
House vacation rentals in Peekskill
Find and book unique houses on Airbnb
Top-rated house rentals in Peekskill
Guests agree: these houses are highly rated for location, cleanliness, and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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.

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

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.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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.

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.

Peaceful & Spacious Retreat
Big and beautiful house fully renovated in 2020 sitting on half an acre of land in Mahopac. Open floor concept with high cathedral ceilings in living space. Kitchen fully stocked with everything you need to cook and bake. Oversized bedrooms and two bathrooms. Great for a weekend getaway (about 1hr drive from NYC). EV friendly - Tesla universal charger located at property to charger your Tesla or EV vehicle (integrated J1772 adapter) during your stay.

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!

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.

Charming Home in Peekskill NY
Enjoy this stylish home located less than a 10 minute drive from many walking/biking trails and tons of restaurants and local entertainment. It is also a 2 minute drive from the NY Presbyterian Hudson Valley Hospital perfect for Traveling Nurses and other short-term healthcare professionals. The neighborhood is quiet and situated at the end of a cul-de-sac, so there is no through traffic, suitable for walking your dog.

Creekside Home Near Cold Spring & West Point
Private 3BR home overlooking a peaceful creek on a quiet road. Minutes to Cold Spring, Beacon, Peekskill, the Hudson River, Metro-North, West Point, Bear Mountain, and top attractions like Boscobel and Hudson Valley Shakespeare. Close to hiking, golf, restaurants, and farmers markets. Dog-friendly ($80 per stay). Perfect for a relaxing Hudson Valley getaway.
Popular amenities for Peekskill house rentals
House rentals with a pool

midcentury mod * POOL * walk out trail 2 mohonk

TheGoshenGetawayPoolHotTubLegoLandArcade.

Entire Home (private pool), Event Friendly

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Design Farmhouse w/ Pool + Firepit | Hudson Valley

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
Weekly house rentals

Tranquil Hudson Valley Retreat with Cedar Hot Tub

Cozy farmhouse & stunning views on 135 acres

Bear Mtn Haus near hiking trails

Modern 3BD West Point USMA House w/ HotTub!

Modern creekside cabin in the Catskills

Elegant Hideaway: Cozy Cottage in Katonah, NY

Victorian Eclectic

Arkadia House Mid-century retreat with pool & view
Private house rentals

Secluded Mid-Century Modern Home 4 bedroom

Retreat with Heated Pool, 1 Mile to NYC Train

Serene Retreat in the Hills w/Jacuzzi

Sunny House on Lake Oscawana

Chic Cozy Upstate Cabin Just 1 Hr From NYC!

Cold Spring Hidden Gem: woods, walk to town, SAUNA

Expansive Views Whole Private House

Charming Home in Cold Spring, NY
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 $83 CAD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

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

Wifi availability
10 of Peekskill vacation rentals include wifi 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!
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