Photo by Eugenio Ruiz

Search Vacation Homes in Peekskill

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Peekskill

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

9.8 out of 10, Exceptional, (7)
"Great spot, wonderful host. Would recommend to anyone!"
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

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

10.0 out of 10, Exceptional, (15)
"Wonderful, comfortable home! Clean, user-friendly with great views!"
The price is AED 1,649
AED 3,180 total
includes taxes & fees
18 Jun - 19 Jun
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

The price is AED 624
AED 1,197 total
includes taxes & fees
17 Jun - 18 Jun
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

The price is AED 1,194
AED 1,958 total
includes taxes & fees
17 Jul - 18 Jul
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Summer Castle: Pool, Game Room, BBQ - Pet Friendly

8.0 out of 10, Very Good, (3)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
The price is AED 3,041
AED 5,104 total
includes taxes & fees
17 Jun - 18 Jun
Summer Castle: Pool, Game Room, BBQ - Pet Friendly

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

8.6 out of 10, Excellent, (7)
"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."
The price is AED 559
AED 948 total
includes taxes & fees
17 Jun - 18 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

10.0 out of 10, Exceptional, (1)
"We stayed here for West Point graduation. It was not too far away even with us driving there almost each day. Very clean and new appliances, bathroom and bedroom furniture. A must thing to do is visit The Croton Dam. Maria was very attentive and welcoming. "
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (22)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is AED 826
AED 1,477 total
includes taxes & fees
17 Jun - 18 Jun
Contemporary Cozy Cottage

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is AED 1,010
AED 1,540 total
includes taxes & fees
17 Jun - 18 Jun
Rustic Cabin in Fishkill!

Chestnut on Willow Lake

8.0 out of 10, Very Good, (1)
"We had a very nice stay!Chestnut on Willow Lake worked well for us!We loved the property and campfire on Friday evening! I wish we had had time to go over to the fire to enjoy it!"
The price is AED 1,469
AED 2,136 total
includes taxes & fees
17 Jun - 18 Jun
Chestnut on Willow Lake

Hickory on Willow Lake

8.0 out of 10, Very Good, (1)
The price is AED 1,561
AED 2,254 total
includes taxes & fees
17 Jun - 18 Jun
Hickory on Willow Lake

Red Cottage - Lakeside Property!

The price is AED 1,469
AED 2,149 total
includes taxes & fees
17 Jun - 18 Jun
Red Cottage - Lakeside Property!

Charming 2-bedroom Guesthouse with Pool Access and Fitness Room

The price is AED 422
AED 852 total
includes taxes & fees
13 Jul - 14 Jul
Charming 2-bedroom Guesthouse with Pool Access and Fitness Room

Garrison Gem Pool Sauna Hot Tub Steam

2.0 star property
Garrison Gem Pool Sauna Hot Tub Steam

Gorgeous Garrison Gem Pool Sauna Hot Tub More

2.0 star property
Gorgeous Garrison Gem Pool Sauna Hot Tub More

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"
Charming Hudson Valley 3-Bedroom Family Getaway

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

9.8 out of 10, Exceptional, (15)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,226 total
includes taxes & fees
20 Jun - 21 Jun
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

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 AED 1,653
AED 3,037 total
includes taxes & fees
17 Jul - 18 Jul
West Point Family Retreat, 5 min walk to Thayer!

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

10.0 out of 10, Exceptional, (4)
"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!"
Lovely 3BR Home with parking-Walk to WP Gate!

Room for Everyone: Spacious 6BR West Point Retreat

10.0 out of 10, Exceptional, (1)
"Great location for Westpoint visit. As described. Clean with new updates. "
Room for Everyone: Spacious 6BR West Point Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in