Peekskill Vacation Rentals

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Vacation Rentals in Peekskill

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill NY

$310 nightly

$351 total

Dec 7 - Dec 8

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.

Kitchen

Washer

Large,Cozy,Bright Apartment, Business Themed.

Newburgh NY

$406 nightly

$480 total

Dec 7 - Dec 8

Total with taxes and fees

When you stay at this vacation home in Newburgh, you'll be next to a golf course, within a 5-minute drive of Mount Saint Mary's College Newburgh and David Crawford House.

Kitchen

Air conditioning

Contemporary Cozy Cottage

Lake Peekskill NY

$367 nightly

$420 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this vacation home in Lake Peekskill, you'll be within a 15-minute drive of Regal UA Cortlandt Town Center and Hudson Valley Center for Contemporary Art.

Kitchen

Washer

Hickory on Willow Lake

Fishkill New York

$485 nightly

$552 total

Dec 29 - Dec 30

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be on a lake, within a 5-minute drive of Hudson Highlands State Park and Van Wyck Homestead Museum.

Kitchen

Washer

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

Nyack NY

Located in Nyack, this vacation home is within a 15-minute walk of Edward Hopper House Art Center and Nyack Hospital.

Washer

Dryer

House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls NY

$330 nightly

$347 total

Dec 6 - Dec 7

Total with taxes and fees

With a stay at this vacation home in Highland Falls, you'll be a 4-minute walk from United States Military Academy and 15 minutes by foot from West Point Museum.

Kitchen

Air conditioning

Majestic RiverView Estate - Breathtaking Views

Beacon NY

With a stay at this vacation home in Beacon, you'll be within a 5-minute drive of Dia Beacon and Madam Brett Homestead.

Hot Tub

Kitchen

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

Highland Falls NY

With a stay at this vacation home in Highland Falls, you'll be within a 10-minute walk of United States Military Academy and West Point Museum.

Kitchen

Washer

Luxury NY Home with Free Parking

31 Washington Ave N White Plains NY

A stay at this vacation home places you in the heart of White Plains, within a 5-minute drive of Pace University Law School and Westchester County Center.

Kitchen

Washer

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet NY

Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.

Kitchen

Washer

Fabulous 3bdrm Home w/parking!

Highland Falls NY

$299 nightly

$329 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this vacation home in Highland Falls, you'll be a 4-minute walk from United States Military Academy and 6 minutes by foot from Hudson River.

Kitchen

Washer

Upper Saddle River Resort w Pool, Hot Tub & Lake

Airmont NY

Located in Monsey, this vacation home is a 5-minute drive from Lower Hudson Valley Challenger Learning Center and 7 minutes from Good Samaritan Hospital - Suffern.

Pool

Hot Tub

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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.