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.

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.

Stissing Lake House | Hudson Valley Lake Front

Picture yourself lying in the hammock or with a glass of wine on the porch. Jump into the lake for a refreshing swim, or sunbath on the dock. This property is all about being outdoors. Enjoy 11 blissful acres at the base of Stissing mountain. Swim, ski, hike the Appalachian trail. Located just 90 Miles From NYC in the Hudson Valley. 2022 renovated picturesque 100 yr old Victorian country estate is surrounded by a breathtaking lake & mountain view. Longterm rentals available

Endless Brook Farm B&B w Sauna, Hot Tub, Breakfast

Our home is located in a quiet, beautiful valley, surrounded by 175 acres of gardens, fields, hills, trails, streams, ponds and woods. Our bedrooms are bright and airy, with private bathroom upstairs on your own floor. Breakfast is provided each day -- all natural foods, special diets accommodated. 3-5 mins from Slate Valley Trails and Lake St. Catherine/State Park. 5 mins to Wells center. 10 mins to Poultney. 30 mins to Manchester or Rutland, VT.

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.

Eclectic Victorian Charm

Comfort, character and charm on our second floor. Save your dates now for special occasions and the Brimfield Antique shows. Queen bed, small table, shared full bath with clawfoot tub and shower surround. Spacious room with Firestick TV, microwave, refrigerator, coffee maker. Light complimentary, self serve breakfast in main kitchen to eat in dining room or your private space. We encourage you to read our full description.

Welcoming B&B room with balcony and whirlpool bath

Spacious and comfortable room with queen bed, private bath, whirlpool with heated towels and balcony overlooking the birdfeeders in the backyard gardens and the Green River. All located in an updated 1830 Bed & Breakfast surrounded by foliage. Beautiful shaded dirt roads run by the inn, as well as the Guilford covered bridge just 50 feet from the front door. Sumptuous breakfast is included with your room. Come and relax!