Smoking friendly holiday rentals in Essex County

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.

The Merchant House in Historic Downtown

A super unique single family home all to yourself right in downtown Salem! This home is just one block from Salem Commons, three blocks from the beautiful Atlantic coast, and three blocks from the train to Boston and historic Gloucester. In fact all Salem has to offer is a short stroll down the street, but you may not want to leave at all! This home boasts custom built furniture, artwork to be cherished, and well thought out spaces designed for spending time with loved ones and unwinding.

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.

Cozy 2-BR Apt at North Andover with Pool & Parking

This second floor apartment on Commonwealth Ave in North Andover provides easy access to I-495 and Salem, NH. It's just 28 miles from downtown Boston and 10 miles from Salem, NH. Featuring nearby dining options and a friendly ambiance, it’s an ideal choice for couples, solo travelers, business visitors, and those seeking extended stays. The mini-splits ac have been installed in each of the rooms for heating and cooling. For added privacy, the accommodation features a private entrance.

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.

🍀Cozy Modern Home🍀10Min to Boston,Airport,Colleges

Cozy Modern 100+ year old Home! Always Clean and spacious. Perfect for families on vacation or a short pass through to Boston and or even if your coming to visit the little ones in college. This apartment features a beautiful kitchen equipped with all you need to chief. A beautiful clean bathroom. 3 cozy bedrooms, Starting with your Master bedroom that has your king bed with adjustable bed recline to get your best nights rest, other two Bedrooms both cozy has comfy Queen bed’s,

Walkable 2BR | Harvard & MIT 2

Experience Cambridge luxury just steps from MIT and Harvard! This modern 2BR/1BA apartment blends comfort with convenience—perfect for academics, professionals, or travelers. Enjoy a stylish open living space, smart TV, fully stocked kitchen, and high-speed WiFi. Walk to Harvard Square, local cafés, and river paths, or hop into Boston in minutes. Thoughtfully managed with resort-style services, competitive fees, and guest-focused amenities for a seamless stay.

Castle Hill Lookout - Spacious and Cozy Home

Open concept living area with a work space, private third floor balcony with plenty of 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: Forest River Park and Salem Willows Park. Beaches in Salem, Swampscott, Marblehead, and Beverly. 30 mins from Logan Airport and 35 minutes from downtown Boston. Easy to take the train into Boston as well.

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.