friendly chalet cabin with valley view, deck, and private hot tub, Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating , Cozy Home In The Berkshires, Pet Friendly with fenced in yard!, Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns, Sunny Stratton Townhome ~ 1 Mi to Skiing!, New Chalet mins to Mt with Hot tub, Walk to Ski Lift: Spacious Condo in West Dover!, West Dover Townhome Near Mount Snow Shuttle Stop!, Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Top trending hotels in Readsboro

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$199 per night from 5 Dec to 6 Dec
AU$199
includes taxes & fees
5 Dec - 6 Dec
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 Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
The price is AU$264 per night from 24 Nov to 25 Nov
AU$264
includes taxes & fees
24 Nov - 25 Nov
When you stay at The Black Bear Lodge at Stratton Mountain Resort in Stratton, you'll be next to a golf course, within a 5-minute walk of Stratton Mountain Resort ...
The Black Bear Lodge at Stratton Mountain Resort
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 1 Dec to 2 Dec
AU$300
includes taxes & fees
1 Dec - 2 Dec
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Vacation Village in the Berkshires
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Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
When you stay at Mountaineer Inn in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Mountaineer Inn
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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.