Doodletown Vacation Rentals

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Nov 2 - Nov 3
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Nov 14 - Nov 16

Vacation Rentals in Doodletown

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
9.6 out of 10, Exceptional, (44)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
$292 nightly
The price is $330
Nov 4 - Nov 5
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (124)
"Great place and host!"
United States
Jacqueline
$272 nightly
The price is $308
Nov 9 - Nov 10
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Interior
Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
$585 nightly
The price is $691
Nov 4 - Nov 5
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (92)
"We loved our stay. It was great for a family Thanksgiving"
United States
Edmund F.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Property grounds
Piermont Oasis
Piermont Oasis
10.0 out of 10, Exceptional, (5)
"Carolyn was so amazing with her directions on how to park and check in. The apartment had everything as advertised. The ambiance was very private and peaceful. Walking distance to the town and pier. I would definitely stay again."
United States
Anonymous traveler
$188 nightly
The price is $209
Nov 13 - Nov 14
Total with taxes and fees
Piermont Oasis
Smart TV
Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (37)
"My partner and I came for a gathering of friends and family invthe area. It was the perfect place for us to get away and rest."
United States
Cathy M.
$229 nightly
The price is $259
Nov 4 - Nov 5
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Exterior
Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (2)
"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. "
United States
Brady K.
$367 nightly
The price is $417
Nov 4 - Nov 5
Total with taxes and fees
Rustic Cabin in Fishkill!
Outdoor dining
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
10.0 out of 10, Exceptional, (311)
"Beautiful location- owner was very responsive to any questions we had."
United States
Richard K.
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Interior
Contemporary Cozy Cottage
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (29)
"Very clean comfortable quiet place"
United States
Mauro C.
$367 nightly
The price is $420
Nov 4 - Nov 5
Total with taxes and fees
Contemporary Cozy Cottage
Terrace/patio
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
9.8 out of 10, Exceptional, (19)
"The house was beautiful inside and out. Owners were so nice and made sure we had everything we needed for our weekend getaway."
United States
Cindy B.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Exterior
Walk to WP Gate + Free Parking!
Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (19)
"Well equipped space and great communication from the host"
United States
Beth
$286 nightly
The price is $317
Nov 17 - Nov 18
Total with taxes and fees
Walk to WP Gate + Free Parking!
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!
Fabulous 3bdrm Home w/parking!
8.0 out of 10, Very Good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
$299 nightly
The price is $330
Nov 17 - Nov 18
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
Fridge, microwave, oven, stovetop
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
6.8 out of 10, (5)
$999 nightly
The price is $1,130
Nov 4 - Nov 5
Total with taxes and fees
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Children's area
Hickory on Willow Lake
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"We stayed one night. Would loved to have stayed longer. Beautiful property. "
United States
Christine B.
$586 nightly
The price is $668
Nov 4 - Nov 5
Total with taxes and fees
Hickory on Willow Lake
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
9.6 out of 10, Exceptional, (15)
"Lovely two weeks in the carriage house on the Croton River. Hosts Patrick and Kathryn were attentive and helpful, the area was full of fun adventures for my husband, a cyclist, and me (jogger and kayaker). Swimming in the Croton from the dock was so great, especially on warm days. Kayaking in the Croton was peaceful and full of fun water birds."
United States
Ann M.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$237 nightly
The price is $256
Nov 4 - Nov 5
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
United States
Dr. Andrea W.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Exterior
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Outdoor dining
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
9.0 out of 10, Wonderful, (4)
"The apartment was nice. No bedside tables or lamps, that would’ve been nicer. I specifically asked about stairs when I booked and was told, yes there is one flight of stairs, but there are railings. I’m perfectly able to do normal household stairs with railings, so I wasn’t concerned. Upon arrival we found that the outdoor stone stairs only had one short railing on one side. We ended up having to access the property from below where my husband was able to drag me up a hill in a wheelchair (not...
United States
Tricia S.
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Dining tables
Chestnut on Willow Lake
Chestnut on Willow Lake
9.4 out of 10, Exceptional, (3)
"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!"
United States
Lara S.
$558 nightly
The price is $636
Nov 4 - Nov 5
Total with taxes and fees
Chestnut on Willow Lake
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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"Breakfast was great..Great temperature..Fruits were fresh..Staff was very friendly.The heat was great..Its winter.Indoor needs heat"
Nicole 1-night trip
Posted 1 day ago
Baymont by Wyndham White Plains - Elmsford

Find out more about Doodletown

Everything you need to know about Doodletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Doodletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Doodletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Doodletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Doodletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Doodletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Doodletown rentals

At Expedia, we put the best Doodletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Doodletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Doodletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Doodletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 kitchenware, 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 Lake Tiorati Beach. 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.