Vacation rentals in Woburn

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

Enjoy the rare comfort of a newly renovated (2025) single-family home—unlike many other listings, there are no shared walls, no neighbors above or below, just relax in quiet and private detached house all to yourself! Only 20 min to Boston with easy access to I-93, I-95, and Route 3. Steps from vibrant Woburn Center’s restaurants, cafes, and shops. Minutes from Lahey and Winchester hospitals. Includes full kitchen, cozy living space, and private 2-car driveway parking right next to the house.

Air Bee-n-Bee Hive– Unique Themed Creative Retreat

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

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.

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.

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!

Modern Studio w/ Fire Pit, Play Area & Large Yard

Welcome to our cozy, modern lower-level private suite in historic Lexington, MA. Perfect for families, groups, or business travelers, it offers full private access, a living area with 1 Gbps WiFi, Smart TV, home theater, kitchenette, and a private gym with a Peloton bike. Relax by the fire pit or let the kids enjoy the play area. Explore nearby trails, Battle Green, or Boston just 20 minutes away. Comfortably hosts up to 5 guests—your perfect getaway starts here! Certificate number: STML-24-5

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.

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!

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!

Large One Bedroom Apartment

1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

Relaxing and Comfortable Home Away From Home

Privacy and comfort in complete lower level of this home. Private entrance and no shared space all within 5 minutes of shopping/restaurants and major highways. The space features a large kitchen w/dining area for 4pp, 1 bedroom with queen sized bed , living room with 65 inch tv with full cable. 1 full Bathroom with shower and tub. Washer and dryer are also included. Professionally maintained and enclosed backyard and patio area for outdoor seating.Full sized bed in the bonus room.

Your Cozy 1 BR Apt & Relaxing Retreat

Welcome to your romantic 1-bedroom apartment in Woburn, the ultimate escape for couples looking for relaxation and charm. Enjoy a private jacuzzi 🛁 and a cozy fire pit 🔥—ideal for creating unforgettable memories. Step right out from the bedroom to the jacuzzi and outdoor space, allowing you to unwind in the soothing waters while enjoying the warm ambiance of the fire pit. Perfect for a romantic retreat, this intimate space provides everything you need for a truly enchanting stay.