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Compare 214 Vacation Homes in Peekskill with updated reviews, rates, and availability.

Close to a train, White Plains to NYC.
10.0 out of 10, Exceptional, (2)
"The residence was very nice and looked exactly like the photos. Would recommend to others who are looking for a get away. Thanks again for allowing me to book your location"
Close to a train, White Plains to NYC.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (62)
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Bright Cornwall-On-Hudson Vacation Rental!
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay at this beautiful and quaint home in the heart of the Cornwall village. The house was exactly as described, communication with the host was easy and quick, and we enjoyed being so close to everything Cornwall has to offer. We would absolutely recommend this beautiful home for your next visit to the Cornwall area"
Bright Cornwall-On-Hudson Vacation Rental!
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Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (36)
"it was excellent. exactly what I wanted. looking forward to coming back with family. the hot tub could have been slightly cleaner but it's like cold pizza, still good and hits the spot. honestly, a beautiful place. top notch Internet provided."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (22)
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (22)
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Cozy family-friendly home!
10.0 out of 10, Exceptional, (3)
"Older manufactured home has been updated. We appreciated that each area had its own mini split unit for individual climate control. Area felt safe and quiet. Good hot water and water pressure. Kitchen was stocked for stovetop cooking but not much for baking, and no water glasses. (We just drank everything from the coffee cups.) Split bedroom layout was good for two couples. "
The price is SAR 536
SAR 1,074 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Cozy family-friendly home!
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (18)
"We had a very pleasant stay! We came for our son’s graduation from West Point. Pat was a gracious host and made sure that we had up to date info. There were lots of thoughtful amenities, the beds and couches were very comfortable, we used the grill and sat on the deck which overlooks a wooded hill. The location is peaceful and in the country just down the street from a horse pasture. You can hear the brook bubbling across the way. The WiFi worked great and although there is just a window air...
The price is SAR 660
SAR 1,197 total
includes taxes & fees
17 Jum. II - 18 Jum. II
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
The Woodbury Cottage
10.0 out of 10, Exceptional, (1)
"We really enjoyed relaxing on the front porch after a busy day out. Beds were very comfortable. So nice to be able to sit around and visit, instead being in a hotel, sitting on beds. We did miss having a microwave to use. Very nice and affordable."
The Woodbury Cottage
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, (31)
"We came for West Point graduation. It was perfect in its location to West Point. Beds were good, its was very clean, and the hot tub was great! The owners communicated well and helped us with our scheduling. We highly recommend this place!"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (3)
"Everything was great and as advertised. The pizza place down the hill hit the spot when traveling in a bit later than expected."
The price is SAR 938
SAR 1,410 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Contemporary Cozy Cottage
Amazing Home Near West Point, Shopping, Skiing and Legoland
10.0 out of 10, Exceptional, (7)
"Perfect for what we needed. Quiet neighborhoid"
Amazing Home Near West Point, Shopping, Skiing and Legoland
3 bedroom country home off hiking trail
8.6 out of 10, Excellent, (8)
"The house was an older cute home. Very comfortable and inviting. The owner Tony was very easy to talk with and a great communicator. The kitchen is lovely and had plenty of things for your need. We really enjoyed our stay! 😊"
The price is SAR 431
SAR 1,574 total
includes taxes & fees
17 Jum. II - 18 Jum. II
3 bedroom country home off hiking trail
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
8.8 out of 10, Excellent, (15)
"We had a wonderful stay. The property was exactly as advertised and the location was great. Instructions throughout the home were clear and we had no issues with our stay. Thank you for making the weekend smooth and easy!!"
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Duplex WATERFRONT HOME
10.0 out of 10, Exceptional, (5)
"This place is much more spacious than it looks in the pictures. When you walk through the front door, you are immediately greeted with an amazing view of the Hudson River. The sunrise over the river is beautiful. We easily went back and forth over the bridge to Sleepy Hollow and there are great restaurants right near the house. Would definitely stay here again."
Duplex WATERFRONT HOME
Discover Nature’s Glory! Perfect Family Home
7.4 out of 10, Good, (3)
"Everything was perfect, plenty of room for family and everything we needed to be comfortable. The road in front of the house is super busy though and loud. If you want to be near West Point or Bear Mountain this is ideal property manager and maintenance staff are excellent and responded very quickly to our questions."
Discover Nature’s Glory! Perfect Family Home
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
10.0 out of 10, Exceptional, (17)
"Fantastic retreat; the host was very responsive to my questions. Challenging to find the location since it is "hidden" among the other properties but manageable."
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Peekskill Carriage House Downtown Studio
9.4 out of 10, Exceptional, (6)
"Comfortable and well located for the race at Bear Mountain "
Peekskill Carriage House Downtown Studio
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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.

Other property types in Peekskill

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is SAR 765
SAR 1,065 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (38)
"This is a nice apartment built onto a home in a nice neighborhood cul-de-sac. Beautiful views, quiet, clean. Responsive owners. The shower is small so might not be suitable for all. Enjoyed our week."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, (35)
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
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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