
Family-friendly vacation rentals in Highland Falls
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Highland Falls
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Quaint Apartment in Cornwall on Hudson
Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

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. We live here with kids/dogs so you may hear us moving

Lady Montgomery
Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer. Enjoy shopping, farms,hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore the area. Everyone will enjoy their time in this comfortable artistic home!

Historic Stunner w/WasherDryer, Balcony, 2 bedroom
Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

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.

Sunny Artistic Loft Morning Muffins Clean &Comfy
Exceptional quality - safe & secure environment. Perfectly located for- -Storm King Art Center -USMA - Woodbury Common - DIA Beacon - Morning muffins/cookies - Coffee bar, teas, hot cocoa - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Private driveway. Private entrance. Park at door. - Writing desk. - Wifi - Singles/double -Local hiking -Historical sights -Vineyards -No cooking allowed. Inquire about extra guests. Relax. Enjoy. Book now.

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

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.

Ela - a 1 Bed Escape, Washer/Dryer in Unit
Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.

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

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.

Bear Mountain, Westpoint, & Hikers Retreat
The Fort @Fort Montgomery, Westpoint/Bear Mountain New to the rental market! This recently renovated 900 Square foot single story home located 5 miles/7 mins from West Point Military Academy and 3 miles/ 3min from Bear Mountain is the ideal spot for friends and family to convene for a weekend visit in the Hudson Valley.
Popular amenities for Highland Falls family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely home in town of Newburgh

Foxglove Farm

midcentury mod * HOT TUB * walk out trail 2 mohonk

Cozy Mountainside Suite - Minutes from Beacon

Appalachian Lodge Top Floor w/views

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

Mountain View Retreat

Countryside Couples Suite
Family- and pet-friendly home rentals

Stylish Private Studio 1 block from Main St Beacon

Private Lake House 1 Hour to NYC & Near Westpoint

Glenbrook Country Villa

Balmville Mid-Century Gem & Work From Home Retreat

Cozy retreat, centrally located in Beacon NY

Lux OffGrid Oasis - A frame Farm + River + Animals

Charming Efficiency

The 1772 Lefevre Stonehouse Suite
Family-friendly home rentals with a pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Private Country Getaway

Renovated Forest Oasis with Pool & Fire-pit

Comfy Studio at Mountain Creek Resort

Airy & Private Escape on Mountain Rest Road *Pool*

A Lovely Cottage in the Woods

Cozy, Modern Retreat in the Woods of Cold Spring
When is the best time to visit Highland Falls?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ878 | ﺩ.ﺇ878 | ﺩ.ﺇ874 | ﺩ.ﺇ988 | ﺩ.ﺇ1,087 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,003 | ﺩ.ﺇ1,014 | ﺩ.ﺇ1,032 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,102 | ﺩ.ﺇ903 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about vacation rentals that are family-friendly in Highland Falls

Total vacation rentals
Explore 50 vacation rentals in Highland Falls

Nightly prices starting at
Highland Falls vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 2,530 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Highland Falls vacation rentals include wi-fi access

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

4.8 Average rating
Highland Falls stays are highly rated by guests—averaging 4.8 out of 5!
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