Smoking friendly vacation rentals in Hampden County

1880s balconied luxury pad, best downtown location

Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

Guest Room w/ Workspace & Private Bath - 1890 Home

Relax at this unique, tranquil neighborhood in a beautifully renovated 1890 Northampton home, walking distance from Smith College, downtown Northampton, Cooley Dickinson Hospital, & Child's Park. "Amazing bed" my guests tell me. Awaken to the birds chirping while snuggling into the 100% cotton sheets. Morning cuppa w/ Starbuck's Verona pods or tea options stored in the drawer. Electric kettle, of course. Work or eat at the table for 2 with hi-speed wifi. Perfect for short or longer stays.

Ghost Shadow Farm

A timeless slice of New England charm with all the modern amenities you need for pleasure travel or work-stay. Private entrance, ample off-street parking, and spacious guest-exclusive areas including library, magnificent granite fireplace, dining area w/complimentary breakfast, TV/workout room, & beverage station. Choose from queen-size Blue Room or king-size Fern Room (children's annex available on request). Explore 11+ acres with spring-fed swimming pond, mature fruit trees, and much more!

Lakefront Cottage in Tolland, Massachusetts

You’ll love my place because of the lakefront location and quaint cottage privacy. It's part of a waterfront recreational community, with secure access to swimming, boating, biking, tennis, hiking. New stove, water heater and furnace, outdoor shower and renovated bathroom. Berkshire culture, antiques, museums and local orchards and farms make this a relaxing and enriching holiday option. Within 40 minutes of 6 Flags New England. There is free WiFi access for guests at the Clubhouse 24/7.

Springfield Stay for 8 with Parking & Laundry

Spacious Springfield home ideal for work crews or groups, sleeping up to 8 with a king bedroom, two full baths, and a basement with twin-over-full bunks. Features include a large kitchen with ample storage, in-unit washer/dryer, office desk and chair, TVs throughout, free parking, complimentary EV charging, and a big backyard with grill and patio seating—perfect to relax or gather after a long day. Conveniently located minutes from downtown, restaurants, and major attractions.

Berkshire Lakefront Lighthouse Getaway

Escape to your own slice of paradise in our 450 Sq. Ft breathtaking Lighthouse rental on East Otis reservoir! This stunning property boasts a multi-level 800 square foot deck with jaw-dropping views of the shimmering Lake below making it the perfect place to unwind and soak up the natural beauty of Massachusetts. For water enthusiasts, the lighthouse rental also includes a 500 ft shared dock, providing easy access to the lake for swimming, fishing, kayaking and more.

NE Historical Mansion-pets and pet lovers welcome

Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

Cozy Cabin Retreat in the Berkshires

Welcome to Otis, Massachusetts, nestled in the heart of the beautiful Berkshires! This newly renovated, 3 bedroom cozy cabin sits on a peaceful 2-acre lot surrounded by trees, just steps from some of the state’s most stunning waterfalls, hiking trails, lakes, and more! Whether you're seeking a quiet, romantic retreat to unwind to the soothing sounds of nature or planning a fun-filled family getaway, this cabin is the perfect escape.

Queen size bed at an old Victorian.

Old Victorian Mansion you can enjoy. The rooms are spacious and there are two dedicated bathrooms only for airbnb guests. bathrooms here are at the end of the hall for you to use. The house is near 291 highway and you will not take long to get to most attractions such as Six Flags, Basketball Museum, Big E, etc. The bed is a queen size memory foam mattress. We have WiFi, and a flat screen 4K smart tv you watch Netflix, YouTube, etc.

Private Woodland Retreat by Lake | Berkshires

Escape to Casa del Bosco, a private woodland retreat in a peaceful lake community in the Berkshire foothills. Ideal for extended family getaways, this 3BR/2BA home features a cozy fireplace and game room with pool table. Enjoy the deck & grill, walk to the lake, and access tennis, pickleball, basketball & volleyball. Settle in, unwind, and enjoy a longer stay with space to relax, recharge, and make lasting memories.

The Cottage A whole season rental

If you are seeking a quiet peaceful break on a beautiful lake with a quaint little cottage setting, this is the place for you. Tranquility Private parking kayaks rowboat Sit-in paddle boat. Sailboat upon request Fast internet Located on lake George in Wales, Massachusetts with a unique peninsula directly on the lake. A shady backyard with dock awaits out back. Very close to Brimfield, MA.

OrchardSlope

"The best of the "feel right at home" AirBnb experiences. Loved it." Former guest of OrchardSlope "The Art of Hosting as an emerging peace practice - the art of caring for." Toke Moeller OrchardSlope is a single family home where we welcome and share with our Airbnb guests. Disclaimer: New photos taken with wide-angle lens are somewhat distorted. Thank you!