
Family-friendly holiday rentals in West Point
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in West Point
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.

Your West Point Academy Home Away from Home
Make yourselves at home in this lovely, privately-owned residence as you attend West Point Academy events and tour scenic Hudson Valley. Build in 1900 and renovated in 2019, this house combines historic charm (original wood floors) with modern conveniences. The home's location is a twelve-minute drive to West Point's Washington Gate and within walking distance to the restaurants and shops of Cornwall. Enjoy 4th of July fireworks and weekly summer concerts with ease relaxing on the front porch!

West Point Mountain House
Welcome to West Point! Enjoy early check-in in and late check out at our beautiful mountainside house overlooking the village on its own private hill! Spacious, yet cozy, this house is great for large families or groups of friends coming to explore West Point, Bear Mountain, Storm King, or the Hudson Valley at large. Just 1 hour from NYC and minutes away from restaurants and local attractions. This 3500 Sq Ft home features fun for everyone in a private setting, yet still close to all the fun

Ultimate Walking Access to Thayer Gate USMA
Enjoy the Ultimate Walking Access to Thayer Gate from this Beautiful Farmhouse. Fully immerse yourself in the West Point experience! Hosted by a ‘23 Old Grad Mom, this Beautiful Farmhouse greets you with spacious dining room seating for 10 to gather around the table, fully equipped kitchen with granite countertops for all cooking needs, 75” SmartTV, 350 Roku channels, Cold AC and great backyard for entertaining! Allergen free environment. No smoking or pets. No exceptions or loss of deposit.

2-Bedroom in COH, near Newburgh & West Point
Two-bedroom apartment located right in the village of Cornwall-on-Hudson. Right next to the fantastic Italian Restaurante Peppitini and right across the street from the historic bandstand, if you're here on a Tuesday night in the summer, you'll likely be able to have a drink and catch a concert from the porch! Conveniently located close to West Point, Storm King Art Center, Newburgh, great hiking, and even Hudson River kayaking! The two bedrooms are roomy and each has a queen bed.

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.

Eclectic, Sleeps 5, Wsher/Dryer, Parking, Yard, AC
All About "Mitzi" Clean 2-story house on a residential street/safe area Free on-off street parking Eat-in kitchen Dining room Living room-fold out ottoman Free washer-dryer 2 Internet TVs, WIFI Work area Large backyard, art supplies, games, books Fire pit NEW Community Pool-walking distance Close to West Point, Storm King, the Hudson, Woodbury Mall, hiking, restaurants, bars, shopping No river or mountain view directly from house (per ABnB) BRAND NEW PLUMBING

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!

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.

Cozy 1-bedroom retreat minutes from West Point!
Enjoy easy access to everything from this perfectly located home base. Explore the beautiful Hudson Valley, shop the outlets at Woodbury Commons or cheer for your favorite team at Army home games! You will be on a quiet street in the quaint town of Highland Falls the perfect place for work or play.

View House
Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.

Riverview B&B 2 Miles to West Point
"Rosenkavalier" is a full apartment / B&B located in Highland Falls, New York on the majestic Hudson River in the Cragston sub-community, just 2 miles south of the historic US Military Academy at West Point and 45 miles north of New York City.
Popular amenities for West Point family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely home in town of Newburgh

The Water House - Spring Spa on a Cascading Brook

midcentury mod * POOL * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Cozy Mountainside Suite - Minutes from Beacon

Lakefront living! <1 hr from World Cup NY/NJ venue

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

4 Bd Paradise Gorgeous Design Close to All!

Dave's Milk Barn

Bright Farm House- Tranquil setting

Slate Cabin - Stylish Country Escape x Rhinebeck

Balmville Mid-Century Gem & Work From Home Retreat

Lidar West

Centrally Located in the Heart ❤ of Newburgh

Apartment in Lovely Lake House,Pets welcome!
Family-friendly home rentals with a pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

E and T Getaway LLC

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Sweet Fern Cottage With Saltwater Pool

Private Country Getaway

Le Petit Abris at Gunks EcoLodge

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Fireplace, Huge Eclectic space… 1.5 hr to NYC!
When is the best time to visit West Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $370 SGD | $349 SGD | $346 SGD | $371 SGD | $473 SGD | $445 SGD | $381 SGD | $460 SGD | $414 SGD | $459 SGD | $455 SGD | $390 SGD |
| 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 West Point

Total holiday rentals
Explore 100 holiday rentals in West Point

Nightly prices starting at
West Point holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 5,850 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of West Point holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across West Point rentals

4.9 Average rating
West Point stays are highly rated by guests – averaging 4.9 out of 5!
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