Bed and breakfast vacation rentals in Western Massachusetts

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!

River front guest suite

Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 8 1 bathroom Covered parking Dock available Kayaking Boat rental available Paddle bikes and boards Views Fire pit Tour boat next door at Brunelle’s Marina. Patio Ice machine Boathouse restaurant Village commons 1 mile away McCrays farm 1 mile away Ledges golf course 2 miles away Malls etc. 15 min MGM casino 15 min Basketball hall of fame 15 min Airport 45 min Amtrak 10 min Mt sugarloaf 20min. Hiking trails

BigSkyHilltop: Queen & single bed, full breakfast

BigSkyHilltop is located in a picturesque area 10 minutes from Amherst Center and close to 5 colleges; views for 50 miles; There are lots of hiking and cross country trails close by. If you'd prefer a little more privacy and a private bathroom, check our other Airbnb listing titled 'Private Suite and bathroom/full breakfast.' Joan and Josette have been fully vaccinated against Covid 19 to protect our guests -- we require that our guests have also been fully vaccinated before their arrival.

Bucolic Farm On A Country Road

Lovely private 1 bedroom apartment with shared entry. Located in bucolic Lyme Ct. which has nearby beaches, tourist attractions, nature parks, small town living, hiking etc. Sparkling clean! Fully equipped kitchen, dining and living spaces incl laundry. Enjoy the outdoor sitting area with sounds of nature and wildlife. Comfortable furnishings, include a sleeper sofa for an extra guest or 2! Private and peaceful yet close to shopping, dining, area attractions and nature pursuits.

Hidden Gem with Pool~ The Harvest Guest House

Relax and unwind in a charming Georgian home, nestled on 6 acres of serene wooded acreage with a beautiful pool, patio, gazebo, and firepit. With your own entrance and 2 private bedrooms, you will enjoy a peaceful retreat. The home is conveniently located near the Roosevelt and Vanderbilt Estates, Walkway Over the Hudson, Culinary Institute, and Marist College. Whether you're looking to relax or explore the stunning Hudson Valley and historic estates, this property is an ideal escape.

Waterfront B&B with Hot Tub, Kayaks & Fire Pit

Hello and welcome to the Moss Island Bed & Breakfast. We are a waterfront B&B located on a peaceful State Park Reserve. The B&B offers water views from almost every room and is picturesque during all 4 seasons. It is the perfect place to relax, rejoice and reconnect. Here guests can soak in the indoor hot tub, roast smore’s by the fire, enjoy a glass of wine by the water, go for a kayak ride, hike a nearby nature trail, explore the private island, take a nap on the hammock, etc...

Jan's Phoenix Nest Lakefront B&B

15 minutes from the University of Connecticut on pristine Coventry Lake. Our B&B has all modern amenities. We offer a second floor bedroom and a private bath in our recently built home. Also a private sitting room and balcony overlooking the lake. Come and enjoy beautiful Coventry Lake and delicious breakfasts each morning. Food allergies? No worries, we are happy to provide wonderful gluten, egg, and/or dairy-free breakfasts. Hosted by Jan & Tom.

Private Room B at Dragonfly Inn

Deans Mill Farm, once a functioning livestock farm, is now home to a beautifully renovated 5-bedroom bed and breakfast and shares the property with Dragonfly Equestrian Center and Dragonfly Disc Golf. This 78 acre property is just minutes from I-95 and down the road from downtown Mystic and the Stonington Borough. With views of horses running in the pastures, this is for sure an experience you won't want to miss. Inquire about complimentary breakfast.

Hudson Pond · Hideaway King Suite

Escape to the tranquility of Hudson Pond, where history meets modern comfort in our enchanting 1860's farmhouse. Thoughtfully updated private ensuite accommodations blend modern amenities with timeless charm to ensure a luxurious stay. Indulge in a truly unforgettable getaway, where every moment promises to be as magical as the next. Once you experience the unique charm of our one-of-a-kind bed and breakfast, you'll find it hard to say goodbye.