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Family-friendly vacation rentals in Woburn

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Woburn family-friendly rentals

Family-friendly home rentals with a hot tub

A spacious game room is shown, featuring a foosball table in the center with light wood flooring. Two simple doors lead to adjacent areas, while natural light brightens the space through nearby openings.
Home in West Roxbury
4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars40 months ago
Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!
Guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 week ago
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.
Guest favorite
A stone statue of a woman is depicted sitting gracefully, holding a wreath. An American flag flutters above, while a multi-story building is visible in the background, suggesting a seaside location.
Condo in Hampton Beach
4.89 out of 5 average rating, 36 reviews

Hampton 100 yards to beach

KrystinaRating, 5 stars9 months ago
Clean and good storage for a small space. Good location
Top guest favorite
A bright living area is visible, featuring a comfortable gray sofa adorned with patterned pillows. A stylish armchair is positioned nearby, with natural light filtering through multiple windows. A piano is situated in one corner, and an inviting entrance is seen in the background.
Home in Newbury
4.98 out of 5 average rating, 51 reviews

Plum Island - Luxury Beach House

TracyRating, 5 stars8 months ago
We rent a house on PI every year and this house was perfect for us. We could walk to the basin with our SUP’s, easy walk to beach and stores and ice cream! We loved the double outdoor shower option for the kids after a long sandy day at the beach and they supplied all the beach toys, umbrellas and chairs! The rooftop deck was our favorite part we watched the sunset every night. We would rent this house again if the dates line up!
A cozy living area featuring a spacious red sectional sofa and a bright red armchair. A rustic wooden coffee table sits on a large, intricately patterned rug, with light streaming in through nearby windows. A fireplace is positioned against the wall, complemented by wall art.
Home in Gloucester
4.9 out of 5 average rating, 10 reviews

Steps to Good Harbor Beach

MichaelRating, 5 stars70 months ago
Kate's house in Gloucester is an ideal place to experience one of the best beaches on the North Shore. Kate's home accommodated the eight of us very comfortably; the proximity to the beach was second to none and Kate and Michelle's response to a couple of minor issues we had was expeditious and friendly. There aren't enough superlatives I could use to recommend Kate's place.
The exterior of the property features a private driveway leading to a garage with a white door. A small entrance with a trellis supports potted plants, and natural light highlights the clean lines of the house, accentuating its welcoming facade.
Condo in Hampton Beach
4.69 out of 5 average rating, 89 reviews

# 18 Large deluxe 3br, 2 1/2 bath condex sleeps 13

RichardRating, 5 stars7 months ago
Our short stay was needed and this location was exactly what we was looking for! Very accommodating, private. Made us feel right at home. Our one complaint would just be the wifi. We struggled to get connected even with simple instructions. All in all, I would DEFINITELY reserve this location for our travels/vacations in the future! Thanks, Rick
Superhost
A spacious backyard is shown, featuring a wooden playset with a slide and swings. Lush greenery surrounds the yard, with tall trees providing shade and privacy. The grass is well-maintained, creating a suitable area for outdoor activities.
Guest suite in Canton
4.72 out of 5 average rating, 106 reviews

Newly renovated, close to Foxboro and Boston

MeganRating, 5 stars6 months ago
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.
Guest favorite
A shaded outdoor area features a round table surrounded by four chairs. The lush green lawn is bordered by trees, providing a peaceful setting. In the background, a glimpse of a neighboring home and foliage is visible, enhancing the natural surroundings.
Place to stay in Hampstead
4.88 out of 5 average rating, 91 reviews

Sunrise Sunset Lakefront Suite

EdwardRating, 5 stars5 months ago
In the area for work. Absolutely loved the place. Would absolutely stay again for work or vacation.

Family- and pet-friendly home rentals

Top guest favorite
A comfortable living room is highlighted by a large flat-screen TV mounted on the wall. Two recliner sofas are positioned around a wooden coffee table, while warm wood floors and ample natural light from multiple windows enhance the inviting atmosphere.
Home in Wakefield
4.96 out of 5 average rating, 261 reviews

Welcoming 7-room house <15 miles to Boston & Salem

TyroneRating, 5 stars2 weeks ago
Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃
Top guest favorite
A wooden cabin with a sloped roof is surrounded by a snow-covered landscape. The porch is visible, along with two friendly dogs playing in the snow. Tall trees, dusted with snow, create a serene, wintry atmosphere.
Cabin in Rockport
4.97 out of 5 average rating, 447 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

AnaisRating, 5 stars2 weeks ago
Our stay at Dogtown Cabin was absolutely wonderful! Julie was consistently available for any questions or concerns and she was kind and welcoming and made sure we had everything we needed. The cabin itself was cozy yet spacious. Plus it was equipped with everything we needed to help make our stay comfortable. They had some great trails on the property and my family had a great time exploring them. The beautiful property is serene and private but close enough to a lot of tourists destinations. And let’s not forget the animals! My son had a great time meeting the horses and chickens. But I will say hands down the best part of our stay were our adorable furry hosts, Darwin and Azore! They greeted us every morning! Hanging out with them made our stay even more special! We honestly can’t wait to come back.
Guest favorite
A sitting area features a classic blue wall with two framed botanical prints above a marble fireplace. An orchid in a pink pot and a small potted plant add color. A comfortable armchair and a leather sofa complete the cozy layout, enhancing the inviting atmosphere.
Apartment in South End
4.96 out of 5 average rating, 374 reviews

Charming South End Duplex (Pets Ok)

HelenRating, 5 stars1 week ago
We just a wonderful few days in Boston for the marathon. Maude was the perfect host… we really appreciated the flexibility with check-in and check-out and were so grateful for the provisions left for us, particularly as we arrived late! The location is perfect, it meant that we could explore everywhere in the City on foot. The neighbourhood is particularly great for restaurants and when the sun came out and the temperature rose, the vibe was fabulous. As a previous review mentioned, if you’re looking for a pristine, freshly painted apartment then it’s not for you, but if you like ‘quirky’ and a house with bags of character, (I especially loved the art), then I’d highly recommend.
Guest favorite
A bright living room features spacious seating with two comfortable couches, providing ample space for relaxation. Natural light enters through large windows, highlighting the light-colored walls and wooden flooring. A flat-screen TV is mounted on a simple console, while a decorative plant and framed artwork enrich the space.
Townhouse in Allston
4.93 out of 5 average rating, 186 reviews

Sparkling Condo With Modern Amenities

AllisonRating, 5 stars8 months ago
Michelle was very responsive and great at communicating leading up to our stay. The house was easy to find, good neighborhood, perfectly clean and had everything we needed. Parking was included which was awesome. The T was easy to walk to so we could go downtown every day easily. The host recommendation for Lulu’s Allston was spot on, it was nearby and great. We felt right at home and had a wonderful stay and check out was also easy. Thank you Michelle for hosting a wonderful place!
Guest favorite
Home in Salem
4.95 out of 5 average rating, 149 reviews

Quaint Little New Hampshire Lake House Getaway!

NaserRating, 5 stars4 weeks ago
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.
Guest favorite
A cozy living room features a traditional fireplace with a decorative mirror above it. A wooden coffee table is placed in front of two patterned chairs. A white media console with a television is positioned against the wall, with light streaming through nearby windows.
Home in Beverly
4.95 out of 5 average rating, 152 reviews

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!

MelanieRating, 5 stars5 months ago
This Airbnb was one of the best we ever had stayed in! Her house was beautiful, cozy and clean! Johanna was a great host and would definitely love to stay here again!!
Superhost
A sun-filled sunroom features classic wooden trim and large windows with blinds. A small desk is positioned beside the window, accompanied by a chair and decorative items. A cozy sofa sits nearby, enhancing the inviting setting.
Home in Medford
4.84 out of 5 average rating, 137 reviews

Sunny home minutes from Boston. Free parking.

LaurieRating, 5 stars1 week ago
We spent 3 nights at Elizabeth’s place. We were 5 adults and had enough space for us all! The house is well located, easy to go to the center of Boston to visit. Beds are confortable and neighborhood really calm. Highly recommended!
Guest favorite
The exterior of a Victorian home is showcased, featuring colorful trim and decorative elements. A set of stairs leads to a front door adorned with a wreath. Lush greenery and potted plants are visible, enhancing the inviting entrance.
Apartment in Cambridge
4.87 out of 5 average rating, 438 reviews

Cambridge Getaway @ Harvard & MIT

LindaRating, 5 stars1 month ago
This is an authentic Cambridge home that has been owned by the host's family for multiple generations. Kevin is accommodating, and he generously left some snacks and drinks in the full kitchen for us. Well-stocked kitchen was super convenient for eating breakfasts. Note: there are significant stairs to get into the unit. Once there it's quite spacious. And I love the operable bathroom window. :) Thanks for a lovely stay in a convenient, walkable neighborhood!

Family-friendly home rentals with a pool

An aerial view captures the nearby beach and ocean, with soft waves lapping at the shore. The beach is dotted with sunbathers and umbrellas, while roads lined with buildings provide access. The highlighted location is positioned across from the beach, showcasing a prime coastal setting.
Condo in Hampton Beach
4.85 out of 5 average rating, 27 reviews

Slice of Paradise at Hampton Beach!!

JohnRating, 5 stars10 months ago
Second time staying at Micheal’s place and it’s always a great time. Will be back
Superhost
A cozy kitchenette area is equipped with a microwave, coffee maker, and dining table with high-backed chairs. Decorative elements include a round red wall hanging and various kitchen utensils, creating a functional space. The layout opens to a sleeping area, with soft carpet underfoot.
Condo in Hampton Beach
4.89 out of 5 average rating, 18 reviews

100 yds/Hampton Beach Pool-4 guest

AndreaRating, 5 stars21 months ago
This was our first time at Hampton Beach and we couldn’t ask for a better host or place to stay. If felt like our home away from home. The location was perfect to everything and we didn’t need to use our car. The place was nice, clean and exactly as described and our host was so responsive and helpful! Thank you for making our first experience to the area a great one!!
Superhost
An enclosed pool area features a clear water pool with a bubbling spa section. The pool is bordered by a smooth, tiled surface, and steps lead into the water. Large windows allow natural light to fill the space, and a door provides access to the exterior.
Apartment in Hampton Beach
4.74 out of 5 average rating, 121 reviews

Beautiful Beach Studio

AngelaRating, 5 stars8 months ago
Rita was responsive, friendly, and accommodating. Place was clean and inviting, close to the strip. Would definitely stay again!
Guest favorite
An aerial view captures the residential neighborhood near Nantasket Beach, featuring a well-maintained array of homes, some with lush greenery. The large backyard accommodates a heated pool, and the proximity to the beach is evident, with ocean waves visible in the distance.
Home in Hull
4.96 out of 5 average rating, 23 reviews

Spacious 3-BR Furnished Beach Home

BriannaRating, 5 stars10 months ago
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!
Guest favorite
A view of a spacious yard is presented, bordered by mature trees and shrubbery. A set of wooden steps leads from a deck to the lawn, which features a well-maintained grassy area. Garden lights are visible along the path, adding ambiance to the outdoor space.
Home in Derry
4.83 out of 5 average rating, 134 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars7 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Guest favorite
Condo in Hampton
4.8 out of 5 average rating, 56 reviews

Beachn' and North Beach

SharonRating, 5 stars8 months ago
We had a great stay at the beach condo. Just close enough to the beach in a quiet neighborhood. The condo was as described. It was clean, comfortable, had everything needed to make our stay easy. Holly was proactive in communication and easy to work with. So happy to stay somewhere that was kept clean, no heavy fragrances, and has covered pillows and mattresses. So helpful for people with allergies.
Top guest favorite
The exterior of a historic yellow house is highlighted, featuring various architectural details and large windows. A welcoming front porch leads to well-maintained gardens, with paths leading to lush greenery and shrubs, creating a tranquil entrance.
Townhouse in Groton
5 out of 5 average rating, 77 reviews

Potager Farm Private Townhouse

AnnieRating, 5 stars2 months ago
This was my second time staying here and it was every bit as perfect as my first stay! Christine's place is incredibly comfortable, clean, spacious and beautiful. Highly recommended!

Quick stats about vacation rentals that are family-friendly in Woburn

  • Total rentals

    40 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore