Boutique Hotels in Windham

Escape to Windham in this beautifully designed, pet-friendly home—just a 2-minute walk to the village’s charming shops, farmers market, scenic creek, and fun family spots like the movie theater, mini golf, and arcade. Only a 2-minute drive to Windham Ski Resort. With a private hot tub, indoor fireplace, and a perfect mix of vintage character and modern style, this cozy mountain retreat is ideal for families, friends, and creatives seeking a memorable getaway!The space- 2-Minute walk to town- Outdoor Fire Pit- 7 Person Hot Tub- 2 Car Private Parking (Street Parking Available)- Fully Equipped Kitchen- Outdoor Seating- Sun Room- Smart TVs, Hi-Speed WiFi- Board Games- Large Garage Space for Games- Cornhole Set, Ping Pong Table, Arcade Basketball- Pet Friendly- Indoor Fire Place- 2-Minute Drive to Windham Mountain Club- 16-Minute Drive to Hunter Mountain- Right next to Carvel, Mini Golf, Arcade, Windham Movie TheatreFIRST LEVEL- Living Room:When you walk in, you’ll be greeted by a serene, cozy gathering space with plenty of comfy seating. Sink into the plush couch or spin around in our fun swivel chair (bonus: it hides extra throws!). It's the perfect spot to curl up with a book or kick back and watch a movie by the warmth of the indoor fireplace.- Kitchen & Dining:Fully equipped kitchen with every item of cookware, silverware, and much more. Coffee machine, toaster, blender and tea kettle are all available for your stay.There is a washer and dryer located in the kitchen.- Bedroom #11 king bed, a dresser, and a closet with hangers and extra linens.- Bedroom #42 bunk beds. It has 2 large pullout drawers for storage.SECOND LEVEL- Bedroom #21 king bed, a dresser with a TV, and closet with hangers and extra linens.- Bedroom #32 full beds, a pullout couch (full size)- Full bathroomEach floor has one full bathroom. Both are walk-in-showers (no tubs).- Outdoor SpaceUnwind in the hot tub under cozy string lights. There is an umbrella to shield you from the sun or rain. The fire pit area has four Adirondack chairs with extendable leg rests, adjustable angles, and handy trays for your drinks or phone. The fire pit doubles as a grill—or pop the lid on and it becomes a table!Guest accessGuests have access to the entire home. Please be respectful of the neighbors at all times.Other things to noteWe have below available upon request:- Pack & Play (Travel Crib)- Bassinet- Highchair- WagonDog Policy:Dogs are not allowed on furniture or beds.Extra fees will incur if hair is found on furniture or bedding.DO NOT leave dogs unattended under any circumstances.Please be considerate of the neighbors at all times.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: 18.About events:No events allowed.

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.

This Windham cabin minutes from Hunter and Windham Mountains, boasts 6 inviting bedrooms, including 1 king bed, 4 queen beds, and 3 bunk beds. With amenities like WiFi, heating, and a washing machine, guests can relax and unwind in this beautiful retreat. The 7 bathrooms ensure everyone has their own space to freshen up. Guests can enjoy scenic views, total privacy, sprawling landscape and truly beautiful hiking trails all on the property. Everything you need for a short or extended stay is here on the property. With local vineyards and 2 ski mountains within 20 minutes, it is truly a year round getaway for anyone looking to relax and decompress. The town is about 5 minutes drive and boasts upscale as well as family dining options, local markets and merchants, and just about anything you might need during your stay. Fall in love with Windham and enjoy the magic it has to offer.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Flexible check-in available (contact host in advance of arrival).About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

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.

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.