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Family-friendly holiday rentals in Medford

Find and book unique family-friendly homes on Airbnb

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
Flat in West Medford
4.93 out of 5 average rating, 367 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 wooden deck is positioned at the rear of the house, featuring a shaded area with an umbrella. Two lounge chairs are arranged next to vibrant greenery, creating a serene outdoor space. The deck is accessible via a ramp and is surrounded by lush plants.
Guest suite in West Somerville
4.93 out of 5 average rating, 214 reviews

Cozy 1 bed apt Cambridge/Somerville/Arlington line

Our location is only 1.2 miles from Tuffs University and 2.4 from Harvard University. It is in the middle of North Cambridge, Somerville, and Medford. You could walk to Davis Square or to downtown Arlington and will find plenty of good restaurants and coffee places to explore. It is only 3 minutes to public transportation, bus that connects with Red line in the MBTA subway system. Our residential neighborhood is young and vibrant, and excellent point to explore Boston and surrounding towns.

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, 133 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.

Guest favourite
The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.
Flat in Arlington
4.92 out of 5 average rating, 203 reviews

Dixie’s House, 1BD in Arlington

1 bedroom, family-friendly apartment in the quiet Morningside neighborhood of Arlington. Can sleep 5. Free driveway & off-street parking. King bed + queen sofa bed in living room + extra twin. 1 full bath, kitchenette with dishwasher (No Oven or Cooktop). NEW washer/dryer combo! 1 mile from the bike path and short drive to Alewife/Davis T stations. Young kids and dog live above (expect some noise). Bus route to Harvard Square nearby. Also close to Wright-Locke Farm with stunning fall hikes.

Guest favourite
A spacious studio room is highlighted by a plush bed adorned with crisp white linens. A television is positioned on a wooden dresser across from a wooden desk and chair. Natural light filters through a window, complementing the clean tile flooring.
Guest suite in Brighton
4.75 out of 5 average rating, 363 reviews

Sleek Private Suite near BC & Harvard | Parking

Discover a modern escape in this high-end garden suite. Perfectly curated for privacy, the space features elegant Spanish tile and a top-tier gel memory foam mattress with crisp linens. It’s a quiet, tech-friendly retreat featuring a large Smart TV and fast WiFi for your downtime. Just a 5-minute walk to Boston Landing, you have the city’s best—from Fenway to Copley—right at your fingertips. Enjoy a polished, professional stay that prioritizes tranquility and effortless city access.

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
4.89 out of 5 average rating, 243 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.
Flat in Magoun Square
4.98 out of 5 average rating, 264 reviews

Hipster Basecamp | Modern • Fireplace • Parking

Welcome to Hipster Basecamp, a 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.

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.
Flat in Medford
4.99 out of 5 average rating, 158 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 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.
Flat in Medford
4.94 out of 5 average rating, 113 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!

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Flat in Stoneham
4.87 out of 5 average rating, 379 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

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.
Flat in Malden
4.99 out of 5 average rating, 130 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.
Flat in Medford
4.88 out of 5 average rating, 149 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

When is the best time to visit Medford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$241 SGD$227 SGD$257 SGD$291 SGD$352 SGD$315 SGD$325 SGD$315 SGD$293 SGD$311 SGD$255 SGD$243 SGD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

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

  • Total holiday rentals

    Explore 240 holiday rentals in Medford

  • Nightly prices starting at

    Medford holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,500 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    230 of Medford holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Medford rentals

  • 4.8 Average rating

    Medford stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Medford’s top spots include Alewife Station, Wellington Station and Davis Station