Family-friendly vacation rentals in Sterling Forest, Greenwood Lake

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

Family-friendly home rentals with a hot tub

Guest favorite
A private heated pool is set against a backdrop of lush trees, with water reflecting a clear blue sky. Relaxing lounge chairs surround the pool area, offering a serene view of the lake beyond, creating an inviting outdoor space.
Home in Bushkill
4.91 out of 5 average rating, 118 reviews

Sale: June 27-28, Pvt Heated Pool OPEN, Hot Tub

ShevaRating, 5 stars3 weeks ago
Such a beautiful spot on the lake!!! We had the most beautiful weekend, the kids loved he pool and the boats, nothing was missing! We would have stayed another week! Jennifer and Jose answered all our messages within a few minutes and were super accommodating. We will definitely be back!
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!
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 stars3 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 stars2 weeks 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, 422 reviews

Guesthouse On 1879 Farm. Hot tub and hiking

StacyRating, 5 stars1 week ago
Hidden gem. Really appreciated the countryside accommodation. The hot tub was nice and hot and we enjoyed a fire right after. The stores were in a close enough proximity if needed. My fiancé was skeptical as it’s right next to another property but we had are own space and we were not disturbed. Also we enjoyed the fresh eggs and being able to bring our fur babies.
Guest favorite
A spacious outdoor deck overlooking the lake is furnished with comfortable seating, including a sectional sofa and lounge chairs. Two large umbrellas provide shade, and a potted plant adds a touch of greenery, enhancing the tranquil lakeside setting.
Home in Andover
4.94 out of 5 average rating, 304 reviews

Stay at beautiful Leisure Lake Lodge

KenRating, 5 stars2 weeks ago
Great location on the lake. House has all you need. Boat dock, several decks and chairs, ping pong table, kayaks and option power boat rental. Only issue for perhaps the elderly and handicapped would be the amount of stairs required for entry and lake access.
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
4.95 out of 5 average rating, 219 reviews

Clove Schoolhouse on Mohonk Preserve

PaulRating, 5 stars1 week 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.

Family- and pet-friendly home rentals

Superhost
An exterior view of an old milk barn, featuring a wooden door and overgrown greenery surrounding the structure. The rustic charm is highlighted by exposed brick and an angled roof. A few outdoor furniture pieces are positioned nearby, complementing the natural setting.
Farm stay in High Falls
4.87 out of 5 average rating, 949 reviews

Dave's Milk Barn

JordanRating, 5 stars2 weeks ago
It’s a really sweet location on a working organic farm. The stairs to get to the loft are definitely for the agile, but otherwise it’s a nice little lay-out.
Guest favorite
The exterior of a historic three-story building is visible, featuring a red brick façade adorned with lush green planters and vibrant flowers. Large windows allow natural light to enter. A welcoming entryway with a green door and potted plants enhances the inviting ambiance.
Loft in Getty Square
4.94 out of 5 average rating, 342 reviews

Blacksmith Bldg Guesthouse Upscale in downtown.

RichardRating, 5 stars5 days ago
Our stay here was excellent. The guesthouse is beautiful and very conveniently located. It is a short walk to the train station and near many restaurants and a grocery store. Also, the host was very responsive. If I return to Yonkers, I would happily stay here again.
Superhost
Home in West Caldwell
4.9 out of 5 average rating, 119 reviews

Carriage House-on historic estate-outside NYC

JessicaRating, 5 stars3 weeks ago
Mark is a great host. Very responsive and proactive in checking in to see how things are going and if there’s anything you need. The space is very cool—historic and decorated accordingly. Although an older house, kept very clean and in working order which is more than I can say for a lot of the more moderns places nowadays where we’ve stayed. The location is a bit tucked away affording you some nice privacy. Would definitely recommend and great for families as well.
Guest favorite
Cottage in Poughkeepsie
4.91 out of 5 average rating, 356 reviews

Be in Nature at this Gorgeous Riverfront Cabin

AaryaRating, 5 stars1 week 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 stars2 weeks 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!
Guest favorite
Two waterfalls cascade over rocky terrain into a flowing body of water. Surrounding greenery includes trees and vegetation that enhance the natural setting. Sunlight illuminates the scene, reflecting off the water's surface, creating a serene environment.
Home in Verbank
4.98 out of 5 average rating, 189 reviews

The Waterfall House

JessicaRating, 5 stars4 days ago
This place is truly a gem! We enjoyed swimming in the waterfalls and relaxing under the trees. We can’t wait to return. The house is also lovely with lots of interesting and quirky touches that we enjoyed. Incredibly well stocked kitchen and everything we could want!
Top guest favorite
A charming wooden exterior characterizes the home, complemented by a red roof and flower-filled window boxes. Lush greenery surrounds the property, and decorative sheep figures line the fence. A small patio area with pavement is visible, leading to the entrance of the house.
Home in New Paltz
4.97 out of 5 average rating, 753 reviews

Victorian Haven

JanetRating, 5 stars3 days ago
We have stayed at Erik's place 4 or 5 times now. It's perfect, has everything you need. It is centrally located to surrounding towns. Erik and his parents are very friendly and always responsive. I highly recommend staying there!
Top guest favorite
Home in Callicoon
4.99 out of 5 average rating, 313 reviews

Paradise in the Catskills

ElizaRating, 5 stars1 week ago
Jessica and Kate's place is so wonderful! It was very clean, full of personality, and very well stocked -- lots of toiletries, kitchen utensils, and appliances. I had a logistical issue that kept me from checking out on time and they were incredibly understanding and communicated very well. Thanks so much and I hope to return soon!

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
4.85 out of 5 average rating, 296 reviews

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

BrentonRating, 5 stars2 weeks 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.
Superhost
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
Townhouse in Rego Park
4.92 out of 5 average rating, 264 reviews

New York City Masterpiece

IxtaRating, 5 stars2 weeks ago
Had a very enjoyable time during my stay. Hosts were very helpful, friendly, accommodating, and responsive. Gave lots of great recommendations for dinner spots and shopping. The house was very comfortable, clean, and cute. Will definitely be booking again!
Superhost
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 week 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.
Superhost
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.
Superhost
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, 158 reviews

Englewood NJ Country Carriage House (15 min NYC)

SarahRating, 5 stars2 weeks ago
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️
Superhost
An aerial view of a large outdoor swimming pool surrounded by shaded areas provided by umbrellas. Lounge chairs are arranged neatly around the pool, with grassy areas adjacent to the pool deck and a jacuzzi located nearby.
Cabin in Bushkill
4.9 out of 5 average rating, 111 reviews

Lovely Poconos Cabin with Community Amenities

PolinaRating, 5 stars4 months ago
Great host and great place! We'll definitely consider coming back next time we want to visit Shawnee / Bushkill.
Superhost
A stone patio features seating arrangements made of light-colored adirondack chairs, along with two hammocks suspended between posts. A children’s playset with a swing set and slide is visible, surrounded by lush greenery, creating a serene outdoor environment.
Chalet in Tafton
4.86 out of 5 average rating, 135 reviews

Pocono Chalet~HeatedPool~Sauna~Firepits~Fireplaces

PremalaRating, 5 stars1 week ago
Our stay at Boris and Tina’s place was fantastic! The house was impeccably clean and well-stocked with everything we needed. Tina was very accommodating and was flexible with check in time. She provided all the instructions very clearly before we checked in. We can’t wait to come back again!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$20,908 GYD 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

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