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Compare 192 Vacation Homes in Peekskill with updated reviews, rates, and availability.

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, (42)
"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Greenwoods of Warwick
Exterior

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick
Elegant and spacious home with sauna and heated pool
Living area

Elegant and spacious home with sauna and heated pool

Elegant and spacious home with sauna and heated pool
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 3-bedroom house with WiFi, AC in marvelous Hudson Valley.
Exterior

Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.

Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Exterior

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (4)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is SAR 2,839
SAR 4,718 total
includes taxes & fees
10 Jan - 11 January 2025
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
'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, (24)
"Would stay here again "
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson Vacation Rental | 3BR | 2BA | Stairs Required to Access

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (10)
"First time using Vrbo, and I was not disappointed! This property was comfortable, clean and well equipped. We were all very satisfied. "
Bright Cornwall-On-Hudson Vacation Rental!
West Point Modern 3 bed 2 bath house with Hot Tub, BBQ, Fire Pit and more!
Living area

West Point Modern 3 bed 2 bath house with Hot Tub, BBQ, Fire Pit and more!

10.0 out of 10, Exceptional, (7)
"Everything was great"
West Point Modern 3 bed 2 bath house with Hot Tub, BBQ, Fire Pit and more!
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.
The Woodbury Cottage
Room

The Woodbury Cottage

9.0 out of 10, Wonderful, (17)
"Great little cottage, nice neighborhood and close to everything "
The Woodbury Cottage
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

The price is SAR 973
SAR 1,111 total
includes taxes & fees
28 Dec - 29 Dec
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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, (13)
"Beautiful modern home with great views over the pond and woods. Super comfortable and many amenities. I really appreciated how well stocked the kitchen was with pots and pans that you can actually cook with compared to most VRBO's. Only drawback is that the area isn't really walkable. Busy road with minimal shoulder and you can't get down to the pond. We drove to a number of great hikes in the area though. Bonus: the woods behind the house were home to a couple great horned owls calling to...
The price is SAR 1,874
SAR 3,424 total
includes taxes & fees
4 Jan - 5 January 2025
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
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, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Renovated 1850's Cottage on Storm King Mountain

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (15)
"This property offers something for everyone young and old. We would still be there if the availability worked out. Great experience!"
Renovated 1850's Cottage on Storm King Mountain
Contemporary Cozy Cottage
Exterior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is SAR 939
SAR 1,404 total
includes taxes & fees
8 Jan - 9 January 2025
Contemporary Cozy Cottage
3 bedroom country home off hiking trail
Private kitchen

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! 😊"
3 bedroom country home off hiking trail
Historic Hideaway with Lake Access!
Living area

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (12)
"Overall, very nice historic home. Very clean, perfect location for our family holiday, wonderful mattresses on all beds, well stocked kitchen with all cooking necessities. Good communication with owners who promptly helped to rectify a few issues. Would recommend to anyone looking to stay in this area."
Historic Hideaway with Lake Access!
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, (27)
"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, (106)
"Great place and host!"
The price is SAR 631
SAR 935 total
includes taxes & fees
29 Dec - 30 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, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is SAR 2,839
SAR 4,718 total
includes taxes & fees
10 Jan - 11 January 2025
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.