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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.

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Top guest favourite
Aerial view of the Catskills lake-front house surrounded by greenery, showcasing the serene lake and lush forested area. The property features a large driveway, with the house positioned near the water's edge. Tranquil lake views extend into the distance.
Home in Athens
4.95 out of 5 average rating, 191 reviews

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.

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Superhost
An aerial view captures the lakefront vacation house surrounded by greenery and calm waters. The property features a spacious lawn leading to the lake, with several vehicles parked near the house, highlighting its accessibility and serene location in the lake community.
Holiday home in Athens
4.87 out of 5 average rating, 126 reviews

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

Outdoor spacesNearbyIndoor spaces

Guest favourite
A rustic cabin sits amid vibrant autumn foliage, surrounded by tall trees. A wooden deck wraps around the cabin, providing a spacious area for relaxation. A gravel path leads to the cabin, with a single chair positioned on the lush green lawn, inviting guests to enjoy the serene environment.
Home in Mount Tremper
4.93 out of 5 average rating, 270 reviews

Mt. Wonder: Big Cozy Cabin with Wow View

Welcome to Mt Wonder. With a wood burning hot tub, this quiet cabin perches on 18 acres with creek access, a vast forest & the greatest view in the county. 10 min to Woodstock. Seeking a vacation w friends or a romantic sojourn? Enjoy this rustic 2br 1ba cabin, cozy & spacious - a unique magical feel. Mega amenities incl the tub, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin's cabin called "Wonders Never Cease"

Outdoor spacesNearbyQuiet

Top guest favourite
A bright and airy bedroom features large windows with stunning river views. The spacious bed is dressed in white linens with a soft blue throw. Vintage lamps sit on each side of the bed, while intricate green pendant lights hang from a wooden ceiling.
Home in Catskill
4.95 out of 5 average rating, 253 reviews

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!

NearbyOutdoor spacesComfort

Guest favourite
An open living space features a large sectional sofa surrounding a central glass coffee table. A decorative chandelier hangs from the exposed wooden beams. Natural light streams in through multiple floor-to-ceiling windows, revealing views of the surrounding greenery.
Barn in East Chatham
4.96 out of 5 average rating, 111 reviews

Luxury Barn Retreat Near Hudson & the Berkshires

Set on eight private acres where New York meets the Berkshires, this architect-designed retreat combines dramatic contemporary design with warmth and comfort. Soaring ceilings, a chef’s kitchen, designer interiors, peaceful outdoor spaces and nearby lake access create the perfect escape. Ideal for couples, families with children or close friends, it’s a short drive from Hudson, Chatham, Great Barrington, Tanglewood and countless other destinations for shopping, dining, hiking and more.

NearbyViewWifi

Guest favourite
A two-story historic home is showcased with blue siding and white trim. The front porch features a railing and is lined with flower beds. Windows are adorned with dark frames, and an air conditioning unit is visible. A driveway leads to a parked vehicle on the side.
Home in Athens
4.94 out of 5 average rating, 125 reviews

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.

Outdoor spacesViewComfort

Top guest favourite
A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.
Flat in Coxsackie
4.99 out of 5 average rating, 162 reviews

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.

NearbyOutdoor spacesFamily

Top guest favourite
A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.
Bungalow in Cairo
4.99 out of 5 average rating, 549 reviews

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.

Outdoor spacesNearbyPets

Top guest favourite
The spacious kitchen features an island with a wood countertop and built-in storage. Mint green cabinetry offers a serene ambiance. Natural light flows through large windows, illuminating the dining area with a wooden table and cozy seating, creating an inviting space for gatherings.
Home in Ghent
4.98 out of 5 average rating, 132 reviews

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

At the end of a dead end road on 12 acres, you'll find the perfect retreat. Highlights include a natural swimming pool, yoga deck, outdoor Japanese hot tub and sauna. Chef's kitchen, grill and smoker. Living room has a piano and seats a large group. Outside there's a 3 level stone patio, deck and firepit w/outdoor sound system. Private yoga & in-home massage. Peloton bike, Temperpedic & saatva mattress, beautiful linens! *extra 6 guests w/rental of guest house!

Outdoor spacesNearbyGrill

Top guest favourite
Home in Athens
4.95 out of 5 average rating, 108 reviews

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.

Outdoor spacesNearbyBathroom

Guest favourite
The kitchen features green cabinetry with a white countertop. Shelves above hold various jars and glasses. A window allows natural light to brighten the space, with a view of nature visible outside. Additional storage includes a fridge and a stainless steel trash bin.
Cabin in Athens
4.95 out of 5 average rating, 133 reviews

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!

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Superhost
Home in Hudson
4.94 out of 5 average rating, 142 reviews

Designer Home, Hot Tub, Private Yard, & Projector

A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake

NearbyOutdoor spacesLocation

Popular amenities for lake access rentals in Sleepy Hollow Lake, Greene County, New York

KitchenWifiPoolFree parking on premisesAir conditioning

Lake access house rentals

Guest favourite
A charming blue bungalow features a welcoming red front door and white accents. A traditional porch with railings is visible, alongside a garage. Lush greenery surrounds the property, enhancing the inviting exterior of the home.
Home in Hudson
4.91 out of 5 average rating, 149 reviews

Bungalow Hudson - steps from Warren w/ huge patio!

NearbyOutdoor spacesAmenities

Top guest favourite
Home in Athens
4.91 out of 5 average rating, 105 reviews

All Season Vacation Lakehouse in the Hudson Valley

ViewOutdoor spacesCheckout

Guest favourite
A waterfront home is shown from an elevated view, featuring an expansive deck with outdoor seating and a gazebo. Colorful kayaks are positioned along the water's edge, with lush trees showcasing autumn foliage in the background, contributing to the serene atmosphere.
Home in Saugerties
4.95 out of 5 average rating, 238 reviews

Waterfront Three bedroom in Saugerties w/ Hot Tub

NearbyOutdoor spacesQuiet

Top guest favourite
A modern white house, originally an ice house, sits in a grassy setting with large windows reflecting the sunset. Adirondack chairs are arranged around a fire pit, promoting outdoor gatherings. A wooden deck extends from one side, enhancing accessibility to the inviting yard.
Home in Hudson
4.99 out of 5 average rating, 130 reviews

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

NearbyViewHiking

Top guest favourite
A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.
Home in Saugerties
4.97 out of 5 average rating, 332 reviews

Creekside Cottage

NearbyOutdoor spacesLayout

Top guest favourite
Two inflatable tubes rest at the water's edge, facing a calm river. The surface reflects the lush greenery and blue sky, creating a serene atmosphere. Trees frame the scene, enhancing the natural beauty and tranquility of the surrounding landscape.
Home in Lake Katrine
4.94 out of 5 average rating, 164 reviews

Magical Waterfront Escape on the Esopus Creek

NearbyOutdoor spacesCheck-in

Top guest favourite
Two Adirondack chairs are positioned near a tranquil lake, offering views of the surrounding green trees and hills. A fire pit is located in front of the chairs, with large rocks scattered around the area, enhancing the natural setting.
Home in Chichester
4.97 out of 5 average rating, 185 reviews

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

NearbyOutdoor spacesHot tub

Guest favourite
A cozy living area features a stone fireplace with a wooden mantle, displaying a modern artwork piece above. Two yellow armchairs are positioned around a coffee table, complemented by a patterned rug. Natural light fills the space, enhancing the welcoming atmosphere.
Home in Saugerties
4.98 out of 5 average rating, 127 reviews

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

NearbyOutdoor spacesAccuracy

Apartment rentals with lake access

Guest favourite
Flat in East Jewett
5 out of 5 average rating, 27 reviews

Mountain Condo w Modern CabinStyle @Hunter&Windham

ViewNearbyHiking

Top guest favourite
A serene view from the pergola-covered stone patio reveals a lush, green landscape leading to a tranquil lake. Colorful flowers and greenery frame the scene, with a gentle shoreline and kayaks positioned on the water's edge, inviting peaceful outdoor relaxation.
Flat in Red Hook
5 out of 5 average rating, 92 reviews

WELCOME TO THE COUNTRY - FOX DEN LAKEFRONT STUDIO

Outdoor spacesViewBack garden

Guest favourite
The exterior of a charming two-story house is displayed, featuring peach-colored siding and white trim. Lush greenery surrounds the entrance, which includes a black front door and a welcoming porch with white railings. The bright sky provides a cheerful backdrop.
Flat in Hudson
4.95 out of 5 average rating, 21 reviews

The Pink House

NearbyViewWalkability

Top guest favourite
The living room features a large leather sofa set before a gas fire, surrounded by eclectic wallpaper. Bright natural light enters through two windows, illuminating a green area rug and a tall floor lamp, with a bookshelf filled with books in the corner.
Flat in Kingston
4.89 out of 5 average rating, 47 reviews

The Bosun's Crack, Coziness in the Rondout

NearbyPetsCleanliness

Top guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows and a cozy throw. A dining table for six is positioned next to the kitchen, complemented by surrounding chairs. Bright artwork decorates the walls, enhancing the inviting atmosphere.
Flat in East Jewett
4.94 out of 5 average rating, 18 reviews

Catskill Mt Oasis: sunset terraces fireplaces pool

Outdoor spacesNearbyBathroom

Superhost
A spacious living area is highlighted by a textured wall and a modern light fixture. A cozy gray sofa is paired with a soft throw blanket, while a wooden coffee table sits in front. A dining area with multiple chairs and a cabinet is visible in the background.
Flat in Red Hook
4.9 out of 5 average rating, 39 reviews

The Perfect Place

NearbyLayoutIndoor spaces

Guest favourite
A welcoming living area is highlighted by natural light streaming in through large windows. A comfortable sectional sofa is paired with two patterned chairs and a round woven coffee table, creating an inviting space for relaxation. A television is positioned on an elegant media console.
Flat in Craryville
4.91 out of 5 average rating, 175 reviews

Captain's Quarters at Mickey's Marina

Outdoor spacesNearbyTV

Top guest favourite
A rustic farmhouse is shown surrounded by lush greenery, with a spacious deck leading up to a set of large windows framed by vibrant plants. The exterior features wooden siding, and a chimney can be seen rising from the roof under a clear blue sky.
Private room in Rhinebeck
4.92 out of 5 average rating, 309 reviews

La Petite Ferme - lake side studio with Hot Tub

Outdoor spacesNearbyAccuracy

Lake access cottage rentals

Guest favourite
A living area features a cozy gas fireplace framed by a white mantel. Comfortable seating is provided with a gray armchair, vibrant red chairs, and a green ottoman in the center. A dining table for two stands to one side, with artful wall decor enhancing the ambiance.
Cottage in Gilboa
4.92 out of 5 average rating, 393 reviews

Home Alone Mountain

Outdoor spacesNearbyPets

Guest favourite
A tranquil outdoor scene showcases several wooden Adirondack chairs arranged around a fire pit, facing a calm body of water. The surrounding trees exhibit vibrant autumn colors, reflecting beautifully in the water, creating a serene natural atmosphere.
Cottage in Hudson
4.84 out of 5 average rating, 153 reviews

Hudson area waterfront-fish, kayak, farm visits!

ViewOutdoor spacesComfort

Guest favourite
The living room features exposed wooden beams and warm hardwood flooring. A spacious seating area is centered on a large area rug, surrounded by colorful floor rugs. Framed artwork adorns the walls, while natural light filters in through window treatments.
Cottage in Catskill
4.94 out of 5 average rating, 124 reviews

Cozy Catskill Cottage

Outdoor spacesNearbyAir conditioning

Top guest favourite
An aerial view showcases a lakefront cottage with a warm-toned roof, surrounded by lush greenery. Two blue kayaks sit on the water, while a stone patio features a dining area. A fire pit adds to the outdoor space, blending with a wooden boat dock.
Cottage in Livingston
4.97 out of 5 average rating, 140 reviews

Waterlily Lakehouse - Modern+Waterfront+Retreat

Outdoor spacesNearbyHeating

Guest favourite
A spacious deck overlooks the lake, featuring a glass dining table surrounded by yellow chairs. A lounge chair is positioned nearby. A bright yellow umbrella provides shade, and trees frame the scene, accentuating the sunset sky in the background.
Cottage in Craryville
4.82 out of 5 average rating, 136 reviews

Oriole Cottage@Copake Lake: 4 Kayaks, 1 Canoe

ViewOutdoor spacesAccess

Superhost
The image captures a scenic waterfront area with a view of the lake surrounded by greenery. Comfortable seating areas are visible, including wooden benches and lounge chairs. Nearby trees provide shade, while a small dock is seen in the distance, accessible by a path.
Cottage in Athens
4.78 out of 5 average rating, 37 reviews

Charming Lakefront House for Large Groups

Outdoor spacesNearbyCondition

Guest favourite
The exterior of the ranch-style cottage features a spacious front porch with steps leading to a decorative door. Flower boxes adorn the windows, and a well-maintained yard with grass and landscaping surrounds the home. A gravel driveway provides access to the entrance.
Cottage in Athens
4.9 out of 5 average rating, 41 reviews

White Bunny Cottage

Outdoor spacesNearbyDecor

Guest favourite
A winding pathway leads through verdant greenery towards a striking red cabin, surrounded by trees. The cabin features large front windows and a welcoming porch, set against a bright blue sky. Sunlight filters through the foliage, creating a serene outdoor atmosphere.
Cottage in Athens
4.98 out of 5 average rating, 52 reviews

The Cabbage: An Upstate Retreat

NearbyOutdoor spacesKitchen

Destinations to explore