Photo by Eugenio Ruiz

Peekskill holiday lettings

We found 116 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of holiday rentals in Peekskill that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The riverfront setting of Peekskill is ready to explore

The riverfront and mountains create a pretty picture of Peekskill. This welcoming and relaxing city entices travellers with its hiking and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Peekskill

Are you hoping to discover attractions to see during your stay? Venture out of your holiday home and experience everything that makes Peekskill a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Putnam County Golf Course (10.8 mi / 17.4 km)
  • Rockland Bakery (13.5 mi / 21.7 km)
  • Brotherhood Winery (16.3 mi / 26.2 km)
  • Patriot Hills Golf Club (7.2 mi / 11.7 km)
  • Hilltop Hanover Farm and Environmental Center (7.8 mi / 12.6 km)
  • West Point Golf Course (8.2 mi / 13.2 km)

Exploring the natural features in Peekskill

Travellers enjoy Peekskill for its riverfront and mountain views. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Peekskill is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Charles Point Pier Park (1.3 mi / 2.1 km)
  • Bear Mountain State Park (4 mi / 6.5 km)
  • Franklin D. Roosevelt State Park (5.3 mi / 8.6 km)
  • Croton Point Park (7.2 mi / 11.6 km)
  • Oscawana Lake (8.2 mi / 13.2 km)
  • Boscobel House and Gardens (8.9 mi / 14.4 km)

How to get to and around Peekskill

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 17.2 mi (27.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into White Plains, NY (HPN-Westchester County), which is 18.6 mi (29.9 km) away.

If you prefer train travel, the main station is Peekskill.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Peekskill?

According to our data, houses are the most desirable type of property in Peekskill. But naturally, everyone's idea of an awesome trip differs. Vrbo has holiday rentals in a variety of sizes and shapes, so you're bound to find the perfect fit.

How much does it cost to rent a holiday rental in Peekskill?

Season, length of stay and property type are some of the things that can influence the price of a holiday home. Simply enter your dates of travel to find your perfect escape. From quaint country cottages to sprawling villas, all Vrbo holiday rentals offer terrific value.

How much does it cost to rent a beach house in Peekskill?

Prices for beach houses in Peekskill vary depending on the size and type of the property and time of year you're travelling. Simply enter your dates of travel into Vrbo and how many guests to view your holiday rental options and prices. From there you can use our filter tool to refine your search results by ratings, nearby activities and more.

Are there pet-friendly holiday rentals in Peekskill?

Happily, yes. You can pick from two holiday rentals that allow pets in Peekskill on Vrbo. Our furry best friends need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to book a perfect pad where your pooch can get in on the family fun.

What are popular rental amenities in Peekskill?

Some of the most popular rental amenities people are looking for in Peekskill are tennis, mountain views and nearby museums. Whether you're hitting the road with family, buddies or even pets, Vrbo holiday rentals have the best amenities for fun and relaxation with the people that matter most.

Are there holiday rentals in Peekskill that welcome kids?

Bring the whole family together for the adventure of a lifetime in Peekskill at one of our two family-friendly holiday homes. These stays provide amenities that are perfect for getaways with youngsters, such as full kitchens, bunk beds and entertainment areas. Just check the "Properties good for families" filter and choose your favourite option.

What are the top attractions for families in Peekskill?

Keep your kids entertained at these leading family-friendly attractions in Peekskill:

  • Lake Welch Beach
  • Peekskill Museum
  • Ossining Historical Society

Are there holiday rentals with WiFi in Peekskill?

Peekskill has two holiday rentals with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Vrbo homes make it a breeze to go online.

How can I find holiday rentals with air conditioning in Peekskill?

Peekskill has two holiday rentals where you'll be able to spend your days in air-conditioned comfort. To book a stay on Vrbo that provides this perk, enter your dates of travel and use the filters to select the "air conditioning" box.

How old do you have to be to rent a holiday rental in Peekskill?

Age restrictions can differ between properties on Vrbo, so double-check the rules of the holiday rental in Peekskill you want to book. But typically, it's 16, 18 or 21.

How long can I rent a holiday rental in Peekskill for?

It's down to the Peekskill property. To browse available options offering extended stays, just type your dates and number of people into Vrbo. Look forward to having the entire property to yourself, along with the comforts of home like a full kitchen, air conditioning and outdoor spaces where the kids can burn off energy. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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