Windham

Boutique Hotels in Windham

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Top Boutique Hotels in Windham

Check out our pick of great boutique hotels for your travel
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Newly Built 1200sq ft Guest House 4min to Ski & Hiking
Newly Built 1200sq ft Guest House 4min to Ski & HikingNewly Built 1200sq ft Guest House 4min to Ski & HikingNewly Built 1200sq ft Guest House 4min to Ski & HikingNewly Built 1200sq ft Guest House 4min to Ski & HikingNewly Built 1200sq ft Guest House 4min to Ski & HikingNewly Built 1200sq ft Guest House 4min to Ski & Hiking
11
Hotels in Windham
Beautiful newly built 1200 sq ft cozy log guest house, w vaulted ceiling’s and a gas fireplace for a charming indoor experience. Air conditioning for those few warm summer days. A mud room with bench seating and ski storage area. w a heated floor. An outdoor Adirondack chair seating area w a gas fire table for a peaceful outdoor evening surrounded by a serene tree lined environment.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10.0/10
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Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza OvenLux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza OvenLux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza OvenLux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza OvenLux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza OvenLux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
71
Hotels in Windham
Featured facilities: Private Swimming Pool
Outstanding
3 reviews
10.0/10
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Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
33
Hotels in Windham
Our charming timber frame home offers a unique aesthetic appeal - a harmonious combination of rustic warmth and modern function. This mountain retreat offers flowing open spaces throughout. Vaulted pine tongue & groove ceilings, exposed wood beams, and a blue stone fireplace that compliments the home's rustic elements and wood floors. Skylights allow for bright-inviting spaces. The home is set on a private 2.5 acre lot surrounded by trees, while offering the convenience of town only several minutes down the road.Our home has 4 bedrooms and 3 full bathrooms. The upper level of the home has an open concept layout with an updated kitchen, dining area with seating for 8 (plus 3 counter stools), living room with fireplace, and master bedroom with full bath (shower/tub). There is a mudroom as you enter for shoes, equipment, etc. The deck is located off the main living area and includes a grill and an outdoor dining table with views of the mountain. Firewood is available for use in the wood shed on the side of the house.The lower level features a family room with wood pellet stove, a 2nd master bedroom with full bath (shower/tub), and 2 additional bedrooms that share a 3rd full bathroom (shower with bench). There is also a beautiful sunroom off the 2nd master, with high ceilings and tons of light, that leads out to the large private backyard (and fire pit!). The laundry room is on the lower level as well. We have board games, puzzles, and a small air hockey table for those days you want to stay in and relax. This is a great home for 2 families and we also welcome dogs!Please note we have our well water tested annually through Adirondack Environmental Services located in Albany to ensure the drinking water is potable.Your destination awaits and is just minutes away from:- 3 to 4 mins away from Town and restaurants- 5 mins away from the Windham Mountain Resort- 15 to 20 mins away from the Hunter Mountain Resort- 20 mins to Colgate Lake State park- 25 to 30 mins away from Kaaterskill Falls & TrailsMust be at least 26 years of age to rent this property.Additional $200 cleaning fee (per stay).Pets are welcome - additional $50 fee (per stay).** Please note - we ask that Guests: - Clean the fireplace (if used) prior to checkout- Clean all dirty dishes prior to checkout- Remove all garbage & recycling (there is no garbage pick up so all garbage needs to be brought to the Windham Transfer station 3 minutes from the house)- Leave the house in good conditionIn addition:1. The home must be left in the condition you found it. Please do not move any of the furniture. We understand that accidents happen so please let us know if something is broken. It is only fair that we have ample time to replace something before the next guests arrive.2. NO Smoking inside the house. If Smoking outside, please dispose of cigarette butts appropriately (do not throw anywhere on the property or in the house garbage pail).3. No fires inside or out are to be left unattended. Please make sure that all embers in the fireplace are completely out before closing the flue and retiring for the evening.4. Our cleaners are there to do the laundry, dust and clean the kitchen and baths (not clean up large messes left by disrespectful guests!)5. Do not flush anything other than toilet paper. Do not flush wipes of any kind. No feminine products should be flushed at anytime.6. The house is located in the woods. Although we perform regular pest control on the house, we cannot guarantee it to be pest free of all bugs and pests. We cannot compensate for the presence of pests, insects and animals. Although food is biodegradable it is not safe or recommended to dispose any food items or trash in the woods for it attracts insects and animals.7. Please be aware that we have 3 outdoor cameras installed for security purposes. Once you arrive at the house, all cameras are disarmed for the remainder of your stay. No cameras are located inside the house.For your convenience, the home is maintained by compassionate hosts with a dedicated caretaker, happy to address any questions or concerns that you and your guests may have.About pets:Pets allowed: dogs (limit 1 total).Additional $50 fee required..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Garbage and Recycling Removal - must bring to Windham Transfer Station. Cost is $3 per trash bag (cash only); recycling free. If not, $50 charge..Fireplace - if used, guests must clean fireplace prior to check-out. If not cleaned, guest will be charged $50 (withheld from security deposit).,Dirty dishes - must be cleaned (or run through the dishwasher). If not cleaned, guest will be charged $50 (withheld from security deposit)..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.
Outstanding
15 reviews
10.0/10
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Windham
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'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
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16
Hotels in Windham
Canadian Log Home on 14 acres yet only 2 miles to Windham Ski Mountain. The house has 4 bedrooms plus a loft and 3 bathrooms. The kitchen is equipped with high end appliances. Living Room with stone fireplace. Sunroom with beautiful mountain views. At the end of a relaxing or busy day enjoy a soak in the hot tub. Wifi. Country Living at IT'S BEST!!! In the summer Windham is known for hiking, golfing, mountain biking, fly-fishing, hiking, mountain biking, water parks, antiquing, skiing and sleighing. Of course, in the Fall, the foliage is just spectacular. This is not a party group house, this is a home for families. About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:The hot tub cover must always be locked down when not using it. Shower before entering the hot tub..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 27.About events:Events allowed: family gatherings.Maximum event attendees: 12.
Outstanding
10.0/10
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Ski Ridge Golf farmhouse
Ski Ridge Golf farmhouseSki Ridge Golf farmhouseSki Ridge Golf farmhouseSki Ridge Golf farmhouseSki Ridge Golf farmhouseSki Ridge Golf farmhouse
40
Hotels in Windham
Relax in this beautiful natural setting course that Windham has to offer, while at the same time enjoying all comforts of home with stunning views of the mountains and Surrounded by the Golf courseYes! The house is located in the unique location in the middle of the Golf course and with the ski slopes view. Just minutes from downtown Windham, you’ll be in proximity to all the best of the Catskills: Golf, ski, biking, water park, waterfalls, hiking trails lakes, dining, and wineryAbout pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).100$ charge for pets Only small pets !.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:For the safety and comfort of all guests, firearms and other weapons are strictly prohibited on the property. - no fireworks.-The maximum occupancy for this property is 8 people, including children and infants. Please ensure your group size does not exceed this limit.,- For safety reasons, the use of candles is not permitted inside the house. -Hunting is not permitted on or around the property..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 27.About events:No events allowed.
Outstanding
20 reviews
10.0/10
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Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm
Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game RmAmazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game RmAmazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game RmAmazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game RmAmazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game RmAmazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm
43
Hotels in Windham
The highest Mountain View’s with Ski Windham as well as Hunter Mountain ski slope views and Valley Views . A breathtaking environment with 3 outdoor fire-pits and lake views as well as town views. 5 ⭐️ The property is 5 acres of tranquility, with walking paths through beautiful gardens with a ski chair lift in front of one firepit and 4 Adirondack chairs in front of another. The best is a Japanese style garden with serenity and lake views with the entire landscape of mountains in your view. Every room in the home has the Mountain View’s as well as both ski slope views. You can enjoy walking out under a covered porch to the hot tub that also shares the same views , or to the outdoor bbq grill while taking in the beautiful mountain range and town of Windham. The interior of the home has a comfortable environment with two warm gas fireplaces. One in Living room as well as one in the dining room/ kitchen area with tvs above each one. The lower level living room has a large 72” tv with two comfortable couches and a full oak bar in the adjoining room with a pool table as well as foosball and ms Pac-Man game.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
12 reviews
10.0/10
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"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town
"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town"New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town
30
Hotels in Windham
Beautifully constructed 2019 new home on a property with gorgeous mountain range views and horse farm views. Large open floor plan with vaulted ceilings. Great views from entire downstairs living rm dining room and kitchen. Central A/C Grand floor to ceiling stone fireplace enjoyable from living room, kitchen, and dining room.Large kitchen island with chairs for casual dining, granite countertops throughout. All stainless steel appliances,filtered well water on refrigerator door, and all kitchen supplies included . One large king bedroom with spectacular master bath. A large queen bedroom with spacious bath . A bunk bedroom with a daybed pullout to accommodate 4 comfortably ,with a full bathroom off the bedroom. A beautiful spacious tv loft area overlooking the spectacular fireplace and open living room with a pullout queen size bed. A grand deck area with an elevated breathtaking view of a grand pond and horse farm with the serene Idyllic mountain range in the backdrop w fire pit and Adirondack chairs.. The property is a short 2 min drive into the center of town where you will find a wide selection of wonderful restaurants and shops. Ski Windham is a 5 minute drive and Hunter Mt ski area is a 15 min drive away. There are a wide selection of hiking trails for a winter hike or anytime hiking. There is a wonderful selection of golf courses all within minutes drive of the home. If your up for a Waterpark experience with the family ,the Zoom Flume Waterpark is a short 10 min drive,or you can take a short 25 min drive over to North Lake & South Lake for a kayak or canoe experience, or just lay on the beach with a beautiful mountain range surrounding you. There are many beautiful hiking trails with waterfall views and a spectacular 5 state view overlooking the Hudson River all within a 25 min drive of your relaxing mountain home away from home.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 4:00 PM.About smoking:Smoking is not permitted.You may smoke outside on deck only!.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10.0/10
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot TubCharming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot TubCharming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot TubCharming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot TubCharming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot TubCharming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
31
Hotels in Windham
Beautiful Country Setting 3 min to Windham town center w Large deck/ New Hot Tub and Large Wood Fire pit across our bridge next to a wonderful Stream w 6 cedar Adirondack chairs surrounding our fire pit. A serene setting of 6 chairs on a new bluestone patio stream side, for morning coffee or evening drinks listening and watching the running water closeup.Enjoy one of our newest amenities , a fun game of bocce just next to our fire pit,bean bag toss. Ultra Modern spacious kitchen with a Barista Breville Espresso Cappuccino machine with built in grinder, comfortable living room with flat screen TV , DVD , WiFi , DIRECTV, HBO ,charming pellet stove,1906 antique player piano. 2 person shower for relaxation after a hike or skiing. Large deck, with barbecue and outdoor flat screen tv 50” on deck, with a gas fire pit in front of couch on deck, with stream behind house. . A assortment of board games , horse shoes. Wake up to deer in the backyard or walk across the street to see the beautiful horses or sheep. A short drive to a beautiful walking , or cross country skiing path with beautiful views. Great location for Hiking or a relaxing day on the golf course. Zip lining 15 minutes away, or relax and take in a movie at the local 3 screen theatre right in town. Zoom Flume water park a 8 min drive. A short drive to Main st in town 2.1 miles and 3.4 miles to Ski Windham, and Hunter Mtn Ski area 15 min drive .A 12 min drive to CD lane park that has beachfront on a lake. Also a 25 min drive to North Lake and South Lake that are beautiful large lakes for lying on the beach, or renting a kayak or bring your own. Also some breathtaking views at the beautiful 5 state view at the Historic site of the Catskill Mountain House and Boulder Rock, and visit the Kaaterskill water fall overlook or take a beautiful hike up from the bottom of the falls to inspiration point . Also we have a wide selection of excellent restaurants in town and in the area. A short 40 min drive will bring you to the beautiful Historic town of Hudson. The town has many fine restaurants and tremendous character along with many interesting antique shops and more. The property has outdoor security cameras facing the front driveway and bridge and streamside patio for security and insurance purposes.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:(Firewood/ starters available at Hickory Hill gas station and Smittys nursery Rt23 in town).About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.You may smoke outside on deck area!.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.
Outstanding
25 reviews
10.0/10
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5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
29
Hotels in Windham
Unit 3: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. Since every bedroom has its own bathroom (4 of which are en-suite) everyone will have their own space! During the winter you can walk to skiing and the adventure park. But if warmer weather is for you then ride your mountain bike right out of your front door or drive a mile to the golf course. You can enjoy 365 day views of the ski area from 1000 square feet of outdoor decks. Although the spacious kitchen/dining/living area can accommodate large families or groups if you want to give everyone a break from cooking and cleaning you can enjoy all that Main Street has to offer less then a half mile away. Personal door code will be provided upon booking.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: 21.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 50.
Outstanding
14 reviews
9.8/10
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NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
18
Hotels in Windham
Unit 2: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. Since every bedroom has its own bathroom (4 of which are en-suite) everyone will have their own space! During the winter you can walk to skiing and the adventure park. But if warmer weather is for you then ride your mountain bike right out of your front door or drive a mile to the golf course. You can enjoy 365 day views of the ski area from 1000 square feet of outdoor decks. Although the spacious kitchen/dining/living area can accommodate large families or groups if you want to give everyone a break from cooking and cleaning you can enjoy all that Main Street has to offer less then a half mile away. Personal door code will be provided upon booking.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 3:00 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: 50.
Outstanding
6 reviews
9.8/10
Check Availability
See All Boutique Hotels in Windham

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