Vacation rentals with breakfast in Berkshire County

Find and book unique breakfast rentals on Airbnb

Top-rated breakfast rentals in Berkshire County

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

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Superhost

Private room in Sandisfield

4.92 out of 5 average rating, 137 reviews

Hospitality in the Berkshire Woods

Enjoy a rustic wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet very close to top-notch cultural and recreational attractions. Nearby trails, pristine lakes and woods offer hiking, swimming and cycling. Experience the absence of mechanical sounds and the centering presence of rustling leaves, birdsong, and owls hooting at night. Behold a star-studded black night sky without artificial light. Breakfast included!

Home in New Marlborough

5 out of 5 average rating, 8 reviews

All-Season Berkshires Escape: Ski, Hike, Swim

Explore the best of the Berkshires, then retire to this charming 4-bed, 2-bath New Marlborough home to lounge, grill, dine, and lay your heads. The Konkapot River runs next to this vacation rental, which abuts protected land and a nature preserve. Within 5 miles of the home, you can access the Gedney Farm wedding venue, warm-weather attractions like Lake Garfield Beach and the Appalachian Trail at Beartown State Forest, winter hotspots like Butternut Ski Area, and renowned farm-to-table dining.

Top guest favorite

Guesthouse in North Adams

5 out of 5 average rating, 264 reviews

Netherwood - North Adams Guest House with Views

Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Guest favorite

Home in Stockbridge

4.94 out of 5 average rating, 131 reviews

Bright Stockbridge country home, near everything!

Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

Superhost

Private room in Housatonic

4.96 out of 5 average rating, 45 reviews

Charming Victorian Farmhouse Bedroom 1

An Airbnb that's more like a B&B! Tastefully renovated Victorian farmhouse in West Stockbridge just outside the Great Barrington village of Housatonic. Minutes from central Great Barrington, Stockbridge, Lenox and Tanglewood. Hosted by Dee Dee, Eddie and their dog Zuzu. We provide a CONTINENTAL BREAKFAST featuring fresh fruit in season, yogurt and granola, delicious Berkshire Mountain Bakery bread, an assortment of coffees and teas and other goodies. Read our reviews to see for yourself.

Cabin in Sheffield

4.77 out of 5 average rating, 71 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 favorite

Private room in Pittsfield

4.98 out of 5 average rating, 410 reviews

Large guest suite w/private bath in the Berkshires

A wonderful welcoming house in a beautiful residential neighborhood with no occupancy taxes! We are 15-25 minutes from Tanglewood, Kripalu, Mt Greylock, the Rockwell Museum, MassMoCA, skiing and hiking. Our home is centrally located to all of the fun things to do in the Berkshires. We've lived here for over 20 years and are happy to provide helpful insights for your stay. One of the reasons we love the Berkshires is that each season offers wonderfully unique experiences for any visitor.

Top guest favorite

Private room in Canaan

4.94 out of 5 average rating, 94 reviews

Serene Berkshire Room with breakfast

Charming room with breakfast included. This is a room in our home where we live. Private shower/bathtub/toilet and heat lamp. Netflix, Amazon and Roku in room. On 1st floor of comfortable, quiet house in rural setting. Geothermal heating and cooling. Nestled in Hudson Valley/Berkshires. Year-round cultural, scenic & recreational activities. Free pass to nearby private beach. Near 4 ski areas. Enjoy our nature trail & busy birdfeeders. 10 mins. from highway- 2.5 hours. from NYC & Boston.

Guest favorite

Private room in Sheffield

4.93 out of 5 average rating, 41 reviews

Sheffield Lodge - Washington Room

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 favorite

Apartment in Stephentown

4.95 out of 5 average rating, 39 reviews

2 Bed Berkshire Getaway @ Stephentown Hotel

Welcome to the historic Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. Completely gut remodeled two bedroom apartment, brand new everything! Located on the 2nd FL. Large apartment, private arcade with (x3) real arcade games, private custom kitchen, soaking bathtub, bright and spacious with plenty of windows, ductless ACs, plus a Washer Dryer in-unit. Located minutes to Jiminy Peak! Outdoor area w/ fire pits, BBQ, picnic tables, outdoor games, etc.

Superhost

Home in Lenox

4.88 out of 5 average rating, 8 reviews

Whistler's Inn/The Garden Room (#9)

Whistler’s Inn is an 1870 English Tudor mansion in the heart of Lenox near Tanglewood, Shakespeare & Co., and all of the Berkshires’ most popular cultural venues. The home was once owned by Mr. and Mrs. Ross Wynans Whistler, railroad tycoon and nephew of the painter, James M. Whistler. Whistler’s Inn captures the warmth, comfort, and elegance of a bygone era. The inn has been featured on National T.V. - The Travel Channel and Fodor’s Bed and Breakfast Country Inns.

Top guest favorite

Private room in Pittsfield

4.95 out of 5 average rating, 43 reviews

Pittsfield. Large queen bedroom, second floor.

This 2nd floor bedroom is in the host's and her dog's home. Besides a queen bed with a comfortably firm foam mattress, it has a work table, sitting area, double closet, and large dresser with mirror. Guests have kitchen privileges, welcome access to living room tv, deck overlooking gardens, and basement laundry room. A mile away is lovely Onota Lake. It's only a short drive to downtown Pittsfield. Nearby are many cultural & natural sites.