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Vacation Homes in West Point

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!"

$459 nightly

Aug 10 - Aug 11

Total includes taxes and fees

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

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

$296 nightly

Aug 31 - Sep 1

Total includes taxes and fees

"An amazing stay in the 4th of July weekend- great place, double pool, giant rooms and everything in, included a patio for chillout, grilling and enjoy weekends with family and friends. Also, owners are nice, really kind and we definitely stay in touch for future escapes"

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. "

$573 nightly

Aug 7 - Aug 8

Total includes taxes and fees

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."

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 surrounded by lush greenery and a wooden deck.

"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"

$913 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Enjoy a serene winter view from the comfort of your room.

"We travelled with two other couples and everyone had their own space, privacy and yet we all hung out in the living/kitchen dining room both days! The house was spotless and the owner answered any questions within minutes! "

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."

Enjoy a peaceful retreat on this serene property with a covered patio, perfect for relaxing with a seating area and umbrella.

"We enjoyed our short stay at this comfy little cabin! It’s cozy and has a “lived-in” feel—definitely a bit worn, but still charming and functional. The outdoor space is the real highlight: the deck, fire pit, and sauna were perfect for relaxing. It’s also in a great location near wineries and some beautiful hikes.Just a heads-up: the cabin is at the end of a pretty rough dirt road, so be prepared for a bumpy ride in. It feels nicely tucked away, but it’s not completely isolated—there are...

Escape to a serene oasis beneath a triangular gazebo, surrounded by lush greenery and a tranquil hillside setting.

"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"

$539 nightly

Aug 11 - Aug 12

Total includes taxes and fees

Relax in a hammock surrounded by the tranquility of the forest.

"Super retreatTotal privacyAbsolute clean interiorSerene"

Cozy retreat with a natural touch, featuring a large artificial tree and potted plants.

"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."

$367 nightly

Aug 7 - Aug 8

Total includes taxes and fees

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 meals in this inviting dining area with a round table for four, surrounded by comfortable chairs and a large window offering a serene view.

"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "

$536 nightly

Aug 7 - Aug 8

Total includes taxes and fees