Peekskill Vacation Rentals

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Browse Select Peekskill Vacation Homes

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 $929 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."

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! "

Stroll through the serene garden to a charming gazebo surrounded by lush greenery and vibrant flowers.

"The home was clean and the area is beautiful! It was a wonderful experience staying in a historic home and the owners were fantastic!"

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. "