
Vacation rentals with breakfast in Western Massachusetts
Find and book unique breakfast rentals on Airbnb
Top-rated breakfast rentals in Western Massachusetts
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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.
4.95 out of 5 average rating, 188 reviews
The Farm Cottage- Quiet 1BR on Hobby Farm
Welcome to our peaceful 1-bedroom cottage on a small hobby farm, perfect for couples or solo travelers visiting the Bennington area. This cozy space is designed for rest and simplicity. Whether you're in town visiting family, exploring local trails, or just passing through for a few days, you’ll have a comfortable place to unwind and recharge. Thoughtful touches like fresh eggs from our chickens and homemade jams await you, while the cozy setup makes it easy to settle in and feel at home.
4.98 out of 5 average rating, 258 reviews
Guilford Grove Cottage
Guilford Grove Cottage is a simple, comfortable small cottage on the threshold of the forest. A quiet and clean refuge with everything you need to relax in scenic southern Vermont. Prepare meals in the kitchen (breakfast supplies provided), relax on the loveseat, chill on the covered porch and enjoy being on the edge of nature; shoe-free and free from chemicals and artificial fragrances. Brand new construction. Easy access from I-91 & Route 2, 15 mins from Brattleboro and 20 to Greenfield, MA
4.97 out of 5 average rating, 143 reviews
Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !
5.0 out of 5 average rating, 200 reviews
Hilltown Studio
Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.
4.99 out of 5 average rating, 227 reviews
Unique People & Pet-Welcoming Haven
Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662
4.91 out of 5 average rating, 233 reviews
Historic Greenfield Home: Cozy Private Guest Suite
Bright comfortable guest suite just blocks from lively downtown, yet quiet, private, and easy to park. The suite has one bedroom, one living room, and one private bath; firm queen size mattress, crisp clean linens, Apple TV ready for your Netflix login, excellent high-speed wireless, private deck, and coffee bar stocked with coffee, tea, & snacks. You'll park in the rear of the house, and enjoy total privacy with your own entrance with key-code; come and go as you please.
4.99 out of 5 average rating, 239 reviews
Farm Fresh Feeding Hills
Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.
4.89 out of 5 average rating, 1054 reviews
Blackberry Cottage
Enjoy our peaceful (pet friendly) home, just a short drive to the center of Norfolk. Great for friends and/or family visits. Board games, puzzles and books inside for all; fire pit outside. Front & side decks, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. I think you’ll love it!
4.94 out of 5 average rating, 158 reviews
Elegant 3BR Longmeadow Home| Sauna| Near Big E
Welcome to your peaceful Longmeadow retreat—perfect for families visiting loved ones, Springfield events, or trips to The Big E. This charming 3BR bungalow features a wood-burning fireplace, outdoor barrel sauna, private backyard, and uplifting artistic touches. Located across from a quiet park and minutes from Springfield, the MassMutual Center, and Eastern States Exposition, it offers a relaxing place to recharge after a busy day.
4.78 out of 5 average rating, 254 reviews
Hill-Ross Guest Suite
You'll have the Guest Suite at The Historic Hill-Ross Homestead with private entrance all to yourself. Guest Suite is the renovated carriage house ell off the main farmhouse which houses 2 bedrooms, 1 kitchen, 1 living room and 1 bathroom including your own private patio. One bedroom has a queen bed and second bedroom has a full bed and a single bunk bed. Hill Ross Homestead is a short, 5 minute walk into downtown Florence.
5.0 out of 5 average rating, 153 reviews
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
This charming location is perfect for a weekend (or longer!) getaway. With enough sleeping arrangements for 5 people, the cabin is ideal for a couple or a small group of close friends/family. Linens and toiletries are provided, as well as a fully stocked coffee bar. Escape from the everyday & enjoy experiences like Art Omi, local wineries, downtown Hudson & Chatham, skiing, hiking and so much more!
4.95 out of 5 average rating, 286 reviewsPopular amenities for Western Massachusetts breakfast rentals
House rentals with breakfast

Kimball upstairs
4.91 out of 5 average rating, 294 reviews
Summer Paradise - Pool, Fire-pit, Nursery!
4.93 out of 5 average rating, 124 reviews
Modern Spacious Home with Mountain Views
4.94 out of 5 average rating, 145 reviews
Brimfield Lakeside Home Away from Home
4.94 out of 5 average rating, 187 reviews
Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
4.93 out of 5 average rating, 106 reviews
Rustic Farmhouse Meets Chic
5.0 out of 5 average rating, 128 reviews
Charming private cape house in Woodstock
4.88 out of 5 average rating, 170 reviews
New Paltz dog friendly retreat w/ salt water pool
4.97 out of 5 average rating, 180 reviewsApartment rentals with breakfast

Cliff Top at Turtle Rock
4.97 out of 5 average rating, 456 reviews
~Serene Barn Retreat~
4.93 out of 5 average rating, 440 reviews
River View apartment
4.99 out of 5 average rating, 201 reviews
Need a Getaway? Newly Relisted! Guest Favorite!
4.96 out of 5 average rating, 373 reviews
Swiss Chalet Family Retreat!
4.88 out of 5 average rating, 112 reviews
1 bdrm apt in Athens on the Hudson
4.93 out of 5 average rating, 244 reviews
Spacious, new renovated 1BR in a Victorian mansion
4.97 out of 5 average rating, 114 reviews
Peaceful Forest Studio
5.0 out of 5 average rating, 115 reviewsBed and breakfast rentals with breakfast

Hilltop Country Views Studio Apartment
4.98 out of 5 average rating, 143 reviews
The Shepherd's Retreat
4.95 out of 5 average rating, 208 reviews
Dove House on Trannery Brook in Woodstock
4.9 out of 5 average rating, 49 reviews
Norton Hill BnB
5.0 out of 5 average rating, 14 reviews
The Lacey Rose - A Victorian Suite
5.0 out of 5 average rating, 259 reviews
Enjoy the River & Downtown Noho!
4.94 out of 5 average rating, 223 reviews
Homemade Breakfast Available • Queen Suite • 5*
4.99 out of 5 average rating, 229 reviews
Charming Eyebrow Colonial North Chatham, NY
4.97 out of 5 average rating, 627 reviewsDestinations to explore
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