Bed and breakfast vacation rentals in Shandaken

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Top-rated bed and breakfast rentals in Shandaken

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Superhost

Guest suite in Palenville

4.94 out of 5 average rating, 174 reviews

Rocky Ledges

Our house was a historic cottage, built in the 1880s. We built a new house around the cottage. We are Artists and our guest bedrooms are in a sense galleries. Guests have the entire second floor, 2 bedrooms, perfect for couples who are traveling together & families with teenagers. The back is the private entrance to the stairs. We live on a quiet and pleasant dead end street. The views of the Catskills & gardens are awesome. Located near Hunter Mountain Festivals, Woodstock & Katterskill Falls.

Jun 28 – Jul 5

G$26,509 GYD per night

Guest favorite

Home in Kinderhook

4.88 out of 5 average rating, 106 reviews

Jenny’s Folk Art Museum

Jenny's Folk Art Museum is a house from 1770, located in the historical district of Kinderhook Village, just a twenty minute drive north of Hudson. The house retains much character from a bygone era, with wide wooden floorboards, bumpy horsehair and plaster walls, and wavy glass window panes, and is crooked and "wabi sabi" as it can be. Jenny, an artist and avid collector herself, has filled the house with folk art, "outsider art", antique quilts, extraordinary art books, and her own creations.

Feb 17 – 24

G$43,367 GYD per night

Home in Tannersville

4.88 out of 5 average rating, 48 reviews

1894 Catskills Farmhouse Retreat near Hunter Mtn.

Enjoy the Catskills at our charming 130 yr old farmhouse, combining the best of the old and new. Relax indoors by a cozy wood-burning stove or outdoors in the sauna, hot tub, hammock or around the fire pit. A perfect spot perfect for small groups or families. In a secluded location but only a 5 minute drive to Hunter or Tannersville. Now available for entire 24/25 ski season. Please note that the hosts sometimes stay in a guest cottage at the back of the property but you still have privacy.

Sep 24 – Oct 1

G$58,791 GYD per night

Guest favorite

Home in Mount Tremper

4.97 out of 5 average rating, 37 reviews

Mountain home with views

Spacious home with sunset-facing views, surrounded by woods, creek, wildlife. Listed as 2BR (queen & king BRs) but has 2 addt'l rooms with beds - twins & bunk beds (see photos). Rental includes the whole house - sleeps 10 comfortably. 5 mi to Phoenicia, 10 mi to Woodstock. Hiking, restaurants, activities nearby. Private, peaceful, and woodsy, with easy access to town. Wifi. Fire pit. Hottub. For long term rentals for this property, go to airbnb.com /rooms/51687679 (del the space after com)

Apr 6 – 13

G$143,086 GYD per night

Guest favorite

Farm stay in West Sand Lake

4.91 out of 5 average rating, 58 reviews

'The Xenia House' on Blue Heron Farm.

Blue Heron Farm is the real deal. From the first moments driving up the tree lined lane, beauty surrounds you. The 1850's 'Xenia House' is open for long or short stays. Its private, welcoming, eclectic, a roomy house. Perfect for family gatherings, wedding parties, small retreats. Come experience this budding organic small farm estate. Forest bathing, yoga dance, bed and breakfast options, farm to table meals. The 'new wave of renaissance' country culture is popping right here, right now!

Dec 31 – Jan 7

G$84,378 GYD per night

Guest favorite

Guesthouse in Germantown

4.98 out of 5 average rating, 57 reviews

The White Barn: A Bright Barn Loft in the Country

The White Barn is close to natural beauty, great views, world-class art, cosmopolitan culture and gourmet local food. We are between trendy Hudson, NY and classy Rhinebeck, NY (18 minutes to either). Even closer to Bard College, Tivoli, Red Hook and Germantown. Visit local farms; hike in the Catskills; visit Bash Bish Falls; tour historic Clermont House; gaze at the Hudson River from Poet's Walk; try a local gourmet restaurant; antique and art shop in Hudson; stroll through Rhinebeck; RELAX!

Dec 9 – 16

G$48,182 GYD per night

Guest favorite

Guest suite in Marlboro

4.96 out of 5 average rating, 392 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Jun 27 – Jul 4

G$24,412 GYD per night

Guest favorite

Townhouse in Hudson

4.94 out of 5 average rating, 193 reviews

Palazzo Hudson: Luxury Pool, Hot Tub, and Sauna

Welcome to Palazzo Hudson! The only private vacation home in the town of Hudson with a chef's kitchen, in-ground pool, deluxe sauna, cedar hot tub & the Blue Library-Lounge Barn. A home for all seasons, you'll experience inspiration and relaxation in the warm and whimsical spaces of our unique light-filled home's art, books, music, luxury spa features, outdoor patios, deck, and gardens. A quick stroll to restaurants, bars, cafes, and shops of Warren Street and the Upper Depot District.

Feb 9 – 16

G$186,037 GYD per night

Superhost

Cabin in Smallwood

4.88 out of 5 average rating, 150 reviews

Lake Front Catskills Lodge

Beautiful Lake Front Lodge! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all the action with the feeling of a nature preserve! Enjoy the lake views from the deck while cozying up by the gas fire pit or from the dock on the lake. Enjoy water activities from your backyard!

Nov 6 – 13

G$87,677 GYD per night

Guest favorite

Cottage in West Hurley

4.94 out of 5 average rating, 251 reviews

Woodstock Carriage House HotTub FirePit Pool

Woodstock Carriage House 1 - 6 guests. 3 bedrooms, 2.5 private baths, full, kitchen, outdoor hot tub & fire pit, indoor fireplace, saltwater pool. Homemade scones. Oak floors, classic beauty, privacy & spectacular views of Ashokan Reservoir & Catskill Mountains. 10 minute drive to Woodstock, Saugerties, Kingston for culture, arts, shopping, dining. 12 acres to enjoy during your stay, 2 outdoor patios, saltwater pool and celebrity history....Chevy Chase lived here!

Oct 3 – 10

G$48,738 GYD per night

Guest favorite

Cabin in Margaretville

5.0 out of 5 average rating, 61 reviews

Stunning Catskills Cabin • Hikes • Lakes • Forest

Welcome to The Pines!! Nestled on 8 acres in the Catskill Mountains. Enjoy beautiful views of the forest, listen to some records, relax by the fireplace, read a book in the hammock, watch a movie on the projector screen, grill on the deck, or soak in the tub. The Pines is close to local shops, breweries, live music, farms, and incredible food. Hiking trails, waterfalls, lakes, kayaking, and skiing are right on your doorstep! Follow us on IG: @nestledinthecatskills

Apr 7 – 14

G$97,499 GYD per night

Superhost

Cabin in Delhi

4.79 out of 5 average rating, 99 reviews

Innisfree

If you are looking for a secluded place to escape, you've found it. This Private Log Cabin is on 47 Acres with a spectacular view down the valley in the Catskill Mountains. Just outside my home town of Delhi, 18 minutes to Maple Shade Farm (it's a great place to get ready fo a wedding), 25 minutes to Cooperstown All Star Village and 42 minutes to Cooperstown's Dreams Park. I hope you find it as relaxing as I do.

Aug 30 – Sep 6

G$73,105 GYD per night