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Peekskill Vacation Rentals

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Peekskill Vacation Homes

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

9.8 out of 10, Exceptional, (6)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is CA $357
CA $457 total
includes taxes & fees
May 5 - May 6
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (34)
"Cozy property with great amenities and a perfect location for decompressing after visiting family. we will stay here again!"
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

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

9.0 out of 10, Wonderful, (32)
"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."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (48)
"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.
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (14)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Smart TV, fireplace

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

2.0 star property
9.0 out of 10, Wonderful, (6)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Contemporary Cozy Cottage
Interior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (18)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is CA $345
CA $562 total
includes taxes & fees
May 4 - May 5
Contemporary Cozy Cottage
Modern, Magical Woodsy Escape 1 Hour From NYC
Fridge, microwave, oven, stovetop

Modern, Magical Woodsy Escape 1 Hour From NYC

10.0 out of 10, Exceptional, (24)
"great place beautiful setting. The house looks nicer than what is actually in the listing. Comfortable place, very clean, had everything we needed. "
Modern, Magical Woodsy Escape 1 Hour From NYC
Mid-Hudson Estate on 11 acres with pool
Outdoor pool

Mid-Hudson Estate on 11 acres with pool

10.0 out of 10, Exceptional, (3)
"Great home that accommodated my family for the weekend. Highly recommend"
Mid-Hudson Estate on 11 acres with pool
Charming 2-bedroom house with AC, WiFi in marvelous Nyack
Private kitchen

Charming 2-bedroom house with AC, WiFi in marvelous Nyack

2.0 star property
Charming 2-bedroom house with AC, WiFi in marvelous Nyack
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (2)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is CA $229
CA $411 total
includes taxes & fees
May 12 - May 13
Lovely 3BR Home with parking-Walk to WP Gate!
The Woodbury Cottage
Terrace/patio

The Woodbury Cottage

8.8 out of 10, Excellent, (19)
"A cozy place to stay. "
The Woodbury Cottage
Perfect For Families and Large Groups
A heated pool

Perfect For Families and Large Groups

9.6 out of 10, Exceptional, (12)
"Nice house with plenty of room and very clean."
Perfect For Families and Large Groups
Charming Hudson Valley 3-Bedroom Family Getaway
Fridge, microwave, oven, stovetop

Charming Hudson Valley 3-Bedroom Family Getaway

8.0 out of 10, Very good, (2)
"We recently stayed here while visiting our son at West Point. The house is a nice older home that provided us what was needed. We were not able to check in until well after dark so we did have look closely to determine if we had the correct house. An outside light would have been helpful. Overall nice stay"
The price is CA $291
CA $514 total
includes taxes & fees
May 12 - May 13
Charming Hudson Valley 3-Bedroom Family Getaway
Ossining Vacation Rental Near River, Trails & MTA!
Fridge, microwave, stovetop, dishwasher

Ossining Vacation Rental Near River, Trails & MTA!

8.4 out of 10, Very good, (7)
"This was our Christmas gathering place for family from 4 states. Beautiful home and location. "
Ossining Vacation Rental Near River, Trails & MTA!
Luxe Living: Pool, Playground & Fireplace
Interior

Luxe Living: Pool, Playground & Fireplace

10.0 out of 10, Exceptional, (1)
Luxe Living: Pool, Playground & Fireplace
West Point Family Retreat, 5 min walk to Thayer!
Exterior

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "
The price is CA $621
CA $1,140 total
includes taxes & fees
May 4 - May 5
West Point Family Retreat, 5 min walk to Thayer!
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Property grounds

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

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

10.0 out of 10, Exceptional, (38)
"Host went out of their way to make us feel welcome. The location is great and the house is perfect. Can't wait to stay there in the future!"
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (77)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
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
Reception

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains
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

9.8 out of 10, Exceptional, (6)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is CA $357
CA $457 total
includes taxes & fees
May 5 - May 6
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is CA $232
CA $384 total
includes taxes & fees
May 5 - May 6
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.