Vacation rentals with a patio in Sleepy Hollow Lake, Greene County, New York

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

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Guest favorite

Apartment in Hudson

4.95 out of 5 average rating, 100 reviews

Luxury Warren St. Suite With Fire Pit

1% donated to the Hudson Community Free Fridge. Nestled between a natural wine shop and an art gallery, the luxurious Warren St. Suite welcomes you to live like a Hudson local. Situated directly on Warren Street, everything you must see while visiting Hudson are within walking distance (including the Amtrak station). The suite is equipped with all you need to feel right at home—a king Casper mattress, Brooklinen linens, Le Creuset cookware, local treats & more. Plus our backyard fire pit area!

Jul 24 – 31

G$74,983 GYD per night

Guest favorite

Home in Athens

5.0 out of 5 average rating, 9 reviews

Lakefront oasis w/pvt dock/firepit/kayaks/SUPs

Lakeview Lodge is a lakefront retreat in the Catskills that's spacious & cozy. Our large deck overlooks the lake & huge private dock. We have a firepit, 3 kayaks, 2 SUPs, canoe, fishing rods, 2 hammocks & outdoor seating. See @lakeveiewlodgeny for more on amenities & to-dos. Guests have access to our HOA's amenities like pickle ball/ tennis/bocce/driving range/pools+. We are a short drive to bars/restaurants/ shopping in trendy towns like Hudson & only 20miles from Windham & Hunter ski resorts

Sep 12 – 19

G$116,354 GYD per night

Guest favorite

Home in Athens

4.93 out of 5 average rating, 75 reviews

Renovated historic home, walk to Hudson River!

Escape from NYC and enjoy a slower pace in this bright and spacious historic home, just a short walk to the Hudson River where you can sit by the water, enjoy a picnic, or kayak. This home is made for entertaining and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). There is a little view of the river from the backyard where you can also build a fire. 1 queen bed, 1 full bed and one full air mattress also available.

Jan 16 – 23

G$28,328 GYD per night

Guest favorite

Apartment in Hudson

4.96 out of 5 average rating, 105 reviews

Studio Oasis nr Warren St w porch & yard

Oasis in midst of downtown Hudson, 2 blocks fr Warren St, short walk fr Amtrak, 1/2 block fr Empire State Trail. Spacious, sunny studio apartment w fenced in yard, park-like setting & private porch to relax, have a meal or watch the world go by. Inside this elegant 1850 home, you’ll find bedroom, living room and work areas, full kitchen w dining table, and a large bathroom w clawfoot tub and a walk in shower. Original architectural details have also been preserved with care. Come, and enjoy!

Sep 16 – 23

G$35,581 GYD per night

Guest favorite

Tiny home in Catskill

4.93 out of 5 average rating, 138 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.

Dec 22 – 29

G$34,751 GYD per night

Guest favorite

Cabin in Freehold

4.96 out of 5 average rating, 161 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Aug 1 – 8

G$65,628 GYD per night

Guest favorite

Bungalow in Cairo

4.99 out of 5 average rating, 311 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

G$74,953 GYD per night

Guest favorite

Home in Athens

5.0 out of 5 average rating, 10 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!

May 10 – 17

G$74,213 GYD per night

Guest favorite

Vacation home in Hudson

4.95 out of 5 average rating, 112 reviews

Private Hudson Retreat w/ Hot Tub + Fireplace

Escape to Falls Road – a private mid-century home nestled at the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a deck, propane grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Aug 30 – Sep 6

G$88,956 GYD per night

Guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 151 reviews

BLUSH: Boutique TINY home*private spa*walk to town

Cozy in at this PRIVATE OASIS & just steps from quintessential Main St. Indulgences abound in this one-of-a-kind curated space w/ lounge in upstairs loft & PLUSH queen bed tucked in its own nook. Perfect for a couple or girlfriends getaway. Fully equipped kitchen. Enjoy the convenience of village life with restaurants, brewery, shops, theater. Hike, explore town, soak in your PRIVATE HOT TUB, make s'mores at the firepit, or tuck in & cozy. @artparkhomes

Sep 27 – Oct 4

G$52,744 GYD per night

Guest favorite

Apartment in Catskill

4.93 out of 5 average rating, 174 reviews

Catskill Village House - Mountain View Suite

Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

Jan 4 – 11

G$29,981 GYD per night

Guest favorite

Apartment in Hudson

4.95 out of 5 average rating, 100 reviews

Restored 19th century farm house apartment

Brought back from the original bnb boarding days of the 19th century is our 1 bedroom top floor apartment located on a peaceful country road 15 minutes from downtown Hudson or Red Hook. You can still see the original numbers of the old boarding house on the doors! The house is surrounded by 12 acres of fields and forest that we welcome you to explore. It’s a small homestead with animals, a geo dome greenhouse and garden. Hope you enjoy!

Mar 10 – 17

G$21,157 GYD per night