Woodstock Hotels with Balcony

***Monthly and seasonal rentals encouraged starting in 2026**** Please message me with questions. While weekends are super popular I offer discounts for monthly and seasonal rentals. **Hot Tub working and has been replaced. Woodstove not workign but house has heaters in all rooms** The Sled Hill House is in the center of town yet secluded, private and off the beaten path. The bungalow is surrounded by a privacy-fenced yard with outdoor seating and beautiful foliage. The house and property are completely yours. There is a sunny and bright loft area which works well as a home office, workout area, game room for the kids with a large screen Roku tv and comfortable seating.. Two bedrooms with comfortable queen beds share a full bath on the first floor. A well appointed eat-in kitchen and a comfortable living room with large screen Roku tv finish the first floor layout. Outside you'll find a hot tub, new Weber Grill for cookouts and patio dining. A short walk to Woodstock village filled with restaurants, coffee shops, shopping and people watching.The Sled Hill House is a charming family cottage in town*Entire house and yard is yours. Private and secluded. You are not sharing the property with anyone else. *High Speed Wi-Fi*Located on a quiet, hidden road one block from the center of town*No parties. Sound ordinance 11pm. *One block walk to everything in town. you son't find anything closer - restaurants - movie theater - farmers market - nightlife - pharmacy - health food store - golf course - hiking - the Mill Stream The House:• Completely private - entire house and yard is yours alone• BBQ and Outdoor Weber Grill, Fire pit and outdoor bistro lighting in back yard • private, secluded, shady outdoor dining area and patio• Large upstairs loft area, equipped with games, puzzles, and movies• Air conditioning in bedrooms and loft for the warmer seasons• Fenced in yard • beautiful gardens and walking paths• 2 master bedrooms with queen sized beds, closets and AC• 1 full bathroom• Large screen smart TVs in the living room and upstairs loft• Kitchen with all new appliances, coffee maker, laundry, dishwasher, microwave • Pots, Pans, utensils, coffee, tea, complete pantry of spices and oils, for cooking • Wood stove in living room for the colder seasons* Close to all ski areas• Two parking spaces on site and additional parking on the street - House is secure. Many of the nearby shops and restaurants are within a three minute walkGuest access:You have full access to the house, fenced in yard and private parking spots for two vehicles. (for HITS guests, oversized vehicles can fit in driveway and there is additional parking on the street.Interaction with guests:I live just outside of town and I respond to texts immediately. I have full time maintenance help if I am not readily available. I am usually around but give you your space.Other things to note:No car needed. We are a two minute walk to the bus stop and to all the wonderful restaurants and shopping and all that town has to offer.House is also just down the street from the mill stream and a short walk or drive to local hiking trails. Our hidden road is right behind Tinker Street which includes all sorts of family owned restaurants, an organic supermarket, boutiques, thrift and metaphysical stores, and a pharmacy.Day Trips. We are a short drive to Hunter, Windham, and Belleayre Ski areas. We're just 1.5 hours from Vermont, 2 hours from NYC, 2 hours from the Adirondacks so you can take a day trip to explore and still make it back in time to have dinner at the organic restaurant up the street. I hope you enjoy my home and our town as much as I do, and respect it. There is a deck and porch areas for hanging out and dining but please no smoking inside. You are a part of the Woodstock Artists Community and must be respectful of our neighbors. Town of Woodstock Listing #20N-063About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking allowed: in designated areas.Smoking on outdoor patio only.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Located just a three-minute drive or a leisurely stroll to the center of Woodstock, this stunning five bedroom contemporary home sited on nearly 5 acres has gorgeous mountain views from almost every window and lots of outdoor space to enjoy the beauty of nature. Perfect for a family vacation or couples who want to rest, relax and take in the mountain air. The house features 4655 square feet with five bedrooms and four baths, including two master bedroom suites and a separate guest cottage. There is a downstairs living room with a unique wooden ceiling, fireplace and bar, and an upstairs great room with stained glass windows, high ceilings, a large sectional sofa and new high end surround-sound audio system and TV. The upstairs master bedroom has a door out to a private deck with bistro table and chair, and a chaise by the oversized window on which to read or nap. The downstairs master bedroom has a view of the pool and a built-in dresser. The two downstairs bedrooms have queen-sized beds. All the bathrooms are newly renovated. Both master baths have double sinks. The upstairs master bath has a freestanding bathtub as well as a shower. Beautiful wood floors, fully equipped chefs kitchen and tasteful decorations are some of what make this home so special. Lounge on the couch in the screen-in porch, or eat at the outdoor dining table on the wooden deck. Swim in the 20 x 40 foot pool, or relax in the outdoor hot tub. Enjoy the newly built fire pit all year long. This is an ideal home for enjoying family, friends, nature and culture. Registration #20N-050About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:After making an instant booking the renter needs to make contact with the host within 48 hrs to confirm all rules and policies are being observed..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Renovated 3,000 SF home about 25min drive to Bellayre Mountain and 8 min drive to Woodstock town, our 35 acres provides total privacy and unparalleled views and serenity. This 3-bedroom guesthouse is found at the end of a long private driveway off a dead-end road shared with the main house that is sometimes occupied by owner about 100 yards away. Enjoy the warm fireplace, a generous kitchen, porch, outdoor BBQ and wooded trails. Take in the beauty of ponds, starry nights and miles of nature trails that wind through the forest, across meadows, by streams and along stone walls, affording you stunning views and the sounds of nature.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet total).Describe ur dog before booking; Extra fees p/pet.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Families are welcome.About customRules:Please provide the names and ages of all parties in the group and a detailed description of the pet, if applicable, within 24 hours of booking..A maximum of two cars are allowed to park at the property. Any additional vehicles or visiting guests must be approved within 24 hours of booking.,Traveler must answer all questions within 48 hr of booking. Number of visitors must not exceed the property's capacity at any time without approval..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.Need to discuss if party or event is desired.

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)About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Well-trained, small sized non shedding dogs only.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:We request that large furniture pieces such as sofas, dining table, beds, etc., not be moved/rearranged..We request guests please not venture down into the basement (it is unfinished) unless there is a clear necessity, e.g., circuit breaker reset, etc.,All guests in your group should be made aware that recyclables, i.e. glass, plastics, aluminum cans, etc., must be kept separate from other garbage..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 28.About events:No events allowed.Parties up to maximum 14 guest.

When you a stay at The Herwood Inn in Woodstock, you'll be in the mountains, just steps from Catskill State Park and The Comeau Property. This luxury guesthouse is 11.4 mi (18.4 km) from Catskill Mountains and 28.5 mi (45.8 km) from Hunter Mountain. Take advantage of recreation opportunities such as a hot tub or take in the view from a terrace and a garden. Additional amenities at this guesthouse include complimentary wireless internet access and gift shops/newsstands. Free self parking is available onsite. Make yourself at home in one of the 4 individually decorated guestrooms, featuring kitchenettes. Your memory foam bed comes with Egyptian cotton sheets. 32-inch Smart televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms with shower/tub combinations feature deep soaking bathtubs and rainfall showerheads.