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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Peekskill holiday homes

TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is £317
includes taxes & fees
3 Jun - 4 Jun
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is £240
includes taxes & fees
4 Jun - 5 Jun
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is £292
includes taxes & fees
3 Jun - 4 Jun
House on the Babbling Brook- Quiet 2BR + King Bed!
Hair dryer, towels, soap, toilet paper

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is £182
includes taxes & fees
3 Jun - 4 Jun
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Smart TV, books

Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill

Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill
Fishkill
The price is £247
includes taxes & fees
9 Jun - 10 Jun
Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is £195
includes taxes & fees
3 Jun - 4 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is £315
includes taxes & fees
3 Jun - 4 Jun
Contemporary Cozy Cottage
TV, books, offices

Bright&Comfy 2bed/1ba in quiet White Plains duplex

Bright&Comfy 2bed/1ba in quiet White Plains duplex
White Plains
8.8 out of 10, Excellent, (6 reviews)
"Location was great! Clean house! Comfy beds! Great space! "
United States
Montana M.
The price is £313
includes taxes & fees
17 Jun - 18 Jun
Bright&Comfy 2bed/1ba in quiet White Plains duplex
3 bedrooms, desk, iron/ironing board, free WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"Great location and super host. "
United States
James U.
The price is £326
includes taxes & fees
9 Jun - 10 Jun
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very good, (6 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is £378
includes taxes & fees
7 Jun - 8 Jun
3BR West Point Retreat-3min to Back Gate+ King Bed
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (37 reviews)
"Great communication with the host and its a beautiful home. Very clean and a great location with wonderful views."
United States
Frank M.
The price is £388
includes taxes & fees
9 Jun - 10 Jun
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.6 out of 10, Exceptional, (7 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is £293
includes taxes & fees
7 Jun - 8 Jun
Fabulous 3bdrm Home w/parking!
Dining

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
Monroe
10.0 out of 10, Exceptional, (17 reviews)
"Clean, cozy home in a quiet and safe neighborhood. "
United States
Jillian C.
The price is £537
includes taxes & fees
10 Jun - 11 Jun
Family Home Close to Warwick, 5 Mi to Lake!
Interior

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is £301
includes taxes & fees
7 Jun - 8 Jun
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is £211
includes taxes & fees
4 Jun - 5 Jun
Harriman Outdoor Center - Cranberry Cabin
Fridge, microwave, stovetop, dishwasher

NYC-Area Escape Near River, Trails & MTA!

NYC-Area Escape Near River, Trails & MTA!
Ossining
8.2 out of 10, Very good, (15 reviews)
"Host was very communicative. "
United States
Joe W.
The price is £658
includes taxes & fees
14 Jun - 15 Jun
NYC-Area Escape Near River, Trails & MTA!
Outdoor spa tub

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (9 reviews)
"So cute and cozy!! We had the best time and loved it. "
United States
corinne n.
The price is £331
includes taxes & fees
4 Jun - 5 Jun
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Terrace/patio

River Views & Hot Tub | Riverview on Washington

River Views & Hot Tub | Riverview on Washington
Newburgh
The price is £647
includes taxes & fees
3 Jun - 4 Jun
River Views & Hot Tub | Riverview on Washington
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is £524
includes taxes & fees
3 Jun - 4 Jun
Chestnut on Willow Lake
Beach nearby, sun-loungers, beach towels

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

Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac
10.0 out of 10, Exceptional, (16 reviews)
"Very clean and cozy home "
United States
Brian D.
The price is £634
includes taxes & fees
15 Jun - 16 Jun
Fun, Friends, and Family Lakefront Home w/Dock and Beach
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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Top Peekskill Hotel Reviews

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"Awesome place"
Mark 3-night trip
Posted 8 hours ago
Ardsley Acres Hotel Westchester

Find out more about Peekskill

Peekskill Holiday Homes information

Number of reviews
238
Accommodation
230 Holiday Homes
Lowest Price
£182
Highest Price
£658