
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.

Jimmy & Donny's AirBnB
Beautiful, 2 level guesthouse! Private entrance, bedroom/bath/living area. NOTE: BEDROOM/BATHROOM ON SECOND FLOOR UP SPIRAL STAIRCASE. Large porch. Melrose is located 7.5 miles north of Boston, 2 convenient train stops, 20 minutes away, into downtown Boston. A short walk to The Fells Reservation, hiking & kayaking, or visit the Stone Zoo. We have Italian/Seafood/Mexican/Spanish/Mediterranean & Revolutionary Style Tavern restaurants in Melrose. Owners always on property. NO PETS/KIDS OR SMOKING

Annisquam Village Bunny Cottage
This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Seaside Cottage
Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

Peabody Penthouse Top of the World Sunset View
Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

#7 Spacious Modern Home Near Boston w/ Parking
Discover comfort & convenience minutes from Boston, Cambridge, & Salem. Whether you're here for work, family, or fun, this stylish 2-story home has everything you need for a relaxing & memorable stay, plus we are experienced Superhosts! 🛏 3 Comfy Bedrooms + 1.5 Baths 🍳 Fully Equipped Kitchen 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🔥 Backyard BBQ + Fire Pit + Outdoor Seating for 6 🌆 Easy Access to Local Attractions 🏡 Perfect for families 5⭐ Reviews

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

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!

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

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.

Clean, spacious In-Law Suite -Near Everything
Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

The 1870 Langmaid House Suite
Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.
Popular amenities for Woburn holiday rentals
Stay near Woburn's top sights
Other great holiday rentals in Woburn

The Little House - a historic New England cottage.

Modern newly renovated apartment!

(3) New Garage Studio Guesthouse

Large House- 16 mins to Boston + on site parking

Large 2-Bedroom 12 miles to Logan 10mile to Boston

Best of Cambridge! Harvard, Porter, Davis Squares

Luxurious Open-Concept Home with Roof Skyline View

Renovated Salem Escape | Balcony • Private Parking
When is the best time to visit Woburn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 NZD | $236 NZD | $244 NZD | $280 NZD | $268 NZD | $305 NZD | $293 NZD | $268 NZD | $270 NZD | $307 NZD | $241 NZD | $229 NZD |
| 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 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.
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.
Are there pet-friendly vacation rentals in Woburn?
Four-legged friends are welcome in Woburn. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Woburn?
Yes! Work meets play with ease at over 80 vacation rentals in Woburn featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Woburn vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Woburn, available on Airbnb. Make a splash and soak up the sun in style!
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 Winchester Highlands, over 130 vacation rentals in North Woburn, and over 130 vacation rentals in Shakerhill.
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 apartment rentals in Woburn have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Woburn. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Woburn have free parking?
Absolutely! We offer over 40 house rentals with free parking in Woburn. Enjoy a tailored experience with all the comforts you desire.
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 $51 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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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo




