Family-friendly holiday rentals in Somerville

Best House Cambridge/Somerville

spacious 1900's mansard Victorian. Bright cheerie & centrally located if you're looking for a pad in Cambridge/Somerville. A 10-12minute walk to Harvard Square & close to the Red Line. Great kitchen, living room & /cablewifi. Three bedrooms--one with a European Queen Bed, one double bed & one single. There is one full bathroom w/a large glass shower & a claw foot tub. There is a half bath on the first floor. There is a front porch to sit & sip wine on & a back deck where you can grill & eat out on. I've been living here 12 years--Its tastefully appointed, eclectic finds & a mid century modern touch--absolutely the best equipted kitchen. I've been a chef in Boston & Cambridge for quite some time!

1000sf 2 Bed Condo Near Tufts, Harvard & Train

Welcome to The University Retreat, our spacious 1,000 SqFt condo just minutes from Davis Square, Tufts, and Harvard University. This centrally-located apartment is the perfect home base for your next visit to Boston. ✔ 7-min walk to Davis Square and MBTA train stop ✔ Less than 15 mins to Tufts, Harvard University, and MIT ✔ Walk outside to some of Boston's best restaurants ✔ Focused office space with high-speed internet ✔ On-street visitor parking permit available for a fee [message host]

Bright & Private 700sq ft 1 bedroom/Gilman Sq

Enjoy a spacious and light filled apartment with a private entrance. This inviting unit is located in Winter Hill Somerville, an artistic city about 2 miles north from Boston. Our block is surrounded by Art studios and our neighborhood has the most exciting bars and restaurants in the greater Boston. 15 min. from Logan Airport. 1 minute walk from the new Gilman Square train station that connects conveniently to central Boston and Cambridge. 5-10 minute walk to charming restaurants and cafes.

Lux 2BR Apt w/ Pool and Gym

Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home.

Remodeled Suite w/ Roof Deck & Views

- Escape on our Private Rooftop deck - Parking! - Just a short walk away from new Gilman sq. T stop- .3 mile 8 min walk. - Minutes drive to downtown Boston - Located just a few blocks outside of Union Square, Somerville. 5 mile/ 10 min walk to new Union Square T -5min drive - 7min bike ride to Harvard University, close to MIT or Tufts University. 25min walk to Harvard. -1 gig high speed WiFi -Kitchenette with Fridge, Keurig + drip coffee makers, Toaster, Microwave & sink for light meals.

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

Private &Modern Master Suite near Harvard Sq.

Welcome to your home away from home! This spacious and private master suite is perfect for those visiting Boston, Somerville/Cambridge. Harvard University is just minutes away. Whether you're a student, professor, academic guest, or simply exploring the area you'll find comfort, convenience, and a quiet retreat here. We are surrounded by just about everything you will need during your stay. Street Parking Available: Borrow a Parking Pass from the Host (with advance notice)

Hipster Basecamp | Design • Views • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. 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. (*note: record player is currently out of order)

Sunny Somerville Apartment

Our airy second-floor apartment is located close to Porter, Union and Davis Squares and is a 15 minute walk to the Harvard campus. We are close to public transit for easy trips around Somerville, Cambridge and Boston and have easy on-street parking. For nights in, our home boasts a fully equipped kitchen with all the high-quality cooking essentials you could need (one of us is a chef). We have adjustable-height desks and great internet for work-cations, too!

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!

Phil's Harvard Home - MIT Set

Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. The apartment is part of a beautiful Victorian-style house with classic architectural charm and rich history. Your space is completely private with a bedroom, a bath, and a full kitchen. The interior apartment was recently updated and renovated in 2026.

Harvard/MIT/Tufts..Beautiful, Bright 2 Bdrm APT

Bright and airy, central air conditioning. This third floor apartment is newly renovated with bright skylights, One mile from Harvard square, Davis Square and Porter Square. There is public transport, buses-5 minute walk, green line-8 minute walk, red line-15 minute walk. Very quick ride into Boston. Perfect for families, weekend or long term stays. Has laundry, dishwasher and free parking.