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Compare 177 Vacation Homes in Peekskill with updated reviews, rates, and availability.

Nature Getaway: Charming Villa Near Trails and Parks
Interior

Nature Getaway: Charming Villa Near Trails and Parks

7.2 out of 10, Good, (9)
"Really cool house. We has some issues with our stay. It took a bit to get in touch with the manager to resolve the issues. The next day the brought most if the items needed that the h"
Nature Getaway: Charming Villa Near Trails and Parks
Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi
Room

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi
Charming Highland Falls Home < 2 Mi to West Point!
Highland Falls Vacation Rental | 4BR | 2.5BA | Stairs Required | 1,740 Sq Ft

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (3)
"Beautiful cozy home. Well stocked. Good communication with management/owners Overall great experience!!! ❤️"
Charming Highland Falls Home < 2 Mi to West Point!
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Interior

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Stony Point Vacation Rental | 2BR | 2BA | 1,800 Sq Ft | 3 Steps Required

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Private kitchen

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Garrison Vacation Rental | 2BR | 2.5BA | 1,700 Sq Ft | 1 Step to Enter

'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

10.0 out of 10, Exceptional, (22)
"House was beautifully furnished with lovely touches of art work and lovely succulent plants. The hot tub was a great touch, and we enjoyed it every morning. The children loved exploring the property. Thank you!"
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Ossining Vacation Rental Near River, Trails & MTA!
Ossining Vacation Rental | 5BR | 3.5BA | 2,800 Sq Ft | Stairs Required

Ossining Vacation Rental Near River, Trails & MTA!

7.6 out of 10, Good, (5)
"This house was wonderful! Had a lot of space and it was perfect. Feliciano was very receptive, even helped open the door remotely for me when I had a hard time getting in at check in. Responded immediately. Would book again!"
Ossining Vacation Rental Near River, Trails & MTA!
Amazing 3BR/3BA! Croton on Hudson!
67

Amazing 3BR/3BA! Croton on Hudson!

7.0 out of 10, Good, (2)
"We found the house pleasant and centrally located"
Amazing 3BR/3BA! Croton on Hudson!
Cozy House 3 Blocks From West Pt
Property grounds

Cozy House 3 Blocks From West Pt

9.8 out of 10, Exceptional, (6)
"Perfect location very close to Thayer Gate, West Point Museum, Visitors Center and local restaurants in Highland Falls. Host is an excellent communicator and has put a lot of thought into this clean and comfortable home. Cannot wait to visit again soon. "
Cozy House 3 Blocks From West Pt
Mountain house perfect winter getaway near skilling
kitchen

Mountain house perfect winter getaway near skilling

8.0 out of 10, Very Good, (13)
"The place was perfect for the occasion! My partner and two friends were in town for a wedding. The wedding venue was only 6 minutes away so it was the ideal location! The place was clean and communication with the host was great! Would recommend to anyone. "
The price is SAR 409
SAR 996 total
includes taxes & fees
3 Dec - 4 Dec
Mountain house perfect winter getaway near skilling
Up-to-date Home w/ Pool, Playground & Fireplace!

Up-to-date Home w/ Pool, Playground & Fireplace!

Up-to-date Home w/ Pool, Playground & Fireplace!
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

10.0 out of 10, Exceptional, (37)
"Review of VRBO Home - Our Rockbound Highland Rating: ⭐⭐⭐⭐⭐ (5/5) - Exceeded Expectations I recently stayed at a VRBO home that completely surpassed my expectations! The home was not only beautiful but incredibly comfortable, offering all the amenities promised in the listing. It felt like a home away from home and matched the online photos perfectly, which made our stay even more enjoyable. The check-in process was seamless, and the communication with the property manager was top-notch. This...
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Miscellaneous

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (11)
"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "
The price is SAR 1,686
SAR 3,202 total
includes taxes & fees
3 Dec - 4 Dec
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Renovated 1850's Cottage on Storm King Mountain

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Private kitchen

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Contemporary Cozy Cottage
Exterior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is SAR 939
SAR 1,404 total
includes taxes & fees
3 Dec - 4 Dec
Contemporary Cozy Cottage
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
The front door leads to a porch, patio, and small yard.

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

9.0 out of 10, Wonderful, (23)
"The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again. "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Property grounds

Fun, Friends, and Family Lakefront Home w/Dock and Beach

9.8 out of 10, Exceptional, (7)
"Had a great vacation with friends"
The price is SAR 1,502
SAR 2,916 total
includes taxes & fees
3 Dec - 4 Dec
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Large, Cozy, Bright Business Class Corporate Retreat
Room

Large, Cozy, Bright Business Class Corporate Retreat

9.0 out of 10, Wonderful, (12)
"It went well for us in a one night stay."
The price is SAR 1,690
SAR 2,362 total
includes taxes & fees
3 Dec - 4 Dec
Large, Cozy, Bright Business Class Corporate Retreat
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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Other property types in Peekskill

Global Luxury Suites White Plains
Room

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (26)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is SAR 631
SAR 931 total
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is SAR 2,839
SAR 4,756 total
includes taxes & fees
20 Dec - 21 Dec
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
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.