Doodletown Vacation Rentals

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Vacation Rentals in Doodletown

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (5)
The price is ¥13,980
¥50,924 total
includes taxes & fees
Dec 7 - Dec 8
House on the Babbling Brook- Quiet 2BR + King Bed!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ¥14,516
¥29,625 total
includes taxes & fees
Dec 15 - Dec 16
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is ¥13,980
¥41,849 total
includes taxes & fees
Dec 8 - Dec 9
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Vacation Home in Highland Falls

7.6 out of 10, Good, (5)
"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...
United States
Lixing
The price is ¥13,980
¥63,437 total
includes taxes & fees
Dec 7 - Dec 8
3BR West Point Retreat-3min to Back Gate+ King Bed

Apartment in Beacon

10.0 out of 10, Exceptional, (47)
"Great room and location. A nice home base for exploring the area. "
United States
Bob G.
The price is ¥17,397
¥37,731 total
includes taxes & fees
Dec 7 - Dec 8
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Apartment in Croton-on-Hudson

10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Ann S.
The price is ¥15,331
¥36,723 total
includes taxes & fees
Dec 7 - Dec 8
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is ¥14,912
¥62,429 total
includes taxes & fees
Dec 8 - Dec 9
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Apartment in Highland Falls

9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ¥17,086
¥64,002 total
includes taxes & fees
Dec 10 - Dec 11
Local Artist Inspired | Walk to WestPoint + King Bed

Aparthotel in Greenwood Lake

10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
The price is ¥24,387
¥43,754 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Villa Verde B&B, bsm, Greenwood Lake NY

Apartment in CROTON HDSN

9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is ¥17,456
¥42,107 total
includes taxes & fees
Dec 8 - Dec 9
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Apartment in Highland Falls

10.0 out of 10, Exceptional, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is ¥23,649
¥41,514 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Apartment in Newburgh

9.6 out of 10, Exceptional, (39)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is ¥18,640
¥42,701 total
includes taxes & fees
Dec 29 - Dec 30
Grant - A Tranquil One Bedroom Steps from River

Vacation Home in Hopewell Junction

9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is ¥23,626
¥40,434 total
includes taxes & fees
Dec 7 - Dec 8
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Apartment in Croton-on-Hudson

10.0 out of 10, Exceptional, (5)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
United States
Suzanne A.
The price is ¥20,659
¥47,258 total
includes taxes & fees
Dec 7 - Dec 8
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Apartment in Carmel Hamlet

9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ¥20,943
¥42,030 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment in Newburgh

3.0 star property
The price is ¥22,804
¥49,946 total
includes taxes & fees
Dec 8 - Dec 9
Explore & Work! Stylish Washington Heights Duplex

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ¥29,164
¥47,558 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Apartment in Beacon

10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
The price is ¥22,368
¥42,348 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lux APT Your home away from home.

Apartment in Newburgh

9.8 out of 10, Exceptional, (66)
"Such a cute place to stay"
United States
Melissa
The price is ¥27,148
¥50,760 total
includes taxes & fees
Dec 11 - Dec 12
Cozy country efficiency in the Hudson Valley

Apartment in Beacon

9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ¥18,329
¥38,270 total
includes taxes & fees
Dec 14 - Dec 15
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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

Find out more about Doodletown

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Frequently asked questions

Are there vacation rentals in Doodletown?

Yes, you can find vacation rentals near popular sights in Doodletown, or you can go with a secluded option if you're looking for relaxation. Doodletown is known for its parks.

What are some of the best vacation home rentals in Doodletown?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental outside of Doodletown offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and a coffee maker, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Monteverde at Oldstone are a couple of places you'll find in the larger area.

What are vacation rentals like in Doodletown?

Vacation rentals are private properties you can book for a short or long stay in Doodletown. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.