Holiday Rentals in Peekskill, NY

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Peekskill, NY holiday rentals
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19 Holiday rentals and Airbnb in Peekskill, NY

Best family friendly Peekskill, NY holiday rentals

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

Chic Cozy Upstate Cabin Just 1 Hr From Nyc! - Peekskill, NY
9.9 81 reviews
Peekskill, NY
21/08 – 23/08
1314 €/nighttotal: 2628 € (2 )

Chic Cozy Upstate Cabin Just 1 Hr From Nyc!

4 7
apartment , Shrub Oak
This four-bedroom cabin is situated in Shrub Oak, just 80 kilometres north of New York City, offering easy access to the Metro North train line and the Hudson Valley's scenic beauty.
The property boasts a private and secluded location on 1 hectare of land, featuring multiple living spaces, a well-equipped kitchen, outdoor amenities, and a lower level apartment, ideal for families or groups of up to eight guests.
Modern, Magical Woodsy Escape 1 Hour From Nyc - Peekskill, NY
10 31 reviews
Peekskill, NY
21/08 – 23/08
1355 €/nighttotal: 2710 € (2 )

Modern, Magical Woodsy Escape 1 Hour From Nyc

4 7
apartment , Shrub Oak
The Lodge is located in Putnam Valley, just 80 kilometres north of New York City, offering a peaceful retreat in the Hudson Valley. It has received excellent user ratings and is a great choice for travellers seeking a comfortable and spacious home away from home.
The self-contained apartment spans 372 square metres and can accommodate up to eight guests, with four bedrooms and three bathrooms. It includes a fully equipped kitchen, a garden, parking, air conditioning, internet access, and a range of amenities for relaxation and entertainment, such as a fire pit, a private wooded area for hiking, and a "sunset ridge" for enjoying evening views.
Bear Mtn Haus Near Hiking Trails - Peekskill, NY
9.7 136 reviews
Peekskill, NY
11/09 – 13/09
919 €/nighttotal: 1838 € (2 )

Bear Mtn Haus Near Hiking Trails

1 8
apartment , Fort Montgomery
This Garrison cottage is located on the mountainside with partial Hudson River views, just a short drive from the Bear Mountain Bridge and 60 minutes from NYC. The property has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom, three-bathroom home comfortably accommodates eight guests. It features a well-equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking. Guests can enjoy breathtaking scenery, access nearby hiking trails, and take advantage of the private terrace with wildlife viewing.
The Blue Lake House! - Peekskill, NY
9.4 61 reviews
Peekskill, NY
21/08 – 23/08
988 €/nighttotal: 1976 € (2 )

The Blue Lake House!

1 7
apartment , Lake Mohegan
This apartment is situated in Lake Mohegan, just a short drive from a shopping centre and golf courses, offering a peaceful retreat with stunning lake views. It has received excellent ratings for user experience, location, and cleanliness.
The apartment can comfortably accommodate up to 10 guests and features a fully equipped kitchen, three bathrooms, and a garden. Guests can enjoy a range of amenities, including a Jacuzzi, kayaks, paddleboards, a fishing boat, and direct access to the lake for swimming and other water activities.

Best Peekskill, NY holiday rentals with parking

Cozy Retreat W/ Pool, Cinema Room & Fire Pit - Peekskill, NY
9.6 15 reviews
Peekskill, NY
11/09 – 13/09
1273 €/nighttotal: 2546 € (2 )

Cozy Retreat W/ Pool, Cinema Room & Fire Pit

3 8
cottage , Lake Mohegan
This charming cottage is located just a short drive from the bustling town of Cold Spring, offering a peaceful retreat in the woods of Putnam Valley. The property has been highly rated by previous guests, receiving excellent reviews for its comfortable accommodation and tranquil setting.
The cottage offers three bedrooms and three bathrooms, comfortably sleeping up to eight guests. It is equipped with a range of amenities including a fully equipped kitchen, a swimming pool, a Jacuzzi, and a private deck with stunning views of the Hudson Valley.

Frequently asked questions about holiday rentals in Peekskill, NY

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

    The downtown area is a great option for a vacation rental. It's close to the riverfront, shops, restaurants, and the train station, making it easy to explore the city and surrounding areas.
  • What are the best Airbnb and holiday rentals in Peekskill, NY?

    The Peekskill Riverview House, Yellow House One Bedroom and Cozy 3 Bedroom House On Quiet Private Road are among the best Airbnb and holiday rentals in Peekskill, NY.

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

    The best time to book a vacation rental is during the shoulder seasons, from April to May and September to October. You'll avoid the crowds and enjoy pleasant weather.
  • 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 best budget-friendly activities in Peekskill, NY?

    You can enjoy a free walk along the Hudson Riverfront Green or explore the historic downtown area with its unique shops and art galleries. The Peekskill Farmers Market is also a great way to experience local produce without spending much.
  • What are the best holiday rentals with a pool in Peekskill, NY?

  • What are the best walking or cycling routes in Peekskill, NY?

    The Peekskill Riverfront Green offers a beautiful scenic walk or bike ride along the Hudson River. You can also explore the historic downtown area on foot, taking in the charming architecture and local shops.
  • What are the best rentals for families and kids in Peekskill, NY?

  • Are there pet-friendly attractions in Peekskill, NY?

    Yes, many places in Peekskill are pet-friendly! Charles Point Park is a great spot for a walk with your dog, and many restaurants have outdoor seating where you can enjoy a meal with your furry friend.
  • What are the best rentals or Airbnbs with a jacuzzi in Peekskill, NY?

  • What are the benefits of choosing a vacation rental in Peekskill, NY?

    Vacation rentals offer more space and privacy compared to a hotel. You can also enjoy the convenience of having a kitchen and laundry facilities, which can be especially helpful for families.
  • What are the top sports attractions and facilities in Peekskill, NY?

    Peekskill has a lot of sports facilities, including the Peekskill High School Stadium for high school football games and the Peekskill Riverfront Green for jogging and cycling. The city also has several parks with basketball courts and playgrounds.

Destinations nearby

Best Peekskill, NY holiday rentals with a balcony

Charming 2-bedroom Farmhouse With Ac In Putnam Valley - Peekskill, NY
Peekskill, NY
11/09 – 13/09
442 €/nighttotal: 884 € (2 )

Charming 2-bedroom Farmhouse With Ac In Putnam Valley

2 8
farm , Lake Mohegan
This rural property, a farm, is located in Putnam Valley, offering easy access to the United States Military Academy, which is 4.5 kilometres away, and Boscobel House and Gardens, 10.2 kilometres distant.
This farm provides accommodation for up to 8 guests with 2 bedrooms and 3 bathrooms, featuring air conditioning, an in-room kitchen, and on-site laundry facilities, with the added benefit of a garden and proximity to the Hudson Valley Center for Contemporary Art and Willow Ridge Farm for evening entertainment.
Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets - Peekskill, NY
9.6 5 reviews
Peekskill, NY
11/09 – 13/09
1259 €/nighttotal: 2518 € (2 )

Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets

4 8
chalet , Firthcliffe
Storm King Lodge, a country house, is located in Mountainville, New York, within the Lower Hudson River Valley, approximately 97 kilometres from NYC and close to Storm King Art Centre and West Point.
This 279 square metre lodge offers 4 bedrooms and 4 bathrooms, accommodating up to 8 guests with its own kitchen, air conditioning, terrace, garden, and access to nearby hiking and cultural attractions.

Best pet friendly Peekskill, NY holiday rentals

Among the 19 accommodations in Peekskill, NY, here are the 2 best pet friendly rentals

Upstate Charm Only 1hr From Nyc - Peekskill, NY
Peekskill, NY
21/08 – 23/08
3597 €/nighttotal: 7194 € (2 )

Upstate Charm Only 1hr From Nyc

1 7
apartment , Mount Kisco
STATION HOUSE, a six-bedroom colonial house near Mount Kisco, New York, offers easy access to the Taconic State Parkway and is approximately 64km from New York City.
This large property, encompassing four acres with a two-story barn, sleeps fourteen guests and includes a fully equipped kitchen with dishwasher, air conditioning, parking, internet access, and a garden.
Magic On This Mountain! - Peekskill, NY
Peekskill, NY
21/08 – 23/08
2196 €/nighttotal: 4392 € (2 )

Magic On This Mountain!

1 7
apartment , Stony Point
This property is situated in the mountains near Stony Point, a 72km drive from New York City and close to Woodbury Commons, offering a peaceful retreat with stunning views. The house has three bedrooms and two bathrooms, comfortably accommodating up to 16 guests. The property boasts a spacious outdoor area with a fire ring, two streams, and a relaxing deck, perfect for enjoying the mountain views and exploring the nearby hiking trails.
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