Compare Vacation Rentals & Airbnb in Peekskill, NY

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Peekskill, NY vacation rentals
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29 Rentals and Airbnb in Peekskill, NY

Best family friendly Peekskill, NY vacation rentals

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

'Croton Quarters' - Comfortable Apt With Modern Amenities Near Food, Nyc Close! - Peekskill, NY
10 7 reviews

'Croton Quarters' - Comfortable Apt With Modern Amenities Near Food, Nyc Close!

apartment, Croton-on-Hudson
This family-friendly apartment in Croton-on-Hudson, New York, is situated near the river, a short 4.8km drive from Van Cortlandt Manor and a 8km drive from Croton Point Park.
The two-bedroom, one-bathroom property sleeps four guests and features a garden, on-site parking, a fully equipped kitchen including a microwave, dishwasher, and laundry facilities, plus a smart TV and free Wi-Fi.
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.
Charming Highland Falls Home < 2 Mi To West Point! - Peekskill, NY
9.9 40 reviews

Charming Highland Falls Home < 2 Mi To West Point!

apartment, Highland Falls
This Highland Falls holiday home, less than 3.2km from West Point and conveniently close to Bear Mountain State Park, offers easy access to the Hudson River.
Sleeping up to 12 guests in four bedrooms and two bathrooms, the three-storey house boasts a game room, private yard, patio, gas grill, and modern kitchen appliances including a dishwasher, plus WiFi and keyless entry.
Bear Mountain House. - Peekskill, NY
10 16 reviews

Bear Mountain House.

apartment, Fort Montgomery
This Garrison cottage is located on the mountainside with partial Hudson River views, just minutes from the Bear Mountain Bridge and a short drive to Cold Spring shops and restaurants. The property has excellent user ratings, making it a popular choice for travellers. This comfortable home has three bedrooms and three bathrooms, accommodating up to eight guests. The house offers a range of amenities, including a fully equipped kitchen, a terrace with outdoor furniture, a garden, and parking.

Best Peekskill, NY vacation rentals with parking

Creekside Home Near Cold Spring & West Point - Peekskill, NY
9.9 144 reviews

Creekside Home Near Cold Spring & West Point

apartment, Peekskill
This three-bedroom house is situated on a peaceful private road overlooking a creek, just a short distance from the Metro North Railroad and the Hudson River. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The home comfortably accommodates up to six guests and features a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. You can enjoy the peace and quiet of the creekside setting, explore nearby attractions, or take advantage of the on-site garden.
Magical Forest Dome Near Nyc - Peekskill, NY
10 4 reviews

Magical Forest Dome Near Nyc

bubble, Peekskill
This unique bubble is located in a private woodland setting just 80 kilometres north of Manhattan, near Peekskill, offering a secluded escape from the city. The geodesic dome sleeps up to four guests in two king-sized beds, providing a comfortable and unusual stay. The bubble features a full kitchen, a fire pit for stargazing, and both indoor and outdoor showers, allowing guests to enjoy the peace and quiet of the surrounding woodland.
Camp Foresta, West Point/bear Mountain - Peekskill, NY
9.9 35 reviews

Camp Foresta, West Point/bear Mountain

gîte, Fort Montgomery
This self-catering cottage near Fort Montgomery, New York boasts a unique hillside location adjacent to West Point Military Academy and Bear Mountain State Park, with Harriman State Park hiking trails within easy walking distance.
Sleeping four guests in two bedrooms and one bathroom, this property offers a fridge, freezer, microwave, air conditioning, a garden, parking, and internet access, providing comfortable amenities whilst retaining a peaceful, natural setting close to Cold Spring and Beacon.
West Point At Your Doorstep! Walk To Academy  Mountain Views  Easy Parking - Peekskill, NY
9.4 29 reviews

West Point At Your Doorstep! Walk To Academy Mountain Views Easy Parking

apartment, Highland Falls
This apartment is located in Highland Falls, just a 10-minute walk from the United States Military Academy, the Hudson River, and the West Point Museum, making it a great base for exploring the area. It has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay.
The apartment has two bedrooms and one bathroom, covering 84 square metres and accommodating up to six guests. It includes a fully equipped kitchen, air conditioning, parking, internet access, and a spa, offering everything you need for a relaxing and convenient stay.

Frequently Asked Questions about vacation rentals in Peekskill, NY

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

    For a first-timer, you definitely want to check out the historic Hudson River Museum, which has a great collection of art and local history. Also, take a walk along the Peekskill waterfront and enjoy the views of the river. And if you're a history buff, you can't miss the dramatic ruins of the 18th-century Van Cortlandt Manor.
  • 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 near the waterfront is a popular choice for vacation rentals. It's close to all the action, with restaurants, shops, and the train station just a short walk away.
  • 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 is always a hit with families, with interactive exhibits and plenty of space to run around. The Peekskill Farmers Market is a great place to spend a Saturday morning, with fresh produce and local crafts.
  • What are the best vacation rentals with a pool in Peekskill, NY?

    Rainbow Rest - Pristine Apt In A Tranquil Setting, The Lake House and The Cottage At Oasis Cove 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 usually during the spring and fall, when the weather is mild and the crowds are smaller. You'll find some great deals during the shoulder seasons, too.
  • 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?

    Peekskill has a lively events calendar, with the Riverfront Greenmarket happening every Saturday from June to October, and the Peekskill Jazz Festival in July. The Hudson Valley Renaissance Festival is just a short drive away, too.
  • 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 Hudson River Walkway is free and offers stunning views. The Peekskill Public Library is a great place to spend a rainy afternoon, and it's completely free to visit.
  • What are the best restaurants with local dishes in Peekskill, NY?

    For a taste of local cuisine, try The Peekskill Brewery for their delicious craft beers and pub fare. The Smokehouse BBQ is another favourite, with mouthwatering smoked meats and Southern-style sides.
  • What are the best walking or cycling routes in Peekskill, NY?

    The Hudson River Walkway is a paved path that stretches for miles along the river, perfect for a leisurely walk or bike ride. The Peekskill Riverfront Park is also a great spot for a walk or bike ride.
  • Are there pet-friendly attractions in Peekskill, NY?

    Many of the parks and trails in Peekskill are dog-friendly, including the Hudson River Walkway and the Peekskill Riverfront Park. The Peekskill Farmers Market also welcomes well-behaved dogs.
  • What are the benefits of choosing a vacation rental in Peekskill, NY?

    Vacation rentals offer more space and privacy than hotels, and they're often a more affordable option for families or groups. You'll also have access to a kitchen, which can help you save money on dining out.
  • What are the top sports attractions and facilities in Peekskill, NY?

    Peekskill has several parks with sports facilities, including the Peekskill Riverfront Park, which has basketball courts, tennis courts, and a playground. The Peekskill High School also has a large athletic field.

Popular destinations

Best Peekskill, NY vacation rentals with a balcony

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.
*Forest Retreat* Rustic Luxury Near Bear Mt Hiking - Peekskill, NY
9.8 68 reviews

*Forest Retreat* Rustic Luxury Near Bear Mt Hiking

apartment, Fort Montgomery
This three-bedroom apartment, situated just an hour from New York City and ten minutes from West Point, offers a serene mountain escape with stunning views. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a spacious living area with a large lounge and game room, ideal for family gatherings or entertaining guests. Enjoy the peace and privacy of the five-acre property, equipped with a heated swimming pool, all-year hot tub, and a spacious deck, perfect for relaxing and taking in the scenic surroundings.
Cozy 3bedroom Home In Highland Falls, Only A Five-minute Walk From West Point Ny - Peekskill, NY
9.6 4 reviews

Cozy 3bedroom Home In Highland Falls, Only A Five-minute Walk From West Point Ny

apartment, Highland Falls
This Highland Falls flat offers excellent proximity to the United States Military Academy at West Point and Thayer, located just 800 metres away, and is 8.4 kilometres from Bear Mountain State Park.
This three-bedroom, two-bathroom accommodation for six guests includes a microwave oven, dishwasher, air conditioning, and parking, with easy access to local attractions such as Fort Putnam, Manitoga The Russel Wright Design Center, Woodbury Common Premium Outlets, and entertainment at Monteverde at Oldstone.
Discover Natures Glory! Perfect Family Home - Peekskill, NY
8.8 6 reviews

Discover Natures Glory! Perfect Family Home

apartment, Fort Montgomery
This Highland Falls apartment, near Fort Montgomery, offers easy access to local restaurants and shops, and is a 19km drive from the United States Military Academy at West Point.
Sleeping eight guests, this three-bedroom property features two double bedrooms, one with bunk beds, a fully equipped kitchen, free on-site parking, and a terrace/balcony with garden access; pets are welcome.

Best pet friendly Peekskill, NY vacation rentals

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

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.
Luxury Lake House Sauna 1h From Nyc - Peekskill, NY
10 182 reviews

Luxury Lake House Sauna 1h From Nyc

apartment, Lake Mohegan
This lakeside apartment near Lake Mohegan, New York, offers private lakefront access with a dock, and is conveniently located approximately 32 kilometres from West Point and Bear Mountain, and 80 kilometres from New York City.
The self-catering property sleeps four guests and boasts an 86-inch TV, a large deck overlooking the lake, heated bathroom floors, and a free Tesla charger (adapter available for other EVs).
Walk To Wp Gate And Free Parking - Peekskill, NY
No reviews

Walk To Wp Gate And Free Parking

apartment, Highland Falls
This Highland Falls flat is ideally situated near the West Point military academy, 16km from Bear Mountain State Park, and within a 24km radius of Harriman Metro-North station and Stewart International Airport.
The 102 square metre self-catering apartment sleeps up to 11 guests, boasting a fully equipped kitchen, in-unit laundry, private parking, and free Wi-Fi; nearby activities include hiking in Bear Mountain State Park and exploring West Point.
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.
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