Hotels in Callicoon

With a stay at The North Branch Inn in North Branch, you'll be within a 15-minute drive of Callicoon Town Hall and Villa Roma Driving Range. This inn is 13.6 mi (21.9 km) from Bethel Woods Center For The Arts and 4.8 mi (7.6 km) from Villa Roma Go Kart Track. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and wedding services. This inn also features a fireplace in the lobby, tour/ticket assistance, and a picnic area. At The North Branch Inn, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary full breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include complimentary wired internet access, multilingual staff, and a library. Free self parking is available onsite. Make yourself at home in one of the 14 individually decorated guestrooms. Your bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Detached private bathrooms with showers feature designer toiletries and hair dryers.

Located in Livingston Manor, The Arnold House is within a 15-minute drive of Catskill Art Society Art Center and Catskill Fly Fishing Center and Museum. This hotel is 14.2 mi (22.9 km) from Bethel Woods Center For The Arts and 26.3 mi (42.3 km) from Catskill Mountains. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and concierge services. At The Arnold House, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. A complimentary self-serve breakfast is served daily from 8:00 AM to 10:00 AM. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 18 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms have bathtubs or showers and hair dryers. Conveniences include safes and desks, and housekeeping is provided daily.

Nestled on six acres of serene and untouched Catskills forest, our charming A-frame chalet invites you to relax and unwind surrounded by nature. This tranquil, renovated abode is only a short distance to two of the hottest towns in the Catskills, where you’ll find local breweries, distilleries, shops, art galleries, and some of the best fishing! Enjoy high-speed WiFi, luxury furnishings, thoughtful amenities, and Smart TV in this quiet, picturesque retreat from the city. As you enter the home you will be greeted by a sun-filled, vaulted ceiling great-room where your group will love to gather. No need to leave the chef out of the party, as this open-concept flows from the living, to kitchen, to dining areas. From the living room, walk out to the expansive deck is outfitted with a large dining area and brand-new grill. Ready for bed? Enjoy the 2 spacious bedrooms with luxury linens and Casper mattresses so you get cool, comfortable sleep. Sleeping arrangements: - Bedroom 1: 1 King Bed - Bedroom 2: 1 Queen Bed Key Features: - Open, spacious floor plan for convenient entertaining. - Newly renovated, fully-stocked kitchen with modern, stainless-steel appliances. - Renovated bathrooms featuring a walk in shower. - 2 spacious bedrooms with luxury linens - Multiple outdoor entertainment areas including an expansive deck with an outdoor grill and dining, a covered porch, and a fire pit. Please pay close attention to following the house rules. Non compliance could result in sizable fines. - All guests staying at a Portoro Homes are required to sign (esignature) a rental agreement and complete identity registration. - Age restrictions apply. Reservation holder must be 25 years of age. - No Parties or Events. - Quiet Hours observed, 10:00pm - 8:00am. - 4WD is required to access the property during winter months. - Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Portoro Homes directly. - Known damages incurred during your stay must be reported to the property manager immediately. - Before check in, we will send you detailed directions to ensure a seamless arrival. - Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. - We cannot guarantee early check ins or late checkouts, fee typically applies. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. - Some homes have cameras for external monitoring only. - Some homes have pools and hot tubs. There is no guard around the water features. - Use at your own risk. - In the State of New York and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. - This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. - Animals/Pets -- Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date, maximum of 2 per stay. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property.

Welcome to Winterberry Pond, our completely renovated converted barn which is nestled on 7+ private acres. This two bedroom, one bathroom home has a modern aesthetic, having undergone a comprehensive renovation in 2022, and a brand new hot tub added in 2025. Located just 10 minutes from Roscoe and 15 minutes from Livingston Manor, this spot is the perfect spot to explore all that the area has to offer. As you step through the front doors, you'll be greeted by a wall of windows on your right, flooding the interior with natural light. The expansive open area seamlessly combines the living room and an inviting eat-in kitchen. The bathroom, adorned with beautiful tile work, is a sight to behold. Sunlight bathes the open floor plan throughout the day, creating an ideal environment for conversations while preparing a meal or enjoying a glass of rosé. Vaulted ceilings add to the spacious and airy ambiance, making this an inviting space for all your gatherings. This home comfortably accommodates 4 guests with 2 spacious bedrooms featuring luxury linens. Outside, the home is thoughtfully situated away from the road, offering a sense of seclusion and privacy. The property boasts over 7 acres of land, adorned with mature trees that are just waiting to be explored. The generously sized yard provides ample space for outdoor activities, with the additional the included hot tub to relax & soak up the suds & views! Many a summer afternoon can be enjoyed row boating on the private pond, where the abundant wildlife promises to excite and entertain. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk. Sleeping arrangements: Bedroom 1: 1 king bed Bedroom 2: 1 queen bed - Set off the road on 7+ acres of remote Catskills land. - Cozy living area with open floor plan for convenient entertaining. - Fully-stocked kitchen with modern appliances and an island with a breakfast bar. - Modern renovated bathroom featuring a walk in shower. - 2 spacious bedrooms with luxury linens. - Spacious backyard for gathering and entertaining including a fire pit, outdoor dining and grill set-up. - Private pond on the property for row boating and various activities. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk,. - Convenient proximity to hiking trails, nature, and ski mountains for year-round outdoor activities - Short drive to the towns of Roscoe and Livingston Manor - INTERNET: The internet at this property is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection. Please pay close attention to following the house rules. Non compliance could result in sizable fines. - All guests staying at a Portoro Homes are required to sign (esignature) a rental agreement and complete identity registration. - Age restrictions apply. Reservation holder must be 25 years of age. - No Parties or Events. - Quiet Hours observed, 10:00pm - 8:00am. - Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Portoro Homes directly. - Known damages incurred during your stay must be reported to the property manager immediately. - Before check in, we will send you detailed directions to ensure a seamless arrival. - Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. - We cannot guarantee early check ins or late checkouts, fee typically applies. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. - Some homes have cameras for external monitoring only. - Some homes have pools and hot tubs. There is no guard around the water features. - Use at your own risk. - The house is regularly treated for pests but being that we are in the country, it would not be unusual to have an insect or mouse make an appearance inside. - In the State of New York, and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. - This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. - This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. - Private pond on the property for row boating and various activities. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk,. - INTERNET: The internet at this property is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection.

Sunday Lodge & Mountain House is a peaceful retreat on 5 acres in the Southern Catskill Mountains. Our home is located about 2-2.5 hours from NYC, and minutes from the charming towns of Roscoe and Livingston Manor.Tucked away on a mountain road, this is the perfect a place to relax and unwind. You can sleep. You can sip. You can cook. You can workout. You can hang. Outside of our doors you can fish. You can hike. You can stargaze. You can play. A place to do everything or nothing at all.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet 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 is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

In Jeffersonville's center lies a cozy three-bedroom cottage, providing a peaceful retreat during your upcoming holiday. As you step inside, you'll be greeted by a cozy wood stove, perfect for those chilly evenings. Curl up on the comfortable living room furniture and enjoy the smart TV, or challenge your family to a game night with the selection of games provided.The fully stocked kitchen is a chef's delight, equipped with a stove, oven, refrigerator, and all the necessary appliances to whip up delectable meals. Savor your culinary creations at the dining table, or step outside and fire up the grill for an alfresco dining experience.After a day of exploring the nearby attractions, such as the Bethel Woods Center For The Arts and the scenic Upper Delaware River, retreat to the comfort of your private chalet. Refresh in one of the three bathrooms, complete with towels and basic toiletries, and enjoy the convenience of the in-unit washer and dryer.Soak in the stunning water views from the balcony, or gather around the fire pit for a memorable evening under the stars. The outdoor play area and comfortable patio furniture provide ample opportunities to relax and unwind.With free Wi-Fi, air conditioning, and heating, this chalet offers all the modern amenities you need for a truly enjoyable and stress-free vacation. Whether you're seeking a peaceful getaway or a fun-filled family adventure, this property has everything you need to make unforgettable memories.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 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.

An old farm with a big beautiful garden that you can stroll through and eat directly from. From the seasonal stream to the hiking trails and back to the heated pool. This house has all the daytime fun. At night, please make a bonfire and roast marshmallows or go for a nighttime swim under the stars. Adult and family camp is here…About pets:Pets allowed: 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.

Immerse yourself in a memorable Catskills getaway at The Shirley Main House! Nestled in the charming village of Youngsville, this spacious house offers the perfect setting for family reunions, group retreats, or simply creating lasting memories with loved ones.Spread out comfortably with ample space for up to 10+ guests. Gather around a beautifully appointed dining table, perfect for indoor or outdoor meals with stunning views. The large kitchen allows for easy meal prep, while the cozy living room with a collection of games invites relaxation and connection. Whether you need to catch up on work or stay active, dedicated work stations and a Peloton bike cater to your diverse needs.Step outside and discover your private oasis. The expansive 4-acre backyard provides a serene escape, ideal for barbecues, lawn games, or simply soaking up the fresh air. Unwind by the year-round flowing creek, a constant source of tranquility.Guests have a private entrance and access to private off street parking in a residential driveway.The Main House at The Shirley is nestled in the heart of Youngsville, a charming village with a rich history. Just a 10-minute drive away lies the vibrant town of Livingston Manor, while the eclectic Callicoon, Roscoe, and Narrowsburg are all within easy reach. For music lovers, Bethel Woods is a mere 15 minutes away, offering easy access to a variety of concerts and events.The property is shared with another guest house that can be booked separately. The outside space is communal and all units have their own separate entrance. The owners will be at home some of the time, not always!About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet 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 is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Koto House is a rejuvenating wellness retreat designed for those who are seeking a peaceful getaway to reconnect with nature and themselves.Enjoy a private outdoor space with hot tub and fire pit overlooking a serene field and mountains in the distance. Take advantage of a full home gym with cold plunge and Peloton bike. Work from home in a private office.Drive just a few minutes to charming Livingston Manor! Explore shops, restaurants, and outdoor activities including hiking and fishing.Koto is an old Finnish word that invokes a cozy and inviting place. Koto House was designed with Scandinavian influences as a restorative getaway that offers the following...KEY FEATURES:- Sleeps 6: 2 bedrooms and 1 queen-size sleeper sofa- 2 Bathrooms: 1 en suite with tiled shower and washer/dryer; 1 with shower/tub combo- Spa style hot tub- Custom built fire pit with string lights- Three expansive decks with multiple sitting areas- Complete home gym with cold plunge- Private home office with monitor - Modern and well-equipped kitchen- Indoor wood stove with sitting nook- High speed WiFi and Roku tv's- Board games, puzzles, corn hole- Family friendly with pack and play and high chair- Dog-friendly (no pet fee)- Gorgeous nature and mountain views- Walk to The Arnold house, and short drive to Livingston Manor, other nearby towns, and outdoor activities including hiking and fishingRead on for additional details below!☆MAIN LIVING AREA☆The main living area offers a large open space that opens via a sliding door to the backyard. A full wall of windows allows you to enjoy the peaceful nature view.- Living room with comfy seating- Smart Roku tv: log into your favorite streaming services- A Koala sofa transforms into an incredibly comfortable queen bed for sleeping extra guests- Bar area stocked with a blender for smoothies or post-workout protein, and all the barware needed for your favorite happy hour beverages- Sitting nook with a working wood stove. Firewood is provided by the host!☆KITCHEN☆- Eat in kitchen with a large island and quartz countertops- Full range of kitchen appliances, dinnerware and cookware- Drip coffee maker, French press, and tea kettle☆BEDROOMS & BATHROOMS☆Primary suite- King bed - Private deck with seating overlooking the backyard- Dedicated office accessed from this bedroom, doubles as sleeping space for young childrenSecond bedroom- Queen bed - Private deck with seatingAdditional sleeping space- Queen sleeper sofa in living roomBathrooms- En suite off primary bedroom with tiled shower - Second bathroom in hallway with tiled shower/tub combination- Washer and dryer available in primary bathroom. Host provides laundry detergent pods. - Host provides shampoo, conditioner, and body wash from Public Goods, a company focused on sustainability and natural ingredients.☆OUTDOOR LIVING☆The property is set on 2 private acres, with the backyard overlooking a beautiful field and mountains in the distance. - Luxurious spa style hot tub with 24/7 access and guest control over heat and jets- Custom built fire pit with 6 Adirondack chairs (firewood provided by host)- String lights to create the perfect evening vibe- Outdoor dining table- Sun loungers - Gas grill - Private decks with seating off both bedrooms- Corn hole available for guests- Please note that we are dog friendly, but our yard is not fenced in☆GYM☆Don't miss a beat with your fitness routine! In a second building just adjacent to the main house is a fully outfitted gym, complete with:- Smith machine with adjustable bench, olympic barbell, full set of weights, and cable system- Peloton bike with commercial subscription. Log into your own account, or use a free trial. The bike has delta clip ins as well as toe cages, so you can use cycle shoes or regular sneakers.- Dumbbell set up to 50 pounds- Yoga mats and blocks- Kettle bells- Jump rope- Roku smart tv- Bluetooth speaker☆COLD PLUNGE☆Continue your daily cold plunge practice, or see what all the hype is about for the first time! We have a tub from The Plunge, with state of the art chiller. Precise temperature control allows you to immerse yourself in water down to 37F, or ease into the practice of cold therapy at a higher temperature.☆HOME OFFICE☆A dedicated home office space is accessed through a door from the primary bedroom. - High speed wi-fi- Monitor with USB and USB-c adaptor to extend the screen from your laptop.- Bluetooth mouse and keyboard☆FAMILY FRIENDLY☆Blackout curtains in the office make this room a perfect sleeping space for a young child in a pack and play. We provide:- Pack and play with sheets and mattress protector. There is a padded mattress cover for children over age one. - Bath tub lounger- High chair- Dinnerware☆STAY HOME OR VENTURE OUT☆Koto House is set on 2 acres, with the backyard facing a beautiful private field, perfect for those seeking quiet rejuvenation. The home is only 6 minutes from charming Livingston manor, with shops, fine food and wine markets, and delicious restaurants. Or, simply walk through the field to The Arnold House for dinner and drinks. A scenic drive connects you to other nearby towns, beautiful hiking, fly fishing, and other local attractions. ☆LOCAL ATTRACTIONS☆- Livingston Manor: Discover unique shops and restaurants. (5 min)- Nearby towns: Explore Roscoe (10 min), Callicoon (22 min), and other cute villages in the Western Catskills- Fly Fishing: Book a guided tour with Dette Flies (6 min), the oldest family run fly shop in the world. - Hiking: Expansive trails in Willowemoc (25 min), Balsam Lake Mountain, and Sundown Wild Forests.- The Arnold House: Dine in The Tavern, a historic setting with delicious local fare. (1 min)- The DeBruce: Award winning fine dining restaurant. (14 min)- Hemlock Neversink Spa - Get a day pass, which includes 60 minute massage, lunch at onsite restaurant, and all day access to pool, fitness center, and other amenities (28 min)- UpWard Brewing (4 min) & Catskill Brewery (7 min): Enjoy local craft beer at two breweries nearby.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.