Vacation rentals in Stoneham

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.

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!

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.

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!

Cozy Basement Apartment-Stoneham

This is a private in-law apartment in the basement of the home. Full Kitchen/living room combination, full bath and 1 bedroom with private entrance. Close to Routes 93 and 128 and 95. 15-45 minute drive to Boston depending on the traffic and time of day. Convenient to grocery stores and shopping plaza, casino. We live in the main house above the apartment. There is potential for a little overhead noise. Please read the whole listing and house rules. Must be 21 to request this listing!

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!

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

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).

Jimmy & Donny's AirBnB

2 level guesthouse! PRIVATE BEDROOM, BATH, LIVING AREA NOTE: BEDROOM/BATHROOM ON SECOND FLOOR UP SPIRAL STAIRCASE. Large porch. Melrose is located 7.5 miles north of Boston, 2 convenient train stops, 20 minutes away, into downtown Boston. A short walk to The Fells Reservation, hiking & kayaking, or visit the Stone Zoo. We have Italian/Seafood/Mexican/Spanish/Mediterranean & Revolutionary Style Tavern restaurants in Melrose. Owners always on property. NO PETS/KIDS OR SMOKING

Cozy & Affordable 2 Bedroom Guest Suite, Stoneham

Enjoy this spacious apartment with private entrance, consisting of two bedrooms, plenty of closets space, full kitchen, full bath, living room and dining room. Laundry in unit, central AC and heating system. Free parking on premises. Apartment is located close to Hwy 93, 9 miles from Boston, 11 miles from Logan Airport, and 3 min drive to Stoneham Downtown. 5 min walk to near MBTA Bus station # 132 and # 325. Oak Grove MBTA Orange Line Station is located 3 miles away.

Modern Farmhouse Suite in Historic Lexington

Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Large 4Bed 2Bath Clean Alternative to Hotel Living

Large first floor unit, full-of-light, located near magnificent Woburn town center. Next to Public Library and historic First Church of Woburn. Amazing food scene. Beautiful Horn Pond nearby. Easy commute to Boston - high speed Boston Express bus. Central heating and air conditioning. Simple, stress-free layout. Newly sanded floors. In unit stacked free laundry. Cooktop with over the counter oven.