Peekskill holiday rentals

We found 150 holiday rentals — enter your dates for availability
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.

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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)
  • Blue Hill Golf Course (16.6 mi / 26.8 km)
  • Mohansic Golf Course (5.6 mi / 9 km)
  • Patriot Hills Golf Club (7.2 mi / 11.7 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:

  • Croton Point Park (7.2 mi / 11.6 km)
  • Lake Welch Beach (8.8 mi / 14.1 km)
  • Boscobel House and Gardens (8.9 mi / 14.4 km)
  • Little Stony Point Park (10.1 mi / 16.2 km)
  • Storm King State Park (10.3 mi / 16.6 km)
  • Rockland Lake State Park (10.7 mi / 17.2 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 accomodation in Peekskill?
In Peekskill, holiday houses are the predominant type of holiday rental, with around 12 available throughout the area. These homes are typically situated in serene neighbourhoods, providing a peaceful retreat while still being close to local attractions. Most holiday houses boast spacious layouts, with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Additionally, many feature outdoor spaces such as gardens or patios, superb for relaxing after a day of exploring the nearby Hudson River waterfront or nearby parks.
Are there any family house rentals in Peekskill?
In Peekskill, New York, there are several family-friendly house rentals available, providing a comfortable base for exploring the area. Visitors can find properties in charming neighbourhoods, often featuring spacious living areas and full kitchens, ideal for preparing meals together after a day of activities. Many homes also include outdoor spaces, where children can play and families can enjoy al fresco dining.This city is conveniently located near the Hudson River, offering opportunities for scenic walks and waterfront activities. Additionally, attractions such as the Peekskill Museum and the nearby Bear Mountain State Park provide options for outdoor adventures, including hiking and picnicking.
Are there pet-friendly house rentals in Peekskill?
In Peekskill, there are several pet-friendly house rentals available, making it a great choice for travellers with furry companions. The area offers a variety of holiday homes that typically come equipped with amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas. Many of these properties are located near scenic spots, providing easy access to parks and open spaces where pets can enjoy walks and playtime.The nearby Peekskill waterfront along the Hudson River is particularly inviting, featuring walking paths and green areas ideal for leisurely strolls with pets. Furthermore, the surrounding region is rich in natural beauty, with opportunities for hiking and exploration in places like the nearby Bear Mountain State Park, which is great for outdoor adventures with your four-legged friends.
Are there any remote work holiday rentals in Peekskill?
In Peekskill, New York, there are some remote work holiday rentals available, with around 12 options to choose from. This charming city along the Hudson River offers a picturesque backdrop for those looking to blend work and leisure. Many of the properties come equipped with essential amenities for remote work, such as reliable Wi-Fi, dedicated desk spaces, and desks with chairs, ensuring a comfortable working environment.Peekskill also boasts nearby parks and scenic views, providing the ideal setting for breaks during the workday. The area features local cafes and restaurants where you can enjoy a meal or take a short stroll along the riverfront. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Peekskill?
In Peekskill, popular rental amenities include air conditioning, which provides comfort during warmer months, and onsite parking for added convenience. Many holiday rentals feature desks and desk chairs, making them suitable for business travellers or those needing to work remotely. Additionally, a coffee and tea maker is commonly available, allowing guests to enjoy a warm beverage at their leisure.
When is the best time to visit Peekskill for a holiday rental?
The best time to visit Peekskill for a holiday rental is during the vibrant summer months, particularly in July, when the area comes alive with outdoor activities and cultural events. Peak season runs from July to September, making this an ideal time for those eager to explore the scenic Hudson River and partake in local festivals.In July, you can enjoy pleasant temperatures averaging around 25 to 30 degrees Celsius, great for outdoor adventures such as hiking in nearby parks or enjoying leisurely strolls along the waterfront. The lively option during this time attracts many visitors, creating a sense of community and excitement.For those looking for a more budget-friendly option, consider planning your visit in December. While the weather can be cooler, with temperatures dipping to around 0 to 5 degrees Celsius, the charm of Peekskill during the festive season is truly enchanting. You can explore the town's holiday decorations and enjoy cosy indoor activities, all while benefiting from lower rental rates.Ultimately, your choice will depend on whether you prefer the energetic vibe of summer or the tranquil beauty of winter festivities.
What are the top attractions in Peekskill?
In Peekskill, visitors can enjoy a blend of natural beauty and cultural attractions. The waterfront area along the Hudson River is particularly appealing, offering scenic views and walking paths. The Riverfront Green Park is a popular spot for both locals and tourists, featuring open green spaces, a playground, and picnic areas, great for a leisurely day out.Art enthusiasts can explore the Peekskill Arts District, which is home to galleries showcasing local artists and various art installations. The historic Paramount Hudson Valley Theatre, located in the heart of the town, frequently hosts live performances and events, providing a vibrant cultural experience.For those who appreciate outdoor activities, the nearby Bear Mountain State Park offers hiking trails, stunning vistas, and picnic spots, making it an excellent choice for day trips.
Are all fees included in the Peekskill holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Peekskill holiday homes with parking?
Stayz offers a wide selection of holiday homes in Peekskill with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Peekskill holiday homes?
You can find great discounts on holiday homes in Peekskill on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Peekskill holiday home booking on Stayz?
To find Peekskill holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Peekskill?
A long-stay holiday home in Peekskill is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Peekskill holiday home?
Book your Peekskill holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Peekskill?
Prices for holiday homes in Peekskill vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Peekskill to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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