Compare Vacation Rentals & Airbnb in Peekskill, NY

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

Best family friendly Peekskill, NY vacation rentals

Among the 19 accommodations in Peekskill, NY, here are the 4 best family friendly rentals

Peekchill: Walk To Coffeehouse & Forest - Peekskill, NY
9.6 38 reviews
Peekskill, NY
20/06 – 27/06
$1342/nighttotal: $9394 (7 )

Peekchill: Walk To Coffeehouse & Forest

1 6
apartment , Peekskill
This Peekskill house, situated on a quiet street only 0.32 km from the Blue Mountain Reservation and within walking distance of Depew Park and the Metro-North station, offers easy access to hiking trails and local amenities.
Sleeping six guests across two bedrooms and two bathrooms, this two-storey property boasts a modern kitchen with appliances including a washer-dryer, a spacious garden, and an electric fireplace; nearby attractions include the Hudson River boat launches.
Charming Hudson Valley 3-bedroom Family Getaway - Peekskill, NY
Peekskill, NY
20/06 – 27/06
$564/nighttotal: $3948 (7 )

Charming Hudson Valley 3-bedroom Family Getaway

1 6
house , Stony Point
This Stony Point house, located in Tomkins Cove, is 16km from Bear Mountain State Park and 21km from The Palisades Center mall, offering easy access to both attractions.
The 121-square-metre property boasts one bedroom, one bathroom, sleeps fifteen guests, and includes a fully equipped kitchen, private terrace, free Wi-Fi, and free parking.
West Point Hudson Valley Getaway - Peekskill, NY
9.9 66 reviews
Peekskill, NY
20/06 – 27/06
$741/nighttotal: $5187 (7 )

West Point Hudson Valley Getaway

1 6
apartment , Highland Falls
This charming apartment is situated in the Ondaora Park community, just a short distance from Thayer Gates, offering easy access to West Point. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment is a spacious home that can comfortably accommodate up to six guests. It features a well-equipped kitchen, a comfortable living area, and access to a swimming pool, garden, and parking.
Tranquil Hudson Valley Retreat With Cedar Hot Tub - Peekskill, NY
9.9 41 reviews
Peekskill, NY
20/06 – 27/06
$839/nighttotal: $5873 (7 )

Tranquil Hudson Valley Retreat With Cedar Hot Tub

1 6
apartment , Peekskill
This mid-century modern property is situated on a secluded wooded acre near Cold Spring and Peekskill, New York, approximately 24km from West Point and 80km from New York City, offering easy access to the Appalachian Trail and the Hudson River.
The two-bathroom dwelling sleeps six guests and boasts a well-equipped kitchen with high-end appliances, a cedar hot tub, and access to a fitness centre, garden, and parking; nearby attractions include Cold Spring and Peekskill's riverside boutiques and restaurants, and the Garrison train station provides convenient access to NYC.

Best Peekskill, NY vacation rentals with parking

Walk To Wp Gate + Free Parking! - Peekskill, NY
9.8 23 reviews
Peekskill, NY
20/06 – 27/06
$643/nighttotal: $4501 (7 )

Walk To Wp Gate + Free Parking!

2 6
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.

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.

Destinations nearby

Best Peekskill, NY vacation rentals with a balcony

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! - Peekskill, NY
9.8 68 reviews
Peekskill, NY
20/06 – 27/06
$1671/nighttotal: $11697 (7 )

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!

3 6
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.
Charming Hudson Valley 3-bedroom Family Getaway - Peekskill, NY
Peekskill, NY
20/06 – 27/06
$564/nighttotal: $3948 (7 )

Charming Hudson Valley 3-bedroom Family Getaway

1 6
house , Stony Point
This Stony Point house, located in Tomkins Cove, is 16km from Bear Mountain State Park and 21km from The Palisades Center mall, offering easy access to both attractions.
The 121-square-metre property boasts one bedroom, one bathroom, sleeps fifteen guests, and includes a fully equipped kitchen, private terrace, free Wi-Fi, and free parking.

Best pet friendly Peekskill, NY vacation rentals

Among the 19 accommodations in Peekskill, NY, here are the 4 best pet friendly rentals

Tranquil Hudson Valley Retreat With Cedar Hot Tub - Peekskill, NY
9.9 41 reviews
Peekskill, NY
20/06 – 27/06
$839/nighttotal: $5873 (7 )

Tranquil Hudson Valley Retreat With Cedar Hot Tub

1 6
apartment , Peekskill
This mid-century modern property is situated on a secluded wooded acre near Cold Spring and Peekskill, New York, approximately 24km from West Point and 80km from New York City, offering easy access to the Appalachian Trail and the Hudson River.
The two-bathroom dwelling sleeps six guests and boasts a well-equipped kitchen with high-end appliances, a cedar hot tub, and access to a fitness centre, garden, and parking; nearby attractions include Cold Spring and Peekskill's riverside boutiques and restaurants, and the Garrison train station provides convenient access to NYC.
Country Estate On Maple Syrup Farm, Tesla Charging - Peekskill, NY
10 17 reviews
Peekskill, NY
20/06 – 27/06
$1400/nighttotal: $9800 (7 )

Country Estate On Maple Syrup Farm, Tesla Charging

1 6
gîte , Highland Falls
This luxurious five-bedroom holiday home is situated in the Hudson Valley, just a short distance from Highland Falls and its scenic hiking trails. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious property can comfortably accommodate up to 10 guests, offering ample space for families or groups of friends. The home features a chef's kitchen, a master suite with a jacuzzi and steam shower, private trails, and a range of other amenities, including air conditioning, a garden, and a fitness centre.
Long Dog Inn - Peekskill, NY
10 20 reviews
Peekskill, NY
20/06 – 27/06
$2453/nighttotal: $17171 (7 )

Long Dog Inn

1 6
apartment , Highland Falls
The Long Dog Inn is a fully renovated house in Highland Falls, a short walk from Thayer Gate and the United States Military Academy at West Point.
This pet-friendly property boasts four bedrooms, three bathrooms, sleeps up to twelve guests, and includes a modern kitchen, game room with ping pong and chess, and a recreation room with Smart TVs and sleeper sofas.
Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! - Peekskill, NY
9.8 68 reviews
Peekskill, NY
20/06 – 27/06
$1671/nighttotal: $11697 (7 )

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!

3 6
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.
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