
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.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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

Tranquil Lake Escape! Amazing views, Fireplace!
Winter is the most quiet & peaceful time to visit! Enjoy the beautiful snowy views of the frozen lake & mountains across the way at this 3BR home in Greenwood Lake!! You'll love the cozy interior & the warm wood burning stove! This tranquil hideaway on a quiet dead-end street is minutes from several winter activities. Book your retreat now! Nearby downtown Warwick, mount peter, winter hiking on the Appalachian, wineries, breweries, Mountain Creek resort and Spa, and more! ~ 1 hour from 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.

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View
Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

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.

River & Mtn Views - Jacuzzi - near Metro North
Panoramic Hudson River and Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun set over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

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.

Sweet and spacious mountain view home w/fireplace!
This serene location looking up at Shawangunk Mountains in Gardiner, NY. Soothing sounds of nearby Wallkill River from the deck will lull you away from your busy life into a forest world. Cozy up near the wood burning stove for those cold winter days and enjoy the large windows through out which offer great views of the mountains, birds and wildlife. You'll be happy you stayed here!
Popular amenities for Peekskill house rentals
House rentals with a pool

midcentury mod * HOT TUB * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

4Br Mountain Brook House on 130 acres w/ trails

BoHo Scandi Farm Retreat, Fire, Pool, Dog Paradise

Upstate Modern Scandinavian Barn in the Catskills

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Weekly house rentals

Beautiful Artist's Estate w/hot tub

Dog & Family Friendly A-Frame - Private and Cozy

Peace and quiet. Comfy, private house to relax in

Cottage in the village of Cold Spring

Victorian Eclectic

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Modern Style with stunning Views

Comfortable Cottage
Private house rentals

Private Historic Glenwood Mt. home in Vernon NJ

Perfect NYC Getaway in the Hudson Valley

Modern 3BD USMA Home near West Point with Hot Tub!

Private Beach on Lake Oscawana by Mosaic Getaways

Arkadia House Mid-century retreat with pool & view

The Chrisearl

A nice place to getaway

Modern, sun-filled farmhouse retreat
Quick stats about house rentals in Peekskill

Total vacation rentals
Explore 20 vacation rentals in Peekskill

Nightly prices starting at
Peekskill vacation rentals start at G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.7 Average rating
Peekskill stays receive an average rating of 4.7 out of 5 from guests
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Astoria Park




