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Windham Holiday Rentals

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49 rentals in Windham.
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Large, Lovely, Affordable Mountain Home
5 bedrooms
3 bathrooms
Sleeps 10
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9 other travellers have booked this property
15 Room 4000 Sq Ft Modern Rustic Chalet
6 bedrooms
4 bathrooms
Sleeps 20
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Secluded, elegant home w/ a furnished deck - close to skiing!
3 bedrooms
4 bathrooms
Sleeps 6
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Poetic Mountaintop Log Cabin nestled in the woods
3 bedrooms
2 bathrooms
Sleeps 6
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5-Bedroom Winter Wonderland with 3 fireplaces
5 bedrooms
5 bathrooms
Sleeps 11
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3+ Bedrooms 2+flrs of living space (1400 sq ft) near Magic, Stratton & Bromley.
3 bedrooms
1 bathroom
Sleeps 7
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2016-17 Booking now for entire Ski Season $8000.00
3 bedrooms
2 bathrooms
Sleeps 7
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Live & Breathe VT- Village Home, Yoga Studio, Ski!
4 bedrooms
3 bathrooms
Sleeps 9
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1 other traveller has booked this property
Charming and cozy Log cabin near Stratton Vermont
4 bedrooms
2 bathrooms
Sleeps 6
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12 other travellers have booked this property
Hugging Bear Inn & Shoppe- rent entire Inn
6 bedrooms
7 bathrooms
Sleeps 18
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Hugging Bear Inn - Tower Room
1 bedroom
1 bathroom
Sleeps 2
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1 other traveller has booked this property
Hugging Bear Inn - Bear's Den Room
1 bedroom
1 bathroom
Sleeps 5
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Hugging Bear Inn - Bear Cub Room
1 bedroom
1 bathroom
Sleeps 4
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Updated Stratton Townhouse.. Heated Saltwater Pool
3 bedrooms
3 bathrooms
Sleeps 10
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1 other traveller has booked this property
Trail Side at Bromley Resort Minutes from ManchesterVT, VSF horse show, Stratton
4 bedrooms
2 bathrooms
Sleeps 12
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3 other travellers have booked this property
Vermont Summer Festival Horse Show Rental
3 bedrooms
3 bathrooms
Sleeps 10
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1 other traveller has booked this property
Live the real Vermont Experiance
4 bedrooms
2 bathrooms
Sleeps 8
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Newly Remodeled Townhome
3 bedrooms
2 bathrooms
Sleeps 12
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Slopeside Townhome in Bromley Village
4 bedrooms
3 bathrooms
Sleeps 11
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Amare Guesthouse, renovated in-town victorian
3 bedrooms
2 bathrooms
Sleeps 6
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Stratton Ten Pines - Spectacular Timberframe Home
6 bedrooms
4 bathrooms
Sleeps 16
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Rustic Peru Townhome w/Deck - 30 Yards From Slopes
3 bedrooms
3 bathrooms
Sleeps 11
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Log Cabin, Mins to Green Mountain National Forest!
3 bedrooms
1 bathroom
Sleeps 6
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4 other travellers have booked this property
The 1843 Stone House - Chester, VT (3bdrm/ 2 ba)
3 bedrooms
2 bathrooms
Sleeps 8
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Renovated 1950's Farmhouse on 300 Acres in Grafton
3 bedrooms
2 bathrooms
Sleeps 8
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APARTMENTS HATUN KEEL
3 bedrooms
2 bathrooms
Sleeps 6
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5 STAR HOME - HOT TUB SAUNA BUS TO STRATTON LIFTS
4 bedrooms
3 bathrooms
Sleeps 8
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Historic Chester House 10-30 Mins to 5 Mountains!
5 bedrooms
2 bathrooms
Sleeps 7
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Manchester to Stratton - Taking Inquiries for the Summer Horse Show
4 bedrooms
2 bathrooms
Sleeps 8
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Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse
4 bedrooms
3 bathrooms
Sleeps 8
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Family-friendly condo with shared seasonal pool & hot tub - walk to village!
2 bedrooms
2 bathrooms
Sleeps 7
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9 BR Lakefront Luxury Getaway on 10 Acres. Sleeps 24!
9 bedrooms
6 bathrooms
Sleeps 24
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Bromley Farm Ski House
6 bedrooms
5 bathrooms
Sleeps 14
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A Family Place
5 bedrooms
4 bathrooms
Sleeps 12
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Ski Southern VT! Perfect home for large groups ... HOT TUB!
5 bedrooms
2 bathrooms
Sleeps 12
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Stratton Mountain Chalet - Walk to Private Shuttle
4 bedrooms
2 bathrooms
Sleeps 10
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Home near Stratton Mountain, Manchester & Bromley!
4 bedrooms
2 bathrooms
Sleeps 12
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NEW LISTING!Cozy Ski Chalet near 4 Ski Mountains.
3 bedrooms
2 bathrooms
Sleeps 8
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Secluded Home, 7 Mins to Stratton Mountain Resort
4 bedrooms
4 bathrooms
Sleeps 11
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Bromley Mtn Condo w/Deck View - Walk to Lift!
4 bedrooms
2 bathrooms
Sleeps 11
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Private Rustic Home, 10 Min. to Bromley Mtn!
3 bedrooms
2 bathrooms
Sleeps 6
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A Green Mountain Escape: Outdoor Adventures Await
4 bedrooms
3 bathrooms
Sleeps 11
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Stratton Okemo Bromley, Gorgeous 9 Br House with Private Lake, Sleeps 24
9 bedrooms
6 bathrooms
Sleeps 24
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1 other traveller has booked this property
Ski-In/Ski-Out Peru Condo at Bromley Mountain
3 bedrooms
2 bathrooms
Sleeps 10
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Family Home, 5 Minutes to Stratton Mountain!
5 bedrooms
5 bathrooms
Sleeps 12
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Stunning Designers VT Home Luxurious, 5600 SF, 3D Home Theater, Gourmet kitchen
4 bedrooms
5 bathrooms
Sleeps 10
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Charming Farmhouse w/ Gorgeous Mountain Views!
3 bedrooms
2 bathrooms
Sleeps 6
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4 Bedroom 100 Yr Old Bungalow
4 bedrooms
2 bathrooms
Sleeps 8
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Stratton Mountain Home w/ View - 2 Mi to Ski Lift!
2 bedrooms
1 bathroom
Sleeps 6
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