
Holiday rentals in Stoneham
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Top-rated holiday rentals in Stoneham
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Heathman Manor
It’s a charming 1,550 sq ft, 2-BR furnished home in an historic 2-family Victorian in Melrose Highlands. With famous visitors (Houdini, Conan Doyle) & Victorian details, there’s a large LR, MBR (Serta queen hybrid), DR, 2nd BR (bunk bed!), bathroom (access via BRs), galley-style kitchen, & off-street parking. Near Commuter Rail, & Orange Line, Rts 93/95, & amenities, with quiet solitude for tourists, visitors, magicians, etc. (No smoking, vaping, or pets pls.) We look forward to hosting you!
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Delightful New England Townhome
Welcome to your Woburn Townhouse! Ideally located near the I-95 and I-93 highways, this centrally-situated home provides convenient access to Boston in less than twenty minutes. Benefit from the ease of parking for up to four vehicles, along with the close proximity to hospitals, museums, and various dining options, all within walking distance. Experience the fastest internet available in the area, ensuring a comfortable stay for the entire family. The townhouse also features modern amenities an
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Stylish home next to train to Boston, near Salem
Boston Marathon Prime location, 1-level condo in a two-unit building with its own entrance and 2 parking spots. The kitchen is new with a bar area and all the appliances. 1st bedroom with Queen size bed is located off the living room. 2nd bedroom, with one Queen size bed, is off the kitchen. It's within walking distance to Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.
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Winchester Apartment on Greenway
Updated apartment with hardwood floors, full kitchen and washer/dryer, next to Davidson Park, Tri-Community Greenway and the Community sport complex. A wonderful short walk down the Greenway takes you to Leonard Pond for tennis, pickleball, soccer or frisbee. A 20-minute walk down the Greenway takes you to Winchester Center for restaurants, shops and train to Boston. Or walk four blocks east to explore the 2,000-acre Middlesex Fells Reservation. Route 93 access is less than a 5-minute drive.
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Large 2-Bedroom 12 miles to Logan 10mile to Boston
Large 2BR in downtown Stoneham! Sleeps 6 with a king bed, full bed, and pull-out sofa. Enjoy a full kitchen, dining room, walk-in shower, in-unit washer/dryer, and AC. Hardwood floors throughout. Relax in the private yard with umbrella and table. Family- and pet-friendly, close to shops, restaurants, and just a short drive to Boston. Free street parking and Wi-Fi included—perfect for short or extended stays! Close to Boston with just 10 miles to Faneuil Hall and 12 Miles to airport 8to Everett.
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Quiet Boston-Area Sanctuary, Elegant & Comfortable
This is a good house on a quiet cul-de-sac. It is bright and open and welcoming. In the morning, you drink coffee on the deck and look at the trees. Boston is twenty minutes away by car. The city is fast, but the house is still. Within a half-hour, you can walk the cobblestones of Faneuil Hall, see the boats in Salem, or hike the rugged Fells. It is a place for families and professionals. It has five bedrooms and a warm fire. Everything you need is close. You will like it here, it is peaceful.
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Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!
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Home w/Yard+Parking & <15 Miles to Boston & Salem
Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.
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The Cottage Suite
Welcome to our private in-law apartment located in the basement of a family home. The clean and open concept apartment is fully equipped for a comfortable length of stay for you and your family. We are very close to the heart of Stoneham and STEPS to the local grocery store, pharmacy, restaurants, and ice cream shop. The nearest bus stop is a 2 min walk that will take you to Oak Grove Station in Malden which connects to the train station in Boston! If driving, I-95 and I-93 are minutes away!
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Newly Finished Guest Haven in Woburn
Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!
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Guest Suite with separate entrance
Guest Suite with open floor plan (kitchen with stove/oven, refrigerator, microwave, bottled water dispenser); living area (pullout couch, loveseat, 50" TV with Roku and Netflix); sleeping area, bathroom with shower, separate entrance, 1 off-street parking space. Convenient to public transportation (commuter rail - 5 min walk, 12 min ride to Boston/45 min ride to N Shore; subway - 2 min walk to bus/subway (25-40 min ride to Boston) or drive (25-45m to Boston or 45-60m to N Shore).
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The Grand Residence
Take it easy at this unique and tranquil getaway. The spacious living area in the basement,offering a serene retreat for relaxation . The cozy bedroom ensures a restful night’s sleep on comfortable bed. A fully equipped kitchen boasts premium appliances and everything you need to prepare delightful meals. Conveniently located near shopping center, restaurants . Perfect for business travelers, couples, or anyone looking to experience the finer things in life.
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Popular amenities for Stoneham holiday rentals
Other great holiday rentals in Stoneham

Cozy Private Loft, Easy Access to Boston
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Modern Apartment | Easy Boston Access + Parking
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Modern spotless, charming apartment!
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The Little House - a historic New England cottage.
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Spacious& Convenient 1BR unit-20min to Boston
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Large House- 16 mins to Boston + on site parking
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Enchanting Hidden Door Escape
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Stunning 5BR, 4BA | Theater, Gym, Game Room & more
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Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach
- Saquish Beach





