Bed and breakfast holiday rentals in Columbia County

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Top-rated bed and breakfasts in Columbia County

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

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Top Guest favourite

Private room in Sheffield

4.97 out of 5 average rating, 35 reviews

Beautiful Room in Hartfield House - The Berkshires

Hartfield House is a wonderful old home situated in the beautiful farming community of Sheffield Massachusetts, minutes from both the Catamount and Butternut ski resorts. We are only a few miles from the village of South Egremont and downtown Great Barrington, both with their share of amazing restaurants. We are in the heart of the Berkshire mountains, known for their lakes and trails, while also being close to Stockbridge, Tanglewood and numerous museums, galleries and points of interests.

Cabin in Sheffield

4.78 out of 5 average rating, 74 reviews

The Brook House at Race Brook Lodge

Cozy, private brookside bungalow sleeps four. Bright studio living space with queen and two twin beds, full kitchen, breakfast nook. Beyond the shady porch, enjoy rolling lawn, hammocks, abundant hiking. The Brook House is situated on the grounds of Race Brook Lodge, with breakfast, swimming pool, lawn games, and great hiking right on the property, including direct access to Race Brook Falls. Also just steps away from the Stagecoach Tavern Restaurant and Barnspace and DCSC performance spaces.

Top Guest favourite

Private room in North Chatham

4.93 out of 5 average rating, 356 reviews

Arnold Farmhouse (Italianate - private bath)

Private entrance to room with an attached bathroom. Enjoy the porch, garden, honey bees, the old farm/fields., situated on the bank of the Valatie Kill in the quaint hamlet. The AH Bike Trail is just around the corner, Larkin Hill, Kinderhook Creek & Hunt Club. We are 30 minutes from Albany or Hudson on excellent roads. Schodack Island is 15 min. Van Buren house is 15 also. Jiminy Peak Ski is a 30 min. It is a wonderful to get some real fresh air - good for couples, solo, and business.

Top Guest favourite

Private room in Sheffield

4.98 out of 5 average rating, 51 reviews

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Guest favourite

Private room in Red Hook

4.95 out of 5 average rating, 41 reviews

Dilas room , private bathroom, jacuzzi

This spacious bedroom is perfect for two people. If you want to get away for a romantic weekend , also perfect if you have a young child . In the bedroom I have a comfortable Chase ! It has a comfortable king bed and Attached to a large, private bathroom with a jacuzzi, 2 sinks and a shower. The house is very large and there is plenty of common space you are welcome to use. The property has a lot of land with outdoor seating areas, a terrace, a pool -- all of which you are welcome to use.

Private room in Sheffield

Ground floor king bedroom in vintage farmhouse BnB

Wilder House Berkshires is a bed and breakfast located in the historic village of Sheffield. This ground-floor master bedroom is newly updated while preserving the charm of our 220-year-old farmhouse. Our lovingly designed common areas create fun and intimate opportunities for connection. Just 10 minutes from Great Barrington, the Berkshire School, Twin Lakes Connecticut, the Appalachian Trail, and epic waterfalls, our guests enjoy beautiful accommodations in a walkable village setting.

Superhost

Private room in Hudson

4.84 out of 5 average rating, 789 reviews

Hudson, NY, 1br - 2 queen - august sale

Free private parking. - Now: Late Check-in: Until 12am / Mutual Agreement - Please allow 1 hour prep. Private staircase - FREE WIFI - Built originally in 1848, one window facing crescent driveway - Be good with winding stairs (have no mobility issues) - Sunny big room. Perfect to work remote. Private back porch doors. 2 double mattress queen beds. Smoking on porch. No pets. Kitchen not included. Wares provided. Full bathroom. Microwave & Silent Fridge Same price: 1 to 4 guests!

Top Guest favourite

Private room in Athens

4.96 out of 5 average rating, 396 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.

Top Guest favourite

Townhouse in Hudson

4.95 out of 5 average rating, 216 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.

Private room in Pine Plains

4.7 out of 5 average rating, 10 reviews

The Smithfield Room

The Inn at Pine Plains is a great basecamp for exploring the Hudson Valley, The Berkshires, and the Litchfield Hills. We're near restaurants and dining, hiking, farms, art and culture, polo fields, horseback riding, distilleries, Millerton NY, Rhinebeck NY, Red Hook NY, Hudson NY, Millbrook NY, Sharon CT, Wassaic NY, and Lakeville CT. Our rooms each have unique character, comfortable charm, and simple elegance. Couples, solo adventurers, and business travelers are all welcome.

Top Guest favourite

Apartment in Hillsdale

4.99 out of 5 average rating, 217 reviews

Serene Suite by Gt. Barrington, Hudson, Tanglewood

Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

Private room in Schodack Landing

5 out of 5 average rating, 3 reviews

One night or an extended stay.

Have 2 rooms upstairs. Spread out to draw or write. Drive a rural river road 20 minutes to art openings /farmers markets/ dining in Hudson. Rapidly expanding culture hub: Berkshires, Mass MOCA, Bard. Bath room shared, spotless: claw foot tub, shower spray handle. Enjoy view of Schodack Island State Park/3 mikes up the road - wildlife preserve. Use my home as a base to explore : Hudson, Berkshires, Adirondacks, the Catskills, more!