Wingdale Holiday Apartments
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5 km
48 rentals in Wingdale.
Adorable 3BR-cape near skiing and sledding
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Country House
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautifully restored 1822 Farmhouse, as seen in Better Homes & Gardens Magazine
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
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The following properties within 32 kms of Wingdale match all your filters:
Candlewood Lake! Private Pool! Bring your boat!
Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 10
Match: Sleeps
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Glamping, family fun, pet friendly
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Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
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Rare, peaceful glamping, hot shower, mini golf near appalachian trail
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Victorian Guest Suite in heart of the Village
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House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
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Fabulous 4 Season Resort Home on the Ten Mile River
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Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
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Beautiful mountaintop getaway for peace and quiet
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Relaxing summer getaway with sunset views near lake
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Club Getaway Pine Grove 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stay on an Alpaca Farm
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A-Frame Getaway with Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Club Getaway Pine Grove 1
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Club Getaway Lake View 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming house in Millbrook next to a horse farm
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Nature lover's cabin on over 60 acres.
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Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
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Club Getaway Valley View 1
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Club Getaway Lake View 3
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet Historic Retreat
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Near Lake Waramaug & Candlewood Lakes
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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In town, walk to everything, close to Kent, South Kent and Marvelwood schools
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COMPLIMENTARY BREAKFAST- 1 per week…AUTUMN IS GORGEOUS IN THE HUDSON VALLEY!!
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Beautiful Horse Farm
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Rustic Country Beach Cottage Candlewood Lake-Seasonal Rental
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Antique Creek-Side Country Cottage With 3.2 Acres
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Beautiful and private modernist 3 bedroom home with gunite pool on 6 acres.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Perfection in Litchfield County
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Club Getaway Pine Grove 3
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Lakeside Home w/Private Beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Serene, Peaceful Get-Away (Log Cabin by the Lake)
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Waterfront House and Artist's Studio in the Woods
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Club Getaway Mountain View 1
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Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Charming Guesthouse in scenic CT town. Bikes, kayaks, firepit, beach pass.
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Club Getaway Mountain View 3
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Artistic concered barn
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Silver 1780 Millbrook Classic
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Cozy lake house retreat!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Club Getaway Mountain View 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Club Getaway Valley View 3
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Club Getaway Valley View 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Wingdale
- Yes, here are some popular holiday rentals in Wingdale that have a pool:
- Adorable 3BR-cape near skiing and sledding
- Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
- Country House
- Yes, here are some popular holiday rentals in Wingdale that have internet access:
- Adorable 3BR-cape near skiing and sledding
- Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
- Country House
- Some of the most popular kid friendly rentals in Wingdale are:
- Adorable 3BR-cape near skiing and sledding
- Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
- Country House