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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Guest favourite

Home in Athens

4.95 out of 5 average rating, 133 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.

Guest favourite

Home in Chichester

4.97 out of 5 average rating, 150 reviews

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

Wake up to stunning mountain views and enjoy a SWIM in your OWN PRIVATE LAKE (only you!) sparkling clear lake surrounded by 5 secluded ac. of the stunning Catskill Mountains . Lie out on the swim dock, row the boat, enjoy coffee or grill on the wrap-around deck, cook in the gourmet kitchen, or simply relax by the fire (wood-burning fireplace inside as well as a lakeside FIREPIT). Minutes to swim holes, hiking, breweries & the town of Phoenicia. You need never leave! This is the ULTIMATE getaway.

Top guest favourite

Home in Ancram

4.99 out of 5 average rating, 179 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

All size Dogs & Cats Welcome *Outside backyard is large and surrounded by trees with Firepit, Hammock & Volleyball Net +Watercraft available - Kayaks/Rowboat Swim Platform Indoor Wood Burning Fireplace Fully stocked kitchen and toiletries 10-15 minutes to Bash Bish Falls/Catamount Aerial Park/Ski/Snowboard/Tubing 25-30 minutes to Berkshires Shoe shoeing +November-April: watercraft not available, also weather dependent *Only one neighbor, is to the left, separated by trees and bushes

Top guest favourite

Home in Valatie

5 out of 5 average rating, 111 reviews

Escape to Lakefront Leisure—Amazing views!

Welcome to this beautiful lake-front home on Kinderhook Lake, NY. Totally rebuilt in 2018, this home is designed to maximize the incredible view of the lake. Cool and sunny in the summer, and warm and cozy in the winter. Come and relax on Lake Kinderhook!! Brand new 6 person hot tub. Relax and unwind while 45 jets massage your muscles, summer or winter! Ever sit in the steaming hot water while snow falls around you? Upgraded 400/100 internet for work/school! About 2 hrs from New York City!

Top guest favourite

Cottage in Valatie

4.99 out of 5 average rating, 141 reviews

Kinderhook Lakefront Retreat-private, kayaks, 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 lake wildlife -Grab a kayak or paddleboard and explore the 8 miles of shoreline -Catch the sunset, then end the day sharing stories around the starlit firepit An ideal base for exploring restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Guest favourite

Home in Athens

4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favourite

Chalet in Hunter

4.98 out of 5 average rating, 153 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

Every room in this lakefront modern cabin is designed to make you feel embraced by nature, boasting breathtaking views of the serene lake and lush forest. Perched on a hillside of the famous Hunter Mountain, just a short walk from the ski slopes in winter and mere steps from the lake in summer. With unlimited hiking options and top-notch golf courses just minutes away, our location truly has it all for those seeking adventure and relaxation or a memorable venue for reunions and gatherings.

Guest favourite

Home in Copake

4.95 out of 5 average rating, 20 reviews

Lakeside Haven

4 bedroom Lakefront Home with private dock for paddle boarding, kayaking, swimming, hiking trails and golf course. 4 ski mountains. Vineyards, breweries, distilleries, restaurants! Fire pit, 2 level deck. Gas grill and 2 kitchenware stocked kitchens! Open floor plan with spectacular lake views. Master bedroom with bath. Two queen bedrooms, hall bath. Lower level bedroom with two sets of bunkbeds. TV and game table for family fun nights! Laundry room. Garage Mudroom and outdoor ski rack.

Guest favourite

Chalet in Athens

4.89 out of 5 average rating, 103 reviews

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.

Guest favourite

Home in Pine Plains

4.98 out of 5 average rating, 122 reviews

Twin Island Lake House • Hot Tub

Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with private bathroom. Open concept kitchen/living room. A perfect getaway to relax and recharge in our year round 6 person hot tub. Amazing views and sunsets over the lake and mountains. Great area for hiking, fishing, kayaking, canoeing and bird watching. 16 miles to the center of Rhinebeck. Explore the local farms, restaurants, distilleries and wineries.

Guest favourite

Home in Windham

4.91 out of 5 average rating, 155 reviews

Serendipity Lake House on Lake Heloise

House sits on 9.5 acres abutting a 28 acre semi-private lake surrounded by 325 acres of state protected land. Bdrm 1 has a queen bed. Bdrm 2 has 2 queen beds. Bdrm 3 has 1 king bed and 1 twin bed with a twin pull out trundle bed. Bedroom 4 has a full bed along with a twin bed and a twin bunk bed. Breakfast nook has a futon. Living rm has 3 large leather couches. House sleeps 18 people. Pets are welcome with a fee of $50/pet.

Guest favourite

Cottage in Copake Lake

4.85 out of 5 average rating, 74 reviews

Cozy Retreat on Copake Lake in our Charming Home

Copake Lake, a 410-acre gem in Columbia County, NY, offers a diverse community and abundant activities just two hours from NYC. With a mix of local and second-home residents, this glacial lake boasts public golf courses, a thriving Conservation Society, and a range of housing options. Activities include year-round lake adventures, and the central location allows easy access to Hudson, Great Barrington, and ski resorts.