This renovated 1888 Victorian house in Fort Montgomery, New York, sits on a private road, 6.4km from West Point and offers stunning views of the Bear Mountain Bridge and the Hudson River. The four-bedroom, three-bathroom property sleeps up to 10 guests and boasts a fully equipped kitchen, keyless entry, a screened-in porch, fire pit, and even resident goats, alongside amenities such as two large-screen TVs and a garden.
8.0 5 reviews
Peekskill, NY
11/09 – 13/09
1054 €/nighttotal: 2108 € (2 )
Highland Falls/west Point
1 8
apartment , Highland Falls
This four-bedroom flat, offering accommodation for eight guests, is situated in Highland Falls along Roe Park/Pond, a short walk to the town centre and a pleasant cycle from the West Point Military Academy. Guests can enjoy a fully furnished interior with a stocked kitchen, a blue stone patio overlooking the garden, and common laundry facilities, with the surrounding Hudson Valley offering opportunities for hiking, kayaking, and cycling.
10 15 reviews
Peekskill, NY
11/09 – 13/09
814 €/nighttotal: 1628 € (2 )
Bear Mountain House.
3 8
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.
Peekskill, NY
11/09 – 13/09
1458 €/nighttotal: 2916 € (2 )
Architectural, Private, New-build Modern Glass House On 8.5 Acres
3 8
apartment , Highland Falls
This secluded 8.5-acre property in Philipstown, NY, offers immersion in nature, being just 19 kilometres from Cold Spring's shops and restaurants and between 16 to 32 kilometres from Bear Mountain, West Point, Storm King Art Centre, and Dia Beacon, with direct train service to Grand Central Terminal available from Garrison station. This architect-designed residence accommodates up to eight guests with three bedrooms, each featuring an en suite bathroom, and boasts a luxurious wellness suite with a sauna, cold plunge, and red-light therapy, alongside a state-of-the-art chef's kitchen and immediate access to hiking trails on the grounds.
10 11 reviews
Peekskill, NY
11/09 – 13/09
2248 €/nighttotal: 4496 € (2 )
Hudson River Valley Estate - Events Allowed
1 8
apartment , Verplanck
This Mediterranean-style house is located directly on the Hudson River in Verplanck, just a short drive from the Verplanck National Historic Site. The property offers a peaceful setting with stunning river views and easy access to local attractions. This spacious 6,000 square foot home can accommodate up to 12 guests and features five bathrooms. The property boasts a range of amenities, including a private dock, a fully equipped kitchen, a gym, a sauna, and a large outdoor area perfect for entertaining.
9.9 122 reviews
Peekskill, NY
11/09 – 13/09
1252 €/nighttotal: 2504 € (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.
9.8 215 reviews
Peekskill, NY
11/09 – 13/09
730 €/nighttotal: 1460 € (2 )
The Peekskill Riverview House
1 8
apartment , Peekskill
This three-bedroom apartment is located in the heart of Peekskill's historic downtown district, just a 5-minute walk from the train station and the Hudson River waterfront. The property has excellent ratings for location, cleanliness and user experience. The apartment offers a comfortable stay for up to 6 guests, with three bathrooms, a spacious living room, a kitchen with a dishwasher and a garden. Guests can enjoy modern amenities, including smart TVs, a fully equipped kitchen, expansive decks with stunning river views, and easy access to local attractions, restaurants, and transportation.
9.9 33 reviews
Peekskill, NY
11/09 – 13/09
527 €/nighttotal: 1054 € (2 )
Green Country House Garrison
1 8
apartment , Highland Falls
This three-bedroom apartment is located in a secluded area of Peekskill, offering privacy and quiet while still being within easy reach of the city's attractions. It has received excellent ratings for location, cleanliness, and user experience. The apartment comfortably accommodates up to eight guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. It also boasts a garden, fitness centre, parking, air conditioning, and security cameras for added peace of mind.
9.3 82 reviews
Peekskill, NY
11/09 – 13/09
1247 €/nighttotal: 2494 € (2 )
Charming Riverview House At The Inn On The Hudson
1 8
apartment , Peekskill
This three-bedroom apartment is situated on the grounds of the Inn on the Hudson in Peekskill, offering stunning views of the Hudson River and easy access to the town's attractions. It has received excellent ratings for its location, cleanliness and overall experience. The two-storey home comfortably accommodates up to eight guests and features a fully equipped kitchen, a private deck, and access to the hotel's amenities, including a seasonal outdoor pool, a gazebo area, and a dog walking area.
Peekskill, NY
11/09 – 13/09
504 €/nighttotal: 1008 € (2 )
Charming Hudson Valley 3-bedroom Family Getaway
1 8
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.
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.
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.
Best family friendly Peekskill, NY holiday rentals
Among the 19 accommodations in Peekskill, NY, here are the 1 best family friendly rentals
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.
Best Peekskill, NY holiday rentals with parking
9.2 7 reviews
Peekskill, NY
11/09 – 13/09
1409 €/nighttotal: 2818 € (2 )
Castle Retreat W/ Pool, Bbq, Game Room & Pets Ok!
5 8
apartment , Ossining
This family-friendly holiday home in Ossining is situated a 15-minute walk from Sing Sing Correctional Facility and a 12-minute walk from Old Croton Aqueduct State Park. Boasting 398 square meters of living space, this accommodation accommodates up to 13 guests with 5 bedrooms and 4 bathrooms, featuring a private swimming pool, garden, billiards, and free Wi-Fi, with on-site covered parking and proximity to outdoor activities.
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?
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?
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
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.
Best pet friendly Peekskill, NY holiday rentals
Among the 19 accommodations in Peekskill, NY, here are the 1 best pet friendly rentals
10 108 reviews
Peekskill, NY
11/09 – 13/09
2922 €/nighttotal: 5844 € (2 )
Welcome Spring Estate An Hr From Nyc
1 8
house , Croton-on-Hudson
This eight-bedroom Croton-on-Hudson estate, approximately 16km from the Metro-North offering easy access to Midtown Manhattan, sits on 9 hectares of private land adjoining 80 hectares of protected nature trails near the Teatown Lake Reservation and the Old Croton Aqueduct Trail. The farmhouse, built circa 1895, boasts a gourmet kitchen, piano, library, expansive dining room, tennis court, lake for kayaking, and accommodates up to 16 guests, with the option of adding a cottage; nearby attractions include Bald Mountain and West Point.