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Featured Holiday Homes in Wardsboro

The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat

Guilford
When you stay at this vacation home in Brattleboro, you'll be on the waterfront and 7 minutes by car from Green River Wildlife Management Area.
The Jelly Mill-A Peaceful River Retreat
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 Winhall, 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
8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!

8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!

Winhall
With a stay at this vacation home in Winhall, you'll be within a 10-minute drive of Stratton Mountain Resort and Green Mountain National Forest.
8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!
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By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

Winhall
With a stay at this vacation home in Winhall, you'll be on the waterfront, just steps from Green Mountain National Forest and a 4-minute drive from Bromley Mountain ...
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
Private Family Estate for any Season

Private Family Estate for any Season

West Dover
With a stay at this vacation home in West Dover, you'll be in the mountains, within a 10-minute drive of Mount Snow and Green Mountain National Forest.
Private Family Estate for any Season
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
Manchester,  Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland
With a stay at this vacation home in Arlington, you'll be in the mountains, just steps from Green Mountain National Forest and a 4-minute drive from Mount ...
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Westmoreland
Located in Westmoreland, this vacation home is in a rural location, within a 10-minute drive of Connecticut River and Pierces Island State Park.
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
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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.

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

Holiday houses in Wardsboro 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 Wardsboro 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 Wardsboro adventures, obvs.

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

Wardsboro Holiday Homes essential information

Accommodation
792 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
The Jelly Mill-A Peaceful River Retreat, Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, 8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!, By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing., Private Family Estate for any Season, Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester, Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Top trending hotels in Wardsboro

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Wardsboro
With a stay at this vacation home in Wardsboro, you'll be next to a golf course, within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus ...
Colonial Motel And Spa
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
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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Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street, Bennington, VT
Fully refundableReserve now, pay when you stay
With a stay at Hotel Vervana, Trademark Collection by Wyndham, you'll be centrally located in Bennington, steps from Hemmings Motor News Car Lover's Convenience ...
Hotel Vervana, Trademark Collection by Wyndham
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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.