
Family-friendly holiday rentals in Sleepy Hollow Lake, Greene County, New York
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Top-rated family-friendly rentals in Sleepy Hollow Lake, Greene County, New York
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Cozy Catskill Cottage
Kick back and relax in this serene and stylish mid-century cottage. Perched atop a knoll and shaded by a giant oak, the enchanting property hosts a juniper grove, apple trees, wildflowers, wild raspberries and blackberries. The backyard oasis consists of a gravel picnic area, patio, firepit flanked by Adirondack chairs and ample grassland for yard games. Have your morning coffee on the front porch rocking chairs and take in the surroundings. This is a quiet place to relax, no parties please :)

1 bdrm apt in Athens on the Hudson
Come enjoy village life right in the middle of this friendly and vibrant, yet quiet community in your own charmingly appointed 3 room apartment. Explore the Great Northern Catskills with its boating and paddling opportunities, antiquing, local history, art and music. The Thomas Cole House is minutes away in Catskill. Olana is right across the Rip Van Winkle Bridge. If sculpture is your passion, Opus 40 in Saugerties is not to be missed. Winerys abound and be sure not to miss Athens own brewery.

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

Renovated historic home, walk to Hudson River!
Escape from NYC and enjoy a slower pace in this bright and spacious historic home, just a short walk to the Hudson River where you can sit by the water, enjoy a picnic, or kayak. This home is made for entertaining and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). There is a little view of the river from the backyard where you can also build a fire. 1 queen bed, 1 full bed and one full air mattress also available.

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.

Unique Tiny House Glamping in the Catskills
Looking for the perfectly romantic glamping getaway? This stunning handcrafted hut was designed by my Buddhist mother for a meditation retreat, and to commune with nature. With unique timbered walls and ceilings, a wood-burning stove (the only heat source), rustic stone detailing on the walls and large glass windows, you'll feel like you're living in the woods, but with the comfort of the indoors. Please note that this is an off-grid camping cabin without water, but there is electricity.

Magic Forest Farm's Enchanted Cabin
After five years, this work of art is finally complete! This eco friendly building was mostly constructed with materials from our forest. Nearly 200 volunteers had a hand in helping over the years in its construction. It is built with cordwood masonry, round and unique. We are a working 225 acre organic farm and homestead that grows much of our own food. You will love our friendly animals, volunteers and miles of hiking trails. This is a off grid solar powered cabin with an outhouse nearby.

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.

Hudson River Beach House
Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

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!

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!
Popular amenities for Sleepy Hollow Lake, Greene County, New York family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills

Private lakefront home, hot tub & resort amenities

Modern cabin retreat

Sugar Shack | Romantic Tiny Home + Hot Tub

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

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Willow Treehouse - secluded, unique, romantic

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
Family- and pet-friendly home rentals

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

Serving Sexy Historic Hudson Realness Steps from Warren St

Columbia County Getaway - Raspberry Ridge Cottage
Woodstock Historic Artist Estate - The Pond House

Spacious 2BR Flat in the Heart of Hudson

Evergreen Escape - Woodsy Artistic Retreat

Riverfront, Fireplace & Fire Pit -20 min to Hudson

Cosy Catskill Casita in the Middle of Village
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Cottage with Private Deck on 8 acres of Woods

Sweet Farm Stay

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

Modern Upstate Cabin, near Rhinebeck NY

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

Country Getaway Tiny House in Woods w/Pool/Sauna.

Le Soleil Suite - Fire pit, Views 10 Min To Hudson
Destinations to explore
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- Rentals with a patio Sleepy Hollow Lake, Greene County, New York
- Rentals with a firepit Sleepy Hollow Lake, Greene County, New York
- Rentals with a fireplace Sleepy Hollow Lake, Greene County, New York
- Rentals with a washing machine and dryer 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
- Family-friendly rentals Greene County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Jiminy Peak Mountain Resort
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Windham Mountain
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park