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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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Top guest favorite

A quaint cottage is nestled among trees, featuring a covered porch with a railing. Colorful seasonal flowers adorn the entrance, leading to a gravel pathway. The driveway is lined with trees and offers ample parking space, creating a serene atmosphere in a wooded setting.

Cottage in Cortlandt

5 out of 5 average rating, 208 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

A scenic view from the steps leading down to the backyard, showcasing a heated pool surrounded by a fenced patio and a newly installed hot tub. Lush green lawn and vibrant flowers complement the serene lake visible in the background, providing a tranquil outdoor atmosphere.

4.95 out of 5 average rating, 132 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Top guest favorite

A modern full kitchen is equipped with stainless steel appliances, including a gas stove and fridge. A butcherblock table is positioned under natural light, with seating for two. The overall color scheme features gray cabinets and light wood flooring, enhancing functionality and style.

Home in Piermont

4.96 out of 5 average rating, 108 reviews

Piermont's Getaway Mt. Village Home. 30min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live, thrive and enjoy life on the simpler side. Sip a coffee on the porch overlooking the Sparkill creek, take a stroll down Main Street for an array of options to visit. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike up the backyard mountain to the state park where you can enjoy a picnic and view of the Hudson while catching a glimpse of NYC.

The historic waterfront home is shown with a light yellow exterior and an A-frame roof. A welcoming porch with seating faces the river, framed by trees that add touches of color. The serene Hudson River is visible in the background under a clear blue sky.

4.87 out of 5 average rating, 149 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

A tranquil outdoor deck features two yellow Adirondack chairs facing the Hudson River. The landscape includes distant mountains and a picturesque sunset casting warm colors across the sky, reflecting on the calm water.

Home in Peekskill

4.89 out of 5 average rating, 205 reviews

The Peekskill RiverView House

The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station, the train is loud, as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.

A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.

Cottage in Monroe

4.98 out of 5 average rating, 177 reviews

Cozy Lake Cabin

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

Top guest favorite

Apartment in Stony Point

5 out of 5 average rating, 19 reviews

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

A bright bedroom features two spacious beds covered with white linens and soft blankets. Large windows and skylights fill the room with natural light, showcasing views of greenery outside. Blue curtains frame the windows, and a wicker basket with towels is positioned on a side table.

4.85 out of 5 average rating, 182 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

A cozy living area is presented with a dark couch and a comfortable chair, accompanied by a small round table. A flat-screen TV is mounted on the wall, and natural light enters through a window, while greenery adds a touch of nature.

Guest suite in Haverstraw

4.88 out of 5 average rating, 88 reviews

Unique comfortable guest suite

This suite is perfect to stay is relaxing,comfortable is located in Rockland County haverstraw.The suite is in a single family house located at the (basement )Shops,restaurants, fast food are near by you can walk there, palisades mall,Woodbury Common Premium Outlets , Bear Mountain for hiking trails,farms,parks are also nearby short drive, the city is 50 minutes and the other towns are near as well to explore there is definitely a lot of hidden gems in Hudson valley to be explored .

A modern kitchenette is displayed, featuring white cabinetry and stainless-steel appliances. A comfortable brown sofa is positioned near a wooden coffee table. A dining area with a white table and chairs is also visible, alongside large windows allowing natural light into the space.

Apartment in Suffern

4.94 out of 5 average rating, 147 reviews

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

Top guest favorite

A comfortable suite is featured, showcasing a spacious bed with crisp bedding and two decorative pillows. A compact sofa is positioned adjacent to a lift-top coffee table, with a kitchenette visible in the background, including a microwave and mini-fridge.

Guest suite in Haverstraw

4.94 out of 5 average rating, 384 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

A welcoming entryway is framed by a white picket fence, leading to a charming cottage. Lush greenery surrounds the path, which is composed of stone leading up to a blue front door. A trellis with climbing plants adds to the inviting exterior.

4.95 out of 5 average rating, 195 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!

Vacation rentals for every style

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Popular amenities for Rockland County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.

Apartment in Philipstown

4.91 out of 5 average rating, 246 reviews

Foxglove Farm

A cozy living area features a light grey sectional sofa adorned with a blue pillow, positioned near a large window offering a view of the lake. A wooden coffee table sits in front, surrounded by decorative items, while shelves display plants and decor. Sunlight filters through the window.

Home in Greenwood Lake

4.89 out of 5 average rating, 303 reviews

Bohemian Waterfront Home (permit #21-07671)

A bright living area features a comfortable sectional sofa and a cozy armchair arranged around a central coffee table. Large windows allow natural light to fill the space, complemented by soft furnishings and a neutral color palette. A ceiling fan provides a gentle breeze.

Home in Greenwood Lake

4.82 out of 5 average rating, 230 reviews

Hudson Valley Lake House, Hot Tub, Pet, GW Lake!

Top guest favorite

A spacious outdoor deck is seen, featuring pink lounge chairs and a small black table with a decorative item. A shaded area with a red umbrella provides relief from the sun. Lush greenery and the tranquil lake are visible in the background under a clear blue sky.

Cottage in Greenwood Lake

4.98 out of 5 average rating, 127 reviews

Romantic Experience Secluded Lake House + Hot Tub

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

Cottage in Highland Lakes

4.97 out of 5 average rating, 349 reviews

The Mountaintop Lakehouse that Time Forgot.

A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.

Home in Chester

4.96 out of 5 average rating, 143 reviews

Millionaire Mansion Countryside Stay w/ Lrg Hottub

An outdoor patio features a soft-lit ambiance with lounge seating and a dining table. A gazebo shelters a hot tub, surrounded by greenery. The evening sky showcases a gradient of soft colors as the sun sets behind distant buildings.

Apartment in East Orange

4.85 out of 5 average rating, 206 reviews

Posh Couple's Suite-Private Patio w/jacuzzi

Top guest favorite

A serene lakeside scene is captured at dusk, featuring two wooden docks extending over still water. The landscape is enhanced by colorful autumn foliage and a vibrant sunset sky with hues of pink and blue reflecting on the surface.

Home in Greenwood Lake

5 out of 5 average rating, 138 reviews

Late Oct. open on the lake! Hot tub/Firepit open

Family- and pet-friendly home rentals

An aerial view captures a spacious backyard featuring a fenced-in heated pool and hot tub. Surrounding the area are lounge chairs on a sun deck, a shaded gazebo, and landscaped gardens, creating an inviting outdoor retreat. The home is visible in the background.

Home in Harriman

4.88 out of 5 average rating, 72 reviews

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

Top guest favorite

A comfortable living room is showcased, featuring two light-colored sofas and a round wooden coffee table. A stone fireplace is centered along one wall, with a television mounted above. Large windows allow natural light to fill the space, while a neutral rug adds warmth.

Home in Airmont

5 out of 5 average rating, 33 reviews

Fall Family Oasis | Fireplace, Theater, and Games

Top guest favorite

5 out of 5 average rating, 10 reviews

7BR Luxury Retreat • Sleeps 12 • Lakeview •Firepit

A heated pool is surrounded by a spacious deck featuring several lounge chairs in turquoise. Lush greenery and blooming flowers provide a vibrant backdrop, enhancing the relaxed setting. Sunlight reflects off the water, creating a calm ambiance.

Apartment in Airmont

4.88 out of 5 average rating, 57 reviews

Lovely 2-bedroom rental with pool

A comfortable living room features a mix of seating options, including a patterned armchair and a bright blue couch. A small wooden coffee table sits at the center, surrounded by an area rug. Natural light enters through large windows, enhancing the space's inviting feel.

Home in Peekskill

5 out of 5 average rating, 11 reviews

Victorian Eclectic

A light-filled living space features high ceilings and large windows that frame views of the waterfront. A comfortable sofa and an armchair are positioned around a rustic coffee table, while a dining area with dark wood seating overlooks the serene outdoor space.

Home in Piermont

4.97 out of 5 average rating, 63 reviews

Waterfront Luxury in Town

A warm sleeping area is presented, featuring a spacious bed topped with a blue blanket and various decorative pillows. A colorful rug adorns the floor, and artwork is displayed on the wall. Natural light enters through the window, complemented by a bedside lamp.

Guesthouse in Nyack

5 out of 5 average rating, 3 reviews

Nyack - location, location, location!

A charming blue cottage is framed by autumn foliage, with a welcoming front door adorned with seasonal decorations. Brightly colored flowers are positioned on either side, enhancing the inviting entrance. Lush green grass surrounds the property, offering a tranquil outdoor space.

4.9 out of 5 average rating, 49 reviews

Rustic Blues Cottage Retreat

Family-friendly home rentals with a pool

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

4.94 out of 5 average rating, 195 reviews

Private Hudson Valley Country Retreat

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

4.82 out of 5 average rating, 108 reviews

Entire Home (private pool), Event Friendly

An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.

Cottage in Putnam Valley

4.94 out of 5 average rating, 100 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Top guest favorite

Apartment in Wappingers Falls

5 out of 5 average rating, 226 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

A spacious main room is featured with high ceilings and a skylight. The kitchenette is visible alongside a dining table and chairs. A wooden coffee table sits in the living space, adorned with decorative items. Natural light flows through large windows framed by greenery.

Apartment in Chester

4.99 out of 5 average rating, 137 reviews

Private Country Getaway

Guest suite in Holmes

4.97 out of 5 average rating, 208 reviews

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

A charming cottage entrance features a distinctive blue garage door adorned with colorful accents. Two chairs are positioned beside vibrant flower arrangements, inviting relaxation. The building is framed by lush greenery and tall trees, enhancing its cozy and welcoming appearance.

Cottage in West Orange

4.88 out of 5 average rating, 216 reviews

Cozy Pool Cottage

An exterior view of the carriage house showcases a charming blue façade adorned with flower boxes under the windows. Lush greenery surrounds the property, while comfortable outdoor seating invites relaxation. The structure features multiple large windows that enhance the light and open feel.

Home in Englewood

4.94 out of 5 average rating, 169 reviews

Englewood NJ Country Carriage House (15 min NYC)

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