Doodletown Vacation Rentals

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Vacation Rentals in Doodletown

Summer Castle: Pool, Game Room, BBQ - Pet Friendly

8.0 out of 10, Very good, (3)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
The price is CA $1,121
CA $1,887 total
includes taxes & fees
Jul 21 - Jul 22
Summer Castle: Pool, Game Room, BBQ - Pet Friendly

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

9.0 out of 10, Wonderful, (9)
"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."
The price is CA $128
CA $254 total
includes taxes & fees
Jul 16 - Jul 17
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (23)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is CA $307
CA $579 total
includes taxes & fees
Jul 14 - Jul 15
Contemporary Cozy Cottage

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is CA $376
CA $570 total
includes taxes & fees
Jul 17 - Jul 18
Rustic Cabin in Fishkill!

Chestnut on Willow Lake

9.0 out of 10, Wonderful, (2)
"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"
The price is CA $546
CA $790 total
includes taxes & fees
Jul 17 - Jul 18
Chestnut on Willow Lake

Hickory on Willow Lake

9.0 out of 10, Wonderful, (2)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is CA $580
CA $833 total
includes taxes & fees
Jul 17 - Jul 18
Hickory on Willow Lake

Red Cottage - Lakeside Property!

The price is CA $546
CA $799 total
includes taxes & fees
Jul 17 - Jul 18
Red Cottage - Lakeside Property!

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

9.8 out of 10, Exceptional, (22)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is CA $354
CA $445 total
includes taxes & fees
Jul 20 - Jul 21
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
The price is CA $614
CA $1,118 total
includes taxes & fees
Jul 20 - Jul 21
West Point Family Retreat, 5 min walk to Thayer!

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

10.0 out of 10, Exceptional, (4)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is CA $267
CA $460 total
includes taxes & fees
Jul 29 - Jul 30
Lovely 3BR Home with parking-Walk to WP Gate!

Fabulous 3bdrm Home w/parking!

6.0 out of 10, (1)
"The proximity to Westpoint was great. Trashy neighborhood. Very loud construction early in the morning. The cooking supplies were limited and one of the handles on the pans fell off while we were there. It was okay, but probably wouldn't return."
The price is CA $259
CA $470 total
includes taxes & fees
Aug 5 - Aug 6
Fabulous 3bdrm Home w/parking!

Room for Everyone: Spacious 6BR West Point Retreat

10.0 out of 10, Exceptional, (1)
"Great location for Westpoint visit. As described. Clean with new updates. "
Room for Everyone: Spacious 6BR West Point Retreat

Large, Cozy, Bright Business Class Corporate Retreat

9.0 out of 10, Wonderful, (13)
"Very cozy stay with responsive host"
The price is CA $553
CA $931 total
includes taxes & fees
Jul 14 - Jul 15
Large, Cozy, Bright Business Class Corporate Retreat

complete privacy vacation home [private pool]

9.8 out of 10, Exceptional, (8)
"Our family thoroughly enjoyed our stay. The pool was so big and so much fun!"
The price is CA $879
CA $1,538 total
includes taxes & fees
Jul 20 - Jul 21
complete privacy vacation home [private pool]

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (298)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is CA $553
CA $743 total
includes taxes & fees
Jul 13 - Jul 14
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

5BR Home with Sauna & Pool Hot tub Fire pit

The price is CA $846
CA $1,974 total
includes taxes & fees
Jul 14 - Jul 15
5BR Home with Sauna & Pool Hot tub Fire pit

Indoor Pool Paradise | 6BR + Huge Decks

The price is CA $1,102
CA $2,289 total
includes taxes & fees
Jul 14 - Jul 15
Indoor Pool Paradise | 6BR + Huge Decks

The Perfect Essential Getaway!

9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
The price is CA $1,263
CA $1,763 total
includes taxes & fees
Jul 14 - Jul 15
The Perfect Essential Getaway!

Amazing Home Near West Point, Shopping, Skiing and Legoland

10.0 out of 10, Exceptional, (12)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
The price is CA $341
CA $703 total
includes taxes & fees
Jul 28 - Jul 29
Amazing Home Near West Point, Shopping, Skiing and Legoland

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (16)
"The house was very clean and beautiful inside. Beds were incredibly comfortable, short distance to town and skiing at Mt Peter which was the reason for our visit. Spa was clean although we didn’t use it because there was a snow storm. Overall great visit!"
The price is CA $462
CA $950 total
includes taxes & fees
Jul 17 - Jul 18
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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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 Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Doodletown is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Charles Point Pier Park. Woodbury Common Premium Outlets and Bear Mountain State Park 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.