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Vacation rentals with breakfast in Shandaken

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Top-rated breakfast rentals in Shandaken

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A flowing waterfall cascades over dark rocky ledges, surrounded by lush green trees and foliage. The water's vibrant white foam contrasts with the earthy tones of the rocks. The peacefulness of the wooded area provides a natural backdrop to this scenic water feature.

Loft in West Hurley

4.89 out of 5 average rating, 130 reviews

Peace & Quiet & Space (!) in Woodstock

Read the REVIEWS: Feel right at home in our spacious light-filled studio on a private drive (Reserve ahead for your dog.) 4 acres of surrounding forest ensure quiet… windows on 3 sides (plus a stargazer skylight) yet easy access to town and to the local bus. All the comforts of upscale suburbia. Great A/C PLUS Just a 2-minute drive to Woodstock center (galleries, parks & shops) 5 minutes to Levon Helm’s barn and Bearsville (live music.) Yr private woods are a photographers/birdwatchers delight.

Top guest favorite

A spacious hot tub is positioned on the deck, surrounded by a gently sloping view of the mountains. Two individuals enjoy relaxing in the bubbling water, with vibrant sunset colors painting the sky above. Comfortable lounge chairs are visible in the background.

4.99 out of 5 average rating, 184 reviews

Embrace nature in style @killercatmountainhouse

Listed by Rolling Stone Magazine as a “Best Airbnb for large groups in North America,” @killercatmountainhouse is an ultra-private retreat at Hunter Mt where natural splendor meets seductive style. Our Parisian-chic décor with fireplace, expansive deck, game room & custom kitchen gives design lovers Insta-worthy moments inside & out, while our epic views & amenities—including a hot-barrel sauna, firepit, roomy hot tub & Tesla EV charger—allow outdoor & eco enthusiasts to indulge all season long.

Top guest favorite

A bright and open living space features a spacious blue sofa and a dining area with a white table surrounded by wooden chairs. Large windows bring in natural light, while a modern kitchen is visible in the background, providing a seamless flow to the outdoor deck.

Cabin in Mount Tremper

4.99 out of 5 average rating, 102 reviews

Modern and Cozy Mountain Hideaway Near Woodstock

Escape to our cozy 3-bedroom, 2.5-bathroom home in the Catskill Mountains! Ideal for families, couples, or friends seeking a relaxing break. Unwind in front of the fireplace, whip up culinary delights in our chef's kitchen or grill out on the back deck. Relax and enjoy breathtaking mountain views by the firepit. Minutes away from hiking, swimming and ski slopes, offering endless outdoor adventures. Explore nearby Woodstock, known for its entertainment, shopping, and farm to table dining options.

The cabin is displayed at twilight, featuring a spacious wooden deck with a charcoal grill and a small outdoor dining set. Glass sliding doors invite views of the interior, which is warmly lit. Surrounding greenery adds a natural, tranquil touch to the setting.

Tiny home in Livingston Manor

4.97 out of 5 average rating, 125 reviews

Element House - Off Grid Hideout

Unwind and reconnect with nature in this rustic and comfortable retreat nestled at the edge of a blueberry field. Surrounded by serene Catskills countryside, you’ll feel a world away, yet still be just minutes from outdoor activities, a thriving food scene, and Bethel Woods just 35 min away. Inside, you’ll stay cool with AC, a cozy queen bed, kitchenette, dining table, reliable wifi, and full bath. Outside, relax by the fire pit or cook on the charcoal grill. We are an LGBTQ+ inclusive space.

The cottage features a light blue exterior, highlighted by a red metal roof and a bold red door. A stone wall surrounds the front garden, which is adorned with various flowering plants. Lush greenery and trees are visible in the background.

Cottage in North Blenheim

4.88 out of 5 average rating, 112 reviews

Creekside Greek Revival Cottage

Newly restored 1840s Greek Revival cottage with new kitchen, two new bathrooms with showers (no tub) and new mechanical systems, two bedrooms, parking and vegetable and flower gardens with creek and horse pasture views. The house is furnished with 19th century antiques and decorative arts. Easily accessible to farmstands, antiquing, historic sites, restaurants and a nearby state park with an Olympic-size pool. The host lives next door, so help is available when needed, but privacy is allowed.

An inviting front porch features two rocking chairs with blue cushions positioned next to a small wooden table. A potted plant adds a touch of greenery, while a soft rug lies on the wooden floor. A lantern is placed near the entrance, enhancing the welcoming ambiance.

Apartment in New Paltz

4.96 out of 5 average rating, 392 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Top guest favorite

A panoramic view of rolling hills and dense forests is captured at dawn, with soft mist lingering above the treetops. The sky transitions from pale pink to light blue, creating a serene atmosphere that enhances the natural beauty of the landscape.

Apartment in Marlboro Township

4.98 out of 5 average rating, 379 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Top guest favorite

A rustic barn with weathered wood stands at the end of a gravel driveway, framed by vibrant autumn foliage. The ground is covered with fallen leaves in shades of yellow and orange, leading up to the barn's double doors.

Guest suite in Phoenicia

4.96 out of 5 average rating, 253 reviews

Panther Mountain Lodge

Spring time in the Catskills..the mountains are beautiful at this Suite with private entrance in the Catskills countryside!! this cabin is close to Hiking, skiing, fishing, and Shopping and restaurants are just a short drive away. this house is situated where the Pantherkill Brook empties into the Woodland valley stream, which then runs into the Famed Esopus Creek, all in the heart of the Catskill state park. experience the Catskills with some of its most prolific History!

A charming cabin is surrounded by tall trees, showcasing a wooden exterior with a gabled roof. Two red chairs sit invitingly on the porch, while large windows allow natural light to fill the space. A tranquil outdoor setting is emphasized by the greenery.

Cabin in Prattsville

4.91 out of 5 average rating, 244 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

An aerial view captures the expansive property featuring a large carriage house amidst wooded terrain. A landscaped yard includes a saltwater pool, surrounded by sun loungers. Scenic mountain views stretch into the distance, highlighting the natural beauty of the surrounding area.

Cottage in West Hurley

4.94 out of 5 average rating, 267 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!

Top guest favorite

A modern studio apartment is set against a backdrop of lush greenery, with a pathway leading to the entrance. The building features a mix of dark siding and wooden elements, surrounded by well-maintained grass and trees, presenting a serene and inviting exterior.

Apartment in Rhinebeck

4.92 out of 5 average rating, 127 reviews

Private Studio Close to Downtown Rhinebeck

This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

A small table with a dark metal frame is positioned next to a koi pond surrounded by greenery. Two armchairs, each adorned with light-colored, textured covers, are placed nearby, offering a peaceful spot to enjoy nature. Sunlight filters through the trees, creating a serene setting.

Guesthouse in Ulster Park

4.85 out of 5 average rating, 484 reviews

Hudson Valley Hideaway

Nestled in the Hudson River Valley an intimate apartment ideal for one or two. 85 miles from NYC, Conveniently located 20 minutes to New Paltz, Mohonk, Woodstock and Bard College. Enjoy a stroll on the land with your morning tea or coffee and visit the koi pond. Check out this wonderful review from the marvelous friends at &north! http://andnorth.com/stay/artist-owned-airbnb-cottage-tucked-away-esopus-ny/

Vacation rentals for every style

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Popular amenities for Shandaken breakfast rentals

Free parking on premises

Air conditioning

House rentals with breakfast

Top guest favorite

A cozy bedroom features a spacious bed with a light-colored coverlet, flanked by dark lamps on wooden nightstands. Soft, natural wood beams are visible on the sloped ceiling, while a green area rug adds a touch of color to the wood floor.

Home in Kerhonkson

4.97 out of 5 average rating, 134 reviews

The Nest at Minnewaska

Top guest favorite

An outdoor deck surrounds a circular swimming pool, complemented by a patio table and chairs. Several lounge chairs are arranged near the pool, and a large umbrella offers shade. Lush greenery borders the space, creating a private and serene environment.

Home in Saugerties

4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

Top guest favorite

A spacious bathroom features a soaking tub surrounded by elegant patterned tiles. Natural light filters in through large glass doors, illuminating potted plants on the ledge. Textured drapes hang from the entry, enhancing the tranquil atmosphere.

Home in West Kill

5 out of 5 average rating, 50 reviews

Catskills Spa BnB

Top guest favorite

An inviting hot tub bubbles gently under a covered deck, framed by lush greenery. The scenic backdrop features rolling hills and trees under a partly cloudy sky, creating a tranquil outdoor space for relaxation.

Home in Gardiner

4.98 out of 5 average rating, 151 reviews

The Yuzu: stunning mountain retreat with hot tub!

The exterior of a charming house is showcased, featuring a sloped roof and front steps leading to a door. Lush green grass surrounds the home, while various potted plants and a shaded seating area with a red umbrella enhance the inviting atmosphere.

4.89 out of 5 average rating, 157 reviews

Charming private cape house in Woodstock

Top guest favorite

A serene sunset view is captured over rolling hills. Three individuals relax on a grassy area while facing the vibrant sky, which transitions from orange to soft blue. In the background, fields are visible alongside parked cars, contributing to the tranquil countryside setting.

5 out of 5 average rating, 43 reviews

Little Joe Cottage in Hudson

Home in Kinderhook

4.88 out of 5 average rating, 128 reviews

Jenny’s Folk Art Museum

Top guest favorite

A cabin is nestled among lush trees, featuring a spacious front porch with comfortable seating. A gentle pathway leads to the entrance, and string lights adorn the railing, creating a welcoming atmosphere. The structure is surrounded by natural greenery, enhancing the tranquil setting.

Home in Monticello

5 out of 5 average rating, 25 reviews

Cozy Catskills Mid-century bungalow

Apartment rentals with breakfast

Top guest favorite

A spacious bedroom features a large black bed with gray bedding, complemented by a decorative pillow. Nearby, a simple black bench and a floor lamp provide additional functionality. Natural light enters through a window covered with light curtains, and a leafy plant adds a touch of greenery.

Apartment in Beacon

4.91 out of 5 average rating, 101 reviews

Beacon Hills Retreat Apartment

A cozy bedroom features a king-sized bed with layered bedding and neatly arranged towels. Natural light filters through two large windows dressed in soft curtains, highlighting a vintage wooden dresser and an inviting ambiance.

Apartment in Tivoli

4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

A cozy sitting area features a plush armchair and a wicker chair, both positioned near a coffee table. Natural light enters through two large windows, illuminating the patterned wallpaper. A green indoor plant adds a touch of nature, and a media unit displays a TV and various books.

Apartment in Athens

4.93 out of 5 average rating, 214 reviews

1 bdrm apt in Athens on the Hudson

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

Top guest favorite

A cozy sleeping area features a spacious bed with white bedding and a decorative pillow. A low table with a bedside lamp stands beside the bed, and a small seating area with a blue and white striped chair is visible. A patterned area rug adds warmth to the floor.

Apartment in Hudson

4.98 out of 5 average rating, 108 reviews

Private Hudson pied-à-terre; blocks from Amtrak

A functional kitchen showcases modern cabinetry with open shelving displaying colorful dishware and glassware. A central island made of wood offers additional workspace. Natural light enters through a window above the sink, enhancing the bright atmosphere. Essential appliances are neatly arranged, contributing to a clean design.

Apartment in Kingston

4.83 out of 5 average rating, 111 reviews

2 bedroom / Office - HEPA Air Purifier

A cozy living room features an arrangement of plush sofas and an accent chair around a glass coffee table. Natural light filters through sheer curtains, illuminating the art on the walls and the decorative fireplace, which is complemented by plants and a unique mirror.

Apartment in Hudson

4.96 out of 5 average rating, 234 reviews

Bright, Charming 3-BR with Garden in Heart of Town

A serene pond is situated within a wooded landscape, featuring a fountain that sends water into the air. Surrounding greenery includes trees and bushes, with a flag pole visible nearby. The lawn is well-maintained and enhances the peaceful ambiance of the property.

Apartment in Hyde Park

4.92 out of 5 average rating, 168 reviews

The House By The Pond

Bed and breakfast rentals with breakfast

Top guest favorite

A historic home is surrounded by lush greenery and trees, showcasing its distinctive architecture. Soft warm light emanates from the windows, highlighting the inviting porches and the towered roof under a serene twilight sky.

Private room in Haines Falls

5 out of 5 average rating, 70 reviews

Romantic Room near Hunter Mountain

Private room in Bovina Center

4.91 out of 5 average rating, 286 reviews

Highlanders View - The Suite, Hot Breakfast incl.

Top guest favorite

A bright living area is showcased, featuring a cozy fireplace surrounded by stacked firewood. Large windows allow natural light to flood in, with various plants adding a touch of greenery. A wooden coffee table is set with books and a soft blanket drapes over plush seating.

Private room in Hyde Park

4.95 out of 5 average rating, 593 reviews

Scandinavian Designed Dutchess County Room

Top guest favorite

A cozy dining area features a round wooden table surrounded by modern white chairs and a built-in banquette with soft cushions. A decorative chandelier hangs above, and a small heater stands nearby, with large windows allowing natural light to fill the space.

Private room in Rensselaerville

5 out of 5 average rating, 40 reviews

Cozy Queen room in Historic Bed and Breakfast

Top guest favorite

An expansive Victorian home is displayed with vibrant green siding and decorative accents. A spacious front porch with white railings invites relaxation, surrounded by well-maintained gardens and pathways. Tall trees provide shade, creating a serene outdoor setting.

Private room in Fleischmanns

5 out of 5 average rating, 33 reviews

Arts Inn - The Rumi Room

Top guest favorite

A tranquil view of the Hudson-Athens Lighthouse is presented, standing on a small island surrounded by calm waters. Soft clouds reflect in the water's surface, while the distant shoreline is visible, enhancing the serene atmosphere.

Private room in Athens

4.96 out of 5 average rating, 386 reviews

Brick Row House in the Woods, private 2nd floor

A sunlit sunroom features a wood-burning stove on a stone platform, surrounded by wooden floors and a cozy area rug. Large windows provide views of the outdoor landscape, while light curtains frame the glass doors, enhancing the tranquil setting.

Private room in Callicoon

4.84 out of 5 average rating, 245 reviews

Splendid Sunroom in White Barn artist's home

A collection of memorabilia is displayed on a polished dark wooden surface, featuring framed photographs and posters, including a large poster of the 1996 World Series Champions. Various baseballs and books related to baseball history are arranged neatly, enhancing the nostalgic atmosphere.

Private room in Oneonta

4.85 out of 5 average rating, 131 reviews

A wonderful B&B in Oneonta, NY

Quick stats about vacation rentals with breakfast included in Shandaken

Total rentals
30 properties
Nightly prices starting at
G$27,171 GYD before taxes and fees
Total number of reviews
960 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore