
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.

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

Lakefront cottage for a fun, relaxing getaway.
Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

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.

Amazing Ocean View In-Law Apt.
Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

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!

Renovated—Beautiful—Clean—2BR—Parking—Washer|Dryer
Beautiful, Clean & Newly Renovated 2BR unit on 2nd floor in a safe neighborhood. STRONG WiFi and SMART TV. Washer/Dryer in unit. FREE driveway and street parking available It is approximately 15 mins from downtown Boston (5 miles) and Logan Airport (6 miles) by driving (depending on traffic) Easy Access to Public Transportation - UBER/LYFT (about $4) OR BUS (2 bus directions) OR WALK (.8 mile/~15min walk) to/from Malden Center Station About 15 mins on Orange Line to Downtown Boston

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.

Privacy & Peacefulness @ Emerson Brook
A 2nd floor separate entrance and self-checkin / checkout make this your perfect getaway in Blackstone Valley (halfway between Worcester and Providence RI). A private deck and 400 sf of space - kitchen, bedroom, dining, living room and great work space - is all yours. The bathroom includes a clawfoot tub/shower. Expect a Keurig (with k-cups), great linens, wifi, cable and smart tv. Sit on your deck, grab a drink, relax and enjoy the sound and views of Emerson Brook Farm...

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Entire Beach-Town Cottage, Barn Charm, near Boston
A nicely renovated, old barn, fully furnished, where contemporary style meets barn-charm. Located in a quiet neighborhood with private yard and only minutes to the beach. Parking on premises. The ideal location for a short getaway with family or friends or to unwind after a long day at work. Only 25' from downtown Boston and other North Shore towns with restaurants and bars.
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.

Parsons at Stage Fort

Luxury Boston Condo

The Cottage Suite

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

The Sunset Lighthouse Marblehead

Modern & Cozy Stay in Wakefield

Romantic Retreat • Waterview • Private Balcony
When is the best time to visit Woburn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 NZD | $237 NZD | $245 NZD | $281 NZD | $269 NZD | $307 NZD | $295 NZD | $269 NZD | $271 NZD | $308 NZD | $242 NZD | $230 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
Destinations to explore
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Roger Williams Park Zoo
- Boston Children's Museum




