A calm lake with a rocky shoreline, surrounded by dense forest with autumn foliage.

Doodletown Vacation Rentals

  • 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

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Doodletown vacation rentals

Property grounds

1. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,232 total
includes taxes & fees
1 Sep - 2 Sep
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Coffee/tea maker, fridge, microwave, oven

2. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 972
AED 1,571 total
includes taxes & fees
9 Sep - 10 Sep
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
TV

3. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is AED 1,088
AED 1,721 total
includes taxes & fees
9 Sep - 10 Sep
Walk to WP Gate + Free Parking!
Interior

4. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AED 1,084
AED 1,856 total
includes taxes & fees
9 Sep - 10 Sep
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior detail

5. West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
Highland Falls
9.4 out of 10, Exceptional, (30 reviews)
"Our stay was excellent! Extremely clean, everything we needed. Walkable to everything in town. Great communication work h Host. We will definitely be staying again. "
United States
Joelle M.
The price is AED 1,194
AED 1,970 total
includes taxes & fees
28 Aug - 29 Aug
West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
TV

6. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
The price is AED 559
AED 994 total
includes taxes & fees
9 Sep - 10 Sep
Cozy 1-bedroom retreat minutes from West Point!
Exterior detail

7. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is AED 1,111
AED 1,837 total
includes taxes & fees
9 Sep - 10 Sep
Fabulous 3bdrm Home w/parking!
Cottage (2 Bedrooms) | Interior

8. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"fantastic accommodations"
United States
David
The price is AED 779
AED 1,897 total
includes taxes & fees
30 Aug - 31 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Interior

9. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is AED 720
AED 834 total
includes taxes & fees
31 Aug - 1 Sep
Harriman Outdoor Center - Mountain Laurel Cabin
Smart TV, video games, DVD player, books

10. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (7 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is AED 877
AED 1,642 total
includes taxes & fees
15 Sep - 16 Sep
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Dining

11. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is AED 657
AED 1,335 total
includes taxes & fees
2 Sep - 3 Sep
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Desk, WiFi (free), bed sheets

12. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is AED 613
AED 1,205 total
includes taxes & fees
3 Sep - 4 Sep
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Outdoor spa tub

13. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (12 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 812
AED 1,618 total
includes taxes & fees
2 Sep - 3 Sep
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Exterior detail

14. Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Highland Falls
9.6 out of 10, Exceptional, (36 reviews)
"Good location and had a great stay!"
United States
James M.
The price is AED 1,194
AED 2,144 total
includes taxes & fees
28 Aug - 29 Aug
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Exterior detail

15. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 612
AED 1,806 total
includes taxes & fees
31 Aug - 1 Sep
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Private kitchen

16. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very Good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is AED 1,286
AED 3,025 total
includes taxes & fees
28 Aug - 29 Aug
Perfect and Spacious Hudson Valley Escape!
Interior

17. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is AED 896
AED 1,039 total
includes taxes & fees
31 Aug - 1 Sep
Harriman Outdoor Center - Cranberry Cabin
3 bedrooms, desk, travel crib, WiFi

18. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Cornwall
9.0 out of 10, Wonderful, (2 reviews)
"Great House, less than 15 mins to front gate at West Point, convenient location for visiting and enjoying activities at West Point, e.g. football games, cadet events for family members, etc. Hope to be able to stay there again on another visit to the "Rockbound Highland Home"!!! "
United States
Jeff M.
The price is AED 1,561
AED 3,844 total
includes taxes & fees
30 Aug - 31 Aug
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Outdoor dining

19. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is AED 940
AED 2,019 total
includes taxes & fees
15 Sep - 16 Sep
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Exterior

20. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (5 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is AED 1,111
AED 1,690 total
includes taxes & fees
31 Aug - 1 Sep
Rustic Cabin in Fishkill!
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 Doodletown Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"The staff very helpful and friendly. Im disappointed the pool wasnt in use again as it has hardly been for many years Ive been going there. I think once in the past ten years Ive seen it open. Remember, Ive been staying at the hampton since 2004. Much has changed in that many years but overall the continental breakfast alone is worth the stay. Its not just a muffin and coffee like most franchises. The diverse menu is very appealing indeed."
robert 2-night trip
Posted 2 hours ago
Hampton Inn White Plains/Tarrytown

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?

Cozy Cabin with Sauna & Firepit!: This vacation home rental outside of Doodletown offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

What can I see and do in Doodletown?

Explore the area and family-friendly sights such as Rockland Bakery, or get out into nature at a spot like Manitoga The Russel Wright Design Center. Bear Mountain State Park and Woodbury Common Premium Outlets 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.