Doodletown Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

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, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥13,017
￥51,764 total
includes taxes & fees
Feb 1 - Feb 2
House on the Babbling Brook- Quiet 2BR + King Bed!
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 ￥11,486
￥39,483 total
includes taxes & fees
Feb 1 - Feb 2
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 ￥14,312
￥28,863 total
includes taxes & fees
Feb 4 - Feb 5
Cozy 1-bedroom retreat minutes from West Point!
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, (11 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 ￥14,396
￥60,307 total
includes taxes & fees
Feb 1 - Feb 2
Local Artist Inspired | Walk to WestPoint + King Bed
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
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is ￥17,306
￥64,502 total
includes taxes & fees
Feb 1 - Feb 2
Sleek Escape: Modern 3 BR- 4 Min from West Point !
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, (46 reviews)
"Great place!"
United States
Sara B.
The price is ￥17,153
￥37,730 total
includes taxes & fees
Feb 8 - Feb 9
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
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, (43 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ￥16,847
￥36,323 total
includes taxes & fees
Feb 3 - Feb 4
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is ￥16,845
￥67,046 total
includes taxes & fees
Feb 3 - Feb 4
3BR West Point Retreat-3min to Back Gate+ King Bed
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 ￥26,617
￥54,089 total
includes taxes & fees
Feb 8 - Feb 9
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Property grounds

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is ￥18,378
￥32,068 total
includes taxes & fees
Feb 6 - Feb 7
Piermont Oasis
Property grounds

Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is ￥24,045
￥40,541 total
includes taxes & fees
Jan 31 - Feb 1
Villa Verde B&B, Greenwood Lake NY, 1
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 ￥24,043
￥44,695 total
includes taxes & fees
Feb 28 - Mar 1
Villa Verde B&B, bsm, Greenwood Lake NY
Apartment | 1 bedroom

Studio Lakeside Retreat Fast Wifi Great WFH

Studio Lakeside Retreat Fast Wifi Great WFH
2.0 star property
Monroe
The price is ￥13,363
￥34,669 total
includes taxes & fees
Feb 4 - Feb 5
Studio Lakeside Retreat Fast Wifi Great WFH
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, (60 reviews)
"This cottage was perfect for our stay. We have family nearby and this was the perfect retreat after busy days. We will be booking again. The space is clean and welcoming the land is beautiful! "
United States
Heather A.
The price is ￥37,905
￥73,303 total
includes taxes & fees
Feb 8 - Feb 9
Country House w/Hot Tub, Deck, Grill & Fire Pit
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 ￥28,141
￥53,532 total
includes taxes & fees
Feb 4 - Feb 5
Lovely 3BR Home with parking-Walk to WP Gate!
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, (131 reviews)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ￥28,790
￥45,908 total
includes taxes & fees
Mar 1 - Mar 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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)
"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 ￥23,960
￥43,228 total
includes taxes & fees
Feb 4 - Feb 5
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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, (57 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is ￥37,905
￥48,425 total
includes taxes & fees
Jan 31 - Feb 1
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds

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, (3 reviews)
"We had a great time staying here. It was very clean and the view was amazing. Wanted to meet up with some family and it was perfect for relaxing and catching up. Host accommodated our early check in request and was available during our stay when we had minor questions. Overall, it was wonderful."
United States
Joe K.
The price is ￥33,080
￥64,584 total
includes taxes & fees
Jan 31 - Feb 1
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

Lux APT Your home away from home.

Lux APT Your home away from home.
Beacon
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is ￥19,910
￥39,502 total
includes taxes & fees
Feb 1 - Feb 2
Lux APT Your home away from home.
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

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

10/10 Excellent
"Clean and friendly staff."
shirley 3-night trip
Posted 4 days ago
Courtyard by Marriott Tarrytown Westchester County

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 Rockland Bakery, 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.