Peekskill vacation rentals

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Best Peekskill vacation rentals

These are the best prices for Apr 6 - 7.
Updated Home w/ Patio Half Mile to West Point - Highland Falls - Living room
Updated Home w/ Patio Half Mile to West Point
Highland Falls, NY
9.7Wonderful(8)
Cottage
$500+
Check availability
1780 Hudson Valley Farmhouse - Cold Spring - Living room
1780 Hudson Valley Farmhouse
Cold Spring, NY
House
$896+
Check availability
Home: 2 Mi to Thayer Gate at U.S. Military Academy - Highland Falls - Patio
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Highland Falls, NY
10Wonderful(7)
House
$941+
Check availability
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands - Fort Montgomery - Living room
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery, NY
9.8Wonderful(40)
Cottage
$302+
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'Welcome to our basement suite, where humor and professionalism coexist! - Peekskill - Bedroom
'Welcome to our basement suite, where humor and professionalism coexist!
Peekskill, NY
House
$184+
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Sleek Escape: Modern 3 BR- 4 Min from West Point ! - Highland Falls - Bedroom
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls, NY
10Wonderful(3)
House
$460+
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3BR West Point Retreat-3min to Back Gate+ King Bed - Highland Falls - Living room
3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls, NY
9.3Wonderful(3)
House
$434+
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Fabulous 3bdrm Home With Parking - Highland Falls - Kitchen
Fabulous 3bdrm Home With Parking
Highland Falls, NY
9.0Wonderful(4)
House
$339+
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Spring flowers coming up. Pus great views of Croton River Gorge, a birder haven - Croton on Hudson - Living room
Spring flowers coming up. Pus great views of Croton River Gorge, a birder haven
Croton on Hudson, NY
9.7Wonderful(15)
Cottage
$371+
Check availability
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails. - Cortlandt Manor - Living room
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Cortlandt Manor, NY
8.9Very good(26)
House
$329+
Check availability
The Lodge: Your own Hillside Estate w/pool, spa, trails, views & 1hr to NYC. - Putnam Valley - Lounge
The Lodge: Your own Hillside Estate w/pool, spa, trails, views & 1hr to NYC.
Putnam Valley, NY
10Wonderful(3)
House
$293+
Check availability
House on the Babbling Brook- Quiet 2BR + King Bed! - Highland Falls - Kitchen
House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls, NY
10Wonderful(5)
House
$371+
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'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close! - Croton on Hudson - Living room
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton on Hudson, NY
10Wonderful(6)
Apartment
$339+
Check availability
Updated Home with Patio Half Mile to West Point - Highland Falls
Updated Home with Patio Half Mile to West Point
Highland Falls, NY
9.7Wonderful(17)
House
$449+
Check availability
Walk to WP Gate and Free Parking - Highland Falls
Walk to WP Gate and Free Parking
Highland Falls, NY
9.6Wonderful(12)
Apartment
$369+
Check availability
Homestay - This White House - Cortlandt Manor
Homestay - This White House
Cortlandt Manor, NY
Homestay
$70+
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
November
$317
$153
Cheapest month to stay with an average 72% drop in price.
Most expensive month to stay with an average 98% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Peekskill vacation rental deals

  • Vacation rentals in Peekskill are around 244% cheaper than hotels on average. Search here to compare prices for all accommodation types in Peekskill.
  • The best vacation rental properties in Peekskill are Modern, Cozy Hudson Valley Escape 1 Hr From Nyc (9.9, 31 reviews), Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands (9.8, 40), and Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails. (8.9, 26), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Peekskill, you should consider visiting during the low season. The cheapest vacation homes in Peekskill can be found in February and December.
  • The cheapest night for renting a vacation home in Peekskill is Saturday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Peekskill for 6 days.

FAQs when booking a vacation home in Peekskill

  • How much is a vacation rental for a week in Peekskill?

    The average price for a weekly Peekskill vacation rental found by KAYAK users in the last 2 weeks is $1,727.

  • How much is a vacation rental for a month in Peekskill?

    The average price for a monthly Peekskill vacation rental found by KAYAK users in the last 2 weeks is $7,401.

  • What types of vacation rentals are available in Peekskill?

    There are loads of different property types that you can make your vacation home in Peekskill. You’ll find apartments, cottages, houses and hotels.

  • How can I find vacation rentals near me in Peekskill?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Peekskill?

Our map will help you find the perfect place to stay in Peekskill by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Peekskill