Windham Vacation Rentals

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Serenity Farmhouse
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Historic Farmhouse with pool, hot tub just minutes from skiing

4 Bedrooms
2½ Bathrooms
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12 reviews
$450 / night
(excl. fees & taxes)
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3BR Mountain Getaway in the Heart of the Catskills
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3BR Mountain Getaway in the Heart of the Catskills

3 Bedrooms
2 Bathrooms
$260 / night
(excl. fees & taxes)
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Berushka Cottage
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9 min to Belleayre! Hike, Ski, Amazing Views, & WFH

2 Bedrooms
2 Bathrooms
4.94IconIconIconIconIcon
47 reviews
$200 - $275 / night
(excl. fees & taxes)
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Spacious Retreat Near Woodstock
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Spacious Retreat Near Woodstock

4 Bedrooms
3 Bathrooms
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10 reviews
$295 - $889 / night
(excl. fees & taxes)
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Creek side cabin near ALL skiing- sleeps 4
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Creek side cabin near ALL skiing- sleeps 4

1 Bedroom
1 Bathroom
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3 reviews
$130 / night
(excl. fees & taxes)
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Stunning Farmhouse, King Bed, Indoor Hot Tub
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Stunning Farmhouse, King Bed, Indoor Hot Tub

3 Bedrooms
2 Bathrooms
$339 / night
(excl. fees & taxes)
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Modern Farmhouse Nestled in the Mountains
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Beautiful, Creekside Farmhouse 3-BR (+ cottage) w/Mountain Views; Convenient 10-min walk to restaurant and shops; 30-day minimum

4 Bedrooms
2 Bathrooms
$165 / night
(excl. fees & taxes)
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Elevated Catskill Escape, Mountain Views • Hot Tub
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Elevated Catskill Escape, Mountain Views • Hot Tub

2 Bedrooms
2 Bathrooms
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1 review
$365 - $785 / night
(excl. fees & taxes)
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Private Getaway With Hottub, GamesRoom & Woodstove
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Private Getaway With Hottub, GamesRoom & Woodstove

3 Bedrooms
2 Bathrooms
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60 reviews
$190 - $450 / night
(excl. fees & taxes)
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Overlook Lodge. Great Views. Near weddings/Skiing
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Overlook Lodge. Great Views. Near weddings/Skiing

6 Bedrooms
2½ Bathrooms
4.92IconIconIconIconIcon
36 reviews
$513 / night
(excl. fees & taxes)
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Mountain Views w/ Pool & Hot Tub
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Mountain Views w/ Pool & Hot Tub

5 Bedrooms
3½ Bathrooms
4.9IconIconIconIconIcon
10 reviews
$303 - $3097 / night
(excl. fees & taxes)
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Black Walnut Farm
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Hudson Valley Historic Farmhouse on 34 Acres, Air Conditioned, Fire Pit + Private Nature Trail, Sleeps 8

4 Bedrooms
2½ Bathrooms
$400 / night
(excl. fees & taxes)
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HUGE6b3ba hottub fireplace EZ2town&SKI hike BBQ
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HUGE 6b3ba FALLcolors hottb firepl EZ2twn HIKE BBQ

5 Bedrooms
3 Bathrooms
4.43IconIconIconIconIcon
40 reviews
$699 / night
(excl. fees & taxes)
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Cozy Cottage Near Skiing and Woodstock
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Cozy Dog Friendly Cottage Near Hiking and Woodstock

2 Bedrooms
1 Bathroom
4.97IconIconIconIconIcon
144 reviews
$250 / night
(excl. fees & taxes)
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Serenity Cabin- a bright, family friendly home!
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Serenity Cabin- a bright, family friendly home!

4 Bedrooms
3 Bathrooms
4.87IconIconIconIconIcon
60 reviews
$780 / night
(excl. fees & taxes)
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Lake Eugene New 5 BR 2.5BA LogHome Lakefront
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Lake Eugene Brand New 5 BR 2.5BA LogHome Lakefront!

5 Bedrooms
2½ Bathrooms
$300 - $650 / night
(excl. fees & taxes)
    21 – 36 Rentals