
Places to stay near Bear Mountain State Park
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Top-rated holiday rentals near Bear Mountain State Park
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!
LocationValueAccuracy
4.99 out of 5 average rating, 119 reviews
The Little Cottage in the Woods
The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests
FamilyValueWifi
5.0 out of 5 average rating, 231 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
ValueFamilyHiking
4.99 out of 5 average rating, 194 reviews
Panoramic Lakeviews & Lush Garden | Beach Access
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.
LocationFamilyComfort
5.0 out of 5 average rating, 228 reviews
Cabinessence -on Greenwood Lake, NY #34370
"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)
LocationFamilyAir conditioning
4.96 out of 5 average rating, 502 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.
ValueLocationAccuracy
4.95 out of 5 average rating, 146 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.
FamilyLocationCheck-in
4.97 out of 5 average rating, 142 reviews
Secluded mountain top horse property near W. Point
"Green acres is the place to be, farm living is the life for me!" This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 mins from West Pt. situated on a mountain top. This private little space is a nature lovers paradise. Come, watch the horses from the front deck, enjoy fresh eggs in the morning, relax by the outdoor fire pit, star gaze & hike/explore forest trails right out the front door.
LocationFamilyHeating
4.94 out of 5 average rating, 297 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
LocationValueAccuracy
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!
ValueFamilyNearby
4.99 out of 5 average rating, 215 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
LocationFamilyPool
4.96 out of 5 average rating, 254 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.
FamilyLocationTV
4.97 out of 5 average rating, 232 reviewsPopular amenities for holiday rentals near Bear Mountain State Park
Other top sights near Bear Mountain State Park
Apartment rentals with wifi

Mountain Retreat | 2BR/2BA | Ski, Spa & Water Park
LocationValueCleanliness
4.98 out of 5 average rating, 132 reviews
Stay at Skis & Tees Your Four-Season Escape
ValueFamilySleep quality
4.99 out of 5 average rating, 154 reviews
BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
ValueFamilyHospitality
4.92 out of 5 average rating, 423 reviews
Rustic Spa Retreat
ValueFamilyBathroom
4.99 out of 5 average rating, 677 reviews
Appalachian Lodge Top Floor w/views
LocationFamilySolo travel
4.94 out of 5 average rating, 964 reviews
Peaceful Mountain Retreat
ValueFamilyKitchen
4.94 out of 5 average rating, 141 reviews
Mountain Creek Appalachian Condo Waterpark
FamilyLocationComfort
4.96 out of 5 average rating, 169 reviews
Cozy Getaway by Mountain Creek, Minerals & Golf!
LocationValueGetting around
4.9 out of 5 average rating, 115 reviewsFamily-friendly house rentals

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
LocationValueQuiet
4.83 out of 5 average rating, 113 reviews
Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
ValueFamilyBathroom
4.97 out of 5 average rating, 120 reviews
Entire Home, Private Indoor Pool
LocationValueAmenities
4.81 out of 5 average rating, 138 reviews
Home in Cold Spring- Farm Stay!
FamilyValueAccess
4.99 out of 5 average rating, 108 reviews
West Point Mountain House
FamilyLocationCheck-in
4.97 out of 5 average rating, 116 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
LocationValueHospitality
5.0 out of 5 average rating, 109 reviews
The Peekskill RiverView House
ValueFamilyAccuracy
4.89 out of 5 average rating, 226 reviews
Hudson Valley Mountaintop Riverview
ValueLocationCondition
4.93 out of 5 average rating, 187 reviewsApartment rentals with air conditioning

Private Country Getaway
LocationValueHospitality
4.97 out of 5 average rating, 193 reviews
Little haven by the woods
ValueLocationBiking
4.79 out of 5 average rating, 223 reviews
Historic Stunner w/WasherDryer, Balcony, 2 bedroom
FamilyValueBathroom
4.87 out of 5 average rating, 246 reviews
HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains
ValueFamilyWifi
4.89 out of 5 average rating, 369 reviews
Cliff Top at Turtle Rock
LocationValueKitchen
4.97 out of 5 average rating, 464 reviews
Newly Restored 2BR
FamilyLocationCheckout
4.86 out of 5 average rating, 737 reviews
E and T Getaway LLC
FamilyValueDecor
4.88 out of 5 average rating, 234 reviews
Cozy 1-bedroom retreat minutes from West Point!
LocationFamilyAccess
4.78 out of 5 average rating, 162 reviewsOther great holiday rentals near Bear Mountain State Park

Viridian House
LocationValueBathroom
4.97 out of 5 average rating, 323 reviews
The Greenwood Lake A-Frame: Perfect Lakefront View
ValueLocationBack garden
4.88 out of 5 average rating, 264 reviews
Luxury Cottage with Spectacular Lake Views
FamilyValueBack garden
4.97 out of 5 average rating, 396 reviews
Tuxedo Hilltop Retreat with a Large Hot Tub
LocationValueHiking
4.95 out of 5 average rating, 113 reviews
Mountain View Retreat
ValueFamilyLayout
4.89 out of 5 average rating, 521 reviews
Luxury Townhouse Near West Point
LocationFamilyCleanliness
4.9 out of 5 average rating, 357 reviews
Foxglove Farm
FamilyLocationAccess
4.9 out of 5 average rating, 281 reviews
Serene Victorian Guest Apartment with Clawfoot Tub
ValueFamilyView
4.94 out of 5 average rating, 414 reviewsDestinations to explore
- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- American Dream
- Yankee Stadium
- New York City Center
- MetLife Stadium
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Barclays Center
- Grand Central Terminal
- Minnewaska State Park Preserve
- Citi Field
- Statue of Liberty
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area
- Bronx Zoo
- The Metropolitan Museum of Art





