Hudson River panorama, Henry Hudson Park

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Peekskill holiday homes

Terrace/patio

1. 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, (10 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is £306
includes taxes & fees
5 Aug - 6 Aug
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

2. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 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 £391
includes taxes & fees
5 Aug - 6 Aug
3BR West Point Retreat-3min to Back Gate+ King Bed
Coffee/tea maker, fridge, microwave, oven

3. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is £318
includes taxes & fees
3 Aug - 4 Aug
Contemporary Cozy Cottage
Interior

4. 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 £378
includes taxes & fees
3 Aug - 4 Aug
Lovely 3BR Home with parking-Walk to WP Gate!
Outdoor spa tub

5. 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, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is £351
includes taxes & fees
3 Aug - 4 Aug
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Exterior

6. 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 £152
includes taxes & fees
2 Aug - 3 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Exterior detail

7. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (10 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is £370
includes taxes & fees
3 Aug - 4 Aug
Fabulous 3bdrm Home w/parking!
Private kitchen

8. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is £613
includes taxes & fees
1 Aug - 2 Aug
Perfect and Spacious Hudson Valley Escape!
Outdoor dining

9. 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, (73 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is £243
includes taxes & fees
12 Aug - 13 Aug
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

10. 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 £172
includes taxes & fees
31 Aug - 1 Sept
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
TV, fireplace

11. 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, (18 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is £321
includes taxes & fees
13 Aug - 14 Aug
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Dining

12. 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 £598
includes taxes & fees
2 Aug - 3 Aug
Family Home Close to Warwick, 5 Mi to Lake!
Coffee/tea maker, fridge, oven, stovetop

13. Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and really cute place. "
United States
Katie C.
The price is £391
includes taxes & fees
4 Aug - 5 Aug
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
House | 5 bedrooms

14. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is £1,085
includes taxes & fees
4 Aug - 5 Aug
Summer Pool Oasis Custom Bar Arcade Pool Table
3 bedrooms, iron/ironing board, Internet, bed sheets

15. Spacious 3BR Home • Free Parking • Ideal for Families & Groups • Easy NYC Access

Spacious 3BR Home • Free Parking • Ideal for Families & Groups • Easy NYC Access
White Plains
The price is £688
includes taxes & fees
6 Aug - 7 Aug
Spacious 3BR Home • Free Parking • Ideal for Families & Groups • Easy NYC Access
Outdoor banquet area

16. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.6 out of 10, Excellent, (8 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is £884
includes taxes & fees
4 Aug - 5 Aug
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Exterior

17. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 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 £527
includes taxes & fees
4 Aug - 5 Aug
Chestnut on Willow Lake
Outdoor spa tub

18. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (41 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is £502
includes taxes & fees
26 Aug - 27 Aug
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Coffee/tea maker, fridge, microwave, oven

19. Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (15 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
The price is £559
includes taxes & fees
14 Aug - 15 Aug
Amazing Home Near West Point, Shopping, Skiing and Legoland
3 bedrooms, iron/ironing board, Internet, bed sheets

20. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
White Plains
The price is £617
includes taxes & fees
3 Aug - 4 Aug
Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
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

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"The staff was very friendly and helpful. Room was clean and spacious."
Lisa 1-night trip
Posted 7 hours ago
Crowne Plaza Suffern - Mahwah by IHG

Find out more about Peekskill

Peekskill Holiday Homes information

Number of reviews
250
Accommodation
234 Holiday Homes
Lowest Price
£152
Highest Price
£1,108