Ashland Hotels with Wifi

With a stay at Cave Mountain Motel in Windham, you'll be in the mountains, just steps from Catskill State Park and a 4-minute drive from Windham Mountain Resort. This motel is 12.7 mi (20.5 km) from Hunter Mountain and 2.8 mi (4.4 km) from Ashland Park. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area. A complimentary buffet breakfast is included. Free self parking is available onsite. Make yourself at home in one of the 8 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and complimentary toiletries.

Located in Prattsville, this cottage is within a 10-minute drive of Ashland Park and Catskill State Park. This cottage is 14.7 mi (23.6 km) from Hunter Mountain and 2.6 mi (4.2 km) from Ashland Town Hall. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this cottage, which features a fireplace. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a washer/dryer and a ceiling fan.

Newly Listed!! Beautiful mountain home located on a quite private road. This is a large 5 bedroom home only a few minutes from downtown Windham/Ski Resort and 20 minutes from Hunter Ski Resort. This property has massive lush green yards, amazing outdoor seating space, Weber BBQ Grill, superfast internet, and 5 minutes from downtown Windham. This property was recently renovated and fitted with all brand new appliances and furniture to provide utmost comfort for our guests.About pets:No pets allowed.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: 21.About events:No events allowed.

LISTING DESCRIPTION A private six-bedroom estate offering upscale comfort and luxury. The property is part of the Dingley Dell Estate, just a six-minute drive from Windham town, and about 25 minutes from Hunter Ski Resort. It features expansive, beautifully landscaped green grounds, excellent outdoor seating areas, a convenient location, and a high level of privacy. The home has been completely renovated to ensure maximum comfort for guests, and includes a pool, movie room and a high-quality sound system.PROPERTY IN DETAILWelcome to a spacious and beautifully renovated retreat designed with comfort, relaxation, and unforgettable gatherings in mind. Thoughtfully refurbished from top to bottom, this private property offers the perfect balance of luxury, entertainment, and cozy charm for families, friends, and group getaways.The home features 6 generously sized bedrooms accommodating up to 14 guests, along with 4 modern bathrooms to ensure everyone has plenty of space and convenience during their stay. Guests can enjoy a fully equipped large kitchen, an additional kitchenette for extra flexibility, and multiple indoor and outdoor areas perfect for socializing or unwinding.Step outside to experience the property’s inviting outdoor spaces, including a peaceful front porch, a spacious back patio deck ideal for dining and relaxation, beautifully manicured gardens, and exceptional privacy throughout the estate.For entertainment lovers, the home offers an incredible movie theater room complete with a massive 100-inch QLED TV and immersive surround sound system, creating the ultimate cinematic experience right at home. The main living room also features a large 75-inch TV for additional entertainment and gathering space.Outdoor fun and activities are endless, making this property ideal for guests of all ages. Enjoy access to:* Relaxing hot tub* Extra-large above-ground swimming pool (available from June - September)* Basketball setup* Badminton setup* Volleyball area* Ping pong table* Outdoor fireplace for cozy evenings* Swings for family-friendly fun* 75-inch TV in the living room* 100-inch QLED TV in the private movie theaterWhether you’re planning a relaxing escape, a family reunion, or a fun-filled weekend with friends, this property offers everything needed for a memorable and comfortable stay.GUEST ACCESS Guests will have access to nearly the entire property, including the full house, expansive landscaped gardens, and surrounding forest areas, allowing plenty of space to relax, explore, and enjoy the peaceful natural setting. Whether you’re spending time outdoors with family and friends, taking a quiet walk through the property, or simply enjoying the privacy and scenery, the grounds offer a truly relaxing retreat experience.A few select areas may be restricted for maintenance or owner storage purposes and will be clearly marked or outlined in the check-in instructions provided prior to your arrival.INTERACTION WITH GUESTSWe are committed to making your stay as comfortable and enjoyable as possible and will be readily available throughout your visit to assist with anything you may need. Guests are welcome to reach out to us anytime by phone or text with questions about the property, local recommendations, check-in assistance, or anything else that may help enhance your experience. We strive to provide quick and friendly communication to ensure you have a smooth, relaxing, and stress-free stay from arrival to departure.OTHERPlease Note the Following House Guidelines:Guests are not permitted to access the boiler room, as clearly indicated on the door signage.Access to the tree house is strictly prohibited for all guests at all times.Children must always be supervised while using the swings and outdoor play areas. Use of these amenities is at guests’ own risk.If the grill is used during your stay, we kindly ask that it be properly cleaned after each use.To help conserve energy and maintain the property, please ensure that all interior and exterior lights are turned off prior to departure.For safety and cleanliness purposes, garbage should never be left outside the home or on the property at any time.We appreciate your cooperation and respect for these guidelines, as they help us maintain a safe, clean, and enjoyable environment for all guests.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No Shoes Inside the House.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.

This historical Inn is just minutes from the Windham Ski area, as well as 2 professional golf courses, a vineyard, numerous state hiking trails and much more. This beautiful estate has 9+ bedrooms, 10.5 baths, a home office, large family gathering space, a large dining area, rec. room and living areas. Just 2.5 hours from the metropolitan area makes this an easy weekend commute. Come and see everything this beautiful house has to offer!This West Windham House has a brand new wrap around porch with roof. As well as a gas and charcoal grill for your family to enjoy. There is a new stainless steel refrigerator, six burner professional stove, Verizon Fios Internet, pool table, wood burning fireplace & washer & dryer in the home as well.Spacious covered front porch is complete with outdoor lighting, fan and plenty of seating, table and bar allow for comfortable outdoor gatherings, season to season. Providing an amazing view of the neighboring mountain tops.Multiple top-quality restaurants to choose from, movie theatre, mini golf, seasonal snow tubing, ski/snowboard your choice of three local mountains (Windham, Hunter and Belleyre) cyclist, golfers, hikers, bird watchers, nature enthusiast, explorers, mountain folk, musicians and music lovers will be at peace on Windhams' top Lodge, "A'Neils". About pets:Pets allowed.Pet fee applies..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.No smoking inside the house..About minBookingAge:Minimum age to rent: 18.About events:Events allowed.Parties under age 25 need approval..

Welcome to our creek house with expansive mountain views and open lush fields. After a long day of hiking, fishing, bike riding relax by the firepit overlooking the beautiful mountains. Enjoy a cup of joe while enjoying the sunrise and wind down with a glass of your favorite wine admiring the sunset.The house has 4 bedrooms, 2 full bathrooms, a well equipped kitchen and a deck overlooking the open field with a beautiful mountain in the backdrop.The house offers country charm with all modern amenities you’re accustomed to. With cable tv and wi-fi throughout, we’ve let no convenience go unaddressed. Enjoy meals without compromise in our fully functional kitchen, equipped with stainless-steel appliances and stocked with plates and utensils for cooking. Unwind by the firepit or on the deck overlooking the mountains or have fun with a game of foosball. Keep guests entertained with an array of board-games or spend quality time laughing, conversing, and making memories around the wood-burning fireplace.Whichever amenity you or your guests decide to enjoy, there are plenty to choose from and are guaranteed to create a truly memorable experienceAbout pets:No pets allowed.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: 25.About events:No events allowed.

With a stay at this cottage in Ashland, you'll be within a 15-minute drive of Windham Mountain Resort and Windham Vineyards and Winery. This cottage is 13.6 mi (21.9 km) from Hunter Mountain and 1.7 mi (2.8 km) from Catskill State Park. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and gas grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven.

Let this Magical Home take you away to your special place in the Catskills. Located nearby the town of Windham and less then 3 miles to Windham Ski Mountain this home is nearby all the activites that the Catskills has to offer. About pets:Pets allowed: 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.

Bring everyone together at Bella Vista — an entertainment-focused Catskills retreat designed for large groups, multiple families, ski weekends, reunions, and memorable getaways near Windham.Set on 5+ private acres directly across from Vineyard at Windham and just 7 minutes from Windham Mountain, this spacious retreat gives your group plenty of room to spread out, relax, and reconnect without ever feeling crowded.Whether you're planning a ski trip, family gathering, girls’ weekend, birthday celebration, or mountain escape, Bella Vista was built for shared experiences and group fun year-round.Why Guests Love Bella Vista* Private movie theater with popcorn machine* Game room with pool table, skee-ball & Nintendo Switch* Year-round hot tub + fire pit* 7 minutes to Windham Mountain* Walk to Vineyard at Windham* 5+ peaceful private acres with pond* Multiple hangout spaces for adults & kids* Rainy-day entertainment for all ages* Pet friendly — all pets welcomePerfect for Large Groups & Families* Comfortably hosts 16+ guests* Ideal setup for 3–5 families or large group trips* Multiple living areas so kids and adults can spread out* Great for ski weekends, reunions & retreats* Spacious layout designed for group meals, game nights & time togetherUnlike many large group rentals, Bella Vista was designed so everyone can gather together while still having space to unwind separately.Sleeping ArrangementsSecond FloorBedroom 1* King bed* Ensuite bathroom* Connects to Bedroom 8Bedroom 2* King bedBedroom 4* King bedBedroom 5* Twin-over-twin bunk bedBedroom 8* Twin-over-twin bunk bed* Accessed through Bedroom 1* Best suited for kids/familiesFirst FloorBedroom 3* Double bed + twin bedBedroom 6* Two twin-over-twin bunk bedsBedroom 7* Queen bedLoft* Sleeper sofa* Limited privacy* Ideal for overflow sleepingEntertainment & AmenitiesRain or shine, there’s always something to do:* Private movie theater* Popcorn machine* Pool table* Skee-ball* Nintendo Wii U* Board games* Smart TVs* Fast WiFi* Central AC & heatingOutdoor ExperienceEnjoy peaceful mountain surroundings with:* Private hot tub open year-round* Fire pit for evenings under the stars* Gas grill + outdoor dining* Volleyball & open yard* Private pond & wooded setting* Vineyard & mountain viewsKitchen & DiningFully stocked for large-group meals:* Large dining area* Nespresso + drip coffee maker* Cooking essentials* Blender, toaster & bakeware* Wine glasses & serving pieces* Plenty of prep spaceFamily-Friendly Features* Pack ’n Play* High chair* Multiple family hangout areas* Room-darkening shades* Entertainment spaces kids loveGood to Know* Bedroom 8 is accessed through Bedroom 1* Loft sleeper sofa has limited privacy* Mountain WiFi supports streaming and casual work but may slow with many devices connected simultaneously* Exterior Ring cameras monitor entry points for guest safety (no indoor cameras)* Starter supplies provided for large groups* All pets welcome ($100 per pet)Bella Vista is the kind of place where families reconnect, friends gather, kids stay entertained, and everyone leaves with lasting Catskills memories.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 3 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:By accepting your reservation, you agree to follow our house rules and respond to inbox inquiries within 24 hours of booking confirmation..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.