Places to stay in Peekskill, NY

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Peekskill, NY place to stay
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24 Best places to stay in Peekskill, NY

Best family friendly Peekskill, NY lodging

Among the 24 accommodations in Peekskill, NY, here are the 4 best for families

Cozy Retreat W/ Pool, Cinema Room & Fire Pit - Peekskill, NY
9.9 122 reviews
Peekskill, NY
11/09 – 13/09
£1080/nighttotal: £2160 (2 )

Cozy Retreat W/ Pool, Cinema Room & Fire Pit

1 8
apartment , Lake Mohegan
This charming cottage is located in Putnam Valley, just a short drive from the picturesque town of Cold Spring in the Hudson Valley. It has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for families and groups.
The house offers three bedrooms and three bathrooms, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and a pool table in the lower floor, providing plenty of space for relaxation and entertainment.
Private Lake House 1 Hour To Nyc & Near Westpoint - Peekskill, NY
9.9 227 reviews
Peekskill, NY
17/10 – 25/10
£556/nighttotal: £4448 (8 )

Private Lake House 1 Hour To Nyc & Near Westpoint

1 1
apartment , Lake Mohegan
This four-bedroom private lake house is situated in a tranquil neighbourhood near Lake Mohegan, approximately 80 kilometres from New York City, and within easy reach of skiing and hiking destinations such as Thunder Ridge, Mount Peter, Victor Constant, and Campgaw Mountain.
This spacious property features a fully equipped kitchen, two bathrooms, a garden, parking, and a large living room with an oversized sofa that converts into a bed, comfortably accommodating up to 10 guests.
Bear Mtn Haus Near Hiking Trails - Peekskill, NY
9.7 136 reviews
Peekskill, NY
11/09 – 13/09
£793/nighttotal: £1586 (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.
Hudson Valley Retreat/pool/spa/firepit/pickleball - Peekskill, NY
9.8 154 reviews
Peekskill, NY
21/08 – 23/08
£1719/nighttotal: £3438 (2 )

Hudson Valley Retreat/pool/spa/firepit/pickleball

1 7
apartment , Woodbury
This spacious six-bedroom home is situated in a peaceful rural area of Woodbury, just 10 kilometres from the Woodbury Common Premium Outlets and 10 kilometres from West Point. The property has received excellent ratings for location, cleanliness, and user experience.
The accommodation is ideal for large families or groups, sleeping up to 16 guests. The property offers a range of amenities, including a private pool, hot tub, outdoor fireplace, a fully equipped kitchen, and a games court, ensuring there is something for everyone to enjoy.

Guest-Favourite Accommodations with a Swimming Pool in Peekskill, NY

Choosing accommodation in Peekskill, NY with a swimming pool means a proper swim in the heart of the city is always an option for you.

Perfect Nyc Getaway In The Hudson Valley - Peekskill, NY
10 39 reviews
Peekskill, NY
20/08 – 01/09
£229/nighttotal: £2748 (12 )

Perfect Nyc Getaway In The Hudson Valley

1 3
apartment , Crugers
This apartment in Croton offers a woodland retreat, situated just minutes from the Cortlandt and Croton-Harmon Metro-North stations, facilitating a 48-minute journey to Grand Central Station, and is also near the notable Croton Dam.
This family-friendly flat, accommodating up to three guests, features a bedroom, a bathroom, a kitchen with essential appliances including a dishwasher, a living area with internet and television, and seasonal access to a communal outdoor swimming pool and garden, with parking also provided.
Beautifully Renovated Chalet - Peekskill, NY
8.7 12 reviews
Peekskill, NY
20/08 – 01/09
£417/nighttotal: £5004 (12 )

Beautifully Renovated Chalet

1 3
apartment , Fort Montgomery
This Fort Montgomery holiday home is situated near Bear Mountain State Park, offering easy access to West Point, Garrison, Cold Spring, and Storm King Mountain.
Sleeping eight guests, this four-bedroom, two-bathroom lodge boasts a private garden with a swimming pool, full kitchen, and ample parking, perfect for families exploring the Hudson Highlands.
West Point Rental For Yearly Cadet Events - Peekskill, NY
Peekskill, NY
30/06 – 05/07
£632/nighttotal: £3160 (5 )

West Point Rental For Yearly Cadet Events

1 3
apartment , Fort Montgomery
This apartment in Fort Montgomery offers a tranquil escape in a peaceful neighbourhood, conveniently located just 5.6 kilometres from Thayer Gate, providing easy access to West Point and the area's historic sites.
This accommodation for six guests features two bathrooms, air conditioning, and a kitchen, with a swimming pool available for use, making it a comfortable base for exploring local amenities and the natural beauty of the region.
The Cottage At Oasis Cove - Peekskill, NY
9.7 30 reviews
Peekskill, NY
17/10 – 25/10
£384/nighttotal: £3072 (8 )

The Cottage At Oasis Cove

1 1
house , Verplanck
This modern cottage is located in Verplanck, just a short drive from the Hudson River and a stone's throw from the scenic Verplanck Point Park, offering a peaceful escape from the hustle and bustle of city life. The property has consistently received excellent ratings for location, cleanliness and user experience.
The one-bedroom cottage can comfortably accommodate up to four guests and features a modern kitchen, air conditioning, a swimming pool, a garden and parking. Guests can enjoy a range of activities, including swimming, fishing, kayaking, and exploring the nearby historical sites.

Frequently asked questions about accommodations in Peekskill, NY

  • What are the top attractions and must-see sites in Peekskill, NY?

    Peekskill has a lot to offer! You should definitely check out the Hudson River Museum, which has a great collection of American art and local history. The historic Paramount Hudson Valley Theatre is also a must-see, and if you're into nature, the scenic trails at the Peekskill Bay Waterfront are a great place to relax and enjoy the views.
  • What are the best places to stay in Peekskill, NY?

  • Which cultural festivals and seasonal events should visitors attend in Peekskill, NY?

    The Peekskill Farmers Market is a popular spot on Saturdays, especially in the summer. The city also hosts the annual Riverfront Jazz Festival in July, which is a great way to enjoy live music and the summer weather. If you're visiting in October, don't miss the Peekskill Fall Festival, which has a parade, live music, and lots of local vendors.
  • What are the best places to stay with a pool in Peekskill, NY?

  • What are the most convenient modes of transportation within Peekskill, NY?

    Peekskill is quite walkable, especially downtown. You can easily get around on foot or by bike. If you need to travel further, the Metro-North train station is a good option, and there are also local bus services.
  • What are the best places to stay with a jacuzzi in Peekskill, NY?

  • What outdoor activities and adventures are popular in and around Peekskill, NY?

    The Hudson River is a great place for kayaking, paddleboarding, and fishing. You can also hike or bike the scenic trails at the Peekskill Bay Waterfront or the nearby Bear Mountain State Park. For a more adventurous experience, try rock climbing at the Breakneck Ridge, a popular spot for climbers of all levels.
  • What are the best places to stay for families and kids in Peekskill, NY?

  • What types of accommodations are available in Peekskill, NY?

    You'll find a good range of accommodation options in Peekskill, from budget-friendly motels to comfortable bed and breakfasts. There are also a few charming boutique hotels downtown, and if you're looking for something more unique, you can find some vacation rentals on Airbnb.
  • What are the best pet friendly places to stay in Peekskill, NY?

  • When is the best time to visit Peekskill, NY?

    The best time to visit Peekskill is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can get hot and humid, but it's a great time to enjoy the outdoor activities. Winter can be cold, but it's a beautiful time to see the snow-covered landscape.
  • What are the best places to stay with parking in Peekskill, NY?

  • What local dishes and culinary experiences are a must-try in Peekskill, NY?

    Peekskill has a great food scene! Be sure to try the local craft beers at one of the many breweries in town. You should also check out the restaurants downtown, which offer a variety of cuisines, from Italian and Mexican to American comfort food. And don't forget to grab a slice of pizza from one of the local pizzerias.
  • In which part of Peekskill, NY should you consider renting accommodation?

    Downtown Peekskill is the most vibrant area, with lots of restaurants, shops, and attractions. You'll find a good selection of hotels and vacation rentals in this area. If you prefer a quieter setting, you might consider staying in the residential neighbourhoods north of downtown, which are still within easy walking distance of the main attractions.

Destinations nearby

Best Peekskill, NY accommodations with a garden

Yacht At Dock - On The Waterfront! - Peekskill, NY
9.6 6 reviews
Peekskill, NY
20/08 – 01/09
£164/nighttotal: £1968 (12 )

Yacht At Dock - On The Waterfront!

1 3
boat , West Haverstraw
This yacht is docked in Stoney Point, just a short distance upriver from West Haverstraw, offering stunning views of the Hudson River and the New York City skyline. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The vessel comfortably accommodates four guests in two bedrooms, each with its own bathroom. Amenities include a fully equipped kitchen, Wi-Fi access, and a spacious deck perfect for enjoying the fresh air and views.
Highlands Retreat - Peekskill, NY
10 7 reviews
Peekskill, NY
30/06 – 05/07
£490/nighttotal: £2450 (5 )

Highlands Retreat

1 3
apartment , Highland Falls
This four-bedroom flat, located on the historic J.P. Morgan Estate in Highland Falls, offers convenient access, being just over 3 kilometres from the West Point gate and across the street from a wooded preserve.
This accommodation for seven guests features a fully equipped kitchen, separate dining room, an outdoor patio with a gas grill, complimentary coffee and teas, and free off-street parking for up to three vehicles, with walking access to hiking trails including Mount Beacon and Storm King Mountain.
The Pearl Of Westchester - Peekskill, NY
9.8 222 reviews
Peekskill, NY
30/06 – 05/07
£239/nighttotal: £1195 (5 )

The Pearl Of Westchester

1 3
apartment , Lake Mohegan
This charming cottage is situated on a private 2-acre waterfront estate in Westchester County, just 80 kilometres from New York City and 24 kilometres from Peekskill Metro North. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy direct waterfront access with a private dock and beach, a private porch with barbecue facilities, a pedal boat, canoe, kayak, and a footboard for enjoying the water.
Rockbound Escape - Peekskill, NY
10 5 reviews
Peekskill, NY
30/06 – 05/07
£499/nighttotal: £2495 (5 )

Rockbound Escape

1 3
apartment , Highland Falls
This four-bedroom flat in Highland Falls offers convenient access, situated approximately 1.6 kilometres from West Point's Thayer Gate.
This family-friendly property accommodates up to nine guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a garden and parking.

Best Peekskill, NY accommodations with a kitchen

Charming 2 Bed Backyard Guesthouse Close To Peekskill, Westpoint, & Trails. - Peekskill, NY
9.6 124 reviews
Peekskill, NY
20/08 – 01/09
£182/nighttotal: £2184 (12 )

Charming 2 Bed Backyard Guesthouse Close To Peekskill, Westpoint, & Trails.

1 3
apartment , Peekskill
This family-friendly house is situated in Cortlandt, just 3km from NewYork-Presbyterian Hudson Valley Hospital and the Hudson Valley Center for Contemporary Art, offering a convenient base for exploring Peekskill. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable stay.
The house has two bedrooms and one bathroom, accommodating up to four guests. Enjoy modern amenities like air conditioning, a terrace, a garden, and a spa, as well as a fully equipped kitchen and free Wi-Fi.
Croton Nook - Cozy Getaway - Peekskill, NY
9.8 4 reviews
Peekskill, NY
20/08 – 01/09
£199/nighttotal: £2388 (12 )

Croton Nook - Cozy Getaway

1 3
apartment , Croton-on-Hudson
Croton Nook - Cozy Getaway is a recently renovated one-bedroom apartment in Croton-on-Hudson, conveniently located near the Hudson River and local amenities.
This 56 square metre (602 square feet) flat sleeps up to five guests and features a well-equipped kitchen, private parking, Wi-Fi, and a garden with outdoor seating.
Architectural, New-build Modern Glass House - Peekskill, NY
Peekskill, NY
21/08 – 23/08
£1729/nighttotal: £3458 (2 )

Architectural, New-build Modern Glass House

1 7
apartment , Highland Falls
This architectural Olson Kundig residence is located on a secluded 10.9-hectare estate in Garrison, NY, approximately 160 kilometres from New York City, offering convenient access to Cold Spring (19 kilometres), Bear Mountain, Beacon, West Point, and the Storm King Art Centre (48 kilometres).
This luxurious 3-bedroom, 4-bathroom dwelling accommodates up to 8 guests and features floor-to-ceiling glass walls, a gourmet chef's kitchen, a wellness suite with sauna and cold plunge, and direct access to hiking trails with views of the Hudson Valley hills.
Lovely 3br Home With Parking-walk To Wp Gate! - Peekskill, NY
10 7 reviews
Peekskill, NY
30/06 – 05/07
£372/nighttotal: £1860 (5 )

Lovely 3br Home With Parking-walk To Wp Gate!

3 3
apartment , Highland Falls
This Highland Falls holiday home is situated a short 1.6km walk from the United States Military Academy, the Hudson River, and the West Point Museum, with Christl Arena and Michie Stadium within 3.2km.
This three-bedroom property sleeps eight guests, boasting a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking, perfect for families or groups visiting West Point.
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