Search Chappaqua Cottage Rentals from CA $282

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Browse Select Chappaqua Cottages

Enjoy cooking in this well-equipped kitchen with a stove, oven, microwave, and sink.

"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"

Stroll through a serene residential setting surrounded by a lush lawn, a tree, and a picturesque bridge.

"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."

CA $444 total

includes taxes & fees

Sep 2 - Sep 3

Relax on the deck with a kayak nearby, surrounded by trees and a traditional building in the background.

Relax in this spacious living room with a large sofa, flat-screen TV, and pendant lights.

"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"

Relax in this stylish living room with a high ceiling, sofa set, armchairs, and a coffee table, offering a view of the surrounding greenery.

"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "

Enjoy serene views from this deck overlooking a well-maintained lawn and trees.

"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."

"This property was great. Clean, roomy and about 1/2 hour from West Point."

Relax in this inviting living room with a comfortable sofa, flat-screen TV, and cozy rug.

"Perfect for my needs. Would stay again for sure"

Kitchen features a central island, stainless steel refrigerator, and white cabinetry.

"Great location. Very clean modern cottage by the sea. Would love to stay again. "

Relax in this spacious living room with a fireplace, comfortable seating, and a flat-screen TV.

"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "

Relax in this inviting living room with a sofa, armchair, and woven coffee table, surrounded by natural elements and a large sliding glass door.

"The house was exactly as advertised. It was clean, well maintained and comfortable! The location was beautiful and private yet close to nearby stores and activities."

Relax in this spacious living room with a fireplace, flat-screen TV, and comfortable seating area.

"We had a quiet and relaxing stay. Great location for exploring Cold Spring and Beacon"

Relax in this inviting room with a high ceiling, exposed beams, and a comfortable sofa.

"A cozy, well-maintained cottage, conveniently located near our son and his family who we were visiting. Modern appliances in the kitchen. Exterior and interior were as shown on VRBO. The property manager and owner were very helpful whenever we needed anything. Highly recommended. We would definitely like to stay here again whenever we visit our son."