Search Holiday Rentals in Peekskill

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Peekskill holiday rentals

Luxury House | Bathroom

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very good, (1 review)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is ฿7,511
฿12,593 total
includes taxes & fees
22 Jan - 23 Jan
Luxury NY Home with Free Parking
Luxury Villa, Garden View | Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
The price is ฿13,961
฿21,103 total
includes taxes & fees
24 Jan - 25 Jan
Luxury NYC Home with Free Parking for 12
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is ฿6,174
฿11,684 total
includes taxes & fees
25 Jan - 26 Jan
Luxury 3BR Home Game Room Free Parking
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is ฿6,174
฿11,499 total
includes taxes & fees
25 Jan - 26 Jan
Prime Luxe 3-BR NYC - Free Parking
Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is ฿3,125
฿8,231 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Apartment | 1 bedroom

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is ฿2,402
฿6,679 total
includes taxes & fees
22 Jan - 23 Jan
Hidden Lakefront Gem on a Gated Countryside Escape
Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is ฿17,064
฿24,139 total
includes taxes & fees
4 Feb - 5 Feb
Luxury NYC Home Game Room Free Parking
Apartment | 1 bedroom

Bright Studio Retreat w Deck Nature Views

Bright Studio Retreat w Deck Nature Views
2.0 star property
Monroe
The price is ฿3,470
฿8,926 total
includes taxes & fees
22 Jan - 23 Jan
Bright Studio Retreat w Deck Nature Views
House | 5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ฿15,884
฿33,374 total
includes taxes & fees
28 Jan - 29 Jan
NEW 45 Wolden Rd Ossining NY 10562
Apartment | 1 bedroom

Cozy Modern Studio Near Lake Porch Fire Pit

Cozy Modern Studio Near Lake Porch Fire Pit
2.0 star property
Monroe
The price is ฿2,402
฿6,679 total
includes taxes & fees
22 Jan - 23 Jan
Cozy Modern Studio Near Lake Porch Fire Pit
Apartment | 1 bedroom

Natural Getaway at Orchard Farm Lakeside Retreat

Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
Monroe
The price is ฿2,402
฿6,679 total
includes taxes & fees
22 Jan - 23 Jan
Natural Getaway at Orchard Farm Lakeside Retreat
House | 7 bedrooms

NEW 5 Trinity Pl Cornwall NY 12518

NEW 5 Trinity Pl Cornwall NY 12518
2.0 star property
Cornwall
The price is ฿16,263
฿36,580 total
includes taxes & fees
4 Feb - 5 Feb
NEW 5 Trinity Pl Cornwall NY 12518
Apartment | 1 bedroom

Rustic Lakefront Studio w Deck Workspace

Rustic Lakefront Studio w Deck Workspace
2.0 star property
Monroe
The price is ฿2,936
฿7,282 total
includes taxes & fees
25 Jan - 26 Jan
Rustic Lakefront Studio w Deck Workspace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Peekskill Hotel Reviews

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Friendly staff, big room, convenient location. "
Eugenie 1-night trip
Posted 1 day ago
Tarrytown House Estate

Find out more about Peekskill

Search for holiday rentals in Peekskill on Expedia! You can easily find your home rentals, villas, holiday apartments in Peekskill using one of the methods below:

  • View our selection of featured holiday rentals in Peekskill
  • Use the map to find apartments and other holiday homes in the Peekskill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Peekskill while they last

Look no further and take a look at our great range of rental properties in Peekskill!

Frequently asked questions

Can I find a holiday rental in Peekskill?

Yes, there are holiday rentals in Peekskill close to Lincoln Depot Museum, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront and mountain landscape in Peekskill. While you're here, grab a bite or have a drink at the restaurants.

How many holiday rentals are there in Peekskill?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Peekskill stay.

What’s there to see and do in Peekskill?

Enjoy the outdoors at Blue Mountain Reservation and Charles Point Pier Park, or simply take in cultural attractions like Paramount Hudson Valley Theater and Peekskill Museum. Other places in town to visit include Hudson Valley Center for Contemporary Art and Dramatic Hall.

What’s a holiday rental in Peekskill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Peekskill. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.