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

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Top-rated lake access rentals in Sleepy Hollow Lake, Greene County, New York

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Guest favorite

Home in Catskill

4.96 out of 5 average rating, 135 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access. We provide kayaks, SUP & complimentary tours of the Hudson by boat! Enjoy your private sauna & steam shower indoors and hot tub on lower deck - all for your exclusive use. Fish right off the property. Enjoy dinner in the Gazebo suspended over the Hudson. The area serves up plenty-Saugerties, Woodstock, Hudson, Hunter, Catskill. Honestly you'll not want to leave.

Feb 1 – 8

$454 per night

Guest favorite

Home in Woodstock

4.94 out of 5 average rating, 271 reviews

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.

Apr 6 – 13

$585 per night

Guest favorite

Home in Ghent

4.87 out of 5 average rating, 270 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

Escape to our recently renovated guest house on a 12-acre property, 15min from of Hudson. Cozy up in front of the wood burning stove as you take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.

Dec 17 – 24

$186 per night

Guest favorite

Cabin in Copake Lake

4.94 out of 5 average rating, 179 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Festive season is here! And so is the opportunity to stay at an idyllic, secluded property near SKIING, the lake, and hiking! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day of fun, relax in your very own hot tub, swing in the hammock, or cozy up on the couch with some lemonade. Your oasis awaits!

Sep 25 – Oct 2

$157 per night

Guest favorite

Cottage in Valatie

4.99 out of 5 average rating, 127 reviews

Kinderhook Lake Retreat-private+kayaks/sup+swim+ac

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying wildlife -Grab a kayak or paddleboard and explore the lake -Catch the sunset, then take a scenic walk on the Electric Trail -End the day sharing stories around the starlit firepit Close to restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Aug 7 – 14

$340 per night

Guest favorite

Condo in Hunter

4.97 out of 5 average rating, 428 reviews

*Great Reviews* Hunter Mtn. Close/Cozy/Clean Condo

*Clean, cozy studio condo in the Village of Hunter featuring vintage decor. Short walk to the Ski Slopes, Snowtubing Park, Scenic Skyride, Dolan's Lake/Beach, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. A Murphy bed w/ full size comfy Casper Mattress, a sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, strong WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Aug 8 – 15

$81 per night

Guest favorite

Bungalow in Cairo

4.99 out of 5 average rating, 310 reviews

Swim just feet from your door, 20 min to Hudson

Modern Scandinavia-style riverfront home on 8 acres w tons of privacy. 20 min from Hudson. Sit on your porch for coffee/drinks/dinner filled w sounds of a rushing river, or walk across the river into your own private swimming pond! Perfect for a nature retreat, hiking, swimming, fishing, skiing, the solo parent escape to recharge, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Hate has no home here-all are welcome.

Aug 19 – 26

$312 per night

Guest favorite

Cabin in Tannersville

5.0 out of 5 average rating, 153 reviews

Catskill Chalet: Romantic Summer Escape w/Hot Tub

Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. Take time to connect with family and friends and discover the magic of the Catskills. In the summer, there's hiking, biking, boating & swimming. Winter brings skiing at Hunter & Windham, ice skating & cozy evenings by a warm fire. Listen to some vinyl! Enjoy the quiet, the starry night sky & the fresh air all year round. Designed with love and care, we invite you to relax and stay awhile! Almost Home!

Feb 7 – 14

$445 per night

Guest favorite

Apartment in Hudson

4.9 out of 5 average rating, 172 reviews

Private Elegant 1BR Apt One Block to Warren St.

Completely private entrance with key code entry only one block from best part of Warren Street. Walk to shops and restaurants. New renovation, high ceilings, well appointed. Spa-like bath with double shower. Comfortable living room, bedroom and living room with cable. The apartment is located on the ground floor of our home. Dads John and Daniel and our daughter, Patsy welcome you and want to make sure you have a great stay. And don't worry, the toddler is asleep by 8 pm.

May 6 – 13

$147 per night

Guest favorite

Tiny home in Lexington

4.95 out of 5 average rating, 302 reviews

Diamond Notch - Mini A-frame, Spectacular Views

The Diamond Notch is a site-specific, passive-house level insulated, off-grid mini A-frame - locally designed & built by the architects in co-operation with Lexington Arts + Science (LA+S). Requires a 5 minute hike in. Bring hiking boots. Micro spikes or snow shoes provided if needed. Yes, there is a cozy propane fireplace inside which provides plenty of heat for cold winter nights. We provide bedding, limited cooking utensils and a fire pit. (no T mobile cell coverage)

Oct 6 – 13

$90 per night

Guest favorite

Cottage in Gilboa

4.94 out of 5 average rating, 201 reviews

Home Alone Mountain Retreat

The cottage is beautifully located in the small vacation community on the hill with a stunning mountain view from the wrap-around deck. Nature and sport enthusiasts will love the area. Take on the early morning stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike, and visit neighboring Windham and Hunter Mountain Resort. The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Nov 6 – 13

$139 per night

Guest favorite

Guest suite in Leeds

4.88 out of 5 average rating, 417 reviews

The Hodgepodge Lodge

A comfortable 2nd floor apartment above a antique/collectible store called The Hodgepodge Shop in Leeds N.Y. It's only about a mile from the NYS thruway exit 21 so it's easy to find and hard to get lost. It has two bedrooms the master bedroom has one deluxe queen size bed , linen closet ,dresser , writing table and chair, and the other bedroom has a leather recliner, a stocked bookshelf and table with chairs that can be used as an office .

Jun 6 – 13

$99 per night