Holiday houses in Woburn

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Top-rated holiday rentals in Woburn

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Top Guest favourite
A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.
Guest suite in Weston
4.99 out of 5 average rating, 189 reviews

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.

Top Guest favourite
A charming guest suite is visible amidst a well-kept yard, characterized by a blend of unique architectural elements. The structure features multiple windows and a welcoming entrance. Surrounding greenery and trees provide a sense of tranquility, enhancing the inviting outdoor space.
Guest suite in Beverly
5 out of 5 average rating, 131 reviews

Peaceful, 1888 Mediterranean Manor by the Beach

Architectural charm in this newly renovated, eco-friendly guest suite, could be a destination in itself with a granite kitchen, open living/dining, large yard, patio, private outdoor fireplace and fountain, and brick courtyard. A block away are beaches, lighthouse, playgrounds and a seaside park. Beverly has historic theatres, top-notch dining, cafes and microbrews. Boston is conveniently 30 mins away; other attractions like museums, castles, trails, water sports and whale watching are nearby.

Top Guest favourite
Apartment in Woburn
4.95 out of 5 average rating, 220 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!

Top Guest favourite
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, 182 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
A bright bedroom features a spacious bed layered with a blue quilt and neutral-toned pillows. A soft area rug lies beneath, complementing the decor. Natural light floods the room through glass doors that open to a balcony, enhancing the serene atmosphere.
Loft in Abington
4.97 out of 5 average rating, 155 reviews

Modern, Naturally lit Loft

Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.

Top Guest favourite
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
4.88 out of 5 average rating, 105 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
Farm stay in North Andover
4.94 out of 5 average rating, 177 reviews

Winery Bungalow w/ Vineyard Views & Wine Tasting

Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.

Top Guest favourite
A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.
Home in Salem
4.94 out of 5 average rating, 182 reviews

Quaint Little New Hampshire Lake House Getaway!

Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

Guest favourite
A charming two-story yellow house is framed by lush green shrubs and trees. The front porch features a covered entrance with a set of steps leading up to double doors. Large windows are visible on the upper floors, enhancing the light and airy appearance.
Apartment in Huron Village
4.89 out of 5 average rating, 159 reviews

Urban oasis in Huron Village

The best of all possible worlds! Bright and airy cathedral-ceilinged two-bedroom unit in leafy and lovely Huron Village, across the street from Fresh Pond Reservoir trails, Blue Bikes docking station, and great nine-hole golf course. Walk, bike, drive, bus, or T to Harvard Square. Great bakeries and food from cheap eats to high end in easy walking distance. Additional guests can be accommodated for a $50/night charge. Mass. STR certificate C0107520491.

Top Guest favourite
Cottage in Gloucester
4.97 out of 5 average rating, 149 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Now with mini-split A/C throughout and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Top Guest favourite
A spacious bedroom features a large grey upholstered bed with a decorative patterned comforter, accompanied by a selection of pillows. A white dresser and nightstand are positioned beside the bed, with soft lighting creating a cozy atmosphere. Dark curtains frame the windows, adding elegance to the room.
Townhouse in Wakefield
4.92 out of 5 average rating, 153 reviews

Entire 3 bedroom 1st floor home (pets by request)

Our home is your perfect hotel alternative. Short commute on the train to Boston, right off 95/93 for trips to historic Salem. Beautiful lake nearby. Save on pet boarding expenses, cook in a huge fully stocked kitchen. Free dry continental breakfast items, coffee, tea, and spare toiletries. Pets must be explained and approved in advance. No smoking anywhere on the property.

Top Guest favourite
A pathway lined with brick leads to a cozy cottage with maroon siding, framed by lush greenery. A seating area with chairs is positioned on a well-maintained lawn, inviting relaxation on a sunny day. Tall trees provide shade, enhancing the tranquil ambiance.
Barn in Nahant
5 out of 5 average rating, 162 reviews

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

When is the best time to visit Woburn?

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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 $43 AUD 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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