
Places to stay near Bear Mountain Inn
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Bear Mountain Inn
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, 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, 191 reviews
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.
4.98 out of 5 average rating, 177 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, 144 reviews
Gorgeous Suite w/ Private Entrance & Farm Friends
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.
4.98 out of 5 average rating, 138 reviews
Bear Mtn Haus near hiking trails
Welcome to our cozy and thoroughly cleaned Garrison cottage steps to Anthony's Nose hiking trail, minutes from the Bear Mountain bridge, just 60min from NYC, 15 min to Cold Spring shops and restaurants, 8 min drive from the Garrison train stop. Set on the mountainside, we have lovely partial views of the Hudson river. Short drive to Woodbury Commons Premium Outlet mall and close to Storm King, and Beacon. Our house is suitable for 6 people, but can accommodate 8 at an extra charge.
4.85 out of 5 average rating, 141 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, 137 reviews
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
Welcome to the West Point Grad Mom House — Whether you’re visiting your Plebe, Yearling, Cow or Firstie our home was designed with West Point families in mind just steps from Thayer Gate. Why families love staying here: • Walk to Thayer Gate, Main Street • Easy access to West Point • Spacious gathering areas • Historic charm combined with modern comfort • Thoughtful touches from a fellow Grad Mom who understands how special these visits are
5.0 out of 5 average rating, 106 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, 214 reviews
Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging
4.96 out of 5 average rating, 252 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 with your pet, and explore four acres of Hudson Valley landscape shared with the main house next door.
4.97 out of 5 average rating, 229 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, 335 reviewsPopular amenities for holiday rentals near Bear Mountain Inn
Condo rentals with Wi-Fi

Rustic Spa Retreat
4.99 out of 5 average rating, 671 reviews
Spacious and stylish entire one bedroom apartment.
4.97 out of 5 average rating, 390 reviews
Stylish 3BR Near Subway, Yankee Stadium + Patio
4.94 out of 5 average rating, 102 reviews
Skiiis N’ Tees • Mountain Views • Pet Friendly
4.99 out of 5 average rating, 154 reviews
Mountain Creek Appalachian Condo Waterpark
4.96 out of 5 average rating, 167 reviews
Downtown gem w/ parking, Wi-Fi+!
4.84 out of 5 average rating, 110 reviews
Cozy Getaway by Mountain Creek, Minerals & Golf!
4.89 out of 5 average rating, 114 reviews
Clean, Spacious & Homey - parking, 2 TVs, laundry
4.82 out of 5 average rating, 159 reviewsFamily-friendly house rentals

Charming Home in Peekskill NY
4.97 out of 5 average rating, 127 reviews
Home in Cold Spring- Farm Stay!
4.99 out of 5 average rating, 104 reviews
Entire Home, Private Indoor Pool
4.81 out of 5 average rating, 136 reviews
Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
4.97 out of 5 average rating, 117 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
5.0 out of 5 average rating, 107 reviews
Lake Views | Pool + Hot Tub | 1hr NYC | Ski Access
4.92 out of 5 average rating, 118 reviews
Panoramic Lakeviews & Lush Garden | Beach Access
5.0 out of 5 average rating, 227 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 179 reviewsApartment rentals with air conditioning

Cozy 1-bedroom retreat minutes from West Point!
4.78 out of 5 average rating, 160 reviews
Little haven by the woods
4.79 out of 5 average rating, 222 reviews
Charming Village Base. Walk to Restaurants & Shops
4.98 out of 5 average rating, 123 reviews
E and T Getaway LLC
4.88 out of 5 average rating, 231 reviews
HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains
4.89 out of 5 average rating, 363 reviews
Unwind in a Bespoke Downtown Studio W Laundry
4.85 out of 5 average rating, 378 reviews
Luxe Loft 4 on Main St- Views! Steam Shower! W/D
4.97 out of 5 average rating, 621 reviews
Beautiful loft space
4.94 out of 5 average rating, 684 reviewsOther great holiday rentals near Bear Mountain Inn

Mountain View Retreat
4.9 out of 5 average rating, 519 reviews
The Little Cottage in the Woods
5.0 out of 5 average rating, 230 reviews
The Peekskill RiverView House
4.89 out of 5 average rating, 225 reviews
Luxury Cottage with Spectacular Lake Views
4.97 out of 5 average rating, 395 reviews
Cabinessence -on Greenwood Lake, NY #34370
4.96 out of 5 average rating, 500 reviews
Forest Spa Retreat on Cascading Brook • 90 Min NYC
4.95 out of 5 average rating, 460 reviews
Ranch in the Woods | A Peaceful Designer Retreat
4.99 out of 5 average rating, 138 reviews
Luxury Townhouse Near West Point
4.9 out of 5 average rating, 356 reviewsDestinations to explore
- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- 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
- Bronx Zoo





