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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 191 Vacation Homes in Peekskill with updated reviews, rates, and availability.

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
Majestic RiverView Estate - Breathtaking Views
View of the house (Pool not included)

Majestic RiverView Estate - Breathtaking Views

10.0 out of 10, Exceptional, (4)
"We booked a weekend away to celebrate family birthdays and were very happy to celebrate in such a special place. There was plenty of room for 11 of us (+ dog) and was a mix of modern touches and old world charm highlighting the legacy of the house. And the view of the Hudson was a highlight of our stay. Highly recommend!"
Majestic RiverView Estate - Breathtaking Views
Cozy Indoor Hot Tub, Fire Pit & Game Room

Cozy Indoor Hot Tub, Fire Pit & Game Room

9.6 out of 10, Exceptional, (4)
"It was a wonderdul and relaxing stay with the family"
Cozy Indoor Hot Tub, Fire Pit & Game Room
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

10.0 out of 10, Exceptional, (2)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,084 total
includes taxes & fees
27 Jan - 28 Jan
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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
Historic Hideaway with Lake Access!
Living area

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (13)
"We had a great stay at this fascinating historic house! The house is exactly as described and the hosts were incredibly responsive, even to a last minute request to extend our stay."
Historic Hideaway with Lake Access!
'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!

10.0 out of 10, Exceptional, (11)
"Excellent location in Cornwall-on-Hudson. Walking distance to coffee shop and restaurants. Happy to see Painter's Tavern has reopened. 2 Alices-a nice coffee shop to hang out. Home is bright and spacious with contemporary decor. Fully stocked. Two bathrooms a bonus for five of us. Planning to return next holiday season."
Bright Cornwall-On-Hudson Vacation Rental!
Updated Home w/ Patio Half Mile to West Point
Highland Falls Vacation Rental | 3BR | 2BA | 1,100 Sq Ft | 2 Stories

Updated Home w/ Patio Half Mile to West Point

10.0 out of 10, Exceptional, (23)
"Very well appointed home a short walk from the West Point gate that met all of our needs for a weekend of catching up, going for walks and attending a wedding. Property is close to Storm King Art Center which is a great way to spend a beautiful afternoon. We lost power for 17 hours (neighborhood transformer blew) and the owners could not have been more helpful. Would highly recommend this house. "
Updated Home w/ Patio Half Mile to West Point
Up-to-date Home w/ Pool, Playground & Fireplace!

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

10.0 out of 10, Exceptional, (1)
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.
Very Private Large Home on 22 Acres with Outdoor Kitchen
Living area

Very Private Large Home on 22 Acres with Outdoor Kitchen

Very Private Large Home on 22 Acres with Outdoor Kitchen
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
Elegant and spacious home with sauna and heated pool
Living area

Elegant and spacious home with sauna and heated pool

10.0 out of 10, Exceptional, (1)
"We had a great stay! Cozy vibes and beautiful home. Would love to go back. "
Elegant and spacious home with sauna and heated pool
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.0 out of 10, Good, (14)
"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. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
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 AED 1,473
AED 2,909 total
includes taxes & fees
27 Jan - 28 Jan
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
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 AED 918
AED 1,374 total
includes taxes & fees
24 Jan - 25 Jan
Contemporary Cozy Cottage
3 bedroom country home off hiking trail
Private kitchen

3 bedroom country home off hiking trail

7.8 out of 10, Good, (9)
"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 AED 397
AED 1,500 total
includes taxes & fees
26 Jan - 27 Jan
3 bedroom country home off hiking trail
Relaxing New York Home w/ Boat Dock & Lake View!
Monroe Vacation Rental | 4BR | 2BA | 1,500 Sq Ft | Stairs to Access

Relaxing New York Home w/ Boat Dock & Lake View!

7.4 out of 10, Good, (3)
"Found the property without issues, but parking was challenging. The parking in front was open, but stairs were dark and railing was sketchy. The tenant attached to property was polite, but could never seem to have his vehicle parked in a manner that would allow us to park in the back reserved spot. The tenant also had the living room remote control which made us wonder if he had access to the property. The actual house is old - which is not bad. We could tell it had many upgrades, but the walls...
Relaxing New York Home w/ Boat Dock & Lake View!
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 AED 617
AED 896 total
includes taxes & fees
24 Jan - 25 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.0 out of 10, Good, (14)
"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. "
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.