
Holiday rentals in Woburn
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Top-rated holiday rentals in Woburn
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ChicStylish Near Tufts/Boston 1BR w/ SitStand Desk
Located minutes from Tufts/Somerville, Cambridge, and Boston. This recently renovated flat offers a spacious, chic, open concept design with hardwood floors, lots of natural light, blackout shades, and glass markerboards. Modern kitchen equipped with stainless steel appliances and coffee machine. Stylish living room features a 65" flat screen smart TV, floating shelves, and adorable couch. Comfy bedroom offers a memory foam mattress, powered stand-up/sit-down Uplift Desk, and foldable treadmill.

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.

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.

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 -

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!

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

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.

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.

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.
Popular amenities for Woburn holiday rentals
Stay near Woburn's top sights
Other great holiday rentals in Woburn

Private room in a condo

Bright Bedroom with Queen bed

The Nest 1

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi

Cozy Room Private Bath Direct Train to Boston

Private, Intimate Ocean Blue Room @ The Washburn!

AKBrownstone: Loft rooftop views by T

Charming Burlington, Mass. home
When is the best time to visit Woburn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 SGD | $179 SGD | $185 SGD | $212 SGD | $203 SGD | $231 SGD | $222 SGD | $203 SGD | $204 SGD | $257 SGD | $198 SGD | $181 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°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 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 house rentals in Woburn have air conditioning?
Absolutely! We offer over 30 house 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 House Rentals in Woburn?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, over 30 homes with a kitchen, 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 boutique hotel rentals in Woburn have wifi?
Absolutely! We offer over 10 boutique hotel 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 100 holiday rentals in Woburn

Nightly prices starting at
Woburn holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,780 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of Woburn holiday 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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- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- Prudential Center
- North Hampton Beach
- White Horse Beach
- Roger Williams Park Zoo
- Franklin Park Zoo




