Holiday Rentals in Peekskill, NY

29 available vacation rental offers

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Peekskill, NY holiday rentals
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Best Holiday rentals and Airbnb offers in Peekskill, NY

Best family friendly Peekskill, NY holiday rentals

Among the 29 accommodations in Peekskill, NY, here are the 4 best family friendly rentals

Gloves Off Retreat  A Quiet Hudson Valley Escape - Peekskill, NY
10 4 reviews

Gloves Off Retreat A Quiet Hudson Valley Escape

apartment, Peekskill
This Garrison flat offers a secluded escape on 1.6 private acres, approximately 96 kilometres north of New York City via car or Metro-North, with convenient access to Breakneck Ridge, Anthony's Nose, Bear Mountain State Park, and the riverside towns of Cold Spring and Beacon.
This pet-friendly, family-friendly dwelling for four features two bathrooms, a modern kitchen, air conditioning, and internet, with subtle boxing-inspired touches complementing its blend of modern comfort and vintage style for a peaceful retreat.
'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit - Peekskill, NY
No reviews

'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit

house, Peekskill
Vacation rental. This accommodation is based in Peekskill.
Services and facilities: a barbecue, a dish washer and a business center. This house is very convenient for families.
Croton Quarters-modern Amenities - Peekskill, NY
10 46 reviews

Croton Quarters-modern Amenities

apartment, Croton-on-Hudson
This Croton-on-Hudson apartment, a first-floor flat in a historic former farmhouse, is situated 3.1km from the train station, supermarket, and hiking trails, with restaurants a 1.1km walk away.
The 2-bedroom, 1-bathroom self-catering property sleeps four, boasting a fully renovated interior with high-end appliances, a private yard, designated parking, and amenities including fast WiFi, two TVs, an Xbox Series X, and laundry facilities.
Modern, Sun-filled Farmhouse Retreat - Peekskill, NY
10 27 reviews

Modern, Sun-filled Farmhouse Retreat

apartment, Highland Falls
This three-bedroom, two-bathroom apartment in Garrison, New York, is situated a short 6.4km drive from Cold Spring and a mere 2.6km from Garrison Metro-North station, providing easy access to New York City.
The self-catering property sleeps seven, boasts a chef's kitchen, fireplace, central air conditioning, Wi-Fi, parking, and pet-friendly accommodation near the Appalachian Trail, ideal for hiking and exploring the surrounding woodland.

Best Peekskill, NY holiday rentals with parking

Valley View Farm - Peekskill, NY
9.7 7 reviews

Valley View Farm

gîte, Lake Mohegan
This holiday cottage is located in Putnam Valley, a former farmland bordering undeveloped woodland, offering a secluded natural setting approximately 20 kilometres from Lake Mohegan.
This recently remodelled 3-bedroom, 3-bathroom holiday home accommodates up to 6 guests and provides access to 60 acres of woodland for hiking and wildlife watching, complete with internet, air conditioning, a garden, and parking.
Walk To Wp Gate + Free Parking! - Peekskill, NY
9.8 24 reviews

Walk To Wp Gate + Free Parking!

apartment, Highland Falls
This Highland Falls apartment is conveniently located less than 1.6km from the United States Military Academy, the Hudson River, and the West Point Museum, offering easy access to these key attractions.
The two-bedroom property, sleeping up to six guests, boasts a fully equipped kitchen including a dishwasher, in-unit laundry, free Wi-Fi, on-site parking, and a terrace; Christl Arena and Michie Stadium are also within 3.2km.
'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit - Peekskill, NY
9.8 63 reviews

'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit

house, Peekskill
This three-bedroom house is situated in Garrison, just 21 kilometres from Bear Mountain State Park and 31 kilometres from Metro-North Harriman Station, offering a tranquil escape from the hustle and bustle of the city. The property has received excellent ratings for cleanliness, location and user experience.
The house spans 158 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, air conditioning, a garden, a deck, a fire pit, free Wi-Fi and access to a washing machine and dryer.
"Welcome To Our Basement Suite, Where Humor And Professionalism Coexist! - Peekskill, NY
8.0 2 reviews

"Welcome To Our Basement Suite, Where Humor And Professionalism Coexist!

apartment, Peekskill
This Peekskill holiday home is conveniently located within a 2.4km walk of Depew Park, the Hudson Valley Center for Contemporary Art, and Blue Mountain Reservation, with the Paramount Hudson Valley Theatre and Peekskill Museum less than 1.6km away.
The one-bedroom, one-bathroom property sleeps two guests and offers amenities including free Wi-Fi, a Smart TV, and an on-site fitness centre; nearby attractions include the Peekskill city centre (a 2.4km walk away).

Frequently asked questions about holiday rentals in Peekskill, NY

  • What should a first-time visitor not miss in Peekskill, NY?

    You definitely don't want to miss the historic Hudson River Museum. It's a great place to learn about the region's history and art. And for a beautiful view, take a stroll along the Peekskill waterfront. You'll see the iconic Peekskill lighthouse and enjoy the stunning Hudson River scenery.
  • What are the best Airbnb and vacation rentals in Peekskill, NY?

    The Peekskill Riverview House, Yellow House One Bedroom and Cozy 3 Bedroom House On Quiet Private Road are the most popular Airbnb and vacation rentals in Peekskill, NY among travelers.

  • Which neighborhood in Peekskill, NY should you consider for a vacation rental?

    The downtown area is a great choice for a vacation rental. You'll be close to the shops, restaurants, and attractions. The historic district offers a charming atmosphere with beautiful Victorian architecture. You'll find plenty of options for a comfortable stay.
  • What are the most popular Airbnbs in Peekskill, NY?

    Among the Airbnbs in Peekskill, NY, The Peekskill Riverview House, Yellow House One Bedroom and Hudson Valley House are the most popular ones.

  • What are the top family-friendly attractions in Peekskill, NY?

    The Hudson River Museum has interactive exhibits that are perfect for kids. The Peekskill Riverfront Green is a great place to have a picnic or play games. For a fun day out, visit the Peekskill Farmers Market. It's a great place to find fresh produce and local crafts.
  • What are the best vacation rentals with a pool in Peekskill, NY?

  • When is the best time to book a vacation rental in Peekskill, NY?

    The best time to book a vacation rental in Peekskill is during the shoulder season, from April to May or September to October. You'll avoid the crowds and get better deals on accommodation. The weather is still pleasant during these months, perfect for exploring the area.
  • What are the best rentals for families and kids in Peekskill, NY?

  • What events or festivals should visitors check out in and around Peekskill, NY?

    The Peekskill Jazz Festival in June is a popular event, featuring live music and food stalls. The Peekskill Fall Festival in October is another great option, with a parade, craft fair, and pumpkin carving contest.
  • What are the best rentals or Airbnbs with a jacuzzi in Peekskill, NY?

  • What are the best budget-friendly activities in Peekskill, NY?

    A walk along the Peekskill Riverfront Green is a great way to spend a sunny afternoon. The Peekskill Farmers Market is also a great option for a budget-friendly day out. You can find local produce, crafts, and even live music.
  • What are the best restaurants with local dishes in Peekskill, NY?

    The Peekskill Brewery is a popular spot for local craft beers and pub grub. For a more upscale experience, try The Restaurant at the Peekskill Hotel. They serve delicious seasonal dishes with fresh local ingredients.
  • What are the best walking or cycling routes in Peekskill, NY?

    The Peekskill Riverfront Green Trail is a great option for a leisurely walk or bike ride. It follows the Hudson River and offers stunning views of the water and the surrounding hills. For a more challenging ride, try the Peekskill to Croton-on-Hudson Bike Path.
  • Are there pet-friendly attractions in Peekskill, NY?

    The Peekskill Riverfront Green is a great place to take your dog for a walk or a run. Many restaurants and cafes in the downtown area also welcome well-behaved dogs on their patios.
  • What are the benefits of choosing a vacation rental in Peekskill, NY?

    Vacation rentals offer more space and privacy than hotels. They often come with kitchens, so you can save money by preparing some of your meals. You also have the flexibility to come and go as you please.
  • What are the top sports attractions and facilities in Peekskill, NY?

    The Peekskill High School has a great sports complex with facilities for baseball, soccer, and track and field. The Peekskill Riverfront Green is also a popular spot for outdoor sports like running, cycling, and kayaking.

Popular destinations

Best Peekskill, NY holiday rentals with a balcony

The Abbey Inn & Spa - Peekskill, NY
No reviews

The Abbey Inn & Spa

resort, Peekskill
The Abbey Inn & Spa is located in Peekskill, just a short distance from the city centre and within walking distance of attractions like the Lincoln Depot Museum, Dramatic Hall, and Peekskill Landing Park. This charming hotel offers a peaceful retreat in a convenient location.
The Abbey Inn & Spa features a range of amenities to make your stay comfortable and enjoyable. You can relax in the sauna or spa, enjoy a meal at the on-site restaurant, or unwind with a drink at the bar.
Croton Quarters - Comfortable Apartments, Nyc Close - Peekskill, NY
10 20 reviews

Croton Quarters - Comfortable Apartments, Nyc Close

apartment, Croton-on-Hudson
Croton Quarters apartments are located in Croton-on-Hudson, New York, approximately 27 kilometres from Westchester County Airport, 29 kilometres from the Palisades Center mall, and 31 kilometres from Manhattanville College.
This two-bedroom, one-bathroom flat offers self-catering facilities including a dishwasher and microwave, sleeps seven guests, and boasts a terrace, garden, and free parking, with family-friendly amenities such as outdoor play equipment nearby.
Updated Home W/ Patio Half Mile To West Point - Peekskill, NY
9.8 71 reviews

Updated Home W/ Patio Half Mile To West Point

house, Highland Falls
This charming three-bedroom house in Highland Falls is located just 800 metres from West Point and 14 kilometres from Bear Mountain State Park, offering easy access to a range of attractions and activities. The property has consistently received excellent reviews for its cleanliness, location, and overall experience.
The 102 square metre property comfortably accommodates up to six guests and boasts a fully equipped kitchen, a relaxing patio, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay. Guests can enjoy the peaceful setting of Highland Falls, take advantage of the nearby hiking and biking trails, or explore the historical grounds of West Point.
Cherry Blossom Lake House - Peekskill, NY
10 1 review

Cherry Blossom Lake House

house, Lake Mohegan
This spacious three-bedroom detached house, located in Lake Peekskill, offers lake views and is situated 22.5 kilometres from Bear Mountain State Park and 33.8 kilometres from Metro-North Harriman Station.
This air-conditioned property spans 139 square metres, accommodates up to 11 guests with three bedrooms and two bathrooms, and features a kitchen with a fridge, microwave oven, and dishwasher, alongside a terrace, garden, jacuzzi, sauna, and parking.

Best pet friendly Peekskill, NY holiday rentals

Among the 29 accommodations in Peekskill, NY, here are the 4 best pet friendly rentals

Beautiful First Flr, 2-bedroom Apt W/ Free Parking - Peekskill, NY
10 7 reviews

Beautiful First Flr, 2-bedroom Apt W/ Free Parking

apartment, Highland Falls
This Highland Falls ground-floor flat is conveniently located one block from Main Street's restaurants and a short walk from the United States Military Academy at West Point.
The 93 square metre (approximately 1000 square feet) self-catering apartment sleeps six, featuring two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, free Wi-Fi, and designated parking.
The Hudson Hideaway - Peekskill, NY
10 2 reviews

The Hudson Hideaway

apartment, Peekskill
This two-bedroom flat is situated in a peaceful Peekskill neighbourhood, approximately 1.6 kilometres from the Metro-North station, providing easy access to New York City, and close to hiking routes and local points of interest.
This pet-friendly accommodation accommodates up to six guests and features essential amenities such as internet, a kitchen, and air conditioning, with Slainte restaurant and the Hudson Valley Theater within a short walk or drive.
Lakefront Sauna 1 Hr Nyc Near Cold Spring - Peekskill, NY
10 5 reviews

Lakefront Sauna 1 Hr Nyc Near Cold Spring

apartment, Lake Mohegan
This Putnam Valley flat offers direct lake access and is situated approximately 160 kilometres from NYC, 32 kilometres to Cold Spring, 48 kilometres to Beacon & West Point, and 9.6 kilometres to Main Street dining.
This lakeside dwelling accommodates six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, and direct private lakefront access, with optional seasonal hot tub and year-round wood-burnt sauna available for an additional fee.
Comfortable 2bd - Convenience & Style - 45min To Nyc - Great Food - Peekskill, NY
9.8 93 reviews

Comfortable 2bd - Convenience & Style - 45min To Nyc - Great Food

apartment, Croton-on-Hudson
This family-friendly flat is located in Croton-on-Hudson, within easy reach of several parks and historical sites, including Croton Landing Park and Van Cortlandt Manor. It has consistently received excellent guest reviews.
The 74 square metre apartment has two bedrooms and can comfortably accommodate up to four guests. The property offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and free Wi-Fi, ensuring a pleasant and convenient stay.
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