Family-friendly vacation rentals in Sterling Forest, Greenwood Lake

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Sterling Forest, Greenwood Lake family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A bright living area features large windows that allow natural light to illuminate a pink sectional sofa adorned with colorful cushions. A white coffee table sits atop a light wooden floor, complemented by a decorative rug. Art pieces in warm hues are displayed on the wall.
Home in Olivebridge
4.92 out of 5 average rating, 458 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

AmeliaRating, 5 stars1 month ago
We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!
Top guest favorite
A manicured backyard is displayed, featuring lush green grass bordered by dense trees. A stone pathway leads to a small shed, with a dining table and chairs positioned on the right, complemented by a fire pit on the left and flower beds adding color.
Condo in Williamsburg
4.99 out of 5 average rating, 106 reviews

Charming SunDrenched Retreat w/ Pvt Backyard

AymedRating, 5 stars1 week ago
Staying here was honestly such a dream! I felt right at home the second I stepped in. The place was comfortable, clean and super spacious! Such a wonderful stay will definitely come again! Anthony was an amazing host with fantastic communication.
Guest favorite
A sunlit seating area features light-colored, oversized chairs and a round coffee table. Large sliding glass doors open to a view of the forest, enhancing the connection to nature. A minimalistic pendant light hangs elegantly above, while a decorative plant adds a touch of greenery.
Home in Cold Spring
4.95 out of 5 average rating, 324 reviews

Hilltop Hideaway Forest Villa on 13 acres!

RebeccaRating, 5 stars2 weeks ago
My family of 8 adults needed a place to stay near a wedding at Glynwood. This wonderful spot was minutes away from the farm and town. The number of bedrooms and bathrooms gave everyone the privacy desired while the well equipped kitchen and living rooms had plenty of space for gathering. The house and land are beautiful, including the trail. Paula was easy to communicate with and my whole family felt comfortable and happy with the spot. Highly recommend!
Guest favorite
The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.
Guesthouse in Beacon
4.94 out of 5 average rating, 400 reviews

Cozy Mountainside Suite - Minutes from Beacon

AnthonyRating, 5 stars1 week ago
My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.
Top guest favorite
The exterior of the guest house is shown alongside a wooden chicken coop. The house features large windows and a red roof. Lush green grass surrounds the area, with hints of autumn foliage visible on nearby trees.
Guesthouse in Forestburgh
4.97 out of 5 average rating, 421 reviews

Guesthouse On 1879 Farm. Hot tub and hiking

GabbyRating, 5 stars1 month ago
This was our second stay with Joe and Amy hosting us and it was lovely yet again! They are extremely friendly and responsive. The place is serene and gorgeous. We absolutely adore the chickens and thoroughly enjoyed the fishing spot they told us about. It’s a beautiful place to unwind and relax away from city life. We plan to return again!
Top guest favorite
The interior of the cabin features wooden beams and a high ceiling, creating an open atmosphere. A cozy seating area includes a rustic coffee table and a propane gas fireplace. The kitchen and dining area are visible in the background, showcasing wooden cabinets and a large dining table.
Cabin in Cochecton
5 out of 5 average rating, 133 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

RobRating, 5 stars4 months ago
Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.
Guest favorite
A spacious living area is furnished with a large sectional sofa, adorned with decorative throw pillows. Natural light filters through multiple tall windows, illuminating a central coffee table accompanied by simple decor. In the background, a large dining table and green accents enhance the inviting atmosphere.
Home in High Falls
4.96 out of 5 average rating, 218 reviews

Clove Schoolhouse on Mohonk Preserve

PaulRating, 5 stars4 days ago
We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.
Guest favorite
The serene Neversink River reflects the surrounding landscape, featuring a still surface that mirrors the clouds above. A weathered log extends from the shoreline into the water, framed by lush greenery and rolling hills in the background.
Home in Neversink
4.98 out of 5 average rating, 218 reviews

Modern Riverside Retreat with Firepit, Hot tub

TracRating, 5 stars4 months ago
The house is spacious and elegant. The wooded lot has a pretty creek a little way from the house. We took some walks through the snowy woods and roads beyond the house and could have kept going for a long time - the mountain is peaceful and beautiful. The owners live a few doors down and came by to help set us up before a major snow storm. We had a really nice time.

Family- and pet-friendly home rentals

Top guest favorite
The exterior of a multi-windowed cabin is displayed, nestled within lush greenery. A large wraparound deck extends from the cabin, featuring outdoor furniture and a grill. Surrounding ferns and trees enhance the natural setting, creating a serene woodland atmosphere.
Home in Cochecton
4.91 out of 5 average rating, 580 reviews

Woodsy Retreat, Sunny Home with Paths and Stream

AshleyRating, 5 stars6 days ago
Spent a week in a cozy cabin tucked away in the woods, and it was exactly the reset I needed. Peaceful, quiet, and surrounded by nature—waking up to the sound of birds and falling asleep under the stars felt like a dream. The cabin itself was warm, clean, and had all the essentials. Whether we were sitting by the fire, going on nearby hikes, or just enjoying the view on the porch, every moment felt grounding. No traffic, no stress—just stillness. Highly recommend if you’re looking to disconnect and recharge. Can’t wait to go back.
Top guest favorite
The exterior of the stone garage features natural stone walls, green foliage, and a grass area. Two Adirondack chairs and a chiminea are positioned in the outdoor space, alongside a dining table set for four. Windows allow light to reflect off the stone structure.
Guesthouse in Suffern
4.96 out of 5 average rating, 133 reviews

Hiking trails steps from your door!

AriRating, 5 stars6 months ago
Peter's place is THE perfect stay for a couple (plus dog) planning a visit to Rockland County. The cottage is extremely clean and incredibly cozy. The surroundings are beautiful, with the property well set back from the road and bordering Harriman State Park. Suffern and its restaurants aren't far and there's easy access to the Palisades Parkway to go anywhere else nearby. I grew up in the county and visit my parents on a regular basis. Any time I can't stay at their home, Peter's place will be my go-to from now on.
Guest favorite
A Mediterranean style house is showcased against a backdrop of rolling hills and the Hudson River. The exterior features multiple windows, and a stone chimney rises from the roof. The expansive landscape is highlighted by autumn foliage, creating a vibrant setting.
Home in Garrison
4.93 out of 5 average rating, 162 reviews

Hudson Valley Mountaintop Riverview

JacquelynRating, 5 stars3 weeks ago
Mahmoud was a wonderful host. Very responsive, pleasant, and helpful. His home and the views were spectacular, and the koi pond was beautiful. It’s a great location to stay while visiting West Point, as it’s a quick drive across the Bear Mountain Bridge. Our large group felt comfortable and welcomed. One of the bedroom descriptions could have been listed a little clearer because you need to pass through the master bedroom to get to it. Luckily our family was ok with that. We would stay again.
Guest favorite
Cottage in Poughkeepsie
4.91 out of 5 average rating, 355 reviews

Be in Nature at this Gorgeous Riverfront Cabin

AaryaRating, 5 stars2 days ago
We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.
Top guest favorite
A charming house trailer is shown with white trim and multiple windows, surrounded by trees. An outdoor wooden deck features a grill, purple chairs, and a small pumpkin. Steps lead up to the entrance, offering access to the inviting outdoor space.
Farm stay in Fort Montgomery
4.98 out of 5 average rating, 196 reviews

Secluded overlook cottage near West Point

SarahRating, 5 stars1 week ago
Really enjoyed our stay at this peaceful farm. The location was very convenient to Bear Mountain State Park / the Appalachian Trail. The sound of the frogs at the nearby pond and the friendly horses really make this place a gem. Would highly recommend for a relaxing getaway!
Top guest favorite
Home in Callicoon
4.99 out of 5 average rating, 311 reviews

Paradise in the Catskills

MeghanRating, 5 stars1 month ago
Jessica's restored barn is amazing and one of the best Airbnb experiences we've ever had! The photos don't do it justice! The barn is unique and has the most incredible views! The sunset experience is A++, and the deck is the most serene place to have your morning coffee. The most impressive part is how clean the space is- I'm not sure how she does it! The kitchen is stocked with everything you need from a popcorn maker to a vitamix. There are spaces to sit, relax and nap in every corner of the house. It is immaculate, thoughtful, peaceful and comfortable. Bonus- if you love music, there is an insanely good CD & record collection. Jessica was so responsive to any of our outreach and we will 100% be back. *10/10 would recommend, this place is a total find!!
Superhost
The open living area features a comfortable seating arrangement with a neutral-colored couch and a patterned area rug. A TV stand with a television is situated against one wall. The loft and bedroom are visible in the background, adding a sense of spaciousness to the layout.
Cabin in Smallwood
4.84 out of 5 average rating, 234 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Min YanRating, 5 stars3 months ago
Really cute place. Comfortable beds and Sofas. The propane fire place was ideal. It was cold and icy when we stayed and we pretty much stayed in the whole time. It felt very warm and cozy. John was very responsive and helpful, he made the whole experience very easy for us.
Superhost
The exterior of the cabin features rustic wooden siding and a spacious deck, furnished with a green umbrella and seating. A grill is positioned near the deck, and an American flag is displayed prominently. Surrounding greenery enhances the tranquil, natural setting.
Cabin in Lake Huntington
4.77 out of 5 average rating, 266 reviews

Country Cabin on 115 acres Cabin #2, with WiFi

CaitRating, 5 stars1 week ago
My dad and I stayed in cabin # 2 for a night after competing in the Spartan Race in Bethel. It was the perfect place to wash all the mud off, grab a bite and rest our heads before driving home. The lake was perfect for my dad to fish and for me to read my book while he caught his biggest fish yet. The cabin was cozy and clean with very comfortable beds and couches with a rural upstate feel. Thanks a bunch!

Family-friendly home rentals with a pool

Superhost
An outdoor pool area is surrounded by trees, providing a natural setting. The pool features a diving board and a waterslide, with lounge chairs and shaded umbrellas available for guests. Several picnic tables are positioned nearby for relaxation and enjoyment.
Home in Bushkill
4.86 out of 5 average rating, 295 reviews

Summer Fun•Pool•Jacuzzi•Game Room•King Bed•FirePit

BrentonRating, 5 stars1 week ago
Spent a weekend here with friends and had an awesome time. Yevgeniy was extremely accommodating, and responded to any questions very quickly. I would 100% come back.
Guest favorite
Cabin in Swan Lake
4.83 out of 5 average rating, 202 reviews

Stunning Mountain Cabin w/ Pool & Hot Tub

NickolasRating, 5 stars1 month ago
This A-frame escape was exactly what I needed — the perfect break from the city. The place is beautifully designed, cozy, and filled with thoughtful touches. The jacuzzi was absolutely incredible, especially under the stars at night, and the A-frame structure made the whole stay feel like a peaceful retreat.
Superhost
An aerial view highlights the cozy lakefront home surrounded by lush greenery. The warm glow from the windows contrasts with the dense tree cover, while a hot tub is visible on the outdoor deck, inviting relaxation in nature.
Home in Bushkill
4.83 out of 5 average rating, 130 reviews

Lakefront, Hot Tub, Pool, Beach, Boats, Pickleball

SophiaRating, 5 stars1 week ago
We loved this place and would recommend to everyone! Jennifer and Jose were so kind and communicative and so helpful! It was such a beautiful place and we would definitely book again! Thank you for everything!!!
Guest favorite
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
4.87 out of 5 average rating, 207 reviews

Cozy Pool Cottage

ToddRating, 5 stars1 day ago
The place worked perfectly for what I had needed. Travel a lot for work, and this time my wife and son came to visit for a few days of the stay. Host was very nice and helped us with accommodations and recomendations of local eateries. Very much enjoyed our time here, would stay again.
Guest favorite
A clear blue pool is framed by light wooden decking, offering a view of a verdant landscape. The surrounding trees provide shade, and an inviting outdoor seating area is situated nearby. A bright pink float adds a touch of color to the serene outdoor space.
Guest suite in New Paltz
4.98 out of 5 average rating, 126 reviews

Majestic King Suite just minutes to the Gunks

MattRating, 5 stars7 months ago
Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.
Guest favorite
A charming carriage house features large windows and a high peaked roof, set amidst lush greenery. A well-maintained pool with a gentle fountain is situated in front, surrounded by landscaped gardens and inviting white lounge chairs.
Home in Englewood
4.94 out of 5 average rating, 157 reviews

Englewood NJ Country Carriage House (15 min NYC)

MohamedRating, 5 stars2 weeks ago
Rating: ⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐ (10/10) Review: The house was amazing, especially the pool, sauna, and steam room. A truly exceptional experience in every detail. Thank you, Ms. Lise, for your warm hospitality!
Guest favorite
A wooden deck is featured, equipped with a patio umbrella, overlooking a seasonal swimming pool. Surrounding trees provide privacy and a natural setting. A gravel pathway leads to the cabin, enhancing the serene ambiance of the forested area.
Cabin in East Stroudsburg
4.88 out of 5 average rating, 129 reviews

Pocono cabin with POOL at Shawnee Mtn

Yossi Rating, 5 stars2 months ago
If you're after something warm and cozy, this is your spot! It easily fits a family of four and comes with everything you need. The views around the cabin are stunning, and the outdoor space is perfect! there’s a hot Jacuzzi always ready, a fire pit, two chill sitting areas, a big deck, and a massive pool. really recommend!
Guest favorite
A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.
Home in Kerhonkson
4.95 out of 5 average rating, 364 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

SophieRating, 5 stars1 week ago
We had a beautiful stay in Kerhonkson for a relaxing bachelorette weekend! Lillian’s place is absolutely beautiful and was so comfortable for my friends and I. Everything was as described, extremely clean, plenty of linens and had everything we needed in the kitchen to cook a few meals. We enjoyed sitting by the pool when it was sunny. Lillian was very communicative and flexible with check in time. Thank you!

Quick stats about vacation rentals that are family-friendly in Sterling Forest, Greenwood Lake

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore