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Wingdale, NY Villas and Apartments
Holiday Rentals
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New York (NY)
Wingdale, NY Villas and Apartments
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Wingdale
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Internet or Wifi (34)
Washer/Dryer (28)
Air Conditioning (27)
Other outdoor space (23)
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Suitability
Kid friendly (33)
Pet friendly (15)
Elder access (12)
Smoking allowed (7)
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Holiday Rental House (45)
Condominium/Apartment (2)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (3)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Montgomery Pottery
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47 rentals
in Wingdale.
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
15
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Adorable 3BR-cape near skiing and sledding
3
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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As seen on
Country House
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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As seen on
Beautifully restored 1822 Farmhouse, as seen in Better Homes & Gardens Magazine
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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The following properties within 32 kms of Wingdale match all your filters:
Charming Cottage with Fireplace, Great Kitchen & Pool on Private 5 Acres
2
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Candlewood Lake! Private Pool! Bring your boat!
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 10
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Glamping, family fun, pet friendly
3
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
3
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
5
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Club Getaway Pine Grove 3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Club Getaway Pine Grove 2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Club Getaway Valley View 2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Club Getaway Lake View 2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Victorian Guest Suite in heart of the Village
6
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Club Getaway Valley View 3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Club Getaway Lake View 3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Club Getaway Mountain View 2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Club Getaway Mountain View 3
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Club Getaway Mountain View 1
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Sleeps
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As seen on
Club Getaway Valley View 1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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As seen on
Relaxing summer getaway with sunset views near lake
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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As seen on
Cozy Lakeside Home w/Private Beach
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
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As seen on
Beautiful mountaintop getaway for peace and quiet
9
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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In town, walk to everything, close to Kent, South Kent and Marvelwood schools
10
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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As seen on
Serene, Peaceful Get-Away (Log Cabin by the Lake)
10
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Club Getaway Pine Grove 1
2
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Stay on an Alpaca Farm
1
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
Match:
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As seen on
Waterfront House and Artist's Studio in the Woods
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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As seen on
The Beekman Salt Box -- Historic Hudson Valley Home
11
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Fabulous 4 Season Resort Home on the Ten Mile River
2
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Artistic concered barn
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
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As seen on
Near Lake Waramaug & Candlewood Lakes
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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As seen on
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Beautiful lake view home on Whaley Lake in Holmes, NY.
10
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Beautiful Horse Farm
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
Match:
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Beautiful Lake View House Overlooking Peaceful Whaley Lake
10
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
4
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
10
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 11
Match:
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COMPLIMENTARY BREAKFAST- 1 per week…AUTUMN IS GORGEOUS IN THE HUDSON VALLEY!!
13
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
5
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
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As seen on
Nature lover's cabin on over 60 acres.
6
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Cozy lake house retreat!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Beautiful and private modernist 3 bedroom home with gunite pool on 6 acres.
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Quiet Historic Retreat
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
A-Frame Getaway with Pool
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Perfection in Litchfield County
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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Sleeps
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As seen on
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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1
Showing results 1-47 of 47
Frequently Asked Questions about Wingdale
Do any holiday rentals in Wingdale have a pool?
Yes, here are some popular holiday rentals in Wingdale that have a pool:
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Adorable 3BR-cape near skiing and sledding
Country House
See all holiday rentals with a pool in Wingdale on Tripadvisor
Do any holiday rentals in Wingdale have internet access?
Yes, here are some popular holiday rentals in Wingdale that have internet access:
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Adorable 3BR-cape near skiing and sledding
Country House
See all holiday rentals in Wingdale on Tripadvisor
What are the best pet friendly rentals in Wingdale?
The best pet friendly rentals in Wingdale are:
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Country House
Beautifully restored 1822 Farmhouse, as seen in Better Homes & Gardens Magazine
See all pet friendly holiday rentals in Wingdale on Tripadvisor
What are some great rentals in Wingdale that are kid friendly?
Some of the most popular kid friendly rentals in Wingdale are:
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Adorable 3BR-cape near skiing and sledding
Country House
See all kid friendly holiday rentals in Wingdale on Tripadvisor
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