
Family-friendly holiday rentals in Highland Falls
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Top-rated family-friendly rentals in Highland Falls
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Artistic Loft Private Home baked goodies
Features - 2 Super comfy queen sized beds. 2 Twin - Huge bathroom - Tub - Seated shower -Coffee/Tea/Snacks/Morning Muffins - Kitchenette - Private driveway. Parking at door. - Dedicated work desk. Wifi -Single traveler discount - Extra guest fee over 2 guests - 5 min SKAC -12 min USMA -10 min Woodbury Common -15 min Newburgh Riverfront Restaurants -25 min Beacon -35 min Bethel -Must be 25 years or older to book. No parties or gatherings. -6 guest maximum (inquire) -No 3rd party bookings

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

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Riverview Rowhouse, a vintage modern home
Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

Modern+bright forest escape - near village & train
Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Cozy West Point Hide Away and Cadet’s Get Away
Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.

2nd Fl 2BR Apt Walking distance to WestPoint
I am located in a beautiful area close to all, 3 mins or less walk to the Thayer gate at West Point, also within walking distance to all local restaurants/bars in town, mins away from the bear mountain bridge where the view is spectacular of the Hudson river and more. Beautiful mountains for hikers! This is a great location for family and friends visiting anyone at Westpoint.

Secluded overlook cottage near West Point
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 minutes from West Pt. Situated on a mountain top, this private little space is a nature lovers paradise. Come, recline on the new outdoor deck, relax by the fire pit and hike/explore the forest trails right out the front door.

Wooded stream side Retreat
Small basement apartment nestled in the village of Cold Spring, within walking distance to Main Street (10 minutes) and train (15-20 min). Apartment borders a wooded stream that leads to the old foundry and the Hudson River. Plenty of hiking nearby. Ample parking in driveway. Privacy.

Beautiful loft space
Located in the heart of Cold Spring, NY, this beautiful architect-designed loft space is only 2 blocks away from the Metro North train stop. It features a large single bedroom, a full kitchen, a full dining table and chairs, and a sleeper sofa.
Popular amenities for Highland Falls family-friendly rentals
Family-friendly home rentals with a hot tub

Foxglove Farm

Hilltop Hideaway Forest Villa on 13 acres!

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Renovated Forest Oasis with Pool & Fire-pit

Cozy Mountainside Suite - Minutes from Beacon

Private lake cabin w/hot tub, views and fruit

Late Oct. open on the lake! Hot tub/Firepit open

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Family- and pet-friendly home rentals

Dave's Milk Barn

tent camping $25/person/night -stunning mt views.

Cozy 3 bedroom house on quiet private road

Glenbrook Country Villa

E and T Getaway LLC

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Charming Efficiency

Get Away to "Hygge" Tiny House on 75 Private Acres
Family-friendly home rentals with a pool

206 · Renovated Chic Premium 1 bdrm

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Le Petit Abris at Gunks EcoLodge

Appalachian Lodge Top Floor w/views

Airy & Private Escape on Mountain Rest Road *Pool*

Eco Cottage in the Woods

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

A Lovely Cottage in the Woods
Quick stats about holiday rentals that are family-friendly in Highland Falls
Total rentals
50 properties
Nightly prices starting at
£82 before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
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- Family-friendly rentals Orange County
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- Family-friendly rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- Fairfield Beach
- United Nations Headquarters
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- Thunder Ridge Ski Area