Doodletown Holiday Rentals

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Holiday Rentals in Doodletown

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

9.8 out of 10, Exceptional, (6)
"Plenty of room for my family"
The price is AU$519
includes taxes & fees
1 May - 2 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is AU$437
includes taxes & fees
5 May - 6 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"We stayed at this cozy cabin in Monroe for 4 days since we were looking for a somewhat close location to West Point to visit our cadet. This cabin had plenty of room for the three of us. The floor plan was open, which was nice. The beds are comfy, and there are several useful amenities of which to take note. These included fresh towels for the bathroom and sauna, shampoo/conditioner/body wash dispensers in the bathroom, plenty of board games to keep you occupied, and a functioning T.V. I have to...
Cozy Cabin with Sauna & Firepit!

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

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

10.0 out of 10, Exceptional, (287)
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
The price is AU$796
includes taxes & fees
2 May - 3 May
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (77)
"We greatly enjoyed our weekend in splendid isolation within this spacious, tastefully decorated, comfortable and well appointed house. The living room is larger than it appears in the pictures, and there are games, puzzles, and books in good condition. The separately controlled baseboard heat in the bathroom is a nice touch. The kitchen is spacious and well appointed, and there are plenty of outlets throughout the house despite it being originally an older house. John was very responsive to...
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"This is an adorable cottage. It is very clean and well appointed. The kids (and adults) really enjoyed the detached game room. The hot tub and fire pit made for very relaxing evenings. We really enjoyed our time here. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor

9.6 out of 10, Exceptional, (9)
"We were able to spend a wonderful Thanksgiving holiday with my son and his wife in New York. My family came with me for their first visit to New York. The house was comfortable and spacious. It allowed all of us to play, read, relax and be together as a family. "
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (59)
"Great location"
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Waterfront Modern Home with Fast Wifi & Hot Tub

9.8 out of 10, Exceptional, (16)
"Everyone loved our stay. The hot tub was even better than expected with the unexpected freezing temp and snow in April. House was clean and lake views were awesome. Plenty of space for families to spread out. We really enjoyed coming back to the warm and inviting space after our time at Legoland."
The price is AU$819
includes taxes & fees
1 May - 2 May
Waterfront Modern Home with Fast Wifi & Hot Tub

Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

10.0 out of 10, Exceptional, (2)
"We had a lovely time staying in this beautiful space. What the listing does not fully capture is how well curated the space is, full of intriguing bits of Art and gracious style. An easy walk to DIA and the park on the river, and a very short drive into town made this a wonderful space for a getaway weekend! "
Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (18)
"Clean, beautiful and comfortable! A woodsy retreat close to Peekskill. We will book again for sure! "
The price is AU$640
includes taxes & fees
5 May - 6 May
Contemporary Cozy Cottage

Charming 2-bedroom house with AC, WiFi in marvelous Nyack

2.0 star property
Charming 2-bedroom house with AC, WiFi in marvelous Nyack

The Woodbury Cottage

8.8 out of 10, Excellent, (19)
"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."
The Woodbury Cottage

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (6)
"I reserved the house for a family reunion of about 20 people and had a great time. What I really liked about coming here:1. The house - It was spacious and elegant, had multiple living rooms, and had many bathrooms. This was perfect for our large group.2. The grounds - Although we did not use the tennis or pickleball courts because of the weather, we could see how nice it is to have right next to the house. Folks from our group went walking and running on the roads around the house and those...
Spectacular Mansion w/Pool&Tennis

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

10.0 out of 10, Exceptional, (2)
"Close to west point where we were able to attend the sporting event. It is walking distance to the small town outside campus where you can find local shops for eating or shopping. ."
The price is AU$469
includes taxes & fees
12 May - 13 May
Lovely 3BR Home with parking-Walk to WP Gate!

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (16)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room
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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Other types of properties in Doodletown you may be interested in

Overlook Lodge at Bear Mountain

2.5 star property
8.2 out of 10, Very good, (1001)
"Very nice place. "
The price is AU$236
includes taxes & fees
11 May - 12 May
Overlook Lodge at Bear Mountain

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1002)
"Very friendly and helpful staff. Clean room and even with it being set up like a motel it’s very quiet. Great place for quick trip. Mobil convenient store across the street."
The price is AU$190
includes taxes & fees
1 May - 2 May
West Gate Inn Nyack

Armoni Inn & Suites

3.5 star property
6.2 out of 10, (1954)
"Room size was good. Old school A/C Heater combo wall unit was awesome. Much better than what newer hotels have. You can actually chose to change the temp to what you want! Large bathroom with nice shower. Something to be said about the old school fixtures and appliances before the dreaded energy efficient "upgrades" ruin it. Fridge was nice and cold. I didn't use the microwave. The black out curtains did their job. The practically useless soap discs were the size of a quarter and almost...
The price is AU$154
includes taxes & fees
15 May - 16 May
Armoni Inn & Suites
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.

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday 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 that 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 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.