Doodletown Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Doodletown vacation rentals

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, (132 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is ￥29,734
￥48,130 total
includes taxes & fees
Mar 15 - Mar 16
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is ￥13,602
￥42,694 total
includes taxes & fees
Mar 17 - Mar 18
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥15,112
￥30,183 total
includes taxes & fees
Apr 7 - Apr 8
Cozy 1-bedroom retreat minutes from West Point!
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,352
￥44,051 total
includes taxes & fees
Mar 13 - Mar 14
Charming 1-bedroom apartment in Carmel with WiFi, AC
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, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥16,765
￥57,577 total
includes taxes & fees
Mar 17 - Mar 18
House on the Babbling Brook- Quiet 2BR + King Bed!
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.4 out of 10, Exceptional, (62 reviews)
"Best place ever, various entertainment options from projector to tvs. "
United States
Mahbub Ridhoo M.
The price is ￥39,145
￥51,115 total
includes taxes & fees
Mar 16 - Mar 17
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (47 reviews)
"Great place!"
United States
Sara B.
The price is ￥18,188
￥39,331 total
includes taxes & fees
Mar 29 - Mar 30
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (67 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is ￥26,096
￥48,947 total
includes taxes & fees
Mar 13 - Mar 14
Cozy country efficiency in the Hudson Valley
Dining

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, (90 reviews)
"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 ￥22,443
￥49,370 total
includes taxes & fees
Mar 15 - Mar 16
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
3 bedrooms, desk, iron/ironing board, free WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.8 out of 10, Exceptional, (6 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is ￥21,352
￥70,630 total
includes taxes & fees
Mar 17 - Mar 18
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Desk, free WiFi, bed sheets

'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 ￥22,209
￥45,300 total
includes taxes & fees
Mar 18 - Mar 19
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10 reviews)
"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 ￥24,056
￥40,813 total
includes taxes & fees
Mar 13 - Mar 14
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (45 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ￥17,714
￥37,509 total
includes taxes & fees
Mar 15 - Mar 16
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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, (5 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 ￥22,385
￥40,940 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Interior

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 ￥26,305
￥50,733 total
includes taxes & fees
Mar 23 - Mar 24
Lovely 3BR Home with parking-Walk to WP Gate!
Outdoor spa tub

Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (61 reviews)
"Very pleasant experience. "
United States
William J.
The price is ￥40,884
￥77,527 total
includes taxes & fees
Mar 15 - Mar 16
Country House w/Hot Tub, Deck, Grill & Fire Pit
Interior

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is ￥24,831
￥45,803 total
includes taxes & fees
Mar 13 - Mar 14
Villa Verde B&B, bsm, Greenwood Lake NY
Desk, WiFi, bed sheets

Rustic Lakefront Studio w/ Deck + Workspace

Rustic Lakefront Studio w/ Deck + Workspace
Monroe
8.0 out of 10, Very Good, (1 review)
"Clean room.good host"
United States
Ayman
The price is ￥10,794
￥38,148 total
includes taxes & fees
Mar 15 - Mar 16
Rustic Lakefront Studio w/ Deck + Workspace
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"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 ￥17,872
￥63,496 total
includes taxes & fees
Mar 17 - Mar 18
Local Artist Inspired | Walk to WestPoint + King Bed
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)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
The price is ￥22,775
￥75,507 total
includes taxes & fees
Mar 25 - Mar 26
3BR West Point Retreat-3min to Back Gate+ King Bed
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

Westchester Marriott

Westchester Marriott

10/10 Excellent
"AWESOME!"
mischa 1-night trip
Posted 5 hours ago
Westchester Marriott

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

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 an electric kettle, 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 Lake Welch Beach. 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.