Family-friendly vacation rentals in Rockland County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Rockland County

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

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Guest favourite

Guest suite in Montgomery

4.95 out of 5 average rating, 421 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

Mar. 22 – 29

$192 CAD per night

Guest favourite

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.

Apr. 20 – 27

$303 CAD per night

Guest favourite

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!)

Oct. 7 – 14

$346 CAD per night

Guest favourite

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. 6 – 13

$257 CAD per night

Guest favourite

Apartment in Yonkers

4.94 out of 5 average rating, 214 reviews

Large, relaxing private 1 bedroom apartment.

Located on a quiet cul-de-sac, this self-catering 1 bedroom apartment with private driveway is located on the lower level of a private home and is perfect for anyone wishing to have a space to themselves. There is a roll-away single bed to accommodate a 3rd guest. We offer WiFi, Netflix and full cable TV access. Located near Executive Blvd and all the river towns. Plus, its only a short ride to all New York City has to offer. All reservation requests require verified Government ID.

Mar. 27 – Apr. 3

$186 CAD per night

Guest favourite

Apartment in Fair Lawn

4.88 out of 5 average rating, 349 reviews

Fair Lawn 1bedrm apt ,wi-fi ,TV,kitch,parking,ent

Fully furnished 1 bedroom apt. with Qn size bed, European kitchen, bath, private parking, entrance, bedroom/living room, dining. Queen size Aerobed for additional guests. Fastest 5G/400MBps Wi-Fi, cable TV, + Netflix, Showtime. The kitchen/dining room has Tyent ACE-11 water system, refrigerator (water and ice), microwave, large countertop toaster oven, coffee maker, dishwasher, and other appliances. Great for couples, solo adventurers, business travelers, or small families.

Oct. 16 – 23

$187 CAD per night

Guest favourite

Apartment in Ossining

4.94 out of 5 average rating, 304 reviews

Hudson River Peaceful Getaway

Self check-in and private entrance. Parking for two cars. Peaceful apartment on the Hudson River. Train to NYC (Scarborough Station) is an 8 minute walk through historic neighborhood. Arcadian Mall (Grocery store, Starbucks, etc) 5 minute walk. Rivers views from inside and from three patios (1 on entrance side, 2 on River side). We only allow declawed cats because they can scratch and damage our expensive furniture and carpets. Most house trained dogs are welcome :)

Sep. 15 – 22

$412 CAD per night

Guest favourite

Apartment in Chester

4.96 out of 5 average rating, 334 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. 15 – 22

$256 CAD per night

Guest favourite

Home in Nyack

4.95 out of 5 average rating, 154 reviews

Chic Vintage Cottage in Artsy Village of Nyack

Chic, cozy and adorable, our recently renovated 1929 Nyack Village cottage is a one of a kind. Located one block from Main Street and the wonderful dining, shopping and culture downtown Nyack has to offer, our home is the perfect backdrop for a beautiful weekend retreat. Traveling for work? NYC is a quick 30 mile commute with fast access to public transportation. We welcome you to come and be our guests!

Sep. 1 – 8

$376 CAD per night

Guest favourite

Apartment in Beacon

4.99 out of 5 average rating, 487 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

Oct. 16 – 23

$283 CAD per night

Guest favourite

Apartment in Ardsley

4.9 out of 5 average rating, 380 reviews

Lovely and well-appointed suite with full privacy

Charming suite with a private entrance, bathroom, indoor parking and dining area with kitchen amenities. Conveniently located in Westchester, and is accessible by the I-87, Henry Hudson, Sprain and Saw Mill Parkways; only a thirty minute drive to NYC. Near a deli, grocery, bakery, Carvel, CVS and a selection of restaurants.

Jan. 21 – 28

$164 CAD per night

Guest favourite

Home in Yonkers

4.96 out of 5 average rating, 230 reviews

Conefrey's.

Spacious, bright, comfortable, 1 bedroom apartment. Walking distance to all public transport, 10 minutes walk to Cross County Shopping Center. Only 20 minutes from Grand Central station and only 7 minutes from Sarah Lawrence College. Quite neighborhood, close to all amenities including McLean Avenue.

Sep. 1 – 8

$164 CAD per night