
Holiday rentals with lake access in Sleepy Hollow Lake, Greene County, New York
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Top-rated rentals with lake access in Sleepy Hollow Lake, Greene County, New York
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

Private lakefront home, hot tub & resort amenities
Stylish, and private Catskills lake-front house, w/ amazing lake views, a private hot tub, fire pit, kayaks, beach and dock; community swimming pools, tennis, pickle ball, basketball courts, baseball fields, playgrounds, dog beach & parks, golf driving range. This home has all you need to entertain, or work from. Located 2hrs from NYC, 15-30 minutes from Catskill, Hudson, Woodstock, Hunter and Windham ski resorts, the best restaurants, hiking, art galleries, antique shops, and cultural centers.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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

Mt. Wonder: Big Cozy Cabin with Wow View
Welcome to Mt Wonder. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Ten min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2br 1ba cabin, cozy and spacious, with a unique magical feel. Mega amenities incl the tub, BBQ, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin cabin: "Wonders Never Cease"

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

All Season Vacation Lakehouse in the Hudson Valley
Enjoy the perfect all-season getaway at our beautiful lake house in New York's Hudson Valley. From this central location, you can explore the towns of Athens, Hudson, Catskill, and Coxsackie. Visit antique shops, explore outdoor trails, and try local cuisine. In summer, the personal dock allows for kayaking on the lake. Easy beach access, parking, and a beautiful pool await. In winter, cozy up next to the fireplace and firepit. Enjoy nearby skiing at Hunter, Catamount, and Belleayre.

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, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

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.

Modern Riverfront, Swim & Fish, 20 min to Hudson
Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Lake House close to Skiing & Indoor Hot Tub
Sleepy Hollow is a small community with lots to offer inside . This home offers so much entertainment you won't even have to leave the driveway . From a pool table, and video games to outside on a luxurious lawn overlooking this private lake. Sit down have a fire , cookout and watch the sun go down. Hunter and Windham mountain are both approx 40 minutes. Hudson is a skip away at 20-25 minutes putting you right on Main Street where all the action is.

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 lake access rentals in Sleepy Hollow Lake, Greene County, New York
Lake access house rentals

Waterfront Three bedroom in Saugerties w/ Hot Tub

Slate Cabin - Stylish Country Escape x Rhinebeck

Hudson Ice House, 25 acre retreat w/ pond & views!

Mountain SkyLoft. Fast WiFi. Treetops!

Modern Barn on 12 acres w Sauna, FirePit+swimming

Lakefront Luxe Retreat | Beach, Pools, Pickleball

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

Beautiful Farmhouse & Majestic Waterfall
Apartment rentals with lake access

Mountain Condo w Modern CabinStyle @Hunter&Windham

The Pink House

Arcady - Modern, 1br cottage

Zen River Studio

The Perfect Studio

Captain's Quarters at Mickey's Marina

Private Elegant 1BR Apt One Block to Warren St.

Charming Creekfront | Kayak • Hot Tub • Fire Pit
Lake access cottage rentals

Home Alone Mountain

Cozy Catskill Cottage

Hudson area waterfront-fish, kayak, farm visits!

Waterlily Lakehouse - Modern+Waterfront+Retreat

White Bunny Cottage

The Cabbage ~ A place to create/relax/restore.

Direct streamside with private stream access

Modern, Lakeside Cottage
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- Family-friendly rentals Sleepy Hollow Lake, Greene County, New York
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- House rentals 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
- Rentals with a firepit Sleepy Hollow Lake, Greene County, New York
- Rentals with a patio Sleepy Hollow Lake, Greene County, New York
- Rentals with lake access Greene County
- Rentals with lake access New York
- Rentals with lake access United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- Howe Caverns
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- June Farms
- Bash Bish Falls State Park
- Thacher State Park
- Zoom Flume
- Taconic State Park
- Bousquet Mountain Ski Area
- Hunter Mountain Resort
- Kent Falls State Park
- Mohonk Preserve
- Mohawk Mountain Ski Area
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Millbrook Vineyards & Winery
- Peekamoose Blue Hole
- Norman Rockwell Museum





