Sullivan County

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We found 26 Sullivan County Chalets for you

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29
Hotels in Sullivan County
Escape to Nature’s Comfort in Roscoe NY. Discover the perfect blend of nature & luxury with or premium glamping adventure in Trout Town USA.. our Tiny Huts offer the ideal retreat for unwinding and reconnect with the great out doors. Located just 30 minutes from Bethel Woods concert venue, our Tiny Huts are perfect for weekend getaway or a concert adventure.The Tiny Hut features:*Electric fireplace 4 cozy evenings * Sofa that pulls out into a full size bed* WiFi to keep you connected and streaming * Light/fan combo 4 your comfort* Coffee station to kickstart your adventure * Black out roller shades 4 privacy and deep sleepOutside your Hut, enjoy:*BBQ/fire pit 4 cooking and sitting under the stars* Punic table 4 outdoor dining* Firewood available 4 purchase on-site * bring your stocked cooler, charcoal & lighter fluid* Bath house with a shower/ Toilet well stocked Discover the unique charm of our themed tiny houses at Roscoe Tiny Homes:Property of Bigfoot: Unwind in a cozy retreat that pays homage to the elusive legend. Cluckin’ Crazy Chicken Coop: Enjoy a whimsical stay in our delightful chicken-themed tiny house.Loose My Mind in the Woods: Lose yourself in nature with all the comforts you need.Each tiny house is ready to be booked and offers a picnic table, barbecue, and fire pit. Come check us out and enjoy a great stay!Book your stay and experience glamping @ its finest in Roscoe, NY seasonal available April-November Fishing season though hunting season perfect location 4 adventureAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
5 reviews
10/10
Check availability
40
Hotels in Sullivan County
Perfect for Large Groups/Family for all Occasions.Nestled on 28 acres of land awaits a Contemporary Log Cabin with very Distinct Characteristics far away from People not from Life and closer to nature inside and outside the Cabin.The Structure built with Horizontal Logs interlocked at all corners by Notching and placed Perfect for Weathered Insulation.The 3+2 Beautiful bedroom and 2 Bathroom’s Cabin easily sleeps 18-20 people all have a Unique taste and rustic touch.The Main Home features cathedral ceilings, a spectacular formal dining room that is open and well lit with natural light with 17 Windows and a impressive great room with a Wood Fireplace for cozy knights, Island breakfast bar next to the kitchen with 12-14 Rustic Stools.The Dining Area has that Special View in the Summer or Winter to our 40 Apple trees and Large front yard.The Main floor 2 bedrooms and 1 full bath. The Fire Place in the Winter is the Therapist Session for all Occasion’s and Everyone favorite on the first floor. Upstairs features a 3rd triangle bedroom with a view to the main floor and the landing area/Front Cabin.The lower level has 2 bedrooms, with a total of 5 bunk beds, a laundry room, a full bathroom and Access to the back yard in to 40 Apple trees, Beautiful Garden and 2 Acres of Beautiful Green Lawn.The home also features a delightful wrap-around deck with a large outdoor table and chairs can enjoy Winter or Summer with a propane BBQ and an outdoor wood/Charcoal Grill, Rotary Grill and a Cooler which is perfect for entertaining and Fast Cooking all Year Around.Beautiful Build Fire Pit with 12 Classic Adirondack Chair’s and approximately 100 Feet away the house ready for those Cozy Night’s also Special Top Grill on Fire Pit for BBQ, Snacks for the Fire Night.Trail Thru Property for Real Hikers Approximately an hour to get to the back.State Land Only 1000 Feet Away With Multiple Tracks for Hike Experience, Wild Life Photos, Mushroom Hunting and many other outdoor activities.This house is very Private, yet only about a 14 mins drive to shopping, to the New World Resort Casino of Catskills the Only Casino in NYS,The Kartrite the Largest Indoor Waterpark in North East,The Moniticello Motor Club Off-Road Adventure, Neversink the biggest lake in NYS(Fishing,Hiking and Swimming),The Monticello Raceway, the Morningside Public Park, the Lochmor Golf Course, as well as Holiday Mountain Ski & Fun. Other activities near by include Shopping,Hiking, Bowling, Swimming, Canoeing, State Access Fishing,Boating,Golfing, Shooting, Paint Ball Activities,Skit and lots more Activities For Adults and Kids all Year Around in Catskills NYS. State Park Walking Distance from the Cabin For Hiking or Bird and Wild Life Watching/Photos.The Reason to Pick Our Property it can Sleep up to 18-20 People and Located just less than 1-1/2 hours away from New York City this Log Cabin is the perfect location for all large event- Birthday Party’s,Special Parties, Bachelor/Bachelorette parties, Graduation parties, Reunions, Kids Birthday Party’s, GroupsShort Getaways, Families Reunion’s, Kids Birthday Party’s, Paintball Paradise for Parties. Fire Pit all year around to enjoy the cozy night’s and cook right on the grill with Wood stocked feet away.Host and Owner Peter B is Available 24 Hours For Any Question’s or an Emergency During your Stay at our Cabin.There’s Also an Extra Key in a Secret Spot if Needed in case of Emergency.There are two exterior camera front and back of the property for liability and safety reasons only on the whole property.Property is Only Listed only with 2 Platforms and there Affiliated Partners for VIP Guest and Availability. Hey everyone! Just a friendly reminder to please use the designated large bathroom pails for toilet paper and all waste products. (The farm road doesn’t connect to the town sewer, so we need to be mindful of that.)If your group or family has a health or religious reason, it’s totally okay to flush them instead after approved but still not flushable wipes. Just make sure to follow the rules and guidelines. Thanks a bunch!About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).Small fee pet and large penalty if not reported..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Cabin Must Be Inspected And Left In Same Condition Please That It Was Welcome. All Air/Heat Should Be Shut Off andLights and Thermostats Off position!.All Toilet Paper/Product's Should Be In Waste Baskets Please.(No Paper Waste Should Be Flush in Toilet's).About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 20.
Outstanding
9.8/10
Check availability
22
Hotels in Sullivan County
Welcome to Trails Head Cabin! Located on a quiet dead end road, this cabin sits at the head of the Neversink River Unique Area and offers activities such as hiking, fishing and hunting. My wife and I have fully renovated the inside of the cabin, and have begun to update the exterior. A five minute drive to Resorts World Casino and Holiday Mountain Ski and Fun Park. A twenty-five minute drive to Bethel Woods Center for the Arts (sight of the 1969 Woodstock Festival). See you soon!Other things to note:Please respect our non-smoking policy. Absolutely NO smoking of any kind is allowed in the cabin. A $200 charge will be applied if you do smoke inside to cover the additional cleaning costs.No Drugs or illegal activity. No Smoking or vaping. No incense or candles.We always like our guests to know ahead of time that there is mild to moderate vehicle and foot traffic near the hiking trails during the day. As this location has become more and more popular, the individuals who come to hike, bike, fish, hunt, etc. are required to parallel park their cars on the opposite side of the road. However, our property is private and clearly posted, and may only be used by our guests.The cell phone service is very weak when you first arrive at the cabin however, once you are connected to the Wi-Fi you should have capability to call and text. Please note this is a very old cabin, and while there is an efficent mini split unit to heat the space during the winter months, it does not heat like that of an apartment or new construction home (expect a comfortable 70 degrees).NOTE: Any early check-in or late check-out requests are not guaranteed and may not always be available. Please be advised these requests, if available, require an extra fee of $20 per hour.About pets:Pets allowed: limit 3 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:One security camera located on the front porch facing the driveway. This is the only security device on the property and will remain on at all times..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
19 reviews
9.8/10
Check availability
28
Hotels in Sullivan County
Escape to Nature’s Comfort in Roscoe NY. Discover the perfect blend of nature & luxury with or premium glamping adventure in Trout Town USA.. our Tiny Huts offer the ideal retreat for unwinding and reconnect with the great out doors. Located just 30 minutes from Bethel Woods concert venue, our Tiny Huts are perfect for weekend getaway or a concert adventure.The Tiny Hut features:*Electric fireplace 4 cozy evenings * Sofa that pulls out into a full size bed* WiFi to keep you connected and streaming * Light/fan combo 4 your comfort* Coffee station to kickstart your adventure * Black out roller shades 4 privacy and deep sleepOutside your Hut, enjoy:*BBQ/fire pit 4 cooking and sitting under the stars* Punic table 4 outdoor dining* Firewood available 4 purchase on-site * bring your stocked cooler, charcoal & lighter fluid* Bath house with a shower/ Toilet well stocked Discover the unique charm of our themed tiny houses at Roscoe Tiny Homes:Property of Bigfoot: Unwind in a cozy retreat that pays homage to the elusive legend. Cluckin’ Crazy Chicken Coop: Enjoy a whimsical stay in our delightful chicken-themed tiny house.Who’s My Mind in the Woods: Lose yourself in nature with all the comforts you need.Each tiny house is ready to be booked and offers a picnic table, barbecue, and fire pit. Come check us out and enjoy a great stay!Book your stay and experience glamping @ its finest in Roscoe, NY seasonal available April-November Fishing season though hunting season perfect location 4 adventureAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 1:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 24.
Outstanding
10/10
Check availability
25
Hotels in Sullivan County
Nestled in the foothills of the Catskill Mountains, Wurtsboro is a charming village just 90 minutes from NYC, celebrated for its natural beauty, outdoor activities, and historic charm. After a scenic drive up a winding rural road, guests arrive at Hiker’s Haven—a cozy, detached Loft located on the same property as our log cabin home, set on three wooded acres above the Bashakill Wildlife Refuge. While trees and foliage limit direct views of the water, you’ll hear birdsong, spot bald eagles or red-tailed hawks, and enjoy the peaceful surroundings. In fall, vibrant foliage reveals glimpses of the Bashakill. The detached studio offers easy access to the Shawangunk Ridge Trail and the Long Path. Relax on the private deck, stargaze, play games, or savor S’mores around the campfire.In addition to the loft's amenities, Wurtsboro offers visitors delicious dining options like Danny's Village Inn and the Red Dot Vegetarian Kitchen, along with a variety of shops like Gigi's Coffee, vintage clothing stores, and Canal Towne Emporium. Hiking enthusiasts will appreciate nearby state forests like Wurtsboro Ridge, Roosa Gap, and Shawangunk Ridge, which boast some of the best trails in the Hudson Valley. Additionally, the town offers a bustling farmer's market on Friday evenings in the summer months. For wine lovers, Bashakill Vineyards, a small craft farm winery, is just a stone's throw away from the cabin. The vineyard offers live music, chef-made eats, local beers, and a beautiful experience with marvelous views overlooking the Bashakill Preserve in the Shawangunk foothills.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About events:No events allowed.
Great
17 reviews
9.2/10
Check availability
29
Hotels in Sullivan County
Welcome to your peaceful escape in Smallwood, Bethel, NY — the historic town that hosted the original Woodstock! This rustic yet cozy 2-bedroom seasonal retreat comfortably sleeps up to 6 guests (1 queen bed, 1 pull-out sofa, 1 futon) and welcomes families — including dogs under 90 lbs.Your pup will love the 15-ft, 360° radius dog tether in the backyard (yard is not fenced). Enjoy WiFi, a fire pit for starlit evenings, and a vintage-style video arcade game for nostalgic fun.You’ll be within walking distance to a dog park, hiking trails, waterfalls, a lake, and state forest. Short drives will take you to: • 10 minutes – Monticello • 20 minutes – Eldred Preserve • 45 minutes – LEGOLAND • Plus, waterfront dining and quaint local shops nearby!Whether you’re seeking outdoor adventures, music history, or a cozy hideaway, our Smallwood cabin is the perfect seasonal escape.About pets:Pets allowed: dogs (limit 2 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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10 reviews
9.8/10
Check availability
28
Hotels in Sullivan County
Discover the perfect blend of nature and luxury w/ our premium glamping experience in the heart of Roscoe, NY Trout Town USA. Our Tiny Huts offer the ideal retreat for those looking to unwind & reconnect with the great outdoors, without sacrificing the comforts of home.The Tiny Hut Features:•Electric fireplace for cozy evenings• WiFi to keep you connected• Light/fan combo 4 your comfort• Coffee station 2kickstart your mornings• Sofa that pulls into a full-size bed with clean bedding provided.• Cast Iron pan for use of the Charcoal grill• bbq combo fire pit• Picnic table• Wine glass 🍷 and opener• Plates, bowls, cups• Electric Candles for ambiance • Private blackout Roller Shades• We provide Coffee, Tea, Sugar, flour, Salt & Pepper • Please bring Cooler with all your food, drinks and ice. • Please bring Charcoal lighter Fluid if you plan on bbqing Discover the unique charm of our themed tiny houses at Roscoe Tiny Homes:Property of Bigfoot: Unwind in a cozy retreat that pays homage to the elusive legend. Cluckin’ Crazy Chicken Coop: Enjoy a whimsical stay in our delightful chicken-themed tiny house.Who’s My Mind in the Woods: Lose yourself in nature with all the comforts you need.Each tiny house is ready to be booked and offers a picnic table, barbecue, and fire pit. Come check us out and enjoy a great stay!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
4 reviews
10/10
Check availability
29
Hotels in Sullivan County
Welcome to the Streamside Getaway! Located in the historic town of Wurtsboro in the Lower Catskills, the cabin is a short 90 minutes from NYC, and is centrally located to all kinds of activities. Enjoy the stream directly next to the property, relax in any of the outdoor areas to enjoy it fully! Walk to restaurants, shops, and local businesses in downtown Wurtsboro. There are walking trails through the woods nearby including D&H Canal Linear Park, various streams, and dozens of lakes nearby.Sleeping 2, the cute bear-themed cabin has one bedroom and one full bathroom for your convenience. The bedroom has a comfortable queen sized bed. The bathroom has a toilet, sink, shower and is recently renovated.There is a front patio deck overlooking the property with benches. There are plenty of streamside outdoor seating areas including a picnic table, adirondack chairs, a bench, even a fire pit. Enjoy the propane grill outdoors if you wish. Or cook indoors in the full kitchen and use the small kitchen table.The living room has a relaxing electric fireplace, a very comfortable couch, and a large HD tv with a Roku box providing all sorts of free content. You can also use any of your own streaming services and have a cozy night in.Guests will have access to the entire space except for the off-limits basement.While usually quiet when drivers respect the low town speed limits, there may be some noise from the main road which is outside of our control.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Adults only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Amazing
9.4/10
Check availability
40
Hotels in Sullivan County
*Private Chef Services Available*~5 acres of land~Fireplace~Fast wifi~Fire Pit and solo stove~Back Patio w/ Weber Grill~5 min to Jeffersonville~ 17 mins to Livingston Manor~14 min to Villa Roma~12 min to Bethel Woods Center For The Arts~20 min to Callicoon~1 hr 45 min to NYCThis serene, secluded getaway is the ideal place to leave the city, enjoy nature and unwind. Our A-frame is the tranquil escape you've been waiting for - while being mindful of your contemporary needs.The spaceThis original 70s A-frame cabin is surrounded by trees, overlooks a beautiful lake, is full of beautiful light and objects, and is in a perfect location for writing, reading, sipping wine and hanging with friends and family. The house is called the Dream Lounge, because that’s what the original architects intended and stamped it as - a place for dreaming and slowing down. We supply all the perfect necessities for a stay of any length - fast wi-fi, outdoor low-smoke solo-stove fire pit, beautiful original indoor fireplace, great cooking supplies, excellent espresso machine - all you have to do is come prepared to take time to think and breathe. Everyone who comes to this house feels transported and feels like they are home.The Dream Lounge is officially in the town of Swan Lake, and it’s perfectly centered between Livingston Manor, Bethel Woods Performing Arts Center, Callicoon (best year-round farmers market) and Jeffersonville (small but perfect). All of these towns feature beautiful restaurants and really cool shopping, and the surrounding areas offer beautiful farms with fresh produce, honey, and of course, there are perfect hikes everywhere. We are closest to the town of Jeffersonville. It has a great supermarket for all your cooking supply needs, a VERY cute cafe with excellent coffee, a general store with plenty of vegan and specialty items, and some new, very cute shops.This is the heart of the Catskills, only 2 hours (110 miles) from NYC, and the perfect place to enjoy a slower pace, partake in some non-city events, enjoy all the upstate seasonal events, or just enjoy the tranquility of this A-frame in the trees.This cabin has two bedrooms, one upstairs and one downstairs. The primary bedroom downstairs has a queen-sized bed, beautiful views of woods and stars, beautiful light and artwork. The full bed upstairs is super cozy and open to all the quiet reading nooks in the A-frame space. It feels really special and from another era, where everything was handmade. The bathroom is located downstairs on the first floor, and is modern and beautiful, with a full bathtub for soaking.The house has a full kitchen with everything you need to have delicious meals together overlooking Briscoe Lake, or just make a perfect latte to bring out onto the deck for some fresh air and star gazing.The whole house overlooks greenery and water. There are so many beautifully designed spots to curl up with a book, create a kind of writer-retreat vibe, or hang out with family and friends around a fire, play games, or watch a movie. Outdoor space includes a spacious front lawn with a hammock in the warm months, a front porch, a back porch hang area, and a fire pit behind the house just at the start of the expansive woods.In this cozy A-frame, we have:An array of games for all agesFull modern bathrooms with excellent productsLiving room TV with access to Netflix, Hulu, HBO, Amazon and moreOutdoor fire pit with comfy chairs and solo-stoveFull kitchen and dining table for meals togetherRecord player and records5 acres of woods surrounding the houseIncredible views of the stars on a clear nightExcellent Webber Genesis gas grill**Note**BBQ Grilling: Check the propane tank to make sure it is full before using. If a refill is needed, tank can be exchanged at J & H Express (gas station) 5 minutes from the house.Guest accessWe have easy, self-check-in with a keycode on the front door. We also have parking for multiple cars in our driveway. It is about a two-hour drive from NYC or a two hour 10 min train ride (Amtrak) from Penn Station to Hudson, NY then a 30 minute drive.Other things to noteGuests must be 21 or older to book and a government-issued ID must be sent within 24 hours of booking.Please remember you’re staying in our home, not a hotel. Please treat our space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7.Heat only: The Nest thermostat is located on the main level next to the stairs. Please adjust as you feel you need to.About pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Please remember you’re staying in our home, not a hotel. Please treat our space with respect. If problems arise, we'll do our best to take action ASAP.There's NO SMOKING on PREMISES. If you need to smoke, anything of any kind, please go to the road. A FEE of $250 will be charged if smoke is detected,If you open it, close it; if you borrow it, return it; if you turn it on, turn it off; if you use it, take care of it; if you make a mess, clean it.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
2 reviews
10/10
Check availability
18
Hotels in Sullivan County
Magical Cabin backing a Forest Reserve with modern touches and cabin feel combined. Modern, Peaceful & Fun. Woodstock sight Bethel Woods close by as well as great food & activities in our area! Come experience the beauty!This sight has two cameras. One outside on front corner of house facing front door a street & one in the back facing the forest. The outside cameras are always shut off after guests check in and scheduled to be put back on at 11 am the day of guest check out. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.We have bunk beds.About customRules:All garbage must be taken with you upon leaving we do not have sanitation services. If it is a long stay there is a garbage dump nearby for the town..Sensitive septic system. No sanitary products can be flushed. No food must go down the drains. Due to wildlife, please don’t leave any food outside..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
10/10
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