Doodletown Holiday Rentals

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Holiday Rentals in Doodletown

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is HK$1,308
HK$1,930 total
includes taxes & fees
1 Dec - 2 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Putnam Valley Vacation Rental: Patio & Lake Views!

9.8 out of 10, Exceptional, (11)
"Cozy, clean property. We had everything we needed for a 3-night stay for West Point Family Weekend. Several stores & restaurants conveniently nearby. Host Neury was most accommodating. Incredible views & scenery!!"
Putnam Valley Vacation Rental: Patio & Lake Views!

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

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Stay in the heart of Greenwood Lake minutes away from the lake

10.0 out of 10, Exceptional, (23)
"I enjoyed my stay here. The property was clean and had everything I needed for my trip to Warwick. There is a CVS within walking distance and a pizza restaurant across the street. "
Stay in the heart of Greenwood Lake minutes away from the lake

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

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is HK$3,146
HK$6,519 total
includes taxes & fees
26 Nov - 27 Nov
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Cottage at Millpond Falls - A Romantic and Luxurious Escape

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - A Romantic and Luxurious Escape

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

10.0 out of 10, Exceptional, (27)
"This was a great rental in the heart of Beacon. Situated on main street we could walk to almost everything. Well outfitted apartment with all the amenties down to a white noise machine. Great to be able to do a load of laundry right on the apartment. Definitely would rent again. Host was super responsive."
The price is HK$1,090
HK$2,118 total
includes taxes & fees
8 Dec - 9 Dec
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

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

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is HK$1,946
HK$2,934 total
includes taxes & fees
26 Nov - 27 Nov
Contemporary Cozy Cottage

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

9.4 out of 10, Exceptional, (20)
"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (22)
"Easy 30 minute drive to West Point. In the country, yet outlet mall, restaurants and things to do all within 30 minutes. Very responsive when I text as the keypad didn’t work. They let us in remotely. We had several in our family and we were all comfortable. Nice fire pit, swim spa, and clean. "
The price is HK$3,106
HK$5,565 total
includes taxes & fees
4 Dec - 5 Dec
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

9.6 out of 10, Exceptional, (15)
"The location was convenient for our purposes; neighbourhood felt safe. The place was clean, the beds were comfortable. The kitchen was well equipped. The sofas were not comfortable to lounge on."
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

9.0 out of 10, Wonderful, (23)
"The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again. "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

Brand new private Studio in the heart of Tarrytown

9.8 out of 10, Exceptional, (8)
"The room was very cozy and located a block away from the main street of Tarrytown. It was only a 5 minute walk to the local pizza place and other restaurants and a 10 minute walk to the grocery store. Everything was clean and the A/C and appliances were easy to use. I recommend this for anyone who wants to stay in the Sleepy Hollow/Tarrytown area. We will stay here again next time. "
The price is HK$1,323
HK$2,542 total
includes taxes & fees
24 Nov - 25 Nov
Brand new private Studio in the heart of Tarrytown

Villa Verde B&B, bsm, Greenwood Lake NY

10.0 out of 10, Exceptional, (12)
"Eva was an amazing host and an incredible cook! We didn't know what to expect, but the place is beautiful, quiet, comfortable and clean and her hospitality and friendliness above and beyond. It's close to a few towns but also close to a lot of must see nature areas. We would definitely stay there again!"
The price is HK$1,222
HK$2,090 total
includes taxes & fees
26 Nov - 27 Nov
Villa Verde B&B, bsm, Greenwood Lake NY

A romantic cottage and artist's retreat looking down over an enchanted lake

9.4 out of 10, Exceptional, (95)
"We cannot overstate how perfect this cottage was for us to have a quiet retreat. The place has all you need to unwind and drink in the view. The owners went above and beyond (we stayed 2 full months!). Everything was lovely, thanks Julia :)"
A romantic cottage and artist's retreat looking down over an enchanted lake

Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake

8.0 out of 10, Very good, (5)
"The home was in a perfect spot with lake views and is nicely close to town. We picked the home for its closeness to the rein fair and I’m so glad we did, It was wonderfully quiet and relaxing after a long day of hanging out at the rein fair !"
Lakeview with Mountain View, Nature seeker friendly. Greenwood 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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Other types of properties in Doodletown you may be interested in

Armoni Inn & Suites

3.5 star property
6.0 out of 10, (1692)
"Nice and clean "
The price is HK$498
HK$555 total
includes taxes & fees
22 Dec - 23 Dec
Armoni Inn & Suites

West Gate Inn Nyack

3.0 star property
7.2 out of 10, Good, (1004)
"Stepanuebwas amazing at checknin. Room was gigantic and clean "
The price is HK$856
HK$979 total
includes taxes & fees
9 Dec - 10 Dec
West Gate Inn Nyack

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very good, (1191)
"Nice place to stay "
The price is HK$1,085
HK$1,241 total
includes taxes & fees
1 Dec - 2 Dec
Baymont by Wyndham White Plains - Elmsford
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.
Beautiful view of the beach with palm trees

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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?

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!: This holiday home rental outside Doodletown offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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