Smoking friendly holiday rentals in Hampden County

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Hampden County

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Northampton

4.99 out of 5 average rating, 208 reviews

Skylights, art + design in best downtown location

Elegant spacious sun-drenched 2-bdrm penthouse in gracious 4-family Victorian on tree-lined street in the heart of downtown Northampton. Easy walk to Smith College campus. Skylights; large tiled bathroom with shower, jacuzzi tub, washer/dryer; hardwood floors; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, 42" TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony.

Guest favourite

Flat in Northampton

4.93 out of 5 average rating, 237 reviews

Wood, sunshine & movies in best downtown location

Sun-drenched 1st fl apt in 2-family Victorian, steps from Northampton's vibrant downtown. 2 spacious queen bedrooms, 1 bedroom/study with pull-out king. Pine-paneled kitchen with breakfast bar; open living/dining room; stereo with turntable and vintage record collection; home theater with projector. Private deck. Wood floors throughout apartment. 42" HDTV in master bedroom. Hi-speed Internet. Laundry room in basement with washer/dryer (shared with upstairs apt). Shared heated pool (Mar-Nov).

Top guest favourite

Private room in Monson

5 out of 5 average rating, 13 reviews

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!

Guest favourite

Flat in Northampton

4.94 out of 5 average rating, 217 reviews

Light-bathed 3br w porch in best downtown location

Sun-drenched 2nd fl apt in 2-family Victorian home, steps from Northampton's vibrant downtown. Three spacious bedrooms: 2 with queen beds & a third with a double. Central eat-in kitchen with dining table, gas range and small dishwasher. Expansive south-facing living room with two couches and 42" smart HDTV. Private porch overlooking quaint tree-lined street. Wood floors throughout apartment. Hi-speed Internet. Laundry room in basement with free washer/dryer (shared with downstairs apt).

Guest favourite

Home in Otis

4.9 out of 5 average rating, 51 reviews

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.

Guest favourite

Cabin in Chester

4.96 out of 5 average rating, 55 reviews

2 Rustic Cabins on 68 Secluded Acres

Visit Caterwaul Cabin and enjoy an elevated camping-style experience on 68 private acres in Chester, MA - with most of the amenities of home. New for 2024, Helter Shelter - a separate tiny cabin companion to the original property - included in the rental cost and ONLY rented together. A perfect getaway for outdoors-minded folks, searching for solitude and privacy, a launching pad for an ideal weekend in the Hilltowns / Berkshires or a weekend away from it all.

Private room in Springfield

4.58 out of 5 average rating, 212 reviews

Huge Room in Old Victorian Mansion

This is the best room of the house in this huge Victorian home. This is the biggest bedroom of the house. You can accommodate 3 people. we provide a floor mattress for an extra guest should you have more than 2 guests. There are two bathrooms in this level that we keep for Airbnb guests only. There is laundry for a fee. 4k tv with free Netflix, NatGeo, ESPN, and other apps. Any amenities not listed should not be expected. Please read the amenities section

Guest favourite

Home in Wales

5 out of 5 average rating, 7 reviews

The Cottage with 4 kayaks

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.

Guest favourite

Flat in Holyoke

4.78 out of 5 average rating, 214 reviews

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. Just 5 min to I-91 and Pike, 15 min to Northampton.

Top guest favourite

Private room in Northampton

5 out of 5 average rating, 21 reviews

Northampton Sunny Bedrm - Workspace & Private Bath

Relax at this unique and tranquil getaway in Northampton, home of Smith College (6 bks away). Small, quirky city w/ boutique shops & fab restaurants downtown (10 blks away). Bike trails (w/ entrance one blk away) go all around the area. Located within a few blocks from hospital (Cooley Dickinson) & park (Child's). Perfect for short or longer stays.