Guesthouse vacation rentals in Shandaken

Find and book unique guesthouse rentals on Airbnb

4 of 12 items showing
1 of 3 pages
Top guest favorite
A comfortable lounge chair with an ottoman is positioned beside large glass doors, offering a view of the mountains and outdoor space. Natural light floods the area, highlighting wooden flooring and a potted plant nearby, creating a warm and inviting environment.
Guesthouse in Bearsville
4.98 out of 5 average rating, 612 reviews

Mt. Guardian Guest House Exquisite Mountain Views

Exquisite mountain views, immaculate cleanliness, cozy wood stove, beautifully designed, great bed, all amenities, freshly roasted coffee, well-equipped kitchen, excellent Wi-Fi, cable TV, Netflix, and serenity! Close to everything, far from everyone. AirBnB PLUS, Super Hosts, registered with town and county. We follow AirBnB Covid cleaning protocols and run a large HEPA air filter between guests. Pet friendly with prior permission. Over 500 exceptional reviews–many guests return again and again. Winter mid-week discount: book 3 or more nights (Sunday - Thursday) and get one night free! Our little cabin is made and furnished with great care and attention to detail. The space is comfortable and homey, bright and flooded with fresh mountain air. Many of the pieces are hand made and those that are not were chosen for both their aesthetic and functionality. We offer high speed internet access, full service internet TV, Netflix, and a full kitchen with every utensil and pot/pan you need (we've been to a bunch of airbnb's and we hardly ever saw a decent sized spaghetti pot!) and hand crafted bathroom with shower. The views from every window are exquisite - from the front we have miles and miles of national park that change in appearance every day. Whether its covered in fog, changing leaves, bright sunshine or fresh snow Mount Guardian delivers a constantly changing and stunning landscape. Enjoy your morning cup from one of the hammock chairs, the couch, or with a newspaper at the kitchen table... At night , forego the tech and curl up in front of the fire with one of our books, or set up a board game with a glass of wine. The place is cozy warm in the coldest months, and although we have air conditioning, its rare that you'll need it. When you're ready - jump into our queen sized memory foam bed before deciding to get one for yourself (yes - its that good and we're happy to share the details). and gaze up through the skylight at the stars. If you're used to sleeping with constant light and noise you'll be amazed at how well rested you feel after just a couple nights on the mountain. Skiers- we can't guarantee the snow, but the cabin is 20 miles from Hunter, 31 miles to Windham, and 36 miles to Belleayre. Inquire about our mid-week skier specials (Sunday night through Friday morning). We are pet friendly, but only small and medium sized dogs (sorry, we can't allow cats). We charge a cash deposit on arrival, and return it to you at the end of your stay. If you would like to bring a dog, PLEASE SEND AN INQUIRY (DO NOT USE INSTANT BOOKING). We have some pet guidelines which you need to read and agree to first. Nothing huge or surprising, but due to some irresponsible pet owners, we like to be clear before you book. If you are planning to come by motorcycle, PLEASE send an inquiry (do not use instant booking). Special Events in the area: June: Taste of Country and Mountain Jam at Hunter Mountain (Both are great by the way!) June through October: Usually something just about every weekend. Check out what is going on at Levon Helm Studios, Bearsville Theatre, the Colony, Maverick Concerts. Many other music and theater venues a little farther off. Mid October: The view of the changing leaves is spectacular Mid October: Woodstock Film Festival. Book early. This brings big crowds to our little town. Late October: Woodstock Luthier Festival November: Halloween in Woodstock is an event not to be missed. Half for the kids, half for all the folks around here who haven't abandoned their 8 year old. A LOT of fun. Christmas: when Santa comes to Woodstock, most of the town turns out for the welcome party. Like no other. We use a keypad system so you can check-in any time after 3:00pm. If you're coming from the city by bus (Trailways stops in Bearsville and Woodstock), you can get an Uber, Lyft, or a cab- but service can be pretty slow up here (there are only a few drivers.) The cabin is a good 45 minute walk from town, up a pretty good hill. We are generally nearby if you need anything. We also leave very explicit instructions for reaching us if there is an urgent need. The cottage is set in the secluded woods of Mt. Guardian, four miles from the center of Woodstock. Explore artist workshops and colonies, excellent music venues, great restaurants, bars, and plenty of cool little shops. Hiking, skiing, swimming, and tubing are all nearby. Licensed massage therapist available next door or in cabin (please book in advance). It's beautiful up here every season- spring and fall are magical, summer swimming, tubing, exploring and winter skiing and times by the fire. Around here it helps to have a car. Though you can do without one if you're staying in for the most part, the cabs in Woodstock are from Kingston and charge a rather serious call out fee. Uber/Lyft are now available, but you may wait a while to be picked up. As mentioned before Trailways bus service will drop you in Bearsville or Woodstock from the Port Authority and the Amtrak drops in Rhinecliff. Cabs are available at Rhinecliff station but your best bet is to rent a car or drive your own. In winter, the roads up here are plowed frequently. Our driveway is plowed and level, and is accessible to most vehicles throughout the year. We have a dog who lives on the property (next door) - he's very gentle and doesn't bark unless a critter alerts him - though we have a fair few of those up on the mountain! He is an indoor dog and unless you are around while he's being walked or chasing sticks, his presence shouldn't impact your stay. With prior approval, we are happy to welcome quiet well-mannered pets. We require an additional security deposit and provide a receipt and simple "pet deposit agreement" on check-in. We ask pet owners to follow our "pet rules" which include keeping your dog in a suitable pen if you are gone from the cabin. No pups on furniture or bed, pick up after your dog in the yard. You may want to bring a mat or blanket. We will provide full details regarding pets when we get your inquiry. You'll have good wifi in the cabin. Mobile service is great for Verizon, and very limited for other carriers.

Top guest favorite
A charming red guesthouse features a sloped roof and white trim. A set of stairs leads to a second-story entrance, flanked by landscaped gardens. The pathway is paved with stone and bordered by greenery, with a gravel area visible near the entrance.
Guesthouse in Rhinebeck
4.99 out of 5 average rating, 116 reviews

Country Suite Near Omega Inst and Rhinebeck

We designed our guesthouse with the comfort seeking guest in mind. Enjoy our extra comfy plush beds, soft and fresh bed linens, luxurious towels, and complimentary essential oil infused bath amenities for your ultimate getaway. Complimentary snack and beverage selections provided for your enjoyment in our efficient kitchenette which can accommodate light meals. Our second floor guesthouse offers a newly installed ductless HVAC to provide the ultimate comfort air-conditioning or heating as needed. Many of our guests comment on our relentless pursuit of cleanliness. Some features included are: kitchen with microwave, toaster oven, refrigerator/freezer, electric tea kettle, and Keurig coffee maker. Also, oversized shower, dimmable lighting, keyless access, internet, smart TV, blackout window treatments, heating and air conditioning. Kitchen is for light meal preparation only, no stove. Complimentary snacks, beverages, and bath amenities provided. Echo Dot with Amazon Alexa in suite for guest use. Please note: entrance includes one flight of stairs to enter and exit the country suite. Available promptly by Airbnb messaging, text or phone for any questions or needs during your stay. The guesthouse is within walking distance to the Omega Institute for Holistic Studies, 8 miles to the charming and historic town of Rhinebeck, and central to many pursuits in the Hudson Valley. Walk or run around the lake for a 3.5-mile outing. 90 miles from NYC along Taconic State Pkwy. 15 mins from Amtrak's Rhinecliff station. 25 mins from Metro North's Poughkeepsie station. Walk or run around the lake for a 3.5 mile outing. Our guesthouse is a separate structure from our main home on the property. Each building is separated by around 30 feet.

Popular amenities for Shandaken guesthouse rentals

Quick stats about guesthouse rentals in Shandaken

  • Total rentals

    30 properties

  • Nightly prices starting at

    R921 ZAR before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Ulster County
  5. Shandaken
  6. Guesthouse rentals