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

Doodletown Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Doodletown vacation rentals

Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (10 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AED 628
AED 1,628 total
includes taxes & fees
21 Jul - 22 Jul
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

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, (139 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
The price is AED 727
AED 1,224 total
includes taxes & fees
16 Jul - 17 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (46 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is AED 496
AED 1,089 total
includes taxes & fees
13 Jul - 14 Jul
Grant - A Tranquil One Bedroom Steps from River
Cottage (2 Bedrooms) | Interior

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, (3 reviews)
"fantastic accommodations"
United States
David
The price is AED 779
AED 1,897 total
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 559
AED 966 total
includes taxes & fees
29 Jul - 30 Jul
Cozy 1-bedroom retreat minutes from West Point!
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 1,088
AED 1,786 total
includes taxes & fees
14 Jul - 15 Jul
Fabulous 3bdrm Home w/parking!
Property grounds

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay! "
United States
Megan D.
The price is AED 562
AED 925 total
includes taxes & fees
21 Jul - 22 Jul
Piermont Oasis
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (71 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is AED 606
AED 1,154 total
includes taxes & fees
10 Jul - 11 Jul
Cozy country efficiency in the Hudson Valley
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is AED 386
AED 727 total
includes taxes & fees
13 Jul - 14 Jul
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 924
AED 2,110 total
includes taxes & fees
12 Jul - 13 Jul
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Smart TV, video games, DVD player, books

'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, (6 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 789
AED 1,507 total
includes taxes & fees
10 Jul - 11 Jul
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Interior

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is AED 830
AED 965 total
includes taxes & fees
22 Jul - 23 Jul
Harriman Outdoor Center - Mountain Laurel Cabin
Fridge, microwave, oven, stovetop

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 1,034
AED 1,630 total
includes taxes & fees
29 Jul - 30 Jul
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is AED 367
AED 424 total
includes taxes & fees
2 Aug - 3 Aug
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
3BR West Point Retreat-3min to Back Gate+ King Bed
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is AED 694
AED 898 total
includes taxes & fees
20 Jul - 21 Jul
2-bedroom apartment in excellent Newburgh with AC and charm
Lobby

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
The price is AED 368
AED 416 total
includes taxes & fees
3 Aug - 4 Aug
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Microwave, oven, stovetop

Serene 2-bedroom spacious apartment

Serene 2-bedroom spacious apartment
Carmel Hamlet
The price is AED 643
AED 1,234 total
includes taxes & fees
10 Jul - 11 Jul
Serene 2-bedroom spacious apartment
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is AED 1,111
AED 1,626 total
includes taxes & fees
28 Jul - 29 Jul
Rustic Cabin in Fishkill!
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (39 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is AED 1,488
AED 2,867 total
includes taxes & fees
12 Jul - 13 Jul
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Overall great stay for the price. Clean facility and accommodating staff. Breakfast was also good as well. Not one you would be scared to eat"
Michelle 2-night trip
Posted 3 hours ago
Sleep Inn & Suites Monroe - Woodbury

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?

Lakefront Paradise Pool + Paddle Boats Sleeps 12: This vacation home rental outside of Doodletown offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your vacation 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 Rockland Bakery, or get out into nature at a spot like Lake Tiorati Beach. 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.