
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.

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

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.

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

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!

Hipster Basecamp | fireplace • espresso • 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.

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free
Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

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!

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.

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.

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!

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!

Charming Third Floor Apartment
Third floor of lovely 19th century house, nicely landscaped and set back from the street. A private retreat ideally located in a quiet neighborhood between Harvard and Porter Square, close to some of the best restaurants and shops in Cambridge, minutes from the Redline. Sunny and spacious with two bedrooms and a separate food preparation/living and dining area.
Popular amenities for Medford family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

Your Cozy 1 BR Apt & Relaxing Retreat

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Oceanfront Pool. Close to Boston. Free Parking.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

Headers’ Haven

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

3bed, 1 bath - Near Boston - Free parking

Beautiful renovated 3 bedroom apt near Boston.

Flower Farm Getaway 2BR, 20 Min To Boston

Renovated Cozy City Getaway

Modern, Cozy 3 BR Apartment! Minutes to Downtown!

Sunny home minutes from Boston. Free parking.

Luxe Serene 1BR 15 min from Boston with Gym & More

Great Boston alternative, easy access to the city
Family-friendly home rentals with a pool

Peaceful suite in Boston with city views

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Beautiful Spacious 4BRM House!

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Country Cottage in the City
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $248 SGD | $234 SGD | $264 SGD | $299 SGD | $362 SGD | $324 SGD | $334 SGD | $324 SGD | $302 SGD | $320 SGD | $281 SGD | $259 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals that are family-friendly in Medford

Total holiday rentals
Explore 220 holiday rentals in Medford

Nightly prices starting at
Medford holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 12,010 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
220 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
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- Rentals with an EV charger Medford
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- Family-friendly rentals Middlesex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Salem Willows Park




