Smoking-friendly vacation rentals in Pioneer Valley

Find and book unique smoking-friendly rentals on Airbnb

Top-rated smoke-friendly accommodations in Pioneer Valley

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

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Guest favourite

Apartment 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.

Top guest favourite

Apartment in Coventry

5 out of 5 average rating, 101 reviews

Hide Away at Rock Farm UConn Private BnB “5 Star”

Relax with the whole family at this private peaceful “Hide Away” 1000+ sf of space, 600ft off the road in the woods. Well lit, all amenities of home. Enjoy the private deck on sunny mornings. 5 min walk to Bolton Lakes. Fishing, Kayaking & trails. Central to many locations & venues. See our VIP GUEST BOOK for The Get Away on Rock Farm & The Hide Away at Rock Farm. A no-shoe, clean place, comfortable homey feel. 5⭐️ Needing less space? Check out the Get Away https://www.airbnb.com/h/onrockfarm

Top guest favourite

Apartment in Wilmington

4.93 out of 5 average rating, 124 reviews

Walk To Wilmington Village

This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

Superhost

Cottage in Williamstown

4.74 out of 5 average rating, 77 reviews

Pet friendly, cozy, modest cape, two bedrooms

You, those in your party and your pet(s) will have this modest, quirky, cozy, cape style, home all to yourself. There are two bedrooms and a pullout loveseat on the main level. It is accessible to all Berkshire cultural sites including Mass MoCA and The Clark. Conveniently located in the Northwestern corner of the state, the Vermont state line is less than 5 minutes away and the New York state line is less than 15 minutes away. The Williams College campus is within walking distance.

Top guest favourite

Treehouse in Guilford

4.99 out of 5 average rating, 141 reviews

Cozy tent in the trees on organic flower farm

Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Top guest favourite

Home in Ashfield

4.96 out of 5 average rating, 68 reviews

True Shangri-la, Country Retreat

Modern comforts in this gorgeous, spacious home on 50 acres with a view of the Vermont foothills. Enjoy the pond, fire pit, streams, gardens, deck and access to the sweet town of Ashfield - be out in the woods without being in the middle of nowhere! Fiber Optic high speed internet is wired so you can reliably work and relax. Mass Certificate #C-12336793-003 This listing does require a signed rental agreement (sorry for the formality but my insurance company insists!)

Superhost

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

Campsite in Newfane

4.97 out of 5 average rating, 33 reviews

Brookside Camping, Private 4 acres, Wishbone Right

Beautiful location in an open area surrounded by a lush forest above a pristine brook with private swimming holes. Great for camping and or small trailers (pulled with AWD vehicles) and campsites as the area is flat and open enough it gets a little breeze along the brook. Other fine hiking, swimming and kayaking nearby. We rent 2 quality mountain bikes for $50 a day or $75 for weekend. Lake Canoe for 2 available and single canoe/& kayak with rack inquire

Guest favourite

Cottage in Chesterfield

5 out of 5 average rating, 5 reviews

Tiny Cottage on Spofford Lake

This perfect spot on Spofford Lake will have you coming back every year to make memories without giving up the comfort of home. There's so much to enjoy: from a cup of coffee sitting on the beach, to swimming, kayaking, paddle-boating, enjoying sunsets while making s-mores for the kids at the campfire, grilling burgers with family and friends, and even streaming your favorite shows on a rainy day.

Superhost

Home in Whitingham

4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

Make some memories at this unique and family-friendly place. Open first floor with comfortable seating and dining space. Updated kitchen on the appliance end, and filled with almost everything you need to prepare anything from quick to gourmet meals. The second floor offers four bedrooms and a TV Room (Roku), plus a full and half bath. Bedding and towels are all cotton products.

Guest favourite

Apartment in Holyoke

4.78 out of 5 average rating, 215 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.

Guest favourite

Guest suite in Dover

4.88 out of 5 average rating, 17 reviews

The Eagles Nest - Cozy and Private Apartment

Welcome to The Eagle’s Nest in West Dover, VT! Perched atop a mountain with stunning views, our all-season studio offers comfort and charm just 5 minutes from the slopes. Enjoy: • A fully equipped kitchen • Private outdoor deck • Sofa bed upon request • Locally sourced Vermont products • Creative, inspiring space Book now for an unforgettable getaway!