
Places to stay near Lake Peekskill
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Lake Peekskill
Guests agree: these stays are highly rated for location, cleanliness and more.

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, 115 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
4.81 out of 5 average rating, 136 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
Charming 2 bedroom Cottage w/ patio & yard.
This stylish cottage has been completely renovated for your enjoyment with an electric fireplace, mood lighting, retractable ceiling fan, 2 large flat-screen TVs, & free wi-fi. Perfect for your stay in the lower Hudson Valley/ Northern Westchester area. Close to West Point, Peekskill, Blue Mountain State Park, Harriman State Park, FDR Park, the Appalachian Trail, and Bear Mountain Park. Easy access to the Hudson and Croton Rivers, Croton Point Park (beach), Van Cortlandt Manor, and Yorktown.
4.88 out of 5 average rating, 99 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, 138 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
5.0 out of 5 average rating, 102 reviews
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.
4.95 out of 5 average rating, 135 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, 368 reviews
Mountain View Retreat
15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.
4.9 out of 5 average rating, 516 reviews
Peekskill Carriage House Downtown Studio
Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com
4.93 out of 5 average rating, 330 reviews
The Pearl of Westchester
Welcome to the Paradise! This Pearl of Westchester are nested with a Main house on private 2 acres of direct waterfront estate. Offering a private dock and beach in a flawless natural paradise. Enjoy swimming, fishing, boating or barbecuing on a private porch. Hiking in walking distance Located less than an hour away from NYC. Peekskill Metro North is 15 min away.
4.9 out of 5 average rating, 233 reviews
Modern Country Cottage by Bear Mountain
Wake up feeling rejuvenated in a lofted bedroom beneath a wood-paneled ceiling with skylight windows. Descend a spiral staircase into a warm kitchenette for a cup of coffee, then have a seat in an airy living room beside a brass-plated decorative fireplace. Enjoy a picnic or grill on the front lawn and explore the 4 acres of most authentic Hudson Valley landscape.
4.97 out of 5 average rating, 227 reviewsPopular amenities for holiday rentals near Lake Peekskill
Apartment rentals with wifi

Rustic Spa Retreat
4.99 out of 5 average rating, 666 reviews
Spacious and stylish entire one bedroom apartment.
4.97 out of 5 average rating, 386 reviews
Skiiis N’ Tees • Mountain Views • Pet Friendly
4.99 out of 5 average rating, 151 reviews
Luxurious Cozy Mountain Retreat 2BR-2BA - Ski/Spa.
4.98 out of 5 average rating, 122 reviews
Historic Rondout Home | Walk to Waterfront
4.88 out of 5 average rating, 178 reviews
Mountain Creek Appalachian Condo Waterpark
4.96 out of 5 average rating, 163 reviews
Discounted 1 Bed *patio closed during construction
4.93 out of 5 average rating, 192 reviews
Cozy Getaway by Mountain Creek, Minerals & Golf!
4.89 out of 5 average rating, 113 reviewsFamily-friendly house rentals

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
4.82 out of 5 average rating, 107 reviews
Charming Home in Peekskill NY
4.97 out of 5 average rating, 126 reviews
Retreat with Heated Pool, 1 Mile to NYC Train
4.99 out of 5 average rating, 104 reviews
NEW! Stylish Home in the Heart of Beacon
4.99 out of 5 average rating, 186 reviews
The Foundry House by the Hudson River
4.9 out of 5 average rating, 225 reviews
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
5.0 out of 5 average rating, 105 reviews
Peaceful & Spacious Retreat
4.96 out of 5 average rating, 176 reviews
Farmhouse w/ Pool, Sauna & Hot Tub near Storm King
5.0 out of 5 average rating, 105 reviewsApartment rentals with air conditioning

Charming Village Base. Walk to Restaurants & Shops
4.98 out of 5 average rating, 122 reviews
Spacious & Cozy Village Getaway
4.97 out of 5 average rating, 103 reviews
Riverview B&B 2 Miles to West Point
4.99 out of 5 average rating, 199 reviews
Little haven by the woods
4.79 out of 5 average rating, 218 reviews
Cozy 1 Bedroom Apt. Prime Location+private parking
4.82 out of 5 average rating, 194 reviews
HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains
4.89 out of 5 average rating, 359 reviews
Cozy 1-bedroom retreat minutes from West Point!
4.78 out of 5 average rating, 160 reviews
1 Bed. apt, private entrance-close to West Point.
4.84 out of 5 average rating, 119 reviewsOther great holiday rentals near Lake Peekskill

Lakefront Cottage near Hudson Valley
4.88 out of 5 average rating, 329 reviews
The Little Cottage in the Woods
5.0 out of 5 average rating, 229 reviews
Spacious, bright 5 bedroom house near West Point
4.99 out of 5 average rating, 211 reviews
The Peekskill RiverView House
4.89 out of 5 average rating, 225 reviews
Foxglove Farm
4.9 out of 5 average rating, 278 reviews
The Treehouse Lovenest
4.84 out of 5 average rating, 519 reviews
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4.99 out of 5 average rating, 186 reviews
Sweet, stylish cabin in the woods- hiking & more!
4.94 out of 5 average rating, 172 reviewsDestinations to explore
- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Yale University
- Columbia University
- Yankee Stadium
- American Dream
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bear Mountain State Park
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





