Smoking friendly holiday rentals in Massachusetts

Skylights, art + design in best downtown location

Elegant spacious sun-drenched 2-bdrm penthouse in 4-family Victorian on tree-lined street in downtown Northampton. Easy walk to Smith campus. Skylights; large tiled bathroom w/ shower, jacuzzi tub, washer/dryer; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, lg TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony. Home theatre in master bedroom. Off-street parking.

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.

Oceanfront Sunrise Shack @ Brant Rock Beach

Kick back and relax in this calm, stylish space. Walk off the deck down to the beach for the day, hit the outdoor shower then grab dinner and drinks from one of the many neighboring restaurants. Located right in the middle of Boston (30 minutes north) and Cape Cod (30 minutes south) we are all about the outdoor entertaining here at the sunrise shack or our favorite take the party down to the beach! We have a cooler, chairs, table and some kids toys for you to bring to the bring if you’d like.

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.

the Elevated Escape

Indulge in a luxury one bedroom guest house... lovingly curated as a complete retreat from the outside world, located in the oldest town on Cape Cod. The Elevated Escape is loaded with charm and drenched with positive energy. Enjoy exquisite design details including the warmth of wood ceilings, a cushy queen bed, a brick kitchen hearth, SMEG appliances and an over-sized penny tile shower. This love nest was made to encourage connection - whether within yourself or with someone you love!

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, gas fireplace, private balcony.

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.

Large House KingBed European Look near MoodySt 4BR

We created the experience of the perfect blend of modern comfort and timeless New England charm in this beautiful Black&White 4-bed, 2-bath home. Each room is thoughtfully designed with a B&W color palette that exudes elegance, while the classic architecture adds a touch of historic warmth. Enjoy cooking in the super modern kitchen, and feel the difference. Ideal for families or groups, this stylish retreat offers a serene getaway with all the amenities you need to feel right at home.

Lake House with Island and boats!

This is a wonderful place to put aside your busy life. No matter the season, our lake home is the feel of relaxation, cozy and comfort. Whatever yours is, you will have the best of all seasons here. Spring flowers popping up, summer water fun, beautiful fall foliage and winter ice-skating, just to name a few. Start the day with a warm cup of coffee watching the sun rise over the trees. Fill the rest with fun and adventures. Finish it with a campfire, s'mores and a nice glass of wine.

Hipster Basecamp | fireplace • views • parking

Welcome to Hipster Basecamp, a thoughtfully curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, 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.

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

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.