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In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Homes in Peekskill

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)
"Celebrated my son’s HS graduation with my father-in-law along for the adventure, Joe’s townhouse is super convenient to Thayer Gate and eating establishments along Main St. Grill worked well and the beds made for sound slumber. For mixed company an extra half bath might be desired, but 3 guys who know each other well managed just fine. The basement washer & dryer are top of line."
United States
James W.
$299 nightly
The price is $338
Nov 17 - Nov 18
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

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

Highland Falls
9.4 out of 10, Exceptional, (3)
"Home was very peaceful and serene, My Boys really enjoyed the relaxing and laid back vibe this stay had to offer. My kids did mention it would be a summer vacation stay, because of the creek in the back. Overall is was clean and accommodating. Host did their best for all my accommodation. I would give them a 5- Star White Glove on this. Thanks, Hope to revisit! "
United States
Akail S.
$384 nightly
The price is $434
Nov 18 - Nov 19
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed
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, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$328 nightly
The price is $355
Nov 17 - Nov 18
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior
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, (3)
"Good stay, awesome place"
United States
Scott G.
$387 nightly
The price is $412
Nov 24 - Nov 25
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

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

Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$419 nightly
The price is $425
Nov 17 - Nov 18
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds
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, (12)
"Super convenient location :)"
United States
Sean M.
$672 nightly
The price is $728
Nov 18 - Nov 19
Total with taxes and fees
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a wonderful time staying at this charming and unique getaway! The accommodations were very comfortable. The property was beautiful and felt secluded without being isolated. The chapel itself is beautiful. The bathroom was overall nicer than we anticipated; just be mindful to put the camping shower out in the sun so the water warms up! Overall, highly recommend this experience. The hosts were also very responsive and kind."
United States
Avery D.
$228 nightly
The price is $258
Nov 17 - Nov 18
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Interior
Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
$367 nightly
The price is $420
Nov 17 - Nov 18
Total with taxes and fees
Contemporary Cozy Cottage
House | 7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets

2.0 star property
Cornwall
$751 nightly
The price is $887
Nov 17 - Nov 18
Total with taxes and fees
West Point Villa - Jacuzzi Pool BBQ Games Pets
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Highland Falls
8.0 out of 10, Very Good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
$295 nightly
The price is $325
Dec 10 - Dec 11
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
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
9.6 out of 10, Exceptional, (45)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
$295 nightly
The price is $334
Nov 30 - Dec 1
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor spa tub
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, (27)
"Very clean house. Having dock for jet ski was great. Beautiful house to host a bbq with a few friends after a day on lake "
United States
Michael W.
$420 nightly
The price is $475
Nov 18 - Nov 19
Total with taxes and fees
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Fridge, microwave, oven, stovetop
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Carmel Hamlet
10.0 out of 10, Exceptional, (17)
"We had a great stay and had everything we needed!"
United States
Maueen Q.
$902 nightly
The price is $978
Nov 18 - Nov 19
Total with taxes and fees
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Fridge, microwave, oven, stovetop
Marvelous 6-bedroom house with AC in Monroe

Marvelous 6-bedroom house with AC in Monroe

Monroe
$3,028 nightly
The price is $3,425
Nov 17 - Nov 18
Total with taxes and fees
Marvelous 6-bedroom house with AC in Monroe
Interior
Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.

Newburgh
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
$585 nightly
The price is $691
Nov 17 - Nov 18
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.
Children's area
Hickory on Willow Lake

Hickory on Willow Lake

Fishkill
9.6 out of 10, Exceptional, (4)
"We stayed one night. Would loved to have stayed longer. Beautiful property. "
United States
Christine B.
$646 nightly
The price is $736
Nov 24 - Nov 25
Total with taxes and fees
Hickory on Willow Lake
Fridge, microwave, oven, stovetop
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, (13)
"Beautiful property near a lakefront. Neighborhood was quiet and friendly with a nice view of the woods and local deer and wildlife. Very close to Legoland"
United States
Corrin B.
$525 nightly
The price is $594
Nov 17 - Nov 18
Total with taxes and fees
Amazing Home Near West Point, Shopping, Skiing and Legoland
Outdoor banquet area
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

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

Ossining
9.0 out of 10, Wonderful, (6)
"This is an incredibly unique property with some upsides. It is a cool old (1920's) Tudor style house that is well-suited for large groups. While it was fine for a couple of nights, any longer would have made the downsides (deferred maintenance, insufficient silverware, stained carpeting) less tolerable. There were also some communication issues with the property management company and the host during the stay. Specifically, we counted on there being a crib available, as it was specified in the...
United States
Marnie O.
$953 nightly
The price is $980
Nov 24 - Nov 25
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
$924 nightly
The price is $1,030
Nov 25 - Nov 26
Total with taxes and fees
Foliage at Westchester Manor - Near Sleepy Hollow
Exterior
Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!

Fishkill
$640 nightly
The price is $729
Nov 17 - Nov 18
Total with taxes and fees
Red Cottage - Lakeside Property!
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
"Friendly staff, clean room, comfortable bed and great location! I definitely will be back!"
Sveta 2-night trip
Posted 2 days ago
Ardsley Acres Hotel Westchester

Find out more about Peekskill

Peekskill Vacation Homes information

Number of reviews
200
Accommodation
224 Vacation Homes
Lowest Price
$258
Highest Price
$3,425

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