Vacation rentals with breakfast in Shandaken

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Top-rated breakfast rentals in Shandaken

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Guest favorite

Loft in woodstock

4.88 out of 5 average rating, 114 reviews

Peace & Quiet & Space (!) in Woodstock

A Green retreat that can’t be beat! All comforts of upscale suburbia inside: Propane "wood" stove+AC on demand, top-shelf Wi-Fi, smart/cable TV & Bluetooth for your mobile music AND: 4 acres of private, wooded wild-lands, a photographers/birdwatchers delight! You will feel right @ home in a spacious modern studio on a private drive Light-filled, views on 3 sides, stargazer skylight & cathedral ceilings Skylight+ great cross-ventilation if weather allows Ringed by wilderness but 2-min to town

Jun 6 – 13

G$25,949 GYD per night

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 Bloomingburg

4.8 out of 5 average rating, 461 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

May 3 – 10

G$25,528 GYD per night

Guest favorite

Guesthouse in Bearsville

4.98 out of 5 average rating, 465 reviews

Relax on the Ridge - 2 miles from Woodstock

Stay and relax in a private guest house on a 5+ acre picturesque property overlooking historic Woodstock, N.Y. The cottage is nestled away high on a private road in a quiet country setting, yet conveniently only 2 miles from Woodstock and 10 miles from Phoenicia! Relax on the grounds while watching our Tennessee Mountain, Cashmere & Kiko goats—drive into town to enjoy shops, restaurants, & the unique artistic culture of Woodstock—explore the many beautiful trails that the Catskill Park offers.

Sep 20 – 27

G$44,938 GYD per night

Guest favorite

Home in Hunter

4.99 out of 5 average rating, 112 reviews

Embrace spring at Hunter Mountain in style

Natural splendor meets seductive style @killercatmountainhouse, an ultra-private retreat at Hunter Mt—and super close to Windham Mt—that delivers a fresh & unexpected Catskills experience. Embrace spring from our 900-sq-ft deck, hot-barrel sauna, firepit & roomy hot tub, or unwind by the fireplace with records & games. Our Parisian-chic décor gives design lovers Insta-worthy moments inside & out, while our epic Hunter Mt views & amenities allow outdoor enthusiasts to indulge all season long.

Dec 5 – 12

G$176,681 GYD per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 346 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

Sep 29 – Oct 6

G$27,509 GYD per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 310 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.

Nov 6 – 13

G$25,916 GYD per night

Guest favorite

Tent in Livingston Manor

4.97 out of 5 average rating, 110 reviews

Milkweed Camp - Glamping in the Catskills

Our off-grid canvas tent is situated at the edge of a meadow, surrounded by blueberry bushes. It's just 4.5 miles to Main St in Livingston Manor, and 35 minutes to Bethel Woods. Please note that temps may dip below 32F in October. We provide a full-size bed (w/ heated mattress pad), fire pit, firewood, propane heater, and solar power. You have access to a composting toilet & outdoor shower on-site, and a conventional shared bathroom if you preferred. We are an LGBTQ+ inclusive space.

Oct 5 – 12

G$22,705 GYD per night

Guest favorite

Apartment in Acra

4.95 out of 5 average rating, 323 reviews

Mountain TOP Studio - Five State, 100 mile view-

Come Relax among the tree tops and enjoy a 100 mile view! Glass doors and a private deck reveal a five state view that's absolutley breathtaking. Nestled in the Catskill mountains, a private studio awaits you. Located minutes from hiking, biking, and ski trails! Sleep with the window open and you will hear a natural waterfall coming from the mountains. You will find a private parking area, your own entry/ exit way and a full kitchen including breakfast items for you to enjoy!

Sep 25 – Oct 2

G$33,826 GYD per night

Guest favorite

Apartment in Shandaken

4.79 out of 5 average rating, 173 reviews

Catskill Cabin, Chill Apartment, 1st Fl * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and duds, kids and us grownups. Enjoy the mountain views. The Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

Jun 20 – 27

G$27,053 GYD per night

Guest favorite

Cabin in Prattsville

4.91 out of 5 average rating, 161 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

Nov 18 – 25

G$58,689 GYD per night

Guest favorite

Farm stay in Ancram

4.95 out of 5 average rating, 264 reviews

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door.

Nov 19 – 26

G$36,582 GYD per night