Doodletown Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Doodletown holiday 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, (9 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$1,051
HK$3,138 total
includes taxes & fees
30 Jun - 1 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 HK$1,552
HK$2,593 total
includes taxes & fees
9 Jul - 10 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor spa tub

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, (9 reviews)
"So cute and cozy!! We had the best time and loved it. "
United States
corinne n.
The price is HK$2,109
HK$3,908 total
includes taxes & fees
22 Jul - 23 Jul
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
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 HK$823
HK$1,552 total
includes taxes & fees
28 Jun - 29 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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 HK$1,435
HK$4,037 total
includes taxes & fees
28 Jun - 29 Jun
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Exterior

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (19 reviews)
"great place tostay"
United States
Anonymous traveller
The price is HK$785
HK$907 total
includes taxes & fees
24 Jul - 25 Jul
2 Full Beds | Non-Smoking, Kitchen
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 HK$1,058
HK$2,158 total
includes taxes & fees
2 Jul - 3 Jul
Charming 1-bedroom apartment in Carmel with WiFi, AC
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,764
HK$3,273 total
includes taxes & fees
30 Jun - 1 Jul
Contemporary Cozy Cottage
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, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,176
HK$2,334 total
includes taxes & fees
1 Jul - 2 Jul
Cozy country efficiency in the Hudson Valley
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$703
HK$795 total
includes taxes & fees
23 Jul - 24 Jul
1 King Bed | Non-Smoking, Kitchen, Shower
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.
The price is HK$1,356
HK$4,027 total
includes taxes & fees
30 Jun - 1 Jul
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is HK$1,772
HK$1,990 total
includes taxes & fees
22 Jul - 23 Jul
Harriman Outdoor Center - Mountain Laurel Cabin
Exterior detail

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (58 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is HK$941
HK$2,004 total
includes taxes & fees
1 Jul - 2 Jul
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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 HK$1,058
HK$1,799 total
includes taxes & fees
6 Jul - 7 Jul
Piermont Oasis
3 bedrooms, desk, iron/ironing board, travel cot

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is HK$1,756
HK$4,258 total
includes taxes & fees
9 Jul - 10 Jul
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior

Charming Cabin in Fishkill!

Charming Cabin in Fishkill!
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"What a sweet little spot in a gorgeous area - clean, simple, and beautiful. Thanks for a great stay! "
United States
Julia T.
The price is HK$2,544
HK$3,479 total
includes taxes & fees
30 Jun - 1 Jul
Charming 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, (38 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 HK$2,039
HK$4,621 total
includes taxes & fees
30 Jun - 1 Jul
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
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 HK$1,218
HK$2,072 total
includes taxes & fees
22 Jul - 23 Jul
Cozy 1-bedroom retreat minutes from West Point!
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is HK$1,143
HK$3,214 total
includes taxes & fees
29 Jun - 30 Jun
River Views & Deck | River Suite on Washington
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, (45 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 HK$1,059
HK$2,315 total
includes taxes & fees
13 Jul - 14 Jul
Grant - A Tranquil One Bedroom Steps from River
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"We stayed in the Overlook Lodge. There are no staff members in attendance -- you must check in a half mile away at the Inn. You need your room key to get into the lobby of the lodge day or night. Our room was on the second floor -- it was only accessible by a long flight of stairs. Don't bring a large suitcase.."
Jim 1-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain

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 holiday rentals in Doodletown?

Yes, there are holiday rentals close to the most popular sights in Doodletown, or you can select a more secluded option if you're looking for a relaxing stay. Doodletown is known for its parks.

What are some of the best holiday rentals that Doodletown has to offer?

Lakefront Paradise Pool + Paddle Boats Sleeps 12: This holiday 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 holiday with a garden and a pool table.

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 Paramount Hudson Valley Theater are a couple of places you'll find in the wider area.

What are holiday rentals like in Doodletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Doodletown. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips or small group gatherings.