Family-friendly vacation rentals in West Milford

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in West Milford

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 422 reviews

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

Dec 27 – Jan 3

G$26,980 GYD per night

Guest favorite

Cottage in Highland Lakes

4.97 out of 5 average rating, 268 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

Jan 12 – 19

G$80,919 GYD per night

Guest favorite

Cabin in Sussex

4.95 out of 5 average rating, 198 reviews

Lake Glenwood - Cozy Cabin Spectacular Lake Views

Indulge in a truly breathtaking getaway. Nestled in a serene location with stunning lake views in Vernon Township, NJ. Close to Mountain Creek, Crystal Springs & Warwick, NY. Luxury & comfort, prepare to be pampered. Fully stocked chef's kitchen, themed bedrooms,"Ski Room & Canoe Room". Stone shower this cozy cabin boast carefully curated decor & beautiful lighting a soothing ambiance at this cottage dreamhouse. A chalet vibe to rejuvente as you bask in the warm glow of the stone fireplace.

Dec 22 – 29

G$50,549 GYD per night

Guest favorite

Guesthouse in Warwick

4.96 out of 5 average rating, 249 reviews

Bellvale Guest House on Solar Powered Mini-estate

Town of Warwick Short Term Rental Permit #32553 Come spend a relaxing week-end on our 4 acre mini-estate in beautiful Warwick, about one hour from NYC. Our detached 2 bedroom guest apartment is in a secluded setting, yet boasts spectacular views of the Warwick Valley. There are numerous attractions for all tastes including craft breweries and wineries. Close to home, Mt Peter Ski Area is within walking distance and further up the mountain is the nationally famous Bellvale Farms Creamery.

Feb 27 – Mar 6

G$40,595 GYD per night

Guest favorite

Cabin in Greenwood Lake

4.96 out of 5 average rating, 388 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Jan 7 – 14

G$41,192 GYD per night

Guest favorite

Apartment in Montclair

4.98 out of 5 average rating, 647 reviews

Cozy Cabin Style Apt In Montclair City Center

Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Feb 8 – 15

G$33,706 GYD per night

Superhost

Cottage in Vernon Township

4.93 out of 5 average rating, 164 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

Jan 9 – 16

G$36,986 GYD per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 744 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 1 – 8

G$22,990 GYD per night

Guest favorite

Condo in Vernon Township

4.9 out of 5 average rating, 301 reviews

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!

Location, location, location! This is a very unique, open concept unit. In lieu of a balcony, it has a huge picture window that allows breathtaking center building panoramic views of the slopes! It's also a top floor unit so extra height ceilings. That open concept continues inside where the walls were minimized leading to the master bedroom having an archway in lieu of a door. The result is a very spacious main living area perfect to gather in front of the fire.

Dec 12 – 19

G$31,962 GYD per night

Guest favorite

Home in Vernon Township

4.93 out of 5 average rating, 155 reviews

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

May Madness Sale On Now! Paradise is closer than you think-Travel to another world that isn't a world away (only 50 miles from NYC) and enjoy all the beauty of a private mountain/lake community. Everything you need to enjoy yourself during these difficult times - Free WiFi, 65 in TV, Basic Cable TV, Streaming - Netflix, Hulu, & Amazon Prime, 100s of Video Games, In-House Laundromat, 60 x 65 Foot Fenced Backyard, Huge Fire Pit, Gas Grill & Hammock. PERMIT #21-00085

Jul 18 – 25

G$46,295 GYD per night

Guest favorite

Apartment in Chester

4.96 out of 5 average rating, 335 reviews

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

This lovely modern space was just built in 2015. The space is located in the quaint Hamlet of Sugar Loaf, New York Artisan Village, which is surrounded by the town of Warwick and Chester with Greenwood Lake just minutes away...and NYC is just 75 minutes. It's a second floor apartment with private front and back entrances. Rear deck overlooks spacious fenced in yard with pond view. Walking distance to 2 restaurants and deli. LEGOLAND just 8 miles!

Dec 22 – 29

G$35,468 GYD per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 679 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Jan 24 – 31

G$27,527 GYD per night