Photo by Eugenio Ruiz

Peekskill vacation rentals

We found 131 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Peekskill that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for spending time at your vacation home, which might include WiFi and a pool. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Peekskill

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Find out more about Peekskill

Find out more about Peekskill

Why visit Peekskill

  1. Outdoor Adventures: Enjoy scenic biking and hiking along the Hudson River and in nearby parks.
  2. Cultural Experiences: Explore local arts centres that showcase Peekskill's vibrant creative community.
  3. Charming Neighbourhoods: Stroll through inviting local areas filled with unique shops and dining options.
  4. Family-Friendly Activities: Discover budget-friendly excursions perfect for visitors of all ages.
  5. Welcoming Community: Experience the friendly atmosphere and hospitality from the locals.

Popular types of accommodation in Peekskill

Explore the charming vacation rentals in Peekskill, NY, where you'll find a variety of options to suit every traveler's needs. From houses to cozy apartments and delightful cottages, there's something for everyone. Whether you're searching for Peekskill apartments or rental locations, our platform offers transparent information and savings to ensure a worry-free stay. Discover your perfect getaway in this beautiful Hudson River town today!

  • Houses: The top choice for visitors in Peekskill, these homes offer a comfortable and spacious stay, perfect for families or groups.
  • Apartments: A popular option for those seeking a cozy and functional space, ideal for couples or solo travellers.
  • Cottages: Charming and quaint, these rentals provide a delightful escape with a touch of rustic charm.
  • Cabins: Great for nature lovers, these accommodations offer a warm retreat amidst the beautiful surroundings.
  • Villas: Luxurious and spacious, villas in Peekskill are perfect for those looking for an upscale experience.**

Top attractions in Peekskill

Pekskill, New York, is perfect for family, outdoor, and city-themed vacations. Visitors can enjoy a variety of attractions, including national and urban parks, as well as arts centres that provide rich cultural experiences. Whether you're seeking outdoor adventures or family-friendly activities, Peekskill has something for everyone. Don't forget to rent bikes to explore the scenic surroundings and make the most of your visit!

  1. Bear Mountain State Park: This stunning park, located 6.4km from Peekskill, offers breathtaking scenery and outdoor adventures, including hiking, picnicking, and wildlife viewing, making it a perfect escape into nature.
  2. United States Military Academy: Situated 11.3km away, this prestigious academy provides a glimpse into military life and history, with impressive architecture and rich traditions that showcase the training of future leaders.
  3. Van Cortlandt Manor: Also 11.3km from Peekskill, this historic house offers a cultural experience with its beautifully preserved grounds and exhibitions that highlight the region's colonial past.

Things to do recommended for couples

For a romantic getaway in Peekskill, consider a concert at Tarrytown Music Hall, a visit to Brotherhood Winery for a touch of romance, or enjoy a luxurious day at The Golf Club at Mansion Ridge. Each offers a unique experience for couples to cherish together.

Things to do recommended for families

Families visiting Peekskill can unwind at Peekskill Landing Park, perfect for relaxation. For sports enthusiasts, Michie Stadium offers thrilling games just 11.3km away. For an adrenaline rush, head to Grand Prix New York / Spins Bowl, 17.7km away, for karting adventures!

Things to do recommended for groups

Experience the charm of Peekskill with a shopping spree at Woodbury Common Premium Outlets, catch a show at the Paramount Hudson Valley Theater, or enjoy a round of golf at the Garrison Golf Club, all perfect for group outings!

What do I need to keep in mind when booking a vacation in Peekskill

When planning your trip—whether you're travelling with a group, family, pets, or seeking extended stays—be sure to filter your options according to your main priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Peekskill with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor space for group activities. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Peekskill with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Peekskill: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Peekskill: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Peekskill

Peekskill, New York, offers a delightful blend of family-friendly vibes and outdoor adventures, making it an ideal vacation spot. Explore charming neighborhoods and nearby cities, each providing a unique atmosphere, from romantic strolls along the Hudson River to budget-friendly family excursions. With friendly locals and a welcoming community, your travel experience in and around Peekskill promises to be memorable and enriching.

  • Bear Mountain: Located a mere 8.0km from Peekskill, Bear Mountain is a haven for outdoor enthusiasts and families alike. This city is renowned for its stunning natural landscapes, including the expansive Bear Mountain State Park, where visitors can enjoy hiking, skiing, and breathtaking views of the surrounding mountains and lakes. The area is perfect for adventure seekers, providing access to ski resorts and outdoor activities year-round. Whether you're picnicking by the lake or exploring scenic trails, Bear Mountain promises a memorable experience immersed in nature.
  • Cortlandt: Just 3.2km away from Peekskill, Cortlandt offers a delightful blend of outdoor activities and family-friendly attractions. This charming city is known for its picturesque scenery and vibrant arts scene, featuring local education centres and a bustling shopping centre. Visitors can enjoy peaceful moments by the lake or explore historic sites within the area. With its engaging community atmosphere and proximity to the national state park, Cortlandt is an ideal spot for those seeking relaxation and exploration in a beautiful setting.
  • Buchanan: Also situated 3.2km from Peekskill, Buchanan is a quaint city that beckons outdoor lovers and families. With its serene landscapes, including nearby lakes and mountains, this destination is perfect for leisurely strolls and enjoying the outdoors. Visitors can engage in educational pursuits or unwind at local shopping areas and private country clubs. Buchanan's proximity to the national state park enhances its appeal, offering a blend of scenic beauty and recreational options for a fulfilling getaway.

Best time to go to Peekskill

If you're planning a trip to Peekskill, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January28.9°F (-1.7°C)Light RainMostly SunnySlightly LowSlightly Low
February30.9°F (-0.6°C)Light RainMostly SunnyAverageSlightly Low
March38.3°F (3.5°C)Light RainMostly SunnyAverageSlightly Low
April49.6°F (9.8°C)Light RainMostly SunnySlightly HighAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageSlightly High
June68.5°F (20.3°C)Light RainMostly SunnyAverageAverage
July75.0°F (23.9°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.0°F (18.9°C)Light RainMostly SunnySlightly HighAverage
October55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
November43.2°F (6.2°C)Light RainMostly SunnySlightly LowAverage
December35.2°F (1.8°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your travels!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travel experiences. You can create new trips, pick up right where you left off, or easily view and organize your travel plans. Any properties you've saved or booked previously can now be accessed under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The riverside setting of Peekskill is ready to explore

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

Activities and attractions in Peekskill

Are you looking for things to do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Peekskill a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Putnam County Golf Course (10.8 mi / 17.4 km)
  • The Golf Club at Mansion Ridge (14 mi / 22.5 km)
  • Brotherhood Winery (16.3 mi / 26.2 km)
  • Patriot Hills Golf Club (7.2 mi / 11.7 km)
  • West Point Golf Course (8.2 mi / 13.2 km)
  • Rockland Lake State Park Championship Golf Course (9.2 mi / 14.8 km)

Exploring the natural features in Peekskill

Travelers enjoy Peekskill for its riverfront and mountain views. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Peekskill. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Croton Point Park (7.2 mi / 11.6 km)
  • Lake Welch Beach (8.8 mi / 14.1 km)
  • Lake Tiorati Beach (8.9 mi / 14.3 km)
  • Storm King State Park (10.3 mi / 16.6 km)
  • Rockland Lake State Park (10.7 mi / 17.2 km)
  • Hudson Highlands State Park (11 mi / 17.6 km)

How to get to and around Peekskill

The nearest airport is in Stewart Intl. Airport (SWF), located 17.2 mi (27.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Westchester County Airport (HPN), which is 18.6 mi (29.9 km) away.

If you're traveling by train, the main station serving the city is Peekskill.

Frequently asked questions

What is the most popular type of vacation 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 vacation 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 vacation rental in Peekskill?
Season, length of stay and property type are some of the things that can influence the price of a vacation home. Simply enter your dates of travel to find your perfect escape. From quaint country cottages to sprawling villas, all Vrbo vacation 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 traveling. Simply enter your dates of travel into Vrbo and how many guests to view your vacation 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 vacation rentals in Peekskill?
Happily, yes. You can pick from two vacation 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 vacation 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 vacation rentals have the best amenities for fun and relaxation with the people that matter most.
Are there vacation 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 vacation 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 favorite 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 vacation rentals with WiFi in Peekskill?
Peekskill has two vacation rentals with WiFi, so you'll be able to stay connected while traveling. 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 vacation rentals with air conditioning in Peekskill?
Peekskill has two vacation 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 vacation rental in Peekskill?
Age restrictions can differ between properties on Vrbo, so double-check the rules of the vacation rental in Peekskill you want to book. But typically, it's 16, 18 or 21.
How long can I rent a vacation 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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