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Wingdale Vacation Rentals

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50 rentals in Wingdale.
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Welcome to The Lake: Your Private Paradise Awaits!
4 bedrooms
3 bathrooms
Sleeps 11
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Lake House Rental On Your Own Private Lake
4 bedrooms
3 bathrooms
Sleeps 11
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Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful Large Estate In The Country, Nearby Skiing, Short Or Long-Term
6 bedrooms
7 bathrooms
Sleeps 22
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Spectacular Short Term Vacation Rental in Kent
3 bedrooms
2 bathrooms
Sleeps 14
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Lake Chalet, 90 Minutes from Midtown Manhattan
5 bedrooms
3 bathrooms
Sleeps 16
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Stylish and modern house in the quaint town of Millbrook.
3 bedrooms
2 bathrooms
Sleeps 6
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Lakefront Escape with Gorgeous Views a Short Trip from New York City!
3 bedrooms
2 bathrooms
Sleeps 6
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Peaceful Candlewood lake/woods retreat.
3 bedrooms
2 bathrooms
Sleeps 8
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Prime Direct Waterfront On Candlewood Lake, Private Dock, Cozy Lake House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Log Home - Great Escape for the Holidays! Strong WIFI!
5 bedrooms
4 bathrooms
Sleeps 10
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House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
3 bedrooms
1 bathroom
Sleeps 8
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Direct Water Front Home
3 bedrooms
2 bathrooms
Sleeps 6
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Lakefront Luxury Retreat on Candlewood Lake
5 bedrooms
4 bathrooms
Sleeps 12
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Historic Warren/Kent Home
3 bedrooms
3 bathrooms
Sleeps 6
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NEWLY RENOVATED Year Round Lake Front Retreat - game room, firepit, boat dock,
3 bedrooms
3 bathrooms
Sleeps 8
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THE WATERFALL HOUSE!
2 bedrooms
2 bathrooms
Sleeps 7
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Modern cottage on the Housatonic River
1 bedroom
1 bathroom
Sleeps 2
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Lake Home with Hot Tub, Pool Table, Ping Pong Table, Fishing, Boats, Fire Pit
3 bedrooms
4 bathrooms
Sleeps 6
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Country Studio in private setting
0 bedrooms
1 bathroom
Sleeps 3
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Private Annex/Former Artist Studo
2 bedrooms
1 bathroom
Sleeps 4
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Secluded country cabin upstate New York, near metro north train
1 bedroom
1 bathroom
Sleeps 6
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The Hilltop - Stunning
3 bedrooms
2 bathrooms
Sleeps 6
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Warren country retreat
3 bedrooms
2 bathrooms
Sleeps 6
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Private Kent Getaway With Views, Pond & Pool
2 bedrooms
2 bathrooms
Sleeps 4
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Direct Waterfront on Candlewood Lake with/ boat slip & expansive outdoor kitchen
3 bedrooms
3 bathrooms
Sleeps 8
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Immaculate 1780 Millbrook Classic
5 bedrooms
5 bathrooms
Sleeps 8
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Serene, Peaceful Get-Away (Log Cabin by the Lake)
2 bedrooms
2 bathrooms
Sleeps 6
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Rustic Country Beach Cottage Candlewood Lake
2 bedrooms
2 bathrooms
Sleeps 4
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Mabels Hollow Farm, En suite bedroom farm stay,
1 bedroom
2 bathrooms
Sleeps 4
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Charming & Classic LAKEFRONT Chalet: Vintage 3BR, 1BA and beautifully furnished
3 bedrooms
1 bathroom
Sleeps 6
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Charming Farmhouse - 4 mins from Millbrook village, dogs allowed
4 bedrooms
3 bathrooms
Sleeps 8
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Lake Cottage with Views and Fireplace
2 bedrooms
1 bathroom
Sleeps 5
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Lakefront New Preston Cottage w/Dock & Fire Pit!
3 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Large Private Apartment
1 bedroom
1 bathroom
Sleeps 3
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Kent Victorian Room 1
1 bedroom
1 bathroom
Sleeps 2
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Kent Victorian Room 4
1 bedroom
1 bathroom
Sleeps 2
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Kent Victorian Room 5
2 bedrooms
1 bathroom
Sleeps 3
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Kent Victorian Room 3
1 bedroom
1 bathroom
Sleeps 2
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Kent Victorian Room 2
1 bedroom
1 bathroom
Sleeps 2
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Sherman Home w/Lakefront Deck & Swimming Dock
4 bedrooms
3 bathrooms
Sleeps 10
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Secluded Post & Beam Home in Macedonia State Park
3 bedrooms
3 bathrooms
Sleeps 6
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Bedroom in Holmes New YorK
1 bedroom
1 bathroom
Sleeps 2
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5 Bedroom 20 Acre Country Estate with a Pool in Hudson Valley
5 bedrooms
4 bathrooms
Sleeps 10
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Litchfield Hills 1850 Dairy Barn in classic New England setting
3 bedrooms
3 bathrooms
Sleeps 8
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Relaxing and peaceful riverfront home
3 bedrooms
2 bathrooms
Sleeps 6
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Millbrook Country Dream! Tennis/Swim/Play
3 bedrooms
3 bathrooms
Sleeps 5
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Lakefront Tranquility
5 bedrooms
4 bathrooms
Sleeps 10
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Beautiful mountaintop getaway for peace and quiet
2 bedrooms
2 bathrooms
Sleeps 6
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New Listing! Stunning Country Home 90 Minutes from NYC
4 bedrooms
4 bathrooms
Sleeps 10
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