Smoking friendly vacation rentals in Massachusetts

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Massachusetts

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

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Guest favorite

Camper/RV in Barnstable

4.93 out of 5 average rating, 58 reviews

Cape Cod Renovated Motorhome - salt water hot tub!

New for 2023 - very fancy 7 person salt water hot tub! The property has a big yard, with a vegetable garden and friendly chickens and turkeys. This 1992 Tiffin Allegro motorhome has been tastefully renovated with modern amenities such as wood floors, a futon that folds into a queen bed, a new memory foam California king mattress, Wifi, flat screen TVs with Roku, Air conditioning & heat, new residential refrigerator, new modern kitchen and bathroom faucets, LED color lights and Bluetooth stereo!

Sep 26 – Oct 3

G$28,784 GYD per night

Guest favorite

Guest suite in Wilmington

4.95 out of 5 average rating, 66 reviews

"COZY NEW 1BR GUEST SUITE SLEEPS FOUR "

COVID CLEAN, Enjoy easy access to the city of Boston, thanks to this 1-bed, 1-bath vacation rental! Nestled in the suburbs of Wilmington, this home is great for small groups looking to explore downtown, while also enjoying a peaceful residential home base. Visit hot spot attractions like the Boston Tea Party Ships and Museum, Boston Common, and Franklin Park Zoo! Merrimack College Wellesley College, and more schools are nearby making this a great place to stay for a parent weekend visit as well.

Feb 28 – Mar 7

G$34,954 GYD per night

Guest favorite

Apartment in Amherst

4.91 out of 5 average rating, 176 reviews

Historic 1840 beauty in best downtown location

Newly restored 2nd-floor apartment in 175-year-old home 2 blocks from Amherst Cinema & steps to everything this vibrant downtown has to offer. Walking distance to Amherst College and UMass. This home retains the character of days gone by, yet sparkles with new wood floors, modern bathroom & new appliances. Original wood-paneled entry hallway & exposed beams throughout. Antique furnishings, historic wall decor, and a sunny kitchen with built-in reclaimed wood bar. Small balcony w seating for 2.

Jun 13 – 20

G$36,056 GYD per night

Guest favorite

Condo in Boston

4.93 out of 5 average rating, 140 reviews

comfortable and cozy

Five minutes walking distance to subway station. A newly renovated 2 family victorian home which is located in a diverse neighborhood where you can Walk to cafes, restaurants and parks. Neighborhood is a bike friendly and very close to Zip car. The room is very clean, comfortable and modern The Kichen and bathroom are also located on the same level and they are completely private. The shower stall is approx 3 feet x 4.5 feet. This private bedroom has a separate and convenient access/ exit.

Dec 20 – 27

G$31,664 GYD per night

Guest favorite

Home in Chester

4.97 out of 5 average rating, 39 reviews

Halloween Decorated Turn of Century Family Home

At Kenyon's Keep it's Halloween year-round. The home is filled with Halloween decorations and antiques. With a vintage /gothic vibe, it's great for cosplay photos. The house is connected to the owner's Gallery & Studio, expect the first floor to be shared with owner during the day - your evenings will be private. Conveniently located 19.2 miles from MA Turnpike I-90 exit 10 in Lee and 21.7 miles from MA Turnpike I-90 exit 41 in Westfield . Please read full description under THE SPACE

Jun 15 – 22

G$23,402 GYD per night

Superhost

Cottage in Wellfleet

4.89 out of 5 average rating, 152 reviews

Cape Cod Spectacular Waterfront Cottage

Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Feb 3 – 10

G$50,246 GYD per night

Guest favorite

Apartment in Medford

4.98 out of 5 average rating, 126 reviews

Hipster Basecamp | parking • deck • fireplace

Hipster Basecamp is the perfect place to chill whether you are here for work or play. Mid-century modern design, a two-sided fireplace, free parking, new orange Smeg appliances, and a spa-like bathroom with a ceiling-mounted shower and towel heater. Whether you're feeling barista or mixologist, there's everything you need to perfect your craft and enjoy a drink on the deck. Fall in love with the original art from our curated collection and purchase a painting to bring home.

Nov 15 – 22

G$71,253 GYD per night

Guest favorite

Apartment in Boston

4.98 out of 5 average rating, 114 reviews

4br SouthBoston free parkg nrBeach, 6 min>BCEC

Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Apr 12 – 19

G$95,889 GYD per night

Superhost

Home in Otis

4.85 out of 5 average rating, 26 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.

Jan 19 – 26

G$71,750 GYD per night

Guest favorite

Cabin in Pelham

4.94 out of 5 average rating, 47 reviews

Cabin Camp Retreat

Nourish your soul and unplug (limited electricity) in this back to nature retreat right on the edge of town. Experience the rare birds that migrate to this special place. Sun bath in the hammock or hike to the views of Mount Orient or the babbling brooks of Buffam Falls. With an outdoor kitchen, fire pit, fresh spring, mountain views, expansive night sky, and composting outhouse, the cabin retreat could be just what you need.

Aug 30 – Sep 6

G$26,911 GYD per night

Superhost

Tiny home in Falmouth

4.83 out of 5 average rating, 40 reviews

Escape to the Cape and Islands

This place to stay is truly one of a kind. This little place is very cozy with lots of amenities it has a shared, partially fenced in big nicely manicured backyard, gardens, fire pit, games, a small waterfall. The town has plenty to do you can go to the beaches, trails bike path, nightlife and of course the popular Martha’s Vineyard on the Island Queen ferry, and everyone loves The Cape Cod winery!

Sep 17 – 22

G$27,084 GYD per night

Guest favorite

Cabin in Chester

4.96 out of 5 average rating, 52 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. A perfect getaway for outdoors-minded folks, searching for solitude and privacy. The ideal weekend getaway, spend a day unwinding and taking in the property and another exploring the nearby Hilltowns & Berkshires. Wrapping up each night with a fireside drink.

Jul 14 – 21

G$30,460 GYD per night