Vacation rentals in Lake Rip Van Winkle

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Top-rated vacation rentals in Lake Rip Van Winkle

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Lanesville

4.94 out of 5 average rating, 165 reviews

Creekfront Cottage between Phoenicia & Hunter Mtn.

Built in the Summer of 1929, Stony Clove Cottage is nestled in the woods on a beautiful mountain stream, the Stony Clove Creek. It is a magical place suited for folks ready to turn their phones off. In 2021, wifi was added to this once landline-locked retreat so guests can remotely work or study in the woods. Bluetooth speakers are outside, and a turntable, with albums ranging from Rodgers & Hammerstein to Laura Nyro to Ralph Stanley, is available inside. And a wall of movies. And books....

Oct 18 – 25

G$31,884 GYD per night

Guest favorite

Home in Lanesville

4.92 out of 5 average rating, 210 reviews

Roseland, Streamside 1865 house. 7 min to slopes

This beautiful streamside 1865 farmhouse is a magical, spiritual, mountain Utopia, located between historical Phoenicia and Hunter Mountain. This landscaped property is nestled in the heart of the mountains. Awaken and revitalize to the soothing sound of the beautiful, trout filled, Stoney Clove Creek, located at the end of the spacious backyard. Turn off your cell, get away from the stress and pressures of life, and experience what the ancient Indians once called, "the magic of the mountains."

May 2 – 9

G$24,605 GYD per night

Guest favorite

Cabin in Tannersville

4.99 out of 5 average rating, 142 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Sep 21 – 28

G$31,085 GYD per night

Guest favorite

Cottage in Elka Park

4.98 out of 5 average rating, 215 reviews

Cozy Mountaintop Cottage for a Catskills Escape

Enjoy your morning coffee on the sun porch with a glimpse of the mountains over the forest, curl up with a book as light streams through the picture window, roast s’mores over the fire pit surrounded by mountain woods, grab the guitar off the wall and accompany the piano, or relax in the large soaking tub. Take a short drive to find trails, slopes, and some of the best shops and restaurants the Catskills have to offer. This cozy cottage is the perfect spot to unwind and explore all at once.

Sep 30 – Oct 7

G$36,236 GYD per night

Guest favorite

Townhouse in Hunter

4.91 out of 5 average rating, 136 reviews

Spring into Dynamic stay at an Ideal Hunter Home

Classic Townhome- w/ Classic feel. SPRING SPECIALS Centrally located spacious getaway with simple contemporary style with classic comfort w/ amazing views owned and operated by AIRBNB Super Host and NY Native. 2 min drive or a 15 min walk to Hunter Mtn. Next to the boutique Scribner Lodge and their amazing restaurant. Hiking, biking, BBQ & breathe in the views and enjoy 2 stone fireplaces OR the outdoor fire pit Bedroom A/C's. Great for a family getaway or few days out of town w/ friends.

May 18 – 25

G$20,506 GYD per night

Guest favorite

Condo in Windham

4.89 out of 5 average rating, 130 reviews

Cozy Mountain hideaway Windham, Hunter

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Jun 9 – 16

G$18,460 GYD per night

Guest favorite

Condo in Hunter

4.97 out of 5 average rating, 425 reviews

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

May 21 – 28

G$21,593 GYD per night

Guest favorite

Cabin in Tannersville

5.0 out of 5 average rating, 152 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!

Jan 8 – 15

G$85,312 GYD per night

Guest favorite

Chalet in Tannersville

4.96 out of 5 average rating, 194 reviews

Romantic Chalet~ Hot Tub ~ Near Hunter Mountain

The Catskills Hideaway is a place to step back in time, unwind with a cocktail by the fire, soak in the hot tub, read a book in one of the hanging chairs, toast marshmallows with friends, prepare a special meal in the kitchen, ski your heart out, hike one of the many local trails, visit the falls, enjoy the local restaurants- whatever you’re dreaming about for your Catskill escape- this is THE PLACE! Hunter Mountain 4.8 miles Windham Mountain 12.6 miles Kaaterskill Falls 4 miles

Nov 1 – 8

G$68,550 GYD per night

Guest favorite

Cottage in Saugerties

4.93 out of 5 average rating, 215 reviews

Chic & Cozy Cottage 10 mins to Woodstock

Located on a bucolic country road on the border between Saugerties and Woodstock, this newly renovated 500 sq ft cottage is on a private acre filled with spaces to relax: screened in dining shed, fire pit, BBQ grill, a creek, forest & the magical sound of a hidden waterfall across the road. Just 10 min from Woodstock town square, 8 min to Levon Helm Studios, and 15 from Bearsville Theater, it's the perfect escape. (Pets welcome on a case by case basis. Please ask.)

Dec 4 – 11

G$27,814 GYD per night

Guest favorite

Condo in Hunter

4.98 out of 5 average rating, 535 reviews

Hunter Mtn Liftside Ski In/Out, Slopeside!

Fantastic location! Liftside! Beautifully renovated SLOPESIDE ski on/ski off condo . Spacious one bedroom condo with fully stocked kitchen, luxurious bathroom with jacuzzi tub, large bedroom with queen bed, and comfortable, cozy open concept living and dining room. Real wood burning fireplace. Private deck backs up to the ski slopes at Hunter Mountain! Seconds away from the Kaaterskill Flyer lift , main lodge, and bar. Avail for seasonal rental 11/15-4/15 $15000

May 24 – 31

G$26,362 GYD per night

Guest favorite

Cabin in Lanesville

4.9 out of 5 average rating, 135 reviews

Catskill Oasis II: The Only Ski In Ski Out on Mtn!

Slopeside 1 bedroom condo that fits 4! Enjoy the hiking within a 5 minute drive or just walk out onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to town picturesque colorful village of Tannersville. Fully stocked kitchen/bathroom, full entertainment system with Netflix and all of your favorite streaming services. Work from home with our high speed wifi connection. Stay for a while and use the W/D and dishwasher.

May 3 – 10

G$24,418 GYD per night