Bed and breakfast holiday rentals in Pioneer Valley

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

Warm Country Home Mins. from Town

Comfortable, clean, quiet room with a private bathroom. You have access to the living and dining room as well. We are about 10 minutes away by car from our vibrant downtown -- and yet are in a countrified part of Florence. Lovely patio, yard, and nearby conservation area with hiking trails. We love hosting and we take our hosting seriously to make our guests happy. We work hard to make our home clean. We are fully vaccinated against Covid. We and our lovely cats are hoping to meet you!

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.

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

We are located on 16 East Street in Bennington VT minutes from rt 7 and route 9 Main Street. Summer is more like a mini resort with a beautiful in-ground pool and Hot Tub. We also feature plenty of in-room USB phone plug-ins and extensions, in room TVs.. Perfect for couples or bring a child. (Extra Fees for children over 2 years. Sunning Deck or shaded patio dining or just relaxing with a good book poolside or the indoor lounge with a drink. We’ve got you covered. Many unexpected amenities.

Modern Cabin near Tanglewood

Welcome to West Stockbridge in the Berkshires! This newly renovated modern cabin is nestled amongst the trees and located just 3 miles from the famous Tanglewood and Kripalu. Right down the street is main street where you can peruse the shops, grab a gourmet coffee, or listen to more music at the Foundry. There are restaurants, hiking trails, waterfalls and lakes less than a mile away. We are 5 minutes from the turn pike for easy directions! Come hang and enjoy all the activity and beauty.

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

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.

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.