
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.
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.

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.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Big Medicine Ranch-Rustic Sunrise Cabin-Catskills
Winter guests should have an all-wheel drive to get up the driveway due to snowy conditions. If not, you can leave car in our driveway and we’ll bring you up. This cabin in the Catskill Mountains is perched on a cliff overlooking the beautiful Hudson Valley. The cabin is clean and in great shape, but you will be Glamping. This getaway has amazing views and privacy. It is located on 20 acres in the beautiful hamlet of Palenville. Close to Saugerties, Woodstock, Kingston, and Hunter Mountain.

Hot Tub~Fire Pit~Hiking~BBQ~Catskills~Kaaterskills
☀️Private Chef Services Available☀️ ☀️HOT TUB ☀️FIRE PIT ☀️Hiking ☀️Skiing ☀️Pet friendly ☀️Fast wifi ☀️Wrap Around Deck w/ Weber Grill ☀️Washer/Dryer ☀️5 min to Hunter Mt. ☀️16 min to Windham ☀️2 hrs to NYC Let us show you a 5⭐️ experience! This upstate getaway is the ideal home to escape the city, breathe deeply and have fun. Our home was hand-built in the 80's and we've preserved the perfect nostalgia of that moment - pre cellphones! - while updating it to meet all contemporary needs.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

D & D’s Place
The home is located in "CATSKILL PARK", only five mile away from the #1 most visited state park in New York, "NORTH SOUTH LAKE" where you can camp, picnic, hike, swim, sail, canoe, kayak or just experience the beautiful view of the "CATSKILL MOUNTAINS". The apartment is very spacious, secluded and safe with plenty of room for children to play. We have enjoyed this area most of our life's and have raised our kids up here, so I am sure you will too! We have 2 lovable pups that live on site.

Mountain Top Cozy Cabin 2 Full Baths 5MI to Hunter
Mountain Top Cozy Cabin is a quaint rustic totally restored and renovated Cabin on the mountaintop that my wife and I just completed. It features a gas Fireplace, two bathrooms and two bedrooms. Walk to Main Street Tannersville Restaurants & shops. 5 min drive to Hunter Mountain. Minutes from trail heads that access the scenic Devil's path range. 10 min drive to North South Lake for swimming, biking, hiking trails, kayaking, & fishing. Sorry no children or infants, adults only.

Underground Oasis Saugerties/Woodstock/Hunter
This earth berm is tucked away in the heart of the Catskill Mountains. The location of this home is easily accessible to Hunter Mountain, Saugerties and Woodstock, all of which close to 20 minutes or less. Enjoy the outdoors and live music, local events, such as Hits, Garlic Festival and the Saugerties Car Show. Close to restaurants, grocery stores and much more. Enjoy winter activities at Hunter mountain, or go ice skating in Saugerties. Lots of hiking close by as well.

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Tiny Home - Nestled In Catskill Mountain Valley
This is a new construction home, custom built, tiny home. With dedication to custom appliances, furniture and amenities to create the most enjoyable simple space. Attention focused on bright natural light to bring beauty and visibility to the astonishing mountain views. This home will provide an incomparable stay to all guests seeking to explore the Hudson Valley.
Popular amenities for Lake Rip Van Winkle vacation rentals
Other great vacation rentals in Lake Rip Van Winkle

Cozy/sunny Village House- walking distance to town

The Catskill Equestrian Cabin

Catskills Cabin Escape with Hot Tub

Catskills Design Cabin on 5 Acres + Views, Firepit

Hunter Mountain Ski Chalet

Warm and cozy home w/ mountain views

Hot Tub Retreat Near Hunter & Kaaterskill

Downtown apt in Tannersville
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Windham Mountain
- Plattekill Mountain
- Bash Bish Falls State Park
- Thacher State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Taconic State Park
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- June Farms
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Naumkeag
- Benmarl Winery





