Windham Vacation Rentals

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Spring Hill Haven
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Family and Dog Friendly Home 3 Miles to Mt Snow with Hot Tub, Sauna & Game Room

5 Bedrooms
4½ Bathrooms
3 Guides
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4 reviews
$613 - $2427 / night (excl. fees & taxes)
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2 Bdrm, Lower Level, Okemo, 25 Acre Mtn Playground
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25 Acre Mountain Playground, Close to Okemo, 2 Bedroom

2 Bedrooms
1 Bathroom
3 Guides
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27 reviews
$250 - $300 / night (excl. fees & taxes)
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2 Bdrm, Upper Level, Okemo, 25 Acre Mtn Playground
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Close to Okemo, 25 Acre Mountain Playground, 2 Bedroom

2 Bedrooms
1 Bathroom
3 Guides
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13 reviews
$250 - $300 / night (excl. fees & taxes)
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Mountain View Manor
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Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

6 Bedrooms
5 Bathrooms
3 Guides
$670 - $2122 / night (excl. fees & taxes)
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Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
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Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 Bedrooms
2 Bathrooms
3 Guides
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107 reviews
$550 / night (excl. fees & taxes)
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Mount Holly Lake & Ski Hideaway
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Mount Holly Lake & Ski Hideaway

4 Bedrooms
2 Bathrooms
3 Guides
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37 reviews
$299 / night (excl. fees & taxes)
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Top of the Rock
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Cozy Vermont home for your Summer and Fall getaway

4 Bedrooms
2 Bathrooms
3 Guides
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13 reviews
$250 / night (excl. fees & taxes)
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Frog Hollow's Cabin, Mins to Mt. Snow
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Frog Hollow's Cabin, Mins to Mt. Snow

3 Bedrooms
1½ Bathrooms
3 Guides
$275 - $280 / night (excl. fees & taxes)
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NirvanaSanctuaryHouse~Fire Place~Okemo Killington
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Nirvana Sanctuary House~Fire Place~Okemo Killington 2 BR 3BA

2 Bedrooms
3 Bathrooms
3 Guides
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31 reviews
$425 / night (excl. fees & taxes)
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Vermont Cottage~Lake & Sanctuary~Lake Amherst
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Vermont Cottage On Lake Amherst & Sanctuary ~ Pet Friendly ~ Fire Pit ~ Fire place ~ Between Okemo & Killington Areas ~ Route 100

6 Bedrooms
4 Bathrooms
3 Guides
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90 reviews
$800 - $900 / night (excl. fees & taxes)
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Forty Winks Cottage In Vermont
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3 BR~3BA~DogFriendly~FirePlace~HotTub~FirePit~Charming~Cozy~Unique~Vintage~Okemo~Killington

3 Bedrooms
3 Bathrooms
3 Guides
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52 reviews
$600 / night (excl. fees & taxes)
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Vermont Cottage Amherst Lake & Sanctuary
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LakeAmherstRentals~Good Woods Cottage~Okemo Killington~Dog Friendly~Hot Tub~Fire Pit~

4 Bedrooms
3 Bathrooms
3 Guides
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55 reviews
$650 / night (excl. fees & taxes)
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Cool Haven~Cute Cottage in Plymouth, Vermont.
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1 BR Cottage Fireplace~Lake Views~Hot Tub~Dog Freindly~Private

1 Bedroom
2 Bathrooms
3 Guides
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34 reviews
$350 / night (excl. fees & taxes)
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Twinkle Cottage ~HotTub~FirePit~Fireplace~Dogs
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Twinkle Cottage~HotTub~FirePit~Dogs~Volley Ball~Croquet~

1 Bedroom
2 Bathrooms
3 Guides
$350 / night (excl. fees & taxes)
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The Deming House
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3 Bedrooms
4 Bathrooms
3 Guides
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1 review
$132 - $832 / night (excl. fees & taxes)
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Hillside Getaway
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Pet friendly with amazing views!

3 Bedrooms
2 Bathrooms
3 Guides
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17 reviews
$300 - $1315 / night (excl. fees & taxes)
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Gorgeous, modern, new 3-bedroom home on pond.
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Gorgeous, modern, new 3-bedroom home on pond.

3 Bedrooms
2 Bathrooms
3 Guides
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25 reviews
$300 / night (excl. fees & taxes)
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The Riverside Treehouse
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3 Bedrooms
2 Bathrooms
3 Guides
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4 reviews
$154 - $1014 / night (excl. fees & taxes)
    41 – 58 Rentals