Bed and breakfast holiday rentals in Shandaken

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Top-rated bed and breakfast rentals in Shandaken

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Barn in Tyler Hill

5 out of 5 average rating, 3 reviews

12min to Del River & Callicoon/Inn at Tyler Hill 3

Just a 2 hr drive from NYC, Inn at Tyler Hill is a country escape where guests can embrace the simple pleasures that come with being surrounded by nature and only 10 min from the Delaware River. Guest enjoy complimentary daily farm to table breakfasts year round. We provide a seasonal (5/15-9/15) weekend dinner shuttle to/ from Callicoon (12min) & weekend happy hour round of drinks on our patio. We can arrange local activities & reservations. Our goal is for guests to feel cared for like family!

Guest suite in Palenville

4.91 out of 5 average rating, 207 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.

Top guest favourite

Guest suite in West Oneonta

4.96 out of 5 average rating, 73 reviews

One charming suite

Cooperstown All Star Village baseball park is just 3 minutes drive from our home. Welcome to ,,One Charming Suite” A second floor private entrance invites you to a cozy, clean and comfortable queen sized bedroom with en-suite bathroom. On the lower level there is a stationary bike for a quick work out if desired. Tea kettle, coffee maker mini refrigerator are provided. We have a kitchenette set up available for our guests. ( Please check out the photos for details). Parking on premises

Superhost

Guest suite in Kingston

4.93 out of 5 average rating, 136 reviews

Upstate Daydreamers Guest Suite

A spacious 3-room private suite for 1-2 guests. The vibe is cozy, quiet, safe, peaceful, comfy — unwind and make yourself at home! Explore our 14 acres of lush forest and creeks, take a bubble bath in the clawfoot tub, soak in the jacuzzi, play mini pool, and collect fresh organic eggs from the chickens. Free on-site parking, excellent cell reception & wifi. Please note, we're no longer serving breakfast - visit our restaurant Ace of Cups (inside Tubby’s) & receive free dumplings instead!

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Private room in Athens

4.96 out of 5 average rating, 399 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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Guest suite in Marlboro

4.97 out of 5 average rating, 491 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.

Top guest favourite

Townhouse in Hudson

4.95 out of 5 average rating, 219 reviews

Palazzo Hudson: Luxury Home w/Pool, Hot tub, Sauna

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

Guest favourite

Home in Mount Tremper

4.95 out of 5 average rating, 44 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)

Top guest favourite

Private room in Hyde Park

4.95 out of 5 average rating, 618 reviews

Scandinavian Designed Dutchess County Room

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 2 goldens , Louisa 7, Greta is 3. 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.

Guest favourite

Private room in Bovina Center

4.91 out of 5 average rating, 179 reviews

Highlanders View-Cottage room, Hot breakfast incl.

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

Superhost

Cabin in Bethel

4.82 out of 5 average rating, 205 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!

Guest favourite

Cabin in Delhi

4.82 out of 5 average rating, 119 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.