Family-friendly vacation 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.

Guest favorite
Guest suite in Montgomery
Garden View Guest Cottage
Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people
Jan 4 – 11
$113 per night
4.95 out of 5 average rating, 414 reviews
Superhost
Apartment in Highland Falls
Stay in the Heart of West Point! Walk to Academy
Enjoy this huge private 2 bedroom apartment overlooking Main Street in the heartbeat of Highland Falls. At this cozy clean Walkable to EVERYTHING West Point getaway you'll find the best hiking, boating, swimming, fishing & golf this perfect location has to offer with a short drive to Bear Mountain State Park, Woodbury Commons, Storm King, Eisenhower Theater and Legoland!! When you book you're supporting a locally owned small business. 2024 WP Graduation Special-Stay 4 nights and get 50% off
Apr 4 – 11
$208 per night
4.82 out of 5 average rating, 262 reviews
Guest favorite
Guest suite in Cold Spring
Cozy getaway in Cold Spring
Sweet studio attached to our house w/updated kitchen & bathroom on a dead-end street backed up to a nature preserve. We have parking for those arriving by car & are a block from the train if coming up from the city. Walking distance to everything (Main St is 2 blocks away!) We welcome all types of folks and your lovely pets as well. We're here for your needs & offer as much contact or privacy as you like! In the summer, an outdoor shower is available to you as well through the backyard.
Apr 21 – 28
$132 per night
4.79 out of 5 average rating, 479 reviews

Popular amenities for West Point family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Guesthouse in Beacon
Cozy Mountainside Suite - Minutes from Beacon
Jan 19 – 26
$496 per night
4.94 out of 5 average rating, 362 reviews
Guest favorite
Home in Cold Spring
Hilltop Hideaway Forest Villa on 13 acres!
Feb 15 – 22
$402 per night
4.95 out of 5 average rating, 278 reviews
Superhost
Chalet in Cold Spring
Mountain View Retreat
Jan 1 – 8
$857 per night
4.89 out of 5 average rating, 356 reviews
Guest favorite
Home in Tomkins Cove
Hudson Valley Victorian with River Views
Nov 2 – 9
$296 per night
4.94 out of 5 average rating, 136 reviews
Guest favorite
Apartment in Philipstown
Country apt~chic cabin -hot tub~pool~patio~hiking
Apr 9 – 16
$214 per night
4.96 out of 5 average rating, 166 reviews
Guest favorite
Home in Beacon
River & Mtn Views - Jacuzzi - near Metro North
Oct 16 – 23
$577 per night
4.96 out of 5 average rating, 299 reviews
Guest favorite
Home in Highland
House in Highland: Secluded Retreat
Nov 15 – 22
$448 per night
4.96 out of 5 average rating, 103 reviews
Guest favorite
Guesthouse in Forestburgh
Private hot tub. Modern Guesthouse On 1879 Farm
Apr 10 – 17
$129 per night
4.97 out of 5 average rating, 356 reviews
Guest favorite
Apartment in New Paltz
Relaxing Spa Retreat~Gorgeous View~Walk to Village
Sep 10 – 17
$306 per night
4.96 out of 5 average rating, 452 reviews
Guest favorite
Cabin in Pine Bush
NEW! Foley's Riverfront w/ Hot Tub-LEGO LAND CLOSE
May 26 – Jun 2
$582 per night
4.89 out of 5 average rating, 200 reviews
Guest favorite
Home in Cold Spring
1834 Farm House
Jun 20 – 27
$470 per night
4.91 out of 5 average rating, 239 reviews
Guest favorite
Cottage in Highland Lakes
The Mountaintop Lakehouse that Time Forgot.
Dec 16 – 23
$346 per night
4.97 out of 5 average rating, 260 reviews

Family- and pet-friendly home rentals

Superhost
Home in Cornwall-on-Hudson
Cozy Riverfront Victorian in the Hudson Valley
Jun 13 – 20
$339 per night
4.92 out of 5 average rating, 130 reviews
Guest favorite
Home in New Paltz
Victorian Haven
Nov 27 – Dec 4
$115 per night
4.97 out of 5 average rating, 674 reviews
Guest favorite
Farm stay in Goshen
Bright Farm House- Tranquil setting
Oct 31 – Nov 7
$215 per night
4.85 out of 5 average rating, 287 reviews
Superhost
Cottage in Putnam Valley
Lakefront Cottage near Hudson Valley
Mar 26 – Apr 2
$315 per night
4.89 out of 5 average rating, 209 reviews
Superhost
Farm stay in High Falls
Dave's Milk Barn
Sep 4 – 11
$103 per night
4.87 out of 5 average rating, 784 reviews
Guest favorite
Camper/RV in Cold Spring
Hudson Highlands Base Camp
May 12 – 19
$169 per night
4.94 out of 5 average rating, 472 reviews
Guest favorite
Cabin in Greenwood Lake
"Cabinessence" on Greenwood Lake, 60 mi from NYC
Dec 19 – 26
$190 per night
4.97 out of 5 average rating, 376 reviews
Guest favorite
Guesthouse in Warwick
Bellvale Guest House on Solar Powered Mini-estate
Nov 30 – Dec 7
$170 per night
4.96 out of 5 average rating, 243 reviews
Guest favorite
Apartment in Ossining
Hudson River Peaceful Getaway
Jun 20 – 27
$241 per night
4.94 out of 5 average rating, 277 reviews
Superhost
Home in Newburgh
Withers Mansion Large Groups - Hudson River Views!
Nov 11 – 18
$337 per night
4.83 out of 5 average rating, 192 reviews
Guest favorite
Guesthouse in Suffern
Hiking trails steps from your door!
Apr 4 – 11
$140 per night
4.96 out of 5 average rating, 119 reviews
Guest favorite
Home in Gardiner
Sweet and spacious mountain view home w/fireplace!
Jun 5 – 12
$177 per night
4.88 out of 5 average rating, 377 reviews

Family-friendly home rentals with a pool

Guest favorite
Home in Cold Spring
Cozy, Modern Retreat in the Woods of Cold Spring
Sep 23 – 30
$640 per night
4.95 out of 5 average rating, 151 reviews
Guest favorite
Home in Putnam Valley
Putnam Valley Escape
Jun 19 – 26
$566 per night
4.93 out of 5 average rating, 182 reviews
Guest favorite
Home in Stormville
Private Hudson Valley Country Retreat
Jul 22 – 29
$849 per night
4.94 out of 5 average rating, 156 reviews
Superhost
Home in Yorktown Heights
Cozy winter getaway 1 hr from NYC!
Jul 20 – 27
$763 per night
4.88 out of 5 average rating, 112 reviews
Guest favorite
Home in New Paltz
Mid Century Mod *fireplace walk to rail trail/town
Jun 19 – 26
$642 per night
4.98 out of 5 average rating, 430 reviews
Guest favorite
Home in Lagrangeville
Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Oct 15 – 22
$534 per night
4.85 out of 5 average rating, 118 reviews
Guest favorite
Guest suite in New Paltz
Private apartment in rural home
May 18 – 25
$97 per night
4.84 out of 5 average rating, 181 reviews
Guest favorite
Guest suite in New Paltz
Majestic Studio with Shawangunk Mountain Views
Feb 5 – 12
$164 per night
4.95 out of 5 average rating, 326 reviews
Guest favorite
Apartment in Warwick
Farms, wineries, trails, king bed & heated floors
Oct 15 – 22
$164 per night
4.87 out of 5 average rating, 245 reviews
Guest favorite
Bungalow in Swan Lake
Stunning Modern Catskills Home w/HotTub/Spa &Pool
Jun 17 – 24
$630 per night
4.82 out of 5 average rating, 181 reviews
Guest favorite
Home in Highland Falls
Farmhouse with pool/mtn view, 1/2 mi to West Point
Mar 27 – Apr 3
$276 per night
4.89 out of 5 average rating, 62 reviews
Superhost
Cottage in New Windsor
Lake Front Property Sauna and Pool Near West Point
Jan 12 – 19
$179 per night
4.54 out of 5 average rating, 194 reviews

Quick stats about vacation rentals that are family-friendly in West Point

Total rentals

110 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

30 properties allow pets

Total number of reviews

5.2K reviews

Nightly prices starting at

$120 before taxes and fees

Destinations to explore