
House vacation rentals in Peekskill
Find and book unique houses on Airbnb
Quick stats about house rentals in Peekskill

Total vacation rentals
Explore 10 vacation rentals in Peekskill

Nightly prices starting at
Peekskill vacation rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Peekskill vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Peekskill rentals

4.8 Average rating
Peekskill stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Peekskill
Guests agree: these houses are highly rated for location, cleanliness, and more.

NEW! Stylish Home in the Heart of Beacon
This Scandinavian style home in the heart of Beacon is bright, airy and modern with beautifully-restored architectural details. Located on a quaint street in the best part of town just steps away from the Roundhouse and Main Street. Enjoy the brewery, bars, restaurants, shops, galleries, and so much more - all within walking distance. Every piece of furniture and decor was handpicked to provide you the perfect designer-quality getaway, focusing on natural simplicity with contemporary luxuries.
4.99 out of 5 average rating, 188 reviews
Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.
4.84 out of 5 average rating, 170 reviews
Modern 3BD West Point USMA House w/ HotTub!
Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!
4.99 out of 5 average rating, 116 reviews
Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC
4.99 out of 5 average rating, 190 reviews
The Peekskill RiverView House
The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station, the train is loud, as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.
4.89 out of 5 average rating, 225 reviews
Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.
4.94 out of 5 average rating, 143 reviews
Home in Cold Spring- Farm Stay!
Escape to our charming home nestled on five acres of farmland. This stay offers both seclusion and convenience, providing an ideal retreat for families, friends, or anyone seeking a peaceful countryside experience. Outdoor Space: -Walkable property featuring goats, chickens, horses, and donkeys -Large front porch featuring stunning mountain views and sunsets -Nearby hiking trails Location: -Five-minute drive to the quaint village of Cold Spring -Many shops, restaurants, and river views
4.99 out of 5 average rating, 104 reviews
Cozy getaway 1 hr from NYC!
This peaceful home is only 1 hour from NYC & Brooklyn. There are 3 bedrooms & 3 bathrooms. A large living area, a play room, a wood burning FIREPLACE, large TRAMPOLINE, yard with babbling brook! Bedroom 1: King size bed, pack n play, toddler bed. Ensuite bathroom. Bedroom 2: Queen size bed, dresser. Ensuite bathroom. Bedroom 3: King size bed, pull out couch. Ensuite bathroom. Living room: Pull out couch. Pool is open Memorial Day - Labor Day. Heated by the sun- no heater.
4.91 out of 5 average rating, 186 reviews
Cozy House 3 Blocks From West Pt
Welcome to this thoughtfully remodeled Historic 1890s home, just steps away from West Point's Thayer Gate. The house is conveniently situated right by Thayer Gate (3 blocks) where there are shuttles to all events and destinations. Steps away (1 block) from the restaurants on Main street and the West Point visiting center and Museum (3 blocks). 10 Mins to Bear Mountain State Park 15 Mins to Storm King Art Center 20 Mins to Woodbury Commons
4.93 out of 5 average rating, 178 reviews
Spacious, bright 5 bedroom house near West Point
Recently renovated 5 bedroom, 2 bathroom house located 4.3 miles from the Thayer Gate at historic West Point Military Academy. Located in the scenic Hudson Valley near hiking, fishing, Bear Mountain State Park and many historic sites.Woodbury Commons premium outlets are 20 minute drive. The house is comfortable with many upgrades- full oven and microwave, large fridge/freezer, USB ports .Come and see an Army game - and relax here afterwards!
4.99 out of 5 average rating, 213 reviews
Hilltop Hideaway Forest Villa on 13 acres!
Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station.
4.95 out of 5 average rating, 369 reviews
Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
Escape the hustle and bustle of city life and unwind in the peaceful surroundings of this luxurious retreat. With a sauna, steam room, and pool, our home offers something for everyone. Whether you are enjoying the spa like amenities or cozying up by the wood-burning stove you will have an incredible time staying with us. Don't wait, book your perfect getaway now and recharge your mind, body, and soul at our idyllic oasis!
4.83 out of 5 average rating, 109 reviewsPopular amenities for Peekskill house rentals
House rentals with a pool

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 179 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
5.0 out of 5 average rating, 107 reviews
Entire Home, Private Indoor Pool
4.81 out of 5 average rating, 136 reviews
4Br Mountain Brook House on 130 acres w/ trails
4.88 out of 5 average rating, 222 reviews
Peaceful Light-Filled Guesthouse salt pool/sauna
5.0 out of 5 average rating, 190 reviews
Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
4.96 out of 5 average rating, 141 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviewsWeekly house rentals

Bear Mtn Haus near hiking trails
4.85 out of 5 average rating, 141 reviews
Luxury Townhouse Near West Point
4.9 out of 5 average rating, 355 reviews
Cozy Riverfront Victorian in the Hudson Valley
4.93 out of 5 average rating, 193 reviews
Beacon Creek House
4.99 out of 5 average rating, 166 reviews
Peaceful & Spacious Retreat
4.96 out of 5 average rating, 178 reviews
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
5.0 out of 5 average rating, 105 reviews
Balmville Mid-Century Gem & Work From Home Retreat
4.99 out of 5 average rating, 210 reviews
West Point Mountain House
4.97 out of 5 average rating, 113 reviewsPrivate house rentals

Lux Bungalow on the Lake
4.93 out of 5 average rating, 231 reviews
Peaceful Yellow Door Cottage
4.93 out of 5 average rating, 168 reviews
Cozy Beacon Cottage Backyard & Deck - Near Main St
4.97 out of 5 average rating, 176 reviews
River & Mtn Views - Jacuzzi - near Metro North
4.97 out of 5 average rating, 474 reviews
Panoramic Lakeviews & Lush Garden | Beach Access
5.0 out of 5 average rating, 226 reviews
The Foundry House by the Hudson River
4.9 out of 5 average rating, 225 reviews
Victorian Eclectic
4.93 out of 5 average rating, 40 reviews
Chic Cozy Upstate Cabin Just 1 Hr From NYC!
4.95 out of 5 average rating, 88 reviewsDestinations to explore
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- Times Square
- Central Park Zoo
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- American Dream
- Yankee Stadium
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