Holiday houses in Woburn

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.

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple or a small family. Conveniently located minutes from Boston or the north shore whether you are traveling by car, Uber, or local train. Enjoy Boston adventures, north shore excursions, beaches, fall leaf peeping, skiing, historical visits to Massachusetts battle grounds, or some retail therapy at shops and malls nearby. An array of local and city restaurants and breweries provide a multitude of options for your pleasure. YMCA just steps away!

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

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!

Quiet 2BD Single-Family, Parking, No Shared Walls!

Enjoy the rare comfort and privacy of a newly renovated (2025) detached single-family home—no shared walls, no neighbors above or below, just a quiet space all to yourself! Located just 20 min from Boston with easy access to I-93, I-95, and Route 3. Walk to Woburn Center’s restaurants, cafés, and shops, and enjoy quick access to Lahey and Winchester hospitals. Perfect for school visits, business travel, or family stays. Private 2-car driveway parking is included right next to the house.

Private studio in a quiet and nice area

Private Studio located in a great and quiet neighborhood in Arlington, steps to McClennan Park. Kitchen with electric cook-top (no oven), built-in microwave, mini fridge, dishwasher. Sofa-Bed (queen size). Large Desk. A small private patio under the deck of the main house (where we are living). Parking space available on Thesda street (along the house). 8 minutes drive to Downtown Arlington, 25 minutes to Downtown Boston. Free wifi & TV available. Available upon request: Bikes, iron.

Brand New Cozy Studio Arlington

Enjoy a comfortable stay at this centrally located studio. Located in Arlington Heights, this unit has been completely renovated. With it's dedicated private entry it's the perfect place to come stay while you work in the area, visit family, or just enjoy the local sites! It has access to a new washer/dryer. Comfortable queen bed with all furnishings. Arlington is a city with easy access to Boston. It's restaurants, shopping, hiking/bike trails make it a perfect destination

Newly Built En Suite

Accommodations by Veteran Airbnb Hosts, we present An En suite in a new construction townhome. On the fringe of the suburbs, This special place is close to everything, making it easy to plan your visit. You have your own Entrance/exit into your space. 12 1/2 foot High cielings in your dedicated Level of the building gives this space a very West Coast feel. Walk out to your own Private patio for dining or relaxing as well as some shared greenspace to walk your fury friend.

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.

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

Your Cozy 1 BR Apt & Relaxing Retreat

Romantic Luxury Getaway • Jacuzzi • Fire Pit • BBQ • Near Boston! Escape to this beautiful and cozy 1-bed retreat designed for comfort and relaxation. Enjoy a private jacuzzi, warm nights by the outdoor fire pit, and a BBQ grill, perfect for unforgettable moments. Located in a quiet area with easy access to Boston, restaurants, and shopping, this is the ideal stay for couples, leisure, or a peaceful weekend away.

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.