Photo by Anna Arsenault

Search Holiday Rentals in Wingdale

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Dec - 11 Dec
Tomorrow
11 Dec - 12 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Wingdale holiday rentals

Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

Apartment in Poughkeepsie

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is ₹20,876
₹24,451 total
includes taxes & fees
14 Dec - 15 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Apartment, 1 Bedroom, Balcony, Garden View | Living area
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

Apartment in Poughkeepsie

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
2.0 star property
8.6 out of 10, Excellent, (10)
"Parking was easy, but the apartment was quite dirty. The location was in a reasonable driving distance from lots of activities, but the area itself did not feel safe enough to walk around with a small child. "
United States
Elena
The price is ₹17,397
₹20,377 total
includes taxes & fees
14 Dec - 15 Dec
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wingdale Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"😍"
Evangelina 1-night trip
Posted 2 days ago
Hampton Inn & Suites Poughkeepsie

Find out more about Wingdale

Holiday Rentals in Wingdale

Search for holiday rentals in Wingdale on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Wingdale using one of the methods below:

  • View our selection of featured holiday rentals in Wingdale
  • Use the map to find apartments and other holiday homes in the Wingdale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wingdale while they last

Look no further and take a look at our great range of rental properties in Wingdale!

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.