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Holiday houses in Woburn

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Top-rated holiday rentals in Woburn

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

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Guest favourite
A private patio area includes a round table with six chairs and a lounge chair, all set on a stone surface. A large umbrella provides shade. The view overlooks a serene lake with sailboats and lush greenery along the shore.
Apartment in Arlington
4.98 out of 5 average rating, 207 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Top Guest favourite
Guest suite in West Somerville
4.93 out of 5 average rating, 214 reviews

Cozy 1 bed apt Cambridge/Somerville/Arlington line

Our location is only 1.2 miles from Tuffs University and 2.4 from Harvard University. It is in the middle of North Cambridge, Somerville, and Medford. You could walk to Davis Square or to downtown Arlington and will find plenty of good restaurants and coffee places to explore. It is only 3 minutes to public transportation, bus that connects with Red line in the MBTA subway system. Our residential neighborhood is young and vibrant, and excellent point to explore Boston and surrounding towns.

Top Guest favourite
A serene porch area is adorned with hanging ferns and greenery, casting gentle shadows. Vibrant plants sit on the floor, while a wooden railing frames the view of a weathered building partially covered in ivy. Sunlight filters through the space, creating a tranquil atmosphere.
Apartment in Newtonville
4.87 out of 5 average rating, 565 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Top Guest favourite
Apartment in Woburn
4.95 out of 5 average rating, 218 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 favourite
The living room features a comfortable blue sofa positioned against a light grey wall. A coffee table rests on a patterned area rug, accompanied by two white chairs. Natural light enters through a window, complemented by soft lighting from nearby lamps.
Apartment in Woburn
5 out of 5 average rating, 179 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
The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.
Apartment in Arlington
4.92 out of 5 average rating, 204 reviews

Dixie’s House, 1BD in Arlington

1 bedroom, family-friendly apartment in the quiet Morningside neighborhood of Arlington. Can sleep 5. Free driveway & off-street parking. King bed + queen sofa bed in living room + extra twin. 1 full bath, kitchenette with dishwasher (No Oven or Cooktop). NEW washer/dryer combo! 1 mile from the bike path and short drive to Alewife/Davis T stations. Young kids and dog live above (expect some noise). Bus route to Harvard Square nearby. Also close to Wright-Locke Farm with stunning fall hikes.

Top Guest favourite
Apartment in Woburn
4.88 out of 5 average rating, 104 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 exterior of a historic gothic cottage is shown, featuring a stone facade and multiple large windows. Surrounding greenery and trees provide shade to the yard, enhancing the serene setting. A well-maintained lawn with a variety of plants is visible in the foreground.
Guest suite in West Medford
4.89 out of 5 average rating, 243 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance. It's on the first floor so there are no stairs!

Guest favourite
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
4.9 out of 5 average rating, 164 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.

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
4.87 out of 5 average rating, 383 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.

Top Guest favourite
A spacious living area features high ceilings and an open layout. A comfortable seating area includes dark recliners facing the sleeping space, which is defined by a large bed and artwork. Light enters through multiple windows, creating a bright atmosphere.
Apartment in Woburn
4.97 out of 5 average rating, 105 reviews

Newly Built En Suite

Discover a stylish en-suite apartment in Woburn, MA, managed by experienced hosts. This property features a private entrance, a spacious layout with high ceilings, and a private patio. Enjoy easy access to local attractions and the convenience of a well-equipped space. Perfect for a relaxing getaway with your furry friend, this apartment offers a blend of comfort and accessibility.

Top Guest favourite
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, 175 reviews

Private apartment with off street parking

Enjoy your private retreat in this spacious 1-bedroom lower-level apartment, comfortably accommodating up to 4 guests. Features a fully equipped kitchen, a cozy living room with a 65" Smart TV, and access to a beautiful, enclosed backyard. Located minutes from shops and restaurants, it's the perfect blend of comfort and convenience for your stay.

Popular amenities for Woburn holiday rentals

When is the best time to visit Woburn?

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Avg. price$233 NZD$233 NZD$241 NZD$277 NZD$265 NZD$302 NZD$290 NZD$265 NZD$267 NZD$303 NZD$238 NZD$226 NZD
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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 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 boutique hotel rentals in Woburn have air conditioning?

    Absolutely! We offer over 10 boutique hotel 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 Boutique Hotel Rentals in Woburn?

    Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, 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 North Woburn, over 130 vacation rentals in Winchester Highlands, and over 130 vacation rentals in Shakerhill.

  • Do apartment rentals in Woburn have wifi?

    Absolutely! We offer over 30 apartment 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 holiday rentals in Woburn

  • Total holiday rentals

    Explore 110 holiday rentals in Woburn

  • Nightly prices starting at

    Woburn holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Woburn holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woburn rentals

  • 4.5 Average rating

    Woburn stays receive an average rating of 4.5 out of 5 from guests

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  2. United States
  3. Massachusetts
  4. Middlesex County
  5. Woburn