
Family-friendly holiday 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.

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.

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.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

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.

The Loft at 12 Clara- Serene-Private-Welcoming
Features - Large space 12 ' ceilings with fans +AC - Exceptional quality in a homey atmosphere - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Coffees, teas, morning muffins - Private driveway. Parking at door. - Writing desk. - Wifi - 5 min SKAC -12 min USMA -10 min Woodbury Common -15 min Newburgh Riverfront Restaurants -25 min Beacon -Must be 25 years or older to book. No parties. - dbl occ

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.

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!

Haverstraw Hospitality Suite
Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

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.
Popular amenities for Highland Falls family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely home in town of Newburgh

Foxglove Farm

Entire Home (private pool), Event Friendly

Hilltop Hideaway Forest Villa on 13 acres!

Renovated Forest Oasis with Pool & Fire-pit

Cozy Mountainside Suite - Minutes from Beacon

Mountainview Mansion Countryside Stay / Lrg Hottub

Mountain View Retreat
Family- and pet-friendly home rentals

Amenia Main St Cozy Studio

Cozy retreat, centrally located in Beacon NY

Get Away to "Hygge" Tiny House on 75 Private Acres

Sunset Bungalow-Mt views on 130acre forest & falls

The Grove - Glamping at Hemlock Hill Farm

Quiet Studio Apartment in Pawling

Newly built apartment steps from Mohonk preserve.

Private ground floor guest suite in Hudson Valley
Family-friendly home rentals with a pool

E and T Getaway LLC

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Private Country Getaway

Appalachian Lodge Top Floor w/views

Peaceful and Private Boutique Apartment *Pool*

A Lovely Cottage in the Woods

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
When is the best time to visit Highland Falls?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £181 | £181 | £180 | £203 | £224 | £227 | £207 | £209 | £213 | £232 | £227 | £186 |
| 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 holiday rentals that are family-friendly in Highland Falls

Total holiday rentals
Explore 50 holiday rentals in Highland Falls

Nightly prices starting at
Highland Falls holiday rentals start at £83 per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Highland Falls holiday rentals include wifi 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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