
Family-friendly vacation rentals in Sleepy Hollow Lake, Greene County, New York
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sleepy Hollow Lake, Greene County, New York
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Lakefront Retreat | Kayaks, Paddle Board & Hot tub
Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard. You will enjoy: • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

1930's Cottage charm cozy air cond. near hiking
1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

Renovated historic home, walk to Hudson River!
Escape from the city and enjoy slowing down in upstate New York in this bright and spacious historic home! Just a short walk to the historic Town of Athens and the Hudson River where you can sit by the water, enjoy a picnic, or kayak/canoe. This home is made for cozy unwinding and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). 1 king bed with view of the river, 1 queen bed + a full air mattress available.

Waterfront Lake Home, close to Hunter & Windham
Located w/in the Sleepy Hollow Lake community, adjacent to The Hudson River, offering an unrivaled location to experience all that Hudson has to offer. The quaint community of Sleepy Hollow is 30 minutes from Hunter Mountain & Wyndham Mountain, and 20 minutes from Hudson. The community enjoys its own beach, boat ramp, tennis courts, bocce ball court, 2 swimming pools (seasonal), outdoor full-size basketball court, a baseball/softball field, volleyball court, and a golf driving range.

Susie's Climax Creations
Susie's Climax Creations Farm is where you can experience a stay on a farm. The charming farm house is roughly 200 years old, located 2.5 hours from NYC, 25 minutes from the Hudson train station. If you want to stay somewhere safe from Covid-19 exposure this is the place! Susie's Climax Creations is on a quiet dead end street. The apartment has a private entrance and completely self contained. If you would like to see more of the farm animals check out my site located at Kliese140.

b/w Hudson&Hunter, a Catskill Unit Made for Snugs
Welcome to the Catskills and rest up in this calm, small, and stylish space! We recently rebuilt the entire interior of an old brick building and imagined the first floor (*** the entrance is at the back of our house***) as a guest unit for our friends & family during visits. When we do not have friends & family visiting, we are offering this space to you! We are architects by training and have placed our aesthetic energy in making this unit modern but also cozy.

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Industrial Mod river view 2BR 1BA, 5 min walk D/T
Enjoy a stylish experience at this centrally-located and newly-renovated 1900s brick industrial gem. With the Hudson River at arm’s length, you’ll be sure to enjoy a stunning view - morning, noon and night especially while relaxing on our beautiful deck. 5 minute walk to downtown Coxsackie with restaurants and cute shops. 7 minute walk to the The Wire and the James Newbury Hotel. You will also be a 3 minute walk to the park on the river.

Charming Lakefront Cabin with Hot Tub
Thoughtfully updated lakefront cabin, north of the Catskill mountains, in the Hudson Valley. Located inside the private, family-friendly Sleepy Hollow Lake community with guest access to pools, beach, tennis courts, & basketball (May-Sep). A peaceful retreat - come watch the hummingbirds from the porch or have your morning coffee looking out upon the lake! The cabin faces west over the lake so it's a wonderful spot to watch the sun set!

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill
A really really tiny house ,( smaller than most tiny houses) with a dome patio for viewing the sky. Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. We have - Heat/AC, Queen bed, Hot shower, Flushing Toilet, Kitchenette, Fridge, Towels, linens etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers and to returning guests .

Harmony Valley Home, bright & inviting studio
You and your guests will be close to it all when you stay at our centrally-located home. The space is nestled perfectly between the Berkshire and Catskill Mountains, which provides countless opportunities for adventure! Whether a romantic getaway or a family vacation- you are an idea away from an unforgetable experience! Wineries & breweries Museums & art Hiking trails Empire State Rail Trail Conservation Areas Shopping
Popular amenities for Sleepy Hollow Lake, Greene County, New York family-friendly rentals
Family-friendly home rentals with a hot tub

Private lakefront home, hot tub & resort amenities

40-Foot Container Cabin in the Catskills

StarryPines Cottage w Hot Tub Sauna Step to Trails

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Woodstock retreat with hot tub and deck with view

Country Escape-2 Acre 1890 Farmhouse-Hot Tub
Family- and pet-friendly home rentals

Bright, Airy Home in Hudson w/ TONS of Character!

‘Clavashack’ Country Cottage

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

2 blocks from Warren with an office and Patio db

19th Century Mill House with River View

1890s hudson river zen victorian

Magic Forest’s Artist Retreat

Sunset Bungalow-Mt views on 130acre forest & falls
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Sweet Farm Stay

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Country Getaway Tiny House in woods w/Pool/Sauna

Kapitan’s Cottage Private Upstate Catskill Retreat

Modern Barn on 12 acres w Sauna, FirePit+swimming

Modern Upstate Cabin, near Rhinebeck NY

Eco Cottage in the Woods
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Rentals with a firepit Sleepy Hollow Lake, Greene County, New York
- Rentals with a washer and dryer Sleepy Hollow Lake, Greene County, New York
- Rentals with a patio Sleepy Hollow Lake, Greene County, New York
- Rentals with lake access Sleepy Hollow Lake, Greene County, New York
- Rentals with outdoor seating Sleepy Hollow Lake, Greene County, New York
- Rentals with a fireplace Sleepy Hollow Lake, Greene County, New York
- Family-friendly rentals Greene County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Plattekill Mountain
- Bousquet Mountain Ski Area
- Hunter Mountain Resort
- Beartown State Forest
- Butternut Ski Area and Tubing Center
- Mohawk Mountain Ski Area
- Opus 40
- Berkshire Botanical Garden
- Albany Center Gallery




