Vacation rentals in Woburn

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Top-rated vacation rentals in Woburn

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy living area features a dark couch with a white throw blanket draped over one arm. A glass coffee table sits centrally, surrounded by natural light from the two windows. A simple shelf holds decorative items, adding a subtle touch to the space.
Home in Woburn
4.93 out of 5 average rating, 29 reviews

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.

Top guest favorite
Apartment in Billerica
4.99 out of 5 average rating, 175 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 favorite
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, 32 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 favorite
Apartment in Woburn
4.95 out of 5 average rating, 213 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!

Top guest favorite
A spacious bedroom features a large white bed with light bedding, complemented by a stylish blue accent wall. A ceiling fan offers airflow, while bedside tables with lamps provide soft lighting. A vintage dresser and a mirror enhance the decor, with warm hardwood floors adding to the inviting atmosphere.
Home in Woburn
4.93 out of 5 average rating, 46 reviews

Charming New England Home

Easy access to everything from this centrally located place. a couple of minutes within route 95 & 93 Junction of Boston North. 20 minutes to downtown Boston. Easy on/off to Highways, destinations, and hospitals. Fine dining and fantastic takeout available all within minutes of this location. 5 off street parking spots for company if family or friends come to visit! Garden area with bird feeders to enjoy viewing from dedicated private office space. All hosted by Full time Veteran Airbnb team

Top guest favorite
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 favorite
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
4.84 out of 5 average rating, 76 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!

Top guest favorite
A spacious living area features a comfortable sofa adorned with textured pillows and a cozy throw. A wooden coffee table holds magazines and a remote. Natural light enters through a nearby window, enhancing the soft, neutral decor.
Guest suite in Woburn
4.98 out of 5 average rating, 168 reviews

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.

Guest favorite
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, 187 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 favorite
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, 24 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 favorite
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, 565 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 favorite
A spacious living area features modern appliances, including a stainless steel refrigerator and stove. Soft-toned cabinetry complements the kitchen space. Comfortable seating is provided by a sectional sofa with contrasting cushions, while natural light floods in through multiple windows.
Home in Woburn
4.89 out of 5 average rating, 156 reviews

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.

Popular amenities for Woburn vacation rentals

When is the best time to visit Woburn?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,989 GYDG$28,989 GYDG$30,031 GYDG$34,411 GYDG$32,951 GYDG$37,539 GYDG$36,079 GYDG$32,951 GYDG$33,160 GYDG$41,710 GYDG$32,117 GYDG$29,406 GYD
Avg. temp-2°C-1°C3°C9°C15°C20°C23°C22°C18°C11°C6°C1°C

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 house rentals in Woburn have a kitchen?

    Absolutely! We offer over 30 house 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 boutique hotel rentals in Woburn have free parking?

    Absolutely! We offer over 10 boutique hotel rentals with free parking in Woburn. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Experience the best of Woburn with our house rentals, starting at about $30 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 North Woburn, over 130 vacation rentals in Winchester Highlands, and over 130 vacation rentals in Shakerhill.

  • 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 G$6,257 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Woburn vacation rentals include wi-fi 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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