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.

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.

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,

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.

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.