126+ Vacation Rentals & Holiday Homes in Peekskill |
  1. USA
  2. New York
  3. White Plains
  4. Peekskill

Peekskill Accommodations - Hotels & Rentals

About Peekskill Vacation Rentals

Discover More than 126 Incredible Getaway Rentals Available in Peekskill. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Peekskill.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Peekskill, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Peekskill. The Average Size of Places to Stay Near Peekskill is 808.59 ft², with Prices Averaging US $408 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Peekskill. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

Show more
Show less

Top Hotels & Vacation Rentals in Peekskill

Type Count
Vacation Homes 75
Holiday Apartments 16
Cottages 14
Villas 1

Use these Quick Filters to Find a Vacation Rental in Peekskill

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Peekskill with Online Reservations.

Weather in Peekskill, NY

View the weather forecast for Peekskill before booking your Peekskill Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities PeekskillGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World PeekskillGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Paramount Hudson Valley Theater
Peekskill Landing Park
Blue Mountain Reservation
Hudson Valley Center for Contemporary Art
Depew Park
Charles Point Pier Park
Peekskill Museum
Lincoln Depot Museum
Woodbury Common Premium Outlets
Bear Mountain State Park
United States Military Academy
Palisades Center
Westchester County Center
Purchase College
Dia Beacon
Storm King Art Center
Westchester Broadway Theatre
Tarrytown Music Hall
Mount Peter Ski Area
The Westchester Mall

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Hudson Valley Center for Contemporary Art 46 Properties
Lincoln Depot Museum 41 Properties
Depew Park 40 Properties
Blue Mountain Reservation 40 Properties
Peekskill Museum 39 Properties
Paramount Hudson Valley Theater 39 Properties
Peekskill Landing Park 39 Properties
Charles Point Pier Park 38 Properties

Frequently Asked Questions About Peekskill?

What are the top hotels, lake houses & vacation rentals in Peekskill?

We provide an array of great vacation destinations in Peekskill. If you are looking to stay in or around the Peekskill area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Peekskill:

How many Hotels & Vacation Rentals have private pools in Peekskill?

We have 2 Hotels & Vacation Rentals featuring a private pool in and near Peekskill. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Peekskill is best for families?

Searching for a family-friendly getaway in Peekskill? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Peekskill?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 126 in the Peekskill area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Peekskill.


People Also Ask

Online Reservation in Peekskill

Recently Booked Hotels, Resorts, or Rentals in Peekskill