Vacation rentals in Woburn

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Top-rated vacation rentals in Woburn

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Top guest favourite
An inviting open-concept living area features a brown sectional sofa with a chaise, accented by throw pillows. A round coffee table sits in front, surrounded by a welcoming atmosphere of honeybee-themed decor, such as hexagon shelves on the wall. A workspace with a chair is positioned nearby.
Apartment in Billerica
4.99 out of 5 average rating, 178 reviews

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.

Guest favourite
A glass-paned door allows a view into a hallway leading to a well-lit kitchen. The hardwood floor extends into the space, and light fixtures along the ceiling provide illumination. Soft ambient light is seen towards the back, suggesting a welcoming atmosphere.
Apartment in Winchester
4.94 out of 5 average rating, 33 reviews

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.

Top guest favourite
Apartment in Woburn
4.95 out of 5 average rating, 214 reviews

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!

Guest favourite
An outdoor shower is presented, featuring a wooden design with natural finishes. The shower head is positioned above a tiled wall, surrounded by potted plants that add greenery to the setting. Pebbles and gravel form the base, enhancing the outdoor ambiance.
Guest suite in Peabody
4.8 out of 5 average rating, 201 reviews

Cozy place to relax! 14min to Salem - 25 to Boston

Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

Top guest favourite
A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.
Apartment in Woburn
5 out of 5 average rating, 178 reviews

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.

Guest favourite
A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.
Apartment in Woburn
4.85 out of 5 average rating, 82 reviews

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!

Guest favourite
The open concept kitchen and dining area features wood cabinetry and a large island with bar seating. Sunlight filters through the windows, highlighting the hardwood floors and decorative accents. A cozy dining space is positioned in the background for shared meals.
Home in Woburn
4.97 out of 5 average rating, 58 reviews

Large House- 16 mins to Boston + on site parking

Make yourself at home in this 4-bedroom Woburn retreat. With 3 queen bed, 1 full beds, and 2 twin bed, there's plenty of space for everyone to get a good night's sleep. The adorable living room features a cozy sofa bed, perfect for lounging and watching movies. The open kitchen leads to the dining room for family dinners. Enjoy the convenience of amenities like a hair dryer, washing machine, AC, WiFi, and heating. The bathrooms are equipped with showers for a refreshing start to your day.

Guest favourite
A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.
Apartment in Woburn
4.93 out of 5 average rating, 189 reviews

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.

Guest favourite
A cozy living area is highlighted by a large stone fireplace, complete with a decorative mantel. A flat-screen television is mounted above, and a wooden coffee table sits in the foreground, adorned with a crafted bowl containing decorative items. Natural light enters through a window, enhancing the serene ambiance.
Apartment in Woburn
4.96 out of 5 average rating, 25 reviews

Sofima-Cozy and Charming 2-bedroom apartment.

Kick back and relax in this calm, stylish space, located in North Woburn. North Woburn is a residential community that’s just 3 miles from the city center. Downtown Woburn is lined with local restaurants, bars, and shops. Several MBTA stations sit in North Woburn, and the neighborhood sits along Interstate 95 and 93, so commuting to and from the area is a breeze. Many residents choose to commute to Boston for work or leisure, located just 13 miles south via Interstate 93.

Guest favourite
The spacious bedroom features a king-sized bed with a dark quilt and layered patterned bedding. Soft lamps provide ambient lighting on either side of the bed, which is set against a wall adorned with dark curtains. A flat-screen TV is positioned across from the bed, with an air conditioning unit nearby.
Guest suite in Melrose
4.92 out of 5 average rating, 567 reviews

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), you’ll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Boston’s noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.86 out of 5 average rating, 369 reviews

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.

Guest favourite
An open living area features a cozy striped sofa and a bright red pub table. A winding black staircase leads to the upper sleeping area. Natural light enters through a nearby door. A flat-screen TV is mounted on the wall, enhancing the space's functionality.
Barn in Carlisle
4.88 out of 5 average rating, 457 reviews

Private Studio w/ Loft Center Historic Carlisle

Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.

Popular amenities for Woburn vacation rentals

When is the best time to visit Woburn?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Woburn?

    Four-legged friends are welcome in Woburn. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Woburn have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Woburn. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woburn have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Woburn. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woburn have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Woburn. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Boutique Hotel Rentals in Woburn?

    Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in boutique hotel rentals in Woburn?

    Experience the best of Woburn with our boutique hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Woburn?

    Make yourself at home in Woburn by choosing from our most frequently booked neighborhoods. We have over 130 vacation rentals in Shakerhill, over 130 vacation rentals in North Woburn, and over 130 vacation rentals in Winchester Highlands.

  • Do house rentals in Woburn have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Woburn. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Woburn?

    Woburn has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Woburn?

    Yes! Work meets play with ease at over 70 vacation rentals in Woburn featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Woburn

  • Total vacation rentals

    Explore 100 vacation rentals in Woburn

  • Nightly prices starting at

    Woburn vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    100 of Woburn vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woburn rentals

  • 4.6 Average rating

    Woburn stays receive an average rating of 4.6 out of 5 from guests

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  4. Middlesex County
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