
Family-friendly vacation rentals in West Point
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in West Point

Total vacation rentals
Explore 100 vacation rentals in West Point

Nightly prices starting at
West Point vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 6,100 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of West Point vacation rentals include wi-fi 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!
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.

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!

Ultimate Walking Access to Thayer Gate USMA
Stay an extra day on us! Book 4 nights and get the 5th night free at this family friendly beautiful farmhouse. Enjoy the ultimate walking access to Thayer Gate and immerse yourself in the West Point experience. Hosted by a ‘23 Old Grad Mom, our home features a kitchen with granite counters, dining for 10, a 75” SmartTV, fast wifi and a great backyard for entertaining. Relax in cold AC near the Academy. No smoking or pets. No exceptions/loss of deposit. No smoking or pets or loss of deposit.

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Cozy Riverfront Victorian in the Hudson Valley
Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

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.

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

Cozy House 3 Blocks From West Pt
Welcome to this thoughtfully remodeled Historic 1890s home, just steps away from West Point's Thayer Gate. The house is conveniently situated right by Thayer Gate (3 blocks) where there are shuttles to all events and destinations. Steps away (1 block) from the restaurants on Main street and the West Point visiting center and Museum (3 blocks). 10 Mins to Bear Mountain State Park 15 Mins to Storm King Art Center 20 Mins to Woodbury Commons

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!

Lovely 3BR Home with parking-Walk to WP Gate!
Walk to West Point! Enjoy the Hudson Valley. Bring the whole family to this great place with lots of room for fun. Cozy up in our spacious living room while dinner is cooking in the fully equipped kitchen. The back deck is perfect for morning coffee, unwinding in the evening with a glass of wine or a family BBQ. You will find everything you need for work or play here in the heart of Highland Falls, New York. Looking forward to having you!

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.
Popular amenities for West Point family-friendly rentals
Family-friendly home rentals with a hot tub

Foxglove Farm

Entire Home, Private Indoor Pool

West Point Mountain House

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Wake up to this view everyday! Relax & recharge!

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring

Tuxedo Hilltop Retreat with a Large Hot Tub

Charming Getaway 16mi to West Point!
Family- and pet-friendly home rentals

4 Bd Paradise Gorgeous Design Close to All!

Gorgeous Suite w/ Private Entrance

Lower Hudson Valley Idyllic Retreat

Hudson Valley Mountaintop Riverview

E and T Getaway LLC

Charming Efficiency

Waterfront Lake House

Special Nest w Private Entrance River View Porches
Family-friendly home rentals with a pool

midcentury mod hot tub*walk out trail R2R/Mohonk

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Private Country Getaway

Mountain Creek retreat PH w/pool & hot tub

Huge eclectic space w/ private pool. 1.5hr to city

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Cozy, Modern Retreat in the Woods of Cold Spring
When is the best time to visit West Point?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,149 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,124 | ﺩ.ﺇ 1,524 | ﺩ.ﺇ 1,374 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,329 | ﺩ.ﺇ 1,197 | ﺩ.ﺇ 1,326 | ﺩ.ﺇ 1,315 | ﺩ.ﺇ 1,127 |
| 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Niagara Falls Vacation rentals
- Portland Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Newark Vacation rentals
- Newport Vacation rentals
- Cabin rentals West Point
- Pet-friendly rentals West Point
- Rentals with pools West Point
- House rentals West Point
- Waterfront rentals West Point
- Apartment rentals West Point
- Rentals with breakfast West Point
- Family-friendly rentals Orange County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Columbia University
- MetLife Stadium
- American Dream
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Barclays Center
- Bryant Park
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- New York University
- Fairfield Beach
- Astoria Park





