Family-friendly holiday rentals in Greenwood Lake

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Greenwood Lake

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

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Guest favourite

Chalet in Tafton

4.86 out of 5 average rating, 132 reviews

Pocono Chalet~HeatedPool~Sauna~Firepits~Fireplaces

This is a one of a kind LINDAL CEDAR HOME, with an open layout, 16 foot Cathedral ceilings with floor to ceiling windows. Perfect getaway for family outings or friends getting out of the city. Following attractions are nearby: Lakes Wallenpaupack Promised Land State Park Skytop Camelback Ski/tube Kalahari Indoor Water Park Mt. Airy Casino NO PROMS NO FRATS POOL opens mid April and closes mid Nov. All guests are required to accept host's lease agreement prior to check in. Pets need approval

Guest favourite

Farm stay in Blairstown

4.85 out of 5 average rating, 130 reviews

Cozy LakeView Farm near NYC/Rt.80 & Del. Water Gap

Enjoy Fresh Air & Spacious Views on your retreat w/ a Private Lake, Trails, Fields & Streams throughout. Beauty and Wildlife abounds. Spread out in an open layout apartment. See Guidebook for Seasonal Fun! Escape Pocono traffic & enjoy the countryside. *Close to NYC/Rt 80 thru a Quaint Moravian VIL. Appalachian Trail access. *Animal Tour w/Petting incl. Great local Farms/Markets w/Fresh Food. Alpaca & Wolf Preserve nearby. Hiking nearby. Farm Store coming soon.*3-day all Holidays. 1 dog<40pd.

Top guest favourite

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Superhost

Home in Bushkill

4.86 out of 5 average rating, 292 reviews

Secluded Cabin•Jacuzzi•Pool Table•King Bed•FirePit

Escape to our secluded cabin in Bushkill, PA. This 4.5 bedroom, 2 bath home sleeps 12 and features a luxurious master suite with a king bed, jacuzzi & balcony. Enjoy a game room with pool table and darts or relax & grill on the deck. Unwind by the fire pit under the stars. With AC on each floor and a dedicated workspace, it’s perfect for family vacations or remote work retreats. The community offers horseback riding, heated pools, playgrounds, tennis & more. Book your tranquil getaway today!

Guest favourite

Cabin in Greenwood Lake

4.96 out of 5 average rating, 425 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!)

Guest favourite

Townhouse in East Stroudsburg

4.95 out of 5 average rating, 240 reviews

White Tail House-Hiking, Biking & River adventure

Our house is located just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses are just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, and boutiques. Best of all, we are only 75 minutes west of NYC.

Guest favourite

Home in Pocono Summit

4.9 out of 5 average rating, 277 reviews

Enchanted Castle - Unique & Charming Getaway

Recently renovated unique Harry Potter inspired 4BR/2BA 1600sq ft castle themed home near Kalahari, Mt Airy Casino & Camelback! Enjoy a private fenced yard with Hot Tub, Sauna, Fire Pit, Mini Golf, Swing Set, Patio & BBQ Grill. Inside: Pool Table, Ping-Pong, Chess, Scavenger hunt, Smart TVs, WiFi, Netflix & Family Games. Perfect Poconos getaway with comfort & fun for all ages—very close to top attractions, skiing, waterparks & dining. Great for families, couples & group retreats.

Guest favourite

Home in Bushkill

4.93 out of 5 average rating, 137 reviews

LUX Lakefront, HotTub, Pool, Pickleball, Game Room

Olibear is the perfect spring retreat for couples, families, or anyone craving a lakefront getaway. Situated by the water, our home blends cozy charm with the blooming Pocono scenery. Only 5 minutes from Bushkill Falls, discover vibrant spring sights or unwind by the indoor community pool, open weekends from 12-4 PM. Relax in the private hot tub, paddle kayaks or canoes, wander lively trails, or enjoy the firepit beneath the spring sky. Secure your spring getaway today!

Guest favourite

Chalet in East Stroudsburg

4.92 out of 5 average rating, 436 reviews

Cozy House - Lovely Fairytale TreeHouse - Hot Tub

Experience a nature lover's paradise in this stunning house with serene surroundings for play and relaxation. Perfect for families, it sleeps up to 6 adults and features a spacious living room, entertainment loft, and a 7-person hot tub for post-exploration relaxation. With its prime location, you're close to major Pocono Mountains attractions like Camelback Water Parks, Crossing Outlets, Delaware Water Gap, and more—the ultimate destination to explore this scenic region.

Superhost

Home in Tobyhanna

4.9 out of 5 average rating, 213 reviews

#1 Lakefront Hot Tub, Pool, Boat, Fire Pit, Casino

Recently Gut renovated Lakefront Home Prime location- near Camelback, Kalahari, Shopping Outlets, Mount Airy Casino Top Amenities: Brand new hot tub available Lakefront (swimmable) with private dock Boat & 2 Kayaks available for use Fire Pit New Community Pool (Weekends Memorial Day- end of June, Daily July- Labor Day.)- extra fee "Beach" w/ paddle boat rentals available Casino Room Regulation Pool Table Foosball table Soaking Tub Heated bathroom floors

Guest favourite

Cabin in Accord

4.94 out of 5 average rating, 112 reviews

Peaceful Cabins by the river, excellent wifi!

Just figured out availability for our cabins this summer! The Big Cabin, located 15 feet from the water’s edge, will easily sleep six. The Little Cabin, 30 yards from the House with a water view and plenty of privacy, is perfect for a couple. Located on a secluded, non-thoroughfare road, it includes access to a private swimming hole and waterfall. Near the Shawangunk climbing mountain and hiking/cycling trails, Accord “downtown” and super chic Inness.

Top guest favourite

Cottage in Livingston Manor

4.99 out of 5 average rating, 154 reviews

Nicks Place

Open space kitchen, dining, and living room All in a cozy country setting . Two bedrooms with queen beds and two single beds in spacious loft. Bright and sunny. Outdoor grille, firepit, and sun porch. Close to hiking trails, one mile from state gamelands. Minutes from Beaverkill and Willowemoc rivers. Close to three local breweries and distillery. Within an hour of ski resorts. Super quiet location, off the beaten path.