Search Holiday Rentals in Doodletown

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Doodletown holiday rentals

House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is ฿11,918
฿27,922 total
includes taxes & fees
12 Jan - 13 Jan 2026
Foliage at Westchester Manor - Near Sleepy Hollow
House | 7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets
2.0 star property
Cornwall
The price is ฿11,029
฿13,450 total
includes taxes & fees
5 Jan - 6 Jan 2026
West Point Villa - Jacuzzi Pool BBQ Games Pets
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 Doodletown Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Great breakfast options "
Haiyin 4-night trip
Posted 8 hours ago
Hampton Inn Harriman Woodbury

Find out more about Doodletown

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

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

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

Frequently asked questions

Are there holiday rentals in Doodletown?

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

What can I see and do in Doodletown?

Explore the area and family-friendly sights such as Castle Fun Center, or get out into nature at a spot like Blue Mountain Reservation. Bear Mountain State Park and Paramount Hudson Valley Theater are a couple of places you'll find in the wider area.

What are holiday rentals like in Doodletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Doodletown. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips or small group gatherings.