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Search Holiday Rentals in Wingdale

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Top Holiday Rentals in Wingdale

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Apartment, 1 Bedroom, Balcony, Garden View | Living area

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.0 out of 10, Wonderful, (8)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is 4.601.493 ₫
5.389.452 ₫ total
includes taxes & fees
2 Nov - 3 Nov
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Dog-friendly Fishkill Tiny House in Wine Country
Apartment (3 Bedrooms) | Interior

Dog-friendly Fishkill Tiny House in Wine Country

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great location convenient to Cold Spring (which lacks hotel space). Would definitely use again."
Dog-friendly Fishkill Tiny House in Wine Country
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wingdale Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"This place has one of the best showers! The water pressure is almost like getting power washed. My husband loved it! Convient to Main St Poughkeepsie for dining options."
Allan 1-night trip
Posted 11 hours ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

Can I find holiday rentals in Wingdale?

Yes, there are holiday rentals close to the most popular sights in Wingdale, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Wingdale?

Choose from 3 Expedia holiday rentals in Wingdale for a memorable holiday.

What’s there to see and do in Wingdale?

Explore the area and family-friendly sights such as SplashDown Beach, or get out into nature at a spot like Lake Waramaug State Park. While here, Dover Veterans Memorial Library and Harlem Valley Golf Club are other places worth a visit.

What’s a holiday rental in Wingdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wingdale. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.