We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Homes in Peekskill, NY

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €298 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Peekskill area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 15 kilometers of Peekskill, New York.

    1 / 13
    5 of 5 stars (5) Excellent
    Cold Spring, NY
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 24
    5 of 5 stars (3) Excellent
    Cold Spring, NY
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 24
    Cold Spring, NY
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    1 / 18
    4.5 of 5 stars (2) Very good
    Cortlandt Manor
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Air Conditioning
    • Porch
    • Patio
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Perfect relaxing and fun getaway from the city. This updated charming cape is minutes away from the Bear Mountain State Park, Blue Mountain Reservation, FRD State Park and Hollow Brook Golf Club-all offer fun action packed activities. Love shopping? The house is 20mins away from Woodbury Commons... View all property information
    Location Information
    Cortlandt Manor, Westchester County
    4 of 5 stars Reviewed 3 weeks ago
    I went to Relaxing Modern Retreat as a part of my short visit to NYC to meet up with my friend and his family and to relax for few days before my long trip back home . I chose the...
    5 of 5 stars Reviewed 5 January 2016
    The pictures do not do this cute house any justice! My whole family loved how cozy this house was. We live in NYC so it wasnt to far out, but far enough from the craziness! The...
    See all reviews
    1 / 12
    Fort Montgomery, NY
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The apartment is located at the top of the mountain directly facing the Bear Mountain Bridge and overlooking the Hudson River with the spectacular surrounding highlands. Only minutes from West Point Academy, Bear Mountain State Park, Woodbury Common Premium Outlets, Fort Montgomery... View all property information
    Location Information
    Fort Montgomery, New York
    1 / 15
    Croton on Hudson
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The apartment is attached to the main house with a separate,private entrance. The apartment exits onto a patio next to the pool. It has a living room, bathroom and kitchen. Fully furnished. It is located on 3 acres of lawn and woodland. It is quiet. We are 48 minutes by train from mid... View all property information
    Location Information
    Croton on Hudson, Westchester County
    1 / 18
    Cold Spring, NY
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Sauna
    • Wi-Fi
    • Washer
    • Grill
    • Mountain Views
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    About an hour from New York City by car or train, our family's secluded and cozy old school country house is nestled against acres of unspoiled woodlands. Perfect for a getaway or West Point graduation. In this private spot you will find a beautiful 60-foot in-ground pool surrounded by a flagstone... View all property information
    Location Information
    Cold Spring, New York
    1 / 13
    Croton on Hudson
    8 Bedrooms, 7 Bathrooms, Sleeps 24 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Housekeeping...
    • Patio
    • DVD Player
    • Washer
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Secluded and Private estate on over 100 protected acres.this historically significant 1895 estate boasts a lot of extras. Tennis court, hiking trails, fishing, golf course 4 miles away, meticulously maintained, each room tastefully decorated, immaculate. Cook's gourmet kitchen includes Viking... View all property information
    Location Information
    Croton on Hudson, Westchester County
    1 / 19
    New City, NY
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious open concept loft apartment is 1,850 Sq Ft located in the middle of the city everything you need restaurants, bars, grocery, pharmacy, tours attractions is with in a few blocks…<BR><BR>ITS A FULL 2 BEDROOMS, 1 BATH, THE MASTER HAS A KING MATTRESS 2ND BEDROOM HAS A QUEEN BED TOTALLY... View all property information
    Location Information
    New City, New York
    1 / 20
    Pomona, NY
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Washer
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to "THE HILLTOP" NOT READY FOR SUMMER'S END?? EXTEND YOUR SUMMER SEASON AT "THE HILLTOP" POOL OPEN TIL END OF SEPT W/ WARM WATER!!!! BOOK YOUR WEEKEND/WEEKLY SEPT STAY NOW Rockland County 6000 sq ft Country Estate with Modern Flair on 1 acre of secluded grounds. This... View all property information
    Location Information
    Pomona, New York
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 17
    New City, NY
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Fully renovated gorgeous large two bedroom apartment, featuring one room with a queen and a full size bed size in the other bedroom with same . It features a high quality sofa bed, hard wood floors, large windows and a dining area for four. The living area, with a sofas, provides not only a place... View all property information
    Location Information
    New City, New York
    1 / 8
    Garrison, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • Private Garden
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our 1400 sq. ft. Saltbox style home was built in the early 1980's. It sits on 2.25 acres. with each room having a view of the garden that surrounds the house. Our road is a neighborhood of friends, young and old. In an hour we can be at the top of a mountain looking down on the Hudson River and... View all property information
    Location Information
    Garrison, New York
    1 / 26
    Cortlandt Manor
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Grill
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is an independent room with separate access. The room is fully furnished with a queen bed, breakfast table, couch, Cable TV and internet. The room also has a separate kitchen and a shared laundry. The guests are allowed to cook with an electric /induction stove.Two miles from Annesville creek... View all property information
    Location Information
    Cortlandt Manor, Westchester County
    1 / 4
    New City, NY
    Studio, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A residence-style Boutique Hotel, the Manhattan Club provides endless possibilities for the enjoyment of its guests. The Manhattan Club introduces a unique experience; blending a vacation ownership retreat with a luxury suite hotel. Centrally located in midtown Manhattan, it is convenient to many... View all property information
    Location Information
    New City, New York
    1 / 41
    Garrison, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Sauna
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming 1910 Farmhouse, 3 Bedrooms plus two outbuilding with two additional rooms, 2.5 Baths (Sleeps up to 12) There are many great homes in this area. Although our home is truly a retreat. I once wanted to own a spa and the closest I have come is adding endless amenities. The grounds are... View all property information
    Location Information
    Garrison, New York
    1 / 12
    Putnam Valley, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Patio
    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Lake Oscawana surrounds three sides of the Rock on which the House stands. The lake is a 2.5 mile long stream- and spring-fed freshwater lake hidden in the Hudson Highlands. The unique siting gives privacy, perfect lake views and immediate lakeshore access. Originally built in the Twenties as a... View all property information
    Location Information
    Putnam Valley, New York