
Holiday rentals with a pool in Windsor County
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Top-rated rentals with a pool in Windsor County
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Popular amenities for Windsor County rentals with a pool
House rentals with a pool

Pond, Pool, Mountain Views | Au Bout du Chemin

Golf, Bike, Fish, or Hike!

Ski-In/Ski-Out Hike Okemo Mountain Condo

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

The Fairway House - Premier Golf Course 3 BR Home

Bright & Modern Quechee Town House - Self Check-In

Dana Road House Sunlit VT Country Home w/HotTub

Private Farmhouse with in ground pool!
Apartment rentals with a pool

Perfect 2 Bedroom Ski Escape at Killington

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

The Swell Annex: Studio w/ Kitchenette, Pool. 641

Winterplace - Steps away from Slopes

Renovated 1BR, Walk to Lifts, Covered parking

Beautifully renovated spacious 2 room 2 BA suite

One Bedroom Suite Near Okemo

Elegant 3BR with Fireplace & Shuttle to Slopes
Destinations to explore
- Beachfront rentals Windsor County
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Fort Ticonderoga
- Mount Snow Ski Resort
- Dartmouth Skiway
- Tenney Mountain Resort
- Pico Mountain Ski Resort
- Dorset Field Club
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Hildene, The Lincoln Family Home
- Bretwood Golf Course
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Fox Run Golf Club
- Baker Hill Golf Club
- Ragged Mountain Resort
- Crotched Mountain Ski and Ride
- Lucky Bugger Vineyard & Winery
- Veterans Memorial Recreation Area Ski Hill
- Northeast Slopes Ski Tow
- Mount Sunapee Resort
- Things to do Windsor County
- Food and drink Windsor County
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