Vacation rentals in Sleepy Hollow Lake, Greene County, New York

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

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Guest favorite

Home in Catskill

4.99 out of 5 average rating, 133 reviews

Athens, NY House - 1 Bedroom "Want to Get Away"?

Athens, NY Entire House - 1 bedroom Quiet Country setting Springtime - or anytime is a great time to escape to upstate NY. Guests have called it "a very cozy cottage in the woods". It is set back off the road and a great place to get away and unwind. 10 minutes from Exit 21 on the NYS Thruway and is an easy drive to several towns on the Hudson River. They are known for their restaurants, local shops and quaint downtowns. Area features outdoor activities: hiking trails, skiing and kayaking.

Jun 16 – 23

G$29,950 GYD per night

Guest favorite

Cottage in Catskill

4.96 out of 5 average rating, 231 reviews

1930's Cottage unique charm near skiing

1 bedroom 1930's guest cottage with a full living room. Near 3 skiing areas. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

Mar 20 – 27

G$20,522 GYD per night

Guest favorite

Cottage in Kinderhook

4.98 out of 5 average rating, 173 reviews

The Cottage on Sylvester Street

The Cottage on Sylvester Street welcomes guests looking for a relaxing weekend or longer stay in a small-village setting. Located at the heart of the historic Village of Kinderhook, this stylishly renovated house is located amongst Kinderhook's collection of historic architectural gems. Within easy walking distance are eateries, wine and beer bars, The School I Jack Shainman Gallery, historic sites, the farmers' market plus farm stands, and quiet, scenic roads perfect for walking and cycling.

Sep 27 – Oct 4

G$29,781 GYD per night

Guest favorite

Apartment in Hudson

4.98 out of 5 average rating, 149 reviews

Lower Warren Street Picture-Perfect 2-Bedroom Apt

Stylish, compact and lovingly renovated two-bedroom apartment on lower Warren Street. Just down the block from Cafe Le Perche and The Maker Cafe, around the corner from the new and fabulous Feast & Floret, and an easy walk from the Hudson Amtrak station, with the Basilica just beyond. Step out the door and into the world of this inventive, fashionable city! Small, non-shedding, non-barking and well behaved dogs accepted on a case-by-case basis, with a one-time additional surcharge of $75.

Feb 21 – 28

G$35,514 GYD per night

Guest favorite

Tiny home in Catskill

4.93 out of 5 average rating, 132 reviews

Venster- Your window to wilderness

Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. Book us and make Hudson Getaways your base station for all kinds of adventures. Enjoy facilities of a bigger house in a tiny form factor. Heat/AC, Queen bed, Hot shower, Kitchenette, cooktop, Fridge, Towels, linens, soap, coffee etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers, to returning guests and during slow seasons.

Mar 1 – 8

G$30,304 GYD per night

Guest favorite

Home in Athens

5.0 out of 5 average rating, 9 reviews

Modern & Cozy Lake Oasis ~ Hot Tub ~ Games ~ View

Step into the spacious and entertaining lakefront 3BR 3Bath getaway nestled on the shores of the picturesque Sleepy Hollow Lake near the charming town of Athens, NY. Grab the kayak and explore the lake, or lounge the day away in the luxurious hot tub with breathtaking views in the background. ✔ Game Room ✔ Outdoors (Private Hot Tub, BBQ, Fire Pit) ✔ Lake Access (Kayaks, Paddleboard, Canoe) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Community Amenities (Seasonal Pools, Sports) See more below!

Apr 2 – 9

G$83,944 GYD per night

Guest favorite

Apartment in Coxsackie

4.96 out of 5 average rating, 114 reviews

Susie's Climax Creations

Susie's Climax Creations Farm is where you can experience a stay on a farm. The charming farm house is roughly 200 years old, located 2.5 hours from NYC, 25 minutes from the Hudson train station. If you want to stay somewhere safe from Covid-19 exposure this is the place! Susie's Climax Creations is on a quiet dead end street. The apartment has a private entrance and completely self contained. If you would like to see more of the farm animals check out my site located at Kliese140.

Mar 16 – 23

G$24,316 GYD per night

Guest favorite

Apartment in Catskill

4.93 out of 5 average rating, 135 reviews

Cosy Catskill Casita in the Middle of Village

The Casita is a studio apartment comfortable for solo travellers, couples or just two folks who don't mind sharing a bed! We’ve endeavored to make it a comfortable stay for a weekend or even longer, with all basic amenities, a queen size bed, standing shower bathroom, and kitchenette. Although it is an apartment on the ground floor of my house, you will have your privacy with a separate entrance off of the driveway which is for guest use during the stay.

Aug 14 – 21

G$19,978 GYD per night

Superhost

Guest suite in Hudson

4.89 out of 5 average rating, 300 reviews

Secluded mid-century guest house in Hudson

A newly renovated studio apartment about 7 minutes drive north of downtown Hudson. Close to everything the town has to offer, but surrounded by beautiful woods, which makes for a nice escape from city life. The house is a short walk to a large nature preserve on the Hudson River. Secluded, quiet, and scenic in any season of the year. We were featured in Architectural Digest's "High Design Airbnb Rentals We'd Love to Call Home" - http://bit.ly/2NJrU5w

Jun 30 – Jul 7

G$32,236 GYD per night

Guest favorite

Tiny home in Saugerties

4.94 out of 5 average rating, 218 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! “The Haven” at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Feb 3 – 10

G$25,241 GYD per night

Guest favorite

Condo in Hudson

4.94 out of 5 average rating, 140 reviews

Harmony Valley Home, bright & inviting 2-BR escape

You and your guests will be close to it all when you stay at our centrally-located home. The space is nestled perfectly between the Berkshire and Catskill Mountains, which provides countless opportunities for adventure! Whether a romantic getaway or a family vacation- you are an idea away from an unforgetable experience! Wineries breweries Musuems Hiking trails Empire State Rail Trail Conservation Areas

Feb 7 – 14

G$28,498 GYD per night

Guest favorite

Apartment in Hudson

4.91 out of 5 average rating, 166 reviews

Studio/Guest Suite Minutes from Warren St.

This newly renovated studio/guest suite, 2 blocks from Warren Street, is centrally located and sun-filled. The studio/guest suite comes equipped with a full-bed, a smart TV, an eat-in area, a spacious bathroom and while there is no kitchen, there is a mini-fridge, microwave, coffee maker, electric tea kettle, glasses, silverware & dishes. Coffee and tea are provided.

Jul 16 – 23

G$27,303 GYD per night