Smoking-friendly holiday rentals in Middlesex County

Find and book unique smoking-friendly rentals on Airbnb

Top-Rated Smoke-Friendly Accommodation in Middlesex County

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

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Guest favourite
A stylish living area features a dark leather sofa positioned near a modern glass coffee table. A flat-screen television sits on a black media unit. Two windows provide natural light and a dining table is set for four, enhancing the open and functional layout.
Condo in Dracut
4.86 out of 5 average rating, 122 reviews

Cozy Entire Unit Condo close to UMASS Lowell

My place is close to restaurants, UMASS. Lowell, and almost anything you need. You’ll love my place because instead of having a spare room in someone's house, you get an entire condo and privacy available to you (owner lives in separate unit). The unit includes basic amenities included (toiletries, bedding etc). In addition, the unit comes with a PlayStation 4 for the kids (or the husband/boyfriend) to keep them busy :) My place is good for couples, solo adventurers, and business travelers.

Guest favourite
A vibrant dining area features a wooden table set with colorful placemats and decorative tableware. A centerpiece of roses adds a touch of warmth. Surrounding chairs are adorned with unique fabric. Soft light is provided by a stylish chandelier, illuminating the cheerful yellow walls.
Home in Brookline
4.79 out of 5 average rating, 126 reviews

Lovely sunny 2 BD home, great area. Free Parking

Beautiful sunny 2 bedroom, bottom unit in 2 family house. A wonderful residential neighborhood just a few houses away from JFK birthplace. Nice tree-lined side street but close to all amenities, shopping etc. There are restaurants, stores and conveniences nearby. Fully equipped and beautifully appointed. A/C units in every room during summer. Parking onsite included. Great location close to public transportation and Boston University, Longwood med center and Fenway and parks nearby.

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Condo in Woburn
4.53 out of 5 average rating, 15 reviews

Charming 2Bed • Super Clean • Nature & City Life

Charming, super-clean 2-bed in a walk-out lower level, surrounded by nature in the city. Enjoy the best of both worlds in this cozy, spotless space beside 10+ acres of forest — a true retreat in an urban setting. Includes everything shown in the photos: combined living, dining, and kitchen area, full bathroom, and two comfortable bedrooms. Only neighbor is the unit above, so expect some noise. Walk to Horn Pond for waterfront strolls or hikes. Great food and shops in Woburn and Winchester.

Top Guest favourite
The historic two-story home features a white exterior with green shutters and a covered front porch. Lush green grass and blooming flowers adorn the yard, while a white picket fence lines the property. A tree with white blossoms is visible beside the entrance.
Guest suite in Arlington
4.96 out of 5 average rating, 70 reviews

Charming 1Bd Apt. in Historic Arlington Home

This lovely apartment is part of our charming and historic New England home. Guests have their own private entrance and an entire 1bd/1.5ba apartment to enjoy. Our quiet neighborhood has access to public transportation and is close to Boston, Cambridge, Somerville and Medford. It is the perfect spot if you are in town on vacation, for work, or for an event! We are happy to help with anything you might need but will otherwise give you your privacy. We look forward to your stay in Arlington!

Superhost
Apartment in Dedham
5 out of 5 average rating, 3 reviews

Charming Dedham Retreat !

Welcome to your stylish 2 floor 2-bdr oasis in the heart of Dedham! This modern, equip apartment is perfect for convenience lovers—just minutes from Legacy Place, with its shopping, dining, and entertainment, plus CVS and fast-food favorites right around the corner. You’ll enjoy easy access to the highway, making commuting a breeze. Relax in a comfortable, elegant space that puts the best of Dedham right at your doorstep! 20 min Drive from Gillet Stadium where the World Cup will be hosted.

Top Guest favourite
A warm kitchen area features wooden paneling and a round dining table set for two. A small, cozy electric stove is situated near the table. The space is complemented by a full-size refrigerator and a microwave, with decorative touches on the walls.
Apartment in New Ipswich
4.96 out of 5 average rating, 135 reviews

Quiet country apartment in farmland setting.

Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Top Guest favourite
A light-filled interior features a wooden dining table positioned near a decorative fireplace. The walls are painted in soft blue, creating a calm setting. A glimpse of a modern kitchen is visible in the background, and a framed artwork adds a touch of character.
Apartment in Boston
4.96 out of 5 average rating, 260 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

Guest favourite
Sunlight filters through lush trees, casting a warm glow over a tranquil pathway leading to the water. Vibrant flowers bloom along the path, enhancing the serene lakeside view, where the gentle ripples of the water reflect the shimmering light.
Home in Worcester
4.84 out of 5 average rating, 38 reviews

Indian Lake House

Embark on a journey of tranquility within this expansive and harmonious abode. Featuring meticulously designed interior and exterior areas for communal bonding, as well as 420 spaces dedicated to relaxation and meditation, this residence promises to provide the ultimate rejuvenating escape you seek. Whether your stay is extended or brief, and conveniently situated just steps away from the lakeshore, this haven is primed to offer you an unparalleled sanctuary of reprieve.

Top Guest favourite
Apartment in Medford
4.98 out of 5 average rating, 298 reviews

Hipster Basecamp | Modern • Roofdeck • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Superhost
A modern kitchen featuring sleek white cabinetry and stainless steel appliances. A glass dining table, surrounded by four white chairs, sets the stage for meals. Natural light floods through vertical blinds, accentuating the warm wooden flooring and subtle details on the countertops.
Apartment in Melrose
4.71 out of 5 average rating, 128 reviews

2-bedroom rental unit w/ free parking in driveway

Enjoy a stylish experience at this centrally located place in Downtown Melrose, MA. Newly renovated 2-bedroom apartment, with parking in a multifamily building with quaint front/back patio space to enjoy the fresh air and chat with friends and neighbors. There is 2 car parking available for guests and a city parking lot next to building for additional spaces if renting a car. Master room is large with closet space, and queen size bed.

Superhost
The bedroom contains two metal-framed beds with dark gray bedding, positioned on polished wooden floors. A ceiling fan is mounted overhead, while two bedside tables hold simple lamps. Wall art depicting a bridge and a palm tree is featured, adding visual interest to the room.
Apartment in Boston
4.82 out of 5 average rating, 22 reviews

Spacious 4BR Apartment – 2ND Floor

4 Bedroom, 1 Full Bath Apt – 2ND FL Ideal location near public transportation 2 min walk to Sutherland Green Line Station 5 min drive to Boston College, shops, and restaurants WiFi Free laundry Fully equipped kitchen (4 mini fridges – one per room) AC in all rooms *ALL GUESTS MUST BE REGISTERED IN THE RESERVATION Weekend parking available – $30/night Paper cups/dishes *Key codes sent around 1pm on check-in day

Guest favourite
A spacious bedroom is featured, with warm wood paneling and ample natural light. A queen bed is dressed in white linens, topped with neatly folded green towels. Soft lighting from a small bedside lamp creates a relaxing ambiance. Framed artwork adorns the walls.
Guest suite in Holden
4.78 out of 5 average rating, 191 reviews

Private Guest Room, Kitchenette, Office, & BR

Private downstairs with large bedroom, bathroom & small kitchen, beautiful pond view. Double Bed & Pull-Out Couch, parking in driveway, outdoor fire pit, charcoal grill and outdoor smoking area, 420 friendly. Wifi, 200+ channels HD cable & Apple TV for streaming. Work space with desk chair, small kitchen with coffee maker, mini-fridge, microwave, and toaster. Washer & dryer, shower and bathtub.

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