Smoking friendly holiday rentals in Boston

Spacious 2BR Free Parking family friendly kid park

Very large rooms hardware floors throughout the condo with a king bed and there’s a crib the large bathroom has a shower and tub there’s two arcade games a computer and printer all available in the apartment to use. It can sleep 8 people with the sofa that open up to a bed as well as an air mattress the condo has everything you need as if you were home So bring the whole family to this great place with lots of room for fun4people sleep in beds 1-2 people on a sofa bed and there’s one air mattres

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.

The Prattville Pad, close to all your needs!

This home is situated across the street from a beautiful community park, which has basketball courts and a baseball field. The area is also great for a neighborhood walk with beautiful Boston views within just 10 minutes. There’s a bus line with easy access to Boston on the street corner, It's also conveniently located minutes from route 16 and route 1. There are 3 fully stocked convenient stores within walking distance as well as a supermarket near by and plenty of restaurants to order from.

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.

Charming 2BR Condo, Walk to Downtown Salem

Enjoy this newly renovated, cozy, two-bedroom condo right on the edge of downtown Salem! Beautiful open concept with a great living room area for TV & nice kitchen with all the amenities you could need. 2 bedrooms with one doubling as a home-office (incl. monitor.) Central AC/heat and room for two parking spots in back driveway (a rare-find in Salem!) A 6 minute walk gets you to the train into Boston, 10-15 minute walk to restaurants, bars, and all the historic features Salem has to offer.

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!

Charming Studio Apt! | Back Bay

This special place is close to everything, located between two of Boston's best neighborhoods, the South End known for its food scene and the Back Bay home to great shopping and coffee bars. This studio is on the 2nd Level of an old Boston brownstone. It is equipped with a full private bathroom, fridge, oven, cabinets and closet, all packed into approximately 228 sqft. Its history dates back to the early 1900s where it was originally run as a Lodging House for short term stays.

Salem Waterfront Couples Retreat - 1 mi Downtown!

Welcome to the most amazing place to stay in Salem! Enter through your private entrance to access your 12' ceiling lofted suite featuring a King bedroom that opens up to your own private living & kitchen area with a massive glass wall with ocean views! Your private suite features a beautiful master suite with custom tiled shower & washer/dryer. Living area is open concept with custom designed chef’s kitchen, additional bathroom, huge island, espresso bar, 50’ private balcony.

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

1BrApt FreeParking 6minT/Subwy FullKitchn WashDryr

We are making this an inexpensive comfortable quiet place for travelers and locals. It comes with its own full kitchen and bath for your exclusive use. The Queen-sized main bed is very comfortable; so is the L-shaped lounge area formed by two convertible couches in the bedroom, for TV-watching. The open-floor-plan outer room contains kitchen, dining, nook and living area; Twin-sized bed in the nook, daybed in the living area, and 2 desks accommodating varying needs.

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)

World Cup Boston 4BR Group Stay near train

Spacious 4BR with newly renovated open layout – perfect for large groups Sleeps up to 14 comfortably • Open kitchen + living area (rare for Boston). Large dining setup for group meals • Free parking + in-unit laundry • Walk to Red Line – easy access to downtown Prime access: • 12–15 min to Downtown & Fenway • ~18 min to airport • 20 min to Encore Casino • Near restaurants, bars & universities Ideal for groups who want space, convenience, and value near the city.