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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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Guest favourite
A well-appointed bedroom is featured, showcasing a spacious bed with a vibrant patterned bedspread. Nightstands are positioned on either side, accompanied by table lamps. A floral artwork piece hangs above the bed, and natural light enters through a large window dressed in warm curtains.
Guest suite in Medford
4.93 out of 5 average rating, 237 reviews

Beautiful, Clean, Cozy 2BR — Washer|Dryer

Beautiful, Clean and Cozy 2BR unit on 3rd floor in a safe neighborhood. Plenty of Free street parking outside of the house. Smart TVs and WiFi. Strong AC in Bedrooms No Kitchen & Living room Washer/Dryer in unit ~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 (.7 mile/13-15min walk) to/from Wellington Station ~12 mins subway to Downtown Boston

Top guest favourite
A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.
Flat in Arlington
4.98 out of 5 average rating, 206 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

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 living room features a dark blue sectional sofa adorned with yellow cushions. A wooden coffee table sits in the center, complemented by a patterned area rug. Natural light floods in through multiple windows, with a flat-screen television mounted on the wall.
Townhouse in Arlington
4.92 out of 5 average rating, 129 reviews

East Arlington Urban Retreat 2 Bedroom

Welcome to your home away from home in a quiet residential neighborhood right on the Arlington–Cambridge line! This bright, clean, and comfortable unit offers easy access to Harvard, Tufts, and MIT. You’ll enjoy a private 1st floor two-bedroom apartment with a spacious living room & everything you need for a relaxed, convenient stay. Family-friendly and welcoming to guests of all ages. The upstairs is also an Airbnb. You’ll have your own unit while sharing the property with other guests.

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.

Guest favourite
A cozy sleeping area features a spacious bed with a light-colored patterned bedspread. Bedside tables with lamps are situated on either side. A piece of wall art displaying floral designs is located above the bed. The floor is covered with wooden planks.
Flat in Somerville
4.89 out of 5 average rating, 230 reviews

Spacious, private apartment in perfect location

NOTE: We have been taking special precautions to prevent the spread of viruses by thoroughly cleaning and disinfecting each item and surface in our studio before and after each of our valued guests. SORRY, NO ANIMALS ALLOWED. Cozy, spacious newly-built studio apartment with private entrance, steps away from the beautiful Mystic River and shops and restaurants of Assembly Square. Centrally-located within walking distance or easy public transport to the Boston area's many neighborhoods a

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.
Flat in Medford
4.97 out of 5 average rating, 116 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, 242 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, 263 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, 157 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, 378 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.

Popular amenities for Medford family-friendly rentals

When is the best time to visit Medford?

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Avg. price$242 SGD$228 SGD$257 SGD$292 SGD$353 SGD$316 SGD$326 SGD$316 SGD$294 SGD$312 SGD$274 SGD$252 SGD
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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