Smoking friendly holiday rentals in Essex County

Spacious 2BR Free Parking king bed family friendly

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

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.

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.

Tranquil & Spacious 2 bedroom near Davis Sq &Tufts

A renovated 2 bedroom condo near Davis Square and Tufts, and only 5 minutes from the new Ball Sq Green line MBTA station, supplying great access to downtown Boston. The apartment offers a tranquil home base to rest and relax: two bedrooms, a living and dining room, modern kitchen, sunrooms and outdoor spaces. I take great pride in providing the best short term rental experience possible, and if you need any recommendations or help during your stay, I'm always around to offer what I can.

Elite Luxury Oasis • Pools • Sports • Prime Access

Welcome to Elite Luxury Oasis, a resort-style escape designed for comfort, space, and elevated living. ultra-luxury offers access to indoor and outdoor pools, basketball and tennis courts, and premium shared amenities. Stylish interiors, high-end furnishings, and ADDITIONAL BEDS UOPN request make it ideal for families, groups, or executive stays. easy access to dining, entertainment, and major travel hubs while relaxing in a private, upscale retreat built for five-star experiences.

Premium Private Room Near Boston & Airport 10 Mins

Upgrade your stay with this hotel like Airbnb, serviced 24/7 with staff on property at all times • Free Parking • Full Size Bed • Free Laundry Service ( Washed + Folded ) • Free Coffee at Check-in • Mini Bar, Snacks, bathroom needs ALL available & CHEAPER than local stores by 5% • Towels provided daily • 65” TV • Sound proofed room • Air purifier provided • Pick up & Drop off service provided • All streaming services provided • Home Gym • 10 mins to Boston • 3 Mins to I-93

Luxe Amenities•Jacuzzi•Airport Shuttle•

Welcome to your Boston retreat! This stylish 3BR/2BA unit blends comfort and convenience in the heart of one of Boston’s most vibrant neighborhoods. Just minutes from Airport, and downtown Boston, enjoy a fully furnished space with smart TVs, high-speed Wi-Fi, a private backyard, and premium linens. Perfect for business travelers, families, or long-term guests. Walkable to cafes, parks, and the Red Line T. Pool, Jacuzzi, Basketball court, Pool table, Your ideal home base awaits

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.

2 Bedroom Apartment close to Airport

*Entire 2Bdrm apartment not shared* Modern 2-bedroom, 2-bath apartment in Revere, just minutes from Boston, Logan Airport, and Revere Beach. 24/7 onsite gym and indoor basketball court. Perfect for families, groups, or business travelers. Enjoy a spacious living area, fully equipped kitchen, two bedrooms and two private bathrooms. On-site paid parking available , fast WiFi, and Smart TV. Convenient location with quick access to the T, downtown Boston, and local attractions.

Hipster Basecamp | Modern • Fireplace • Parking

Welcome to Hipster Basecamp, a 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.

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.

The Gatehouse at Castle Hill

A cozy second floor apartment with a work space, private balcony, and plenty of free on street parking. Just 1 mile from historic downtown, the bustle of the city is a refreshing 20-30 minute walk away. Catch a ride to get there in less than 5. Nearby: Family parks, beaches and restaurants. 30 mins from Logan Airport and 35 minutes from downtown Boston. Easy to take the train.