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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

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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

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

4.85 out of 5 average rating, 132 reviews
Top guest favourite
A dining table is set on a spacious back deck, surrounded by comfortable chairs. The backdrop features vibrant trees and a serene lake, with mountains visible in the distance under a clear blue sky. Natural light enhances the inviting outdoor space.
Cabin in Palenville

Catskills Lake House! Hot Tub, Fire Pit, Game Rm

Welcome to The Lakeside Lodge. Your lake house escape in the Catskill mountains. Hidden near the end of a private road are 2 acres of peaceful serenity surrounded by trees, wildlife & a swimmable lake. Our cabin is a wonderful retreat for friends & families to gather, play, relax & recharge among the beauty of nature. Highlights include a hot tub for 7, full kitchen, game room, 2 fireplaces & full bar. Near skiing, hiking, biking, farms & villages, but you may not want to leave the house. ;-)

5.0 out of 5 average rating, 106 reviews
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

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!

4.95 out of 5 average rating, 260 reviews
Top guest favourite
Home in Athens

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.

4.92 out of 5 average rating, 108 reviews
Top 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

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.

4.94 out of 5 average rating, 134 reviews
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

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.

4.99 out of 5 average rating, 170 reviews
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

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.

4.99 out of 5 average rating, 559 reviews
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

Hudson area waterfront-fish, kayak, farm visits!

Love nature? Enjoy your own entire home on the Stockport Creek with private kayak/boat launch to the Hudson River. Hiking and bike trails nearby. You are immersed in Columbia County’s rural beauty between the Berkshires and the Catskills with Hudson’s hopping food and art scene minutes away. OMI sculpture park, Olana, farm markets, and Warren Street are a short drive. Ski Hunter or Catamount. Cozy wood burning stove as well as outdoor fire pit. Ask about a farm visit!

4.84 out of 5 average rating, 155 reviews
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

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!

4.98 out of 5 average rating, 136 reviews
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

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. @themountainwonder

4.93 out of 5 average rating, 278 reviews
Superhost
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

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!

4.93 out of 5 average rating, 141 reviews
Superhost
Home in Hudson

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

4.89 out of 5 average rating, 152 reviews

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 striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

4.94 out of 5 average rating, 401 reviews
Top guest favourite
A well-groomed dog is seated by the waterfront on a wooden deck surrounded by autumn leaves. Two patio chairs and a small table are positioned nearby, creating a peaceful setting that invites relaxation by the creek.
Home in Saugerties

Waterfront, Dog & Family Friendly, Cozy Cottage

4.96 out of 5 average rating, 154 reviews
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

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

4.97 out of 5 average rating, 134 reviews
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

Creekside Cottage

4.97 out of 5 average rating, 338 reviews
Top guest favourite
Home in Tannersville

Romantic getaway!3BDR/2BTH-HotTub/Sauna/Fireplace!

4.99 out of 5 average rating, 204 reviews
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

Waterfront Three bedroom in Saugerties w/ Hot Tub

4.95 out of 5 average rating, 244 reviews
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

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

4.97 out of 5 average rating, 189 reviews
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

Bungalow Hudson - steps from Warren w/ huge patio!

4.91 out of 5 average rating, 151 reviews

Apartment rentals with lake access

Top guest favourite
An open layout kitchen and living area is highlighted by exposed brick walls and hardwood flooring. A modern kitchen is equipped with stainless steel appliances, while a comfortable brown leather sofa is accompanied by a coffee table. Natural light enters through a window centered in the room.
Flat in Hudson

Hip Warren Street Apartment

5.0 out of 5 average rating, 125 reviews
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

Captain's Quarters at Mickey's Marina

4.91 out of 5 average rating, 180 reviews
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

The Pink House

4.96 out of 5 average rating, 23 reviews
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

The Bosun's Crack, Coziness in the Rondout

4.91 out of 5 average rating, 56 reviews
Guest favourite
Flat in East Jewett

Mountain Condo w Modern CabinStyle @Hunter&Windham

5.0 out of 5 average rating, 28 reviews
Guest favourite
Flat in Saugerties

Charming Creekfront | Sauna• Hot Tub • Fire Pit

5.0 out of 5 average rating, 6 reviews
Guest favourite
A spacious studio room features a textured gray bedspread on a cozy bed, with a colorful artwork mounted on a brick wall. A modern television sits on a glass stand. A stylish lighted table is accompanied by a contemporary chair, creating an inviting workspace.
Flat in Red Hook

The Perfect Studio

4.96 out of 5 average rating, 26 reviews
Guest favourite
A covered outdoor gathering space features string lights illuminating a stone fire pit surrounded by several adirondack chairs. The seating area includes a mix of larger chairs and a small blue chair, enhancing the inviting atmosphere for relaxation and socializing.
Flat in Hunter

Water Front w/ Hunter Mtn view 3C

5.0 out of 5 average rating, 28 reviews

Lake access cottage rentals

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

Cozy Catskill Cottage

4.94 out of 5 average rating, 125 reviews
Top guest favourite
A rustic wooden structure sits amidst a forested area, showcasing multiple windows and a cupola on top. A spacious porch extends from the front, framed by trees and natural greenery, creating a peaceful retreat atmosphere.
Cottage in Saugerties

Mystical Moon Retreat near Woodstock, NY

4.94 out of 5 average rating, 117 reviews
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

Waterlily Lakehouse - Modern+Waterfront+Retreat

4.97 out of 5 average rating, 147 reviews
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

Oriole Cottage@Copake Lake: 4 Kayaks, 1 Canoe

4.82 out of 5 average rating, 136 reviews
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 Town of Gilboa

Home Alone Mountain

4.92 out of 5 average rating, 403 reviews
Superhost
An open-concept living space features a modern kitchen with stainless steel appliances and a dining area with a wooden table. A cozy seating area includes a gray sofa positioned near a fireplace. Natural light filters through sheer curtains, creating an inviting ambiance.
Cottage in Kingston

Modern, Lakeside Cottage

4.89 out of 5 average rating, 141 reviews
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

White Bunny Cottage

4.91 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Athens

Fall Feels Cozy at a Spa Cottage: Hot Tub & Sauna

5.0 out of 5 average rating, 31 reviews

Destinations to explore