Skip to content

Vacation rentals in Peekskill

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Peekskill

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Peekskill
Little haven by the woods
This is the first floor of our house. It has two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. We are steps from the trail heads into Depew and Blue Mt parks. We’re also walking distance to both the metro north and downtown Peekskill.
$110 per night
Home in Peekskill
Peekskill getaway. Steps from Blue Mt. state park
This 1920 craftsman house sits up on a hill and feels more like a treehouse. Whether you come to Peekskill for mountain biking, kayaking, or just to hang out in town, we’re sure you’ll feel very comfortable in our house. The woodland trails are steps away, and the center of town is just a ten minute walk (as is the riverside park). Our spacious kitchen with all new appliances will inspire you to cook.
$200 per night
Guesthouse in Peekskill
Peekskill Carriage House Downtown Studio
Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch.
$157 per night

Stay near Peekskill's top sights

Photo of Blue Mountain Park
Blue Mountain Park4 locals recommend
Photo of Stop & Shop
Stop & Shop9 locals recommend
Photo of The Peekskill Coffee House
The Peekskill Coffee House15 locals recommend
Photo of Birdsall House
Birdsall House19 locals recommend
Photo of The Peekskill Brewery
The Peekskill Brewery40 locals recommend
Photo of Nonna's Pizza
Nonna's Pizza8 locals recommend

Other great vacation rentals in Peekskill

Guest suite in Peekskill
Spa themed suite w/private entrance, and king bed!
$126 per night
Private room in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
$80 per night
Rental unit in Croton-on-Hudson
Escape to a Cottage Retreat in The Hudson Valley
$89 per night
Private room in Peekskill
Quiet: an inspirational Bedroom
$70 per night
Cottage in Cortlandt
The Little Cottage in the Woods
$132 per night
Condo in Peekskill
Cozy Apartment in Historic Mansion
$126 per night
Guest suite in Croton-on-Hudson
Cozy one-bedroom suite within a house
$101 per night
Home in Peekskill
Fall in Historic Peekskill - Whole House
$244 per night
Guesthouse in Cold Spring
Mullet Hall: Village in front, forest in back
$130 per night
Rental unit in Cortlandt
Some Place to be Nobody
$103 per night
Loft in Peekskill
Lovely one-bedroom Loft in downtown Peekskill
$110 per night
Home in Putnam Valley
Lakeside Cottage Near Bear Mt., Westpoint & NYC
$198 per night
  1. Airbnb
  2. United States
  3. New York
  4. Westchester County
  5. Peekskill