Places to stay in Shandaken

4.97 out of 5 average rating, 395 reviews

Cabin in Bovina Center

Delightful Cabin with Extras

Come to beautiful Delaware County and settle into serene and comfortable surroundings for a restorative getaway in any season at this lovely Bovina cabin. Enjoy the hot tub, wrap-around deck, firepit, and pristine pond on 8 acres of rolling hillside property. *Notes: While our Air BnB Plus photo shoot was taken in winter, the cabin is a fantastic year-round respite, beautiful in every season. Also - each adult beyond 2 is $25 per night, but we do not charge for children, so do not include kids in your guest # (but let us know). Inside this 2- bdrm Catskills cabin, you'll find an open living/kitchen space with comfy couches and wood stove. Outside, there's a wrap-around deck with grill and hot tub. The cabin sits mountainside on eight beautiful acres of meadows, forest, a fantastic swimming pond and a fire pit. Swimming pond, deck, grill, fire pit, outdoor hot tub, wi-fi, and great local dining and festivals. Nearby farm stands, hiking, skiing, fishing, golf, tennis, and low-key town pool (in Andes). Amazing beef cattle are just down the road, so if you'd like some for the grill, we can put it in the fridge! We live right up the road so are readily available to answer all of your questions and provide whatever we can to make your stay memorable. The cabin is on Bramley Mountain in the beautiful town of Bovina Center. Neighboring farms offer organic veggies, grass-fed meat, cheese, and milk. The town also has top-rated Catskill dining, including Brushland Eating House, Table on Ten, and the Mountain Brook Inn. We're three hours from NYC by car. A beautiful ride! Buses also run regularly from Port Authority to nearby Andes or Delhi, so if you don't have a car, we're happy to pick you up. Fully equipped kitchen, 2 bedrooms (1 queen bed and 1 full bed), blow-up bed, games, books, DVDs and video streaming access.

5 out of 5 average rating, 379 reviews

Guesthouse in Woodstock

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

4.96 out of 5 average rating, 26 reviews

Home in Wappingers Falls

Caroline House Beacon Getaway

Set just outside Beacon in a beautiful, quaint neighborhood, this is the perfect retreat for family and friends after a fun day at all of the local attractions. Enjoy the large outdoor space with firepit, grill, hammock and deck or any of the close by farms, breweries, downtown Beacon and the many Hudson River adventures. Just 7 minutes from the Beacon MTA train and I84 with all the excitement at your fingertips set in a beautiful neighborhood where you may spot our neighbors horses roaming.

4.77 out of 5 average rating, 115 reviews

Apartment in Kingston

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

4.92 out of 5 average rating, 190 reviews

Home in Mount Tremper

Rippleside Retreat - Stay and Relax

LOCATION, LOCATION! Spacious and quiet creek-front and mountain view home. Near Phoenicia and Woodstock for shopping, browsing art galleries, and fine dining. Plenty of hiking trails, fishing, and tubing in the warmer months, and close to skiing at Belleayre, Hunter, Windham, and Plattekill Mountains for winter enthusiasts. The home is conveniently located near the Emerson Resort and Spa, Foxfire Mountain House, Howland House, Mount Tremper Arts, and Onteora Mountain House wedding venues.

4.95 out of 5 average rating, 158 reviews

Home in Freehold

Come and Stay at Our Catskill Hideaway

Follow us at catskill_hideaway Come and Stay at our Catskill Hideaway. We have some of the best places for skiing, snowmobiling, snow tubing, shopping, eating, swimming, hiking, mountain biking, and much more. Within only 30 minutes of this haven.5-Star Super Host for three years. This 900 sq. ft. home is very cozy, with three bedrooms and two bathrooms. This location is perfect when you need a break from the hustle & bustle of life. Relax & enjoy the beautiful Catskill mountains.

4.9 out of 5 average rating, 89 reviews

Condo in Hunter

Cozy Slope Side Retreat

Hunter Mountain Retreat nestled in the Trailside complex is steps from the slopes. During the ski season, you can walk through parking lot & ski down to get your lift ticket. The Kaatskill Mountain Club is on the opposite side of the trails where you can go for dinner or a drink at the bar. Activities include Zipline, Skyride, Disc Golf, Horseback Riding. Trailside is by far the best & most luxurious place to stay in Hunter. Our rates are very reasonable for the luxury & location.

4.93 out of 5 average rating, 163 reviews

Home in Phoenicia

Heart of Phoenicia: Serene. Cozy. Close to all.

"Such a cute place with cabin-in-the-woods vibes but all the conveniences of being in town." What Shannon said in a 5 star review after her stay. I couldn't put it better. Relax and reconnect in this calm and quiet little house nestled in the center of our cool village. You're on the doorstep of hiking trails with BREATHTAKING VIEWS and gorgeous trout streams. Lounge AROUND A GLOWING CAMPFIRE in the back yard with S’mores or SPIN VINYL. On NYC bus route and ski shuttle.

4.92 out of 5 average rating, 168 reviews

Guest suite in Newburgh

Cozy Country Efficency in Hudson Valley

Spacious and cozy one bedroom efficiency Warm and welcoming, sparkling clean nestled in The Hudson Valley all the amenities of a hotel stay, but the comfort of your own space Farm markets, Wineries, Craft beer through out the area. Historic sights to visit or outdoor activities all around ( hiking, skiing, kayaking, bike riding,etc) Stay in and cook in well appointed kitchenette or sample the large variety of excellent restaurants throughout the region

5 out of 5 average rating, 3 reviews

Apartment in Saugerties

Creekfront I Hot Tub I Sauna I Fire Pit I Kayaks

Welcome to Upstate Waterfronts! Looking for a restorative Upstate getaway? This Creekside gem has you covered. - HOT TUB - SAUNA - 3 bedrooms/ 1 full bathroom - Fully equipped kitchen & high-end amenities - Private creek access - including kayaks/vests/paddles - Stunning creek views - including a water facing balcony - 3,000 Arcade games, 75'' Smart TV, endless board games - High-speed WiFi - Prime location - walkable to town/restaurants/shops/beach

5 out of 5 average rating, 44 reviews

Home in Tannersville

Luxury Custom Home With Hot Tub Minutes From Town

Just minutes from Hunter Mountain, scenic hikes, and breathtaking Catskill views, our custom home is ideally located—only a block from the best restaurants and shopping in town. With high-end amenities, including a chef’s kitchen, heated floors, fireplace, pool table, entertainment system, and an outdoor kitchen with BBQ, pizza oven, fire pit, and hot tub. Perfect for friends and family, just 2.5 hours from Manhattan—your ideal mountain escape!

4.91 out of 5 average rating, 170 reviews

Loft in Catskill

Studio Village of Catskill. Close to dining shops

Studio unit on dead end street short Walk to shops, dining and waterfront Close to skiing and hiking Shopping. Hudson Woodstock and Village of Catskill Need more space. Property is adjacent to https://www.airbnb.com/h/catskillwaterviewhouse https://www.airbnb.com/h/catskillvillagehouse

0 of 0 items showing

What guests are saying

Historic Upstate NY Farmhouse

4.91 out of 5 average rating, 54 reviews5 months ago

We had a lovely weekend at this beautiful home. Most significant for us: bedrooms on the first floor so that our senior could get around easily. Kitchen and dining area were terrific and could host many for a meal. Kitchen has all the necessarily appliances for a full stay. The house is decorated very nicely; beds were comfortable; enough pillows for everyone; and the lounge area was super comfy when we caught up on the news. Bathrooms were great. We loved to local touches and this house is clearly set up to satisfy a range of visitors. The hosts responded so quickly when we had a question or two. Overall, this was a great choice for us as we were visiting friends nearby, and we will probably book this again on a future trip.

Home in East Meredith

What guests are saying

Mountain View Catskill Escape-2 Mins to Slopes!

4.91 out of 5 average rating, 78 reviews2 weeks ago

This was such a lovely Airbnb and the hosts were amazing - so responsive and kind. The house had everything me and my family needed during our stay. They even had a pack n play for my baby which I actually forgot to bring! Such a pleasant surprise. The place was spacious and beds were super comfortable. My only critique was the bathtub that no matter how tight you turned it off, it still dripped! We cooked a majority of our meals in the Airbnb because as it turns out, the entire town is closed during spring break! haha only a couple restaurants were open but all and all, great place, great view, great stay! We had a blast playing in the snow, hiking, sitting by the fire, and cooking meals together.

Townhouse in Hunter

What guests are saying

Cozy studio, amazing views, BBQ, firepit

4.97 out of 5 average rating, 67 reviews6 days ago

I had a very pleasant stay here. The unit is perfect and has everything you could need. The kitchenette is well equipped with cooking gear, fridge with freezer space, and microwave. Lots of ways to make coffee. The bed and pillows were very comfortable, and I was able to log in and watch multiple streaming services. Everything was very clean, and there were nice smelling toiletries and room fragrances. Lots of plugs including usb for charging, and a quiet atmosphere. Its location is near a lot of nice restaurants and places to see, in addition to great hikes (after which that good-sized bathroom with high-pressure, hot shower was a dream). Great communication with owner, who also provided a very nice and detailed area guidebook, and super easy to check in. Would highly recommend!

Guest suite in Accord

What guests are saying

Heart of Catskills:Pond Views,Backyard Dining+BBQ.

4.95 out of 5 average rating, 20 reviews6 days ago

Came back for another lovely stay! This is the perfect location for outdoor activities and still close to our favs like Hudson & Woodstock. House had everything we needed to stay with two young kids and the backyard can’t be beat! Host is fast to reply and accommodating. Would absolutely recommend!

Home in Round Top

What guests are saying

Garden Retreat Theme

4.8 out of 5 average rating, 108 reviews2 months ago

Everything about this place was wonderful. It was centrally located to Poughkeepsie and was with 15 minutes of everything we hoped to do. The apartment was very clean, well stocked, and private with lots of homey touches that made it extra comfortable. We particularly loved the robes that were provided and the comfortable king sized bed. Delia was extremely responsive and proactive in communicating with us prior to and during our stay. We highly recommend this place for a cozy getaway in the Hudson Valley.

Home in Poughkeepsie

What guests are saying

The Cherry House

4.88 out of 5 average rating, 24 reviewstoday

We loved our stay at the Cherry House and would definitely return! The house was extremely clean and comfy, in a quiet location with beautiful woods out the back door. It was great to be within walking distance of our kiddo at Vassar. Also so nice to be able to bring the dog, he loved it too! Lau-Rene was a wonderful communicator and helped us feel right at home.

Home in Arlington

1 of 12 pages

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Shandaken places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Shandaken's top sights

Belleayre Mountain Ski Center604 locals recommend

Phoenicia Diner596 locals recommend

Peekamoose440 locals recommend

Woodstock Brewing263 locals recommend

Brio's200 locals recommend

The Pines159 locals recommend

Other great vacation rentals in Shandaken

Cottage in Livingston Manor

4.99 out of 5 average rating, 144 reviews

Cozy mountain top home - views, 5acres & a gym.

5 out of 5 average rating, 9 reviews

Cabin in Oneonta

Fantastic views & fresh air from Poolside 4

4.99 out of 5 average rating, 114 reviews

Cottage in Beach Lake

Driftwood Cottage on Welcome Lake-peaceful retreat

4.97 out of 5 average rating, 100 reviews

Guesthouse in Windham

Little Bear’s Cottage Great location, cozy & cute

4.92 out of 5 average rating, 469 reviews

Home in Woodstock

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

5 out of 5 average rating, 16 reviews

Home in Athens

Lake house with arcade games

4.99 out of 5 average rating, 104 reviews

Cabin in Shandaken

A Place Called Home in The Catskill