Family-friendly vacation rentals in Medford

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Top-rated family-friendly rentals in Medford

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favourite
A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.
Home in Medford
4.99 out of 5 average rating, 109 reviews

Family Friendly Green Oasis Minutes from Boston

Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

Top guest favourite
The entrance features a welcoming porch with white railings, flanked by colorful flower pots and hanging baskets. A brightly painted totem pole adds a touch of character beside a neatly manicured garden. The well-kept pathway leads to a white door, inviting guests inside.
Apartment in West Medford
4.93 out of 5 average rating, 357 reviews

Garden Apartment for Vacation & Business Travelers

The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Top guest favourite
A cozy living area features two comfortable sofas flanking a light wood coffee table, with a decorative plant positioned atop it. A flat-screen television is displayed across from the seating. Large windows allow natural light to illuminate the space, complemented by soft lighting from a nearby lamp.
Home in Tufts University
4.93 out of 5 average rating, 121 reviews

Cozy & Modern 2 Bedroom House - Free Parking !

Welcome to our charming, renovated bungalow near Tufts University has been meticulously cared by owner and is ready to welcome new guests. Enjoy 2 beds/1 bath, private parking, and walkable access to Medford's attractions including; banks, shopping centers, local restaurants/cafes, Encore casino, public transportation, Middlesex Fells Reservation and much more. Tastefully furnished with new queen beds, remote work setup, a relaxing living area, and a fully equipped kitchen for your comfort.

Top guest favourite
A dining area is showcased featuring a round table surrounded by four chairs. Natural light enters through large windows, illuminating an area rug with a floral pattern. A small desk is positioned nearby, alongside a bookshelf, creating a functional and inviting space.
Apartment in Medford
4.96 out of 5 average rating, 110 reviews

2-bedroom home with free street parking

2-bedroom home with free street parking nestled 15 minutes away from downtown Boston. This second floor apartment is located within walking distance to some great Italian restaurant, Starbucks and Dunkin' Donuts, Target, and 10 minutes by car to Encore casino and Assembly Square, where you find dozens of outlet stores and an incredible line up of restaurants. If you are an outdoor enthusiast, the Fells Reservation is a 5 minute drive, where you will find miles of trails to hike and bike.

Top guest favourite
The exterior of a historic gothic cottage is shown, featuring a stone facade and multiple large windows. Surrounding greenery and trees provide shade to the yard, enhancing the serene setting. A well-maintained lawn with a variety of plants is visible in the foreground.
Guest suite in West Medford
4.9 out of 5 average rating, 229 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance. It's on the first floor so there are no stairs!

Top guest favourite
An open kitchen and dining area feature modern design elements, including an orange Smeg oven and sleek cabinetry. A large island with seating offers space for dining or food prep. Natural light is provided by skylights and a glass door leading to the deck.
Apartment in Magoun Square
4.99 out of 5 average rating, 243 reviews

Hipster Basecamp | fireplace • views • parking

Welcome to Hipster Basecamp, a thoughtfully curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase.

Guest favourite
A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.
Home in Everett
4.93 out of 5 average rating, 370 reviews

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

Top guest favourite
An inviting living area features a grey recliner and a brown sofa, arranged on an orange and grey patterned rug. A large TV is mounted on the wall, while a dining table is visible in the background surrounded by chairs. Natural light filters through the windows.
Apartment in Medford
4.99 out of 5 average rating, 145 reviews

Couples Retreat - Apt in Charming Colonial Home

Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

Guest favourite
The living room features a sectional couch designed to seat four guests comfortably, paired with a wooden coffee table. Natural light enters through two windows, illuminating the space, while a piece of wall art is mounted above the couch. A patterned area rug adds texture to the hardwood floor.
Condo in Medford
4.99 out of 5 average rating, 131 reviews

Tufts 2 Bed + Office - Free Parking

Welcome to your spacious retreat in the charming town of Medford, just minutes from downtown Boston and steps from Tufts University. This well-appointed 2-bedroom home with separate office offers 1,200 square feet of living space, making it an ideal choice for families and groups. Enjoy the convenience of free parking and a prime location that makes exploring Boston a breeze. After a day of adventure, return to your comfortable home away from home.

Guest favourite
The exterior of the property features a light blue facade, with wooden steps leading to a covered entrance. Green leaves from nearby trees frame the view, providing a natural setting. Windows on either side allow for natural light to enter the space.
Apartment in Medford
4.97 out of 5 average rating, 99 reviews

Traveler’s Den in Medford

Discover a cozy hideaway right in the heart of the city! Located steps from Tufts University and public transport, our private one-bedroom offers a full bath and separate entrance. Whether you're venturing to Cambridge or Downtown Boston, your journey begins easily. A plethora of dining and coffee spots await just around the corner. Note: Kitchen access not provided. Experience comfort, convenience, and a touch of charm in the Traveler's Den!

Top guest favourite
A spacious living area features a black sofa adorned with yellow cushions, complemented by an elegant chandelier overhead. Natural light fills the room through two large windows, while classic furniture, including a decorative chair and a side table, enhances the inviting ambiance.
Apartment in Malden
4.99 out of 5 average rating, 123 reviews

Contemporary Apartment in Beautiful Historic Home

Stunning, newly renovated 800sq ft one bedroom apartment. Stylishly decorated with many modern amenities. Located on the first floor level of a historical Grand Victorian home dating to 1900. Gorgeous original details throughout the apartment and high ceilings. A perfect representation of a classic Boston period home. Find style and comfort in this amazing new apartment!

Guest favourite
A large, illuminated sign with the name 'Encore' prominently displayed stands in the foreground. The modern Encore Casino building rises in the background, featuring multiple levels and a sleek design. Surrounding greenery and landscaped areas add to the setting.
Apartment in Medford
4.88 out of 5 average rating, 145 reviews

✨Well Located Apt ✨ 10Mins from Encore Casino 🎰

✨✨✨ Very well located ✨✨✨ ✅ Encore Casino - 2.9 Miles - 10mins ✅ Tufts University - 2.8 Miles - 12mins ✅ Assembly Row Mall - 1.9 Miles - 10mins ✅ Bus Stop - 2 blocks for the house ✅ Target - 0.6 Miles - 3 mins ✅ Restaurants - 1 miles - 5mins ✅ Free Street Parks ✅Logan Airport - 7.6 Miles - 18 mins ✅Downtown Boston - 8.1 Miles - 16 mins

Popular amenities for Medford family-friendly rentals

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

  • Total rentals

    220 properties

  • Nightly prices starting at

    $84 CAD before taxes and fees

  • Total number of reviews

    12K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    220 properties include access to wifi