Bear Mountain State Park which includes a river or creek and tranquil scenes

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Browse Select Doodletown Vacation Homes

Relax on the serene deck, surrounded by bare trees and a frozen lake.

"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"

CA $745 total

includes taxes & fees

Aug 10 - Aug 11

Relax in this serene outdoor seating area with a covered patio overlooking a lush garden.

"Perfect for small family stay over for a wedding ! "

CA $460 total

includes taxes & fees

Aug 31 - Sep 1

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel stove, and ample counter space.

"We loved our stay. It was great for a family Thanksgiving"

Relax in a hot tub with a serene lake and forest view.

"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "

CA $912 total

includes taxes & fees

Aug 13 - Aug 14

Cozy living room with a fireplace, flat-screen TV, and comfortable seating area.

"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."

Relax in this stylish living space with a large sofa, matching ottoman, and modern light fixture.

"Lovely home and great proximity to Taconic Parkway for all points north and south. Owner very accomodating"

Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for unwinding with a hammock and golf course nearby.

"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."

Cozy cottage with a covered porch, gabled roof, and a charming garden.

"Wonderful front porch "

Prepare meals in the spacious kitchen with a large island and appliances.

"Perfect for our family’s visit to West Point. Great location "

Cozy living space with a fireplace, comfortable seating, and a dining area.

"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."

Relax on the covered deck with a view of lush greenery and trees, featuring a round table, cushioned seating, and a flat-screen TV.

"The location is close to legoland which is nice. They had connect 4 and some playing cards otherwise the property isnt great for little ones due to some odd decor choices. There were ants and a spider and unsure about the cleaning. Thermostat didnt adjust and dishwasher didnt work. Tvs were hard to use. Wish there had been printed instructions for where to find things in the house, as well as recommendations in the town. Didnt use outdoor deck because too cold but also couldnt open the door and...

CA $570 total

includes taxes & fees

Aug 10 - Aug 11

Kitchen features stainless steel appliances, a large window, and wooden shelves.

"Awesome property. Will visit again. "

Enjoy cooking in this well-lit kitchen with a stainless steel range, oven, and cabinetry.

"Property was perfect for our needs."

Kitchen features microwave, toaster, and oven, along with a large sink and staircase to the upper level.

"Your home was amazing! My family and I enjoyed every minute! "

Enjoy cooking in this kitchen with sleek appliances, light grey cabinetry, and a wooden floor.

"The house was big enough for 2 families. It was very clean and comfortable. The property is beautiful and Cold Springs was the perfect spot for everything we wanted to do while in NY. The caretakers were very responsive and accommodating. We would definitely stay here again. "