
Family-friendly holiday rentals in Sterling Forest
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sterling Forest
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cozy home in the Village of Greenwood Lake
Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

Modern Nordic Designed Cabin
Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 33274

Luxe Penthouse Studio MainSt Warwick, SteamShower!
Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

Aster Place
A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

Fall Foliage! Apple Pick, Firepit, Kayak Ren Faire
Fall is the BEST time to visit! Enjoy the beautiful weather and views of the lake and changing leaves at this peaceful boho 3BR home in Greenwood Lake! This tranquil hideaway is minutes from all fall activities! Experience apple & pumpkin picking, nearby wineries, breweries, restaurants, hiking, Ren Faire & more! You'll love relaxing on the huge wrap-around deck, by the firepit, in the cozy living room, & utilizing the well-equipped kitchen. Your lakeside escape awaits!! ~ 1 hour from NYC

"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!)

Lakeview Cabin at Greenwood Lake
A cozy cabin with modern amenities including new furnishings, appliances, internet, wifi, and television. Enjoy open plan living and dining room with connected full kitchen; queen bedroom; office, and a bath with walk-in shower. A large wrap-around deck with gas grill and lots of seating overlooks the lake. Parking for two vehicles. Five minutes from the Village of Greenwood Lake, 15 minutes from the Village of Warwick, and surrounded by recreation, food, shops, and more. Permit # 34312

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #33593

Adorable Guest Apartment in Victorian Mansion
This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

The Greenwood Lake A-Frame: Perfect Lakefront View
Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit #P25-0226

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Private Country Getaway
This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.
Popular amenities for Sterling Forest family-friendly rentals
Family-friendly home rentals with a hot tub

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

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Renovated Forest Oasis with Pool & Fire-pit

Comfy Studio at Mountain Creek Resort

Pocono Castle w/ Dungeon Escape Room &Private Pond

The Mountaintop Lakehouse that Time Forgot.

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

Lakefront, Indoor Hot Tub, Hiking, 1 hour from NYC
Family- and pet-friendly home rentals

Cottage on a Fiber Farm

tent camping $25/person/night -stunning mt views.

Eclectic one-bedroom house

Secluded overlook cottage near West Point

Get Away to "Hygge" Tiny House on 75 Private Acres

Chic Vernon Getaway | Pet-Friendly with Mtn Views

Bluebell - Kos Retreats @ Frogs Hollow Farm

Hudson Highlands Base Camp
Family-friendly home rentals with a pool

Valley Overlook @ Mtn Creek Resort Park & Play

E and T Getaway LLC

Retreat w/Hot Tub, 10 Min to Skiing, Fireplace/Pit

Le Petit Abris at Gunks EcoLodge

Country Chic Getaway at Black Creek Sanctuary

Airy & Private Escape on Mountain Rest Road *Pool*

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Light Filled Courtyard Studio in Amenity Building
Quick stats about holiday rentals that are family-friendly in Sterling Forest
Total rentals
40 properties
Nightly prices starting at
$197 AUD before taxes and fees
Total number of reviews
3.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
- Rentals with lake access Sterling Forest
- Rentals with a fireplace Sterling Forest
- Rentals with a patio Sterling Forest
- Rentals with outdoor seating Sterling Forest
- Rentals with a washing machine and dryer Sterling Forest
- Waterfront rentals Sterling Forest
- Rentals with beach access Sterling Forest
- Rentals with a fire pit Sterling Forest
- House rentals Sterling Forest
- Pet-friendly rentals Sterling Forest
- Family-friendly rentals Greenwood Lake
- Family-friendly rentals Orange County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- United Nations Headquarters
- Bethel Woods Center for the Arts
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Bushkill Falls
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve