Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Exterior
4.9 / 5.0
Outstanding(102 Ratings)

House in Olive, NY

14 guests · 6 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones

About this house rental

We are pleased to announce this beautiful, rustic, four-bedroom, luxury mountain getaway home is NOW being offered at unprecedently DISCOUNTED rates—particularly mid-week!
Our very upscale, cedar log home is nestled in the prestigious, scenic Woodstock hamlet of Bearsville—home of the renowned Bearsville Theater, along one of Woodstock's most coveted, picturesque roads, and conveniently located within a minute’s drive of the famed Onteora Mountain House, the former majestic summer estate of Richard Hellman (Hellman’s mayonnaise), now a widely acclaimed bed and breakfast that is arguably the Hudson Valley's most sought after destination wedding venue. The home offers a true respite from today's hustle and bustle; set amidst nineteen totally private, wooded acres, surrounded by nothing but glorious, tranquil, and unspoiled nature, yet only minutes to the center of town!
The home features soaring, two-story vaulted ceilings, heavy exposed log beams throughout, custom-milled wide-plank heart pine and natural slate tile floors. It is elegantly, yet comfortably furnished in the traditional rustic lodge-style of the Adirondack "Great Camps." It has a lovely, cozy, screened-in porch and expansive decking front and rear. The home is perfect for vacations, holidays, family gatherings, lodging when attending one of Woodstock's multitudes of music, art, crafts, theater, etc., events, or just a much-needed getaway!
There are world class spas, including the award-winning Emerson Resort and Spa, heralded as “The Crown Jewel of Catskill Mountain Resorts,” and home of “The World's Largest Kaleidoscope,” just ten minutes away! A five-minute drive will take you to Kenneth Wilson State Park—featuring campgrounds, picnic-grounds with barbeque grills, hiking and mountain bike trails, swimming, and fishing lake.
Experience true world-class dining at one of the area's many fine restaurants, including, Good Night, Cucina, Silvia, Early Terrible, just to name a few. Bread Alone, Oriole 9, and The Mud Club, are all top picks for breakfast and lunch!
Outdoor activities abound! The area's beautiful lakes, mountains, rivers, along with outstanding art, cultural, and music scenes, provide plenty to do, whatever time of the year you visit.
SPRING and SUMMER, you may enjoy water tubing and fly fishing on the Esopus Creek, canoeing and kayaking on the Hudson River, hiking, rock climbing, biking, tennis, golf, horseback riding and so much more. A five-minute drive from Woodstock’s town square is the trailhead to the renowned Overlook Mountain Wild Forest Preserve, with its marked trails and glorious views of the central Catskills, Ashokan Reservoir, and Hudson River Valley. At the summit is Woodstock’s historic, sixty-foot-high fire tower, one of only five remaining fire towers in the Catskill Park. Across from the trailhead is Karma Triyana Dharmachakra—the largest traditional Tibetan Buddhist Monastery in the USA. For shorter hikes, a five-minute stroll from the center of town is Comeau Park, with seventy-six acres of meadows, woods, and stream-front, offering a beautiful, tranquil walk, along Sawkill Stream.
FALL is absolutely gorgeous; a great time to enjoy apple picking, pumpkin picking, pumpkin carving, and of course marveling at the incomparable foliage of the Catskills Mountains! October also marks the arrival of the renowned annual Woodstock Film Festival. The festival has drawn rave reviews nationwide from filmmakers, industry members, media, and film lovers alike. It has established itself as one of the top independent film events in the country, premiering exceptional films by established and emerging filmmakers. IndieWire has named it one of the top fifty film festivals in the world and Moviemaker included WFF as one of the “25 Coolest Film Festivals in the World.” The festival also features A-list concerts, parties, panels, and a host of additional innovative, and stimulating itinerary.
WINTER offers plenty; nearby Hunter Mountain, Bellayre, and Windham Mountain are a skier’s paradise! There's also snow tubing, and even great sledding on the aptly named Sled Hill, just outside of town. The town of Woodstock especially comes to life in winter, with its signature displays of festive holiday lighting; very inviting and picturesque.
ACCOMMODATIONS: Cedar Log Home, 4 Bedrooms + Loft with queen sleeper sofa, Daybed with trundle (2 twin mattresses), Great Room has an additional Daybed w/trundle, 3 Full Bathrooms (Sleeps up to 14)
MAIN LIVING AREA: Soaring, two-story ceiling 32'x26' “Great Room,” the focal point of which is its massive Rumford-design wood-burning fireplace constructed with stone gathered from the property.
GOURMET KITCHEN: Highlighted by a state-of-the art residential restaurant-style range featuring six, 23,000 BTU, open-style gas burners, a 30,000 BTU thermo-griddle, two ovens (one with optional convection), and an 18,000 BTU infrared broiler. Honed black granite countertops are featured throughout. Expansive center-island features built-in Viking microwave oven, trash compactor, and stainless-steel prep sink. Main sink is oversized in true restaurant-style and includes a waste disposal.
BEDROOMS: Two separate “Owner’s Suite” wings, each with walk-in closet and ensuite bathroom. These bedrooms feature impressive, two-story, vaulted ceilings with exposed upper-story windowed dormers, lodge-style ceiling fans, and sliding doors leading to semi-private, covered porches, and deck. Both Owner’s Suites feature sumptuous king-sized, all-natural, organic latex mattresses. Ensuite bathrooms feature custom-built slate tile showers, with ceiling-mounted rain-shower-style showerheads, in addition to a handheld. The east wing's shower is a stunning six-foot by six-foot walk-in, featuring Hansgrohe's extraordinary twenty-four-inch Raindance showerhead, providing an exhilarating natural rain shower-like shower experience!
THIRD BEDROOM: A bunk room-style set-up, featuring two beautiful log-built twin over queen-sized bunk beds (sleeps 6). It has a large picture window, ceiling fan, and a wall-mounted flat screen TV.
MAIN BATHROOM: Features a corner-style shower with steam and handheld showerhead.
DINING AREA: Features a large, custom crafted, Adirondack-rustic, bark-on hickory, and curly maple dining table that expands to eleven feet, and seats twelve comfortably. The dining area chandelier is crafted of genuine whitetail deer antlers. *Please note that antler products used throughout the home are all naturally shed; no animals harmed!
UPSTAIRS LOFT: An expansive open space, featuring a vaulted log-beamed ceiling, lodge-style ceiling fan, exterior balcony/deck, comfortable faux-leather sleeper sofa with queen-sized mattress, custom-built, Adirondack-rustic, bark-on hickory and oak daybed with trundle (sleeps 2), 60' flat screen TV, and a premium stereo sound system w/full range, floor standing speakers, high-speed, wireless Internet (Wi-Fi) and cable TV.
Location: Woodstock “Colony of the Arts” / “America's Most Famous Small Town.”
Birthplace of the greatest music festival of all time that bears its name!
Catskills, New York, USA (2 hours from NYC)

Amenities

Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Wheelchair accessible
Family friendly

Map of Olive, NY

RRRR
vrbo logo

Ratings and reviews

4.9 / 5.0
Outstanding(102 Ratings)
5.0 / 5.0
Sep 2024
Recently celebrated our friend’s a fiftieth birthday at the house and had a wonderful experience. House is very spacious, very clean and well setup with everything we needed. Loved the large private property and how close were we to downtown Woodstock. What a charming town to visit. Excellent food, beautiful shops, many outdoor adventures to enjoy.
5.0 / 5.0
Aug 2024
We had a wonder time at the property! There were 7 adults and two small children, all with plenty of space. The house offers many areas to sit and have quiet time when necessary. A large, family style table for dinners or game nights with the family. The kitchen has everything you need. While the property is remote, it's a short drive to a local store for groceries. But, if you're looking for a wider variety, the town of Woodstock has groceries stores, bakery, restaurants, bars and gift shops. All within a very short drive from the house. Valerie, the host was excellent. Great communication and always available if I had any questions. Great time, highly recommended!
5.0 / 5.0
Aug 2024
The house is exactly as pictured. It was fully equipped with enough space for everyone to co-exist and have personal time. The property felt secluded even though neighbors were around and we truly had a great time. Will cook on that stove top any time!
5.0 / 5.0
Aug 2024
The house is terrific. It was an awesome house and great to stay in. My family was extremely excited to stay there and it didn’t disappoint. I recommend this house to anyone who is looking to stay in the area.
5.0 / 5.0
Aug 2024
Lovely lodge with beautiful view. Looks as nice and creative as the photos!
5.0 / 5.0
Jul 2024
Property was great and Valerie was very communicative. Wish that there was more than 1 bathroom outside the 2 bedrooms but all bathrooms were very nice. House stayed cool even though it was hot outside but the bedroom upstairs got pretty warm.
5.0 / 5.0
Jun 2024
The House was massive and spacious! Everyone slept comfortably and the House had everything we needed! Would definitely stay again
5.0 / 5.0
Jun 2024
This property was super comfortable and spacious, ideal for our four day getaway. We hiked, explored Woodstock and had a private chef one of the evenings... it was a perfect space to simply hang out. The host made the whole experience very easy for us. Thank you!

FAQs

How much does this house cost compared to others in Olive?

The average price for a rental in Olive is R 5,548 per night. This rental is R 8,922 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat?

We found 12 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and fireplace.

Explore similar vacation rentals in Olive

Explore all rentals in Olive

Olive travel inspiration

Read our blog