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Bed and breakfast vacation rentals in Town of Shandaken

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Town of Shandaken

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Private room in Hyde Park
4.95 out of 5 average rating, 689 reviews

Scandinavian Design Dutchess County - 1 of 3 rooms

This room is located on the lower level walk out of my home and private bathroom. This is 1 of 3 rooms I offer. I live and work from my home. I have a Golden Retriever - Greta is 4. No kitchen access. However, a 3 course Nordic breakfast is served at 9am with your stay. The home has multiple spaces both in and out for use. Please bring slippers or socks to wear inside my home. Highly recommend a car. Uber is expensive. Please check in prior to 9pm. Prefer 5 star guests and sorry no children.

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Guest favorite
A large, white mansion with multiple windows is visible behind a neatly trimmed hedge. Tall trees surround the property, and a clear sky with scattered clouds serves as a backdrop. The lush green lawn enhances the overall serene setting.
Private room in Hudson
4.85 out of 5 average rating, 846 reviews

Hudson, NY, 1br on 2nd floor - 2 queen - full bath

1BR with private full bath - 2 queen size beds - On second floor FREE private parking. - Check-in: 4pm until 12am / Breakfast is not included - We currently do NOT provide transportation - Same Day: Allow 2 hour prep. time - Private staircase - FREE WIFI - Built in 1848 - HISTORIC - TAKE HEED: Be good with winding stairs (have no mobility issues) - Work remote! Private back porch doors. Smoking on porch. No pets. Kitchen not included. Wares provided. Microwave/Fridge & Ice Compartment

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Top guest favorite
Private room in Athens
4.96 out of 5 average rating, 433 reviews

Brick Row House in the Woods, private 2nd floor

Looking for the best price to stay in a historic Hudson Valley townhouse? Just 15 minutes from Hudson, NY is a private second-floor suite above an artist’s studio—bedroom, living room and bathroom all to yourself. Hosted by a top-rated Superhost known for her glowing reviews and exceptional hospitality, you'll enjoy a continental breakfast, easy self-check-in, and spotlessly cleaned rooms. The sunlit space and garden is perfect for meditation, journaling, studying, or simply unwinding.

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Top guest favorite
A spacious bedroom features a large queen bed with a contrasting striped blanket. Nightstands are positioned on either side, and a lamp provides soft lighting. Two windows with light-filtering curtains allow natural light to fill the room, complemented by a beige carpet.
Guest suite in Marlboro
4.96 out of 5 average rating, 543 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.

LocationValueSleep quality

Guest favorite
A spacious log home is nestled among trees, featuring a large porch with a railing and an American flag. The warm wood exterior complements the natural surroundings, while a well-maintained lawn offers ample outdoor space for relaxation.
Home in Mount Tremper
4.96 out of 5 average rating, 50 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. 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)

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Guest favorite
Private room in Bovina Center
4.92 out of 5 average rating, 203 reviews

Highlanders View-Hot breakfast incl.-Cottage Room

This is 1 of 4 rooms we offer (If this room is full, check the URLs below of the other rooms we offer). As with our rooms, we offer the most spectacular view of the Catskills. This, coupled with our famous hot farm-fresh breakfast and modern amenities provides our guests with an extraordinary stay that the best memories are made of. We border on the Plattekill State Forest, so enjoy hiking, biking, skiing, or hunting right off the property. & unwind in the hot tub

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Top guest favorite
A bright and airy bedroom features a spacious bed with light bedding, complemented by wooden accents. Natural light enters through the window, and a fan circulates air overhead. A cozy chair and framed artwork add character to the inviting space.
Private room in Stone Ridge
4.98 out of 5 average rating, 98 reviews

VlyHouse - Room 5

Our home sits on 16 acres of land including 2 beautiful swamps filled with amazing wildlife. The Vly Life is located in the very tranquil area known as the Vly in Stone Ridge, just two hours from NYC. We are centrally located, 25 minute drive to New Paltz, Woodstock and Kingston. All beds have down bedding and pillows along with lush towels. No detail has been forgotten. Come stay with us! Check out our optional meals!

FamilyLocationShared spaces

Top guest favorite
A spacious living area is featured with large windows offering expansive views of the valley. Two comfortable sofas flank a small round table, while two armchairs provide additional seating. Natural wood paneling and a warm rug add to the cabin's inviting ambiance.
Cabin in Delhi
4.82 out of 5 average rating, 128 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.

LocationFamilyQuiet

Top guest favorite
A spacious bedroom is featured, showcasing a queen bed with a patterned blanket. Paintings adorn the walls, and natural light enters through large windows overlooking a garden. A cozy lamp and a stack of towels are visible on a nearby bedside table.
Private room in Tivoli
4.88 out of 5 average rating, 253 reviews

Suminski Innski - Room 4 Queen bed/shared bath

The Suminski Innski is a 3-storied 19th century mansion, perched right on the Hudson River. A great place for writers, artists, musicians, hikers, and friends. Room 4 is a beautiful big room with a queen bed and a garden view. Fresh breakfast is provided every morning! Join us on the front porch by Hudson river to watch the sun set in the Catskill mountains, or on the patio for a barbecue.

ValueFamilyHospitality

Superhost
A cozy room features a spacious bed with crisp white linens against a backdrop of whitewashed wood paneling. A vintage lamp and an antique trunk provide accent pieces, while framed artwork and a mounted deer head add character. Natural light enters through a nearby window.
Hotel room in Roscoe
4.9 out of 5 average rating, 139 reviews

Room 2: The Red Rose Motel & Tavern

We offer contactless check-in and check-out to our guests. Our lounge is available to guests, as well as outdoor amenities: two fire pits, hammocks in the pine trees, a backyard patio, and picnic tables throughout the grounds. Our tavern is open for food, beer, wine and cider Fri-Mon, 5-9p. Coffee, fridge and charcoal grills are provided. WiFi is not guaranteed in the guest rooms.

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A wooden dock extends over the calm waters of Mountain Lake, featuring two black Adirondack chairs positioned for lake views. Surrounding greenery enhances the natural setting, with soft ripples reflecting the sky and trees on the water's surface.
Cabin in Smallwood
4.77 out of 5 average rating, 245 reviews

Lake Front Catskills Lodge

Escape to our beautiful lakefront lodge in the Catskills! This serene retreat on private Mountain Lake comfortably sleeps 12. Enjoy stunning views, a private dock, a fire pit by the lake, and a spacious deck. Perfect for families and groups, you're just minutes from Bethel Woods and local adventures. Experience the perfect blend of nature and comfort in our cozy, fully-equipped home.

LocationFamilyCondition

A compact and inviting living space containing a mini kitchen with a stainless steel fridge and a small wooden countertop. A turquoise door leads to the outdoors, while a round table and chair are positioned nearby on a colorful area rug.
Apartment in Woodstock
4.9 out of 5 average rating, 48 reviews

Dove House on Trannery Brook in Woodstock, NY

The Morning Glory B&B is located in a beautiful colonial house nestled right in the town of Woodstock, New York. it borders the Comeau property. There is easy access to the wonderful forested trails on the town's 72 wild acres; Overlook mountain trail and Tibet monastery right in town. unique shops and fine restaurants are walk to reach...

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Popular amenities for Town of Shandaken bed and breakfast rentals

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