Family-friendly vacation rentals in Boston

Boston Brownstone

A unique, cozy 2 bedroom apartment in Back Bay Boston area. If you like being surrounded by young people and activity, you will love it. It is between Berkelee School of Music, Symphony Hall, Fenway Park, Harvard Medical School, and Northeastern U. It is also within walking distance of most downtown attractions Prudential, The Church of Christ the Scientist, Copley Square, Museum of Fine Arts, Newbury Street, Berklee School of Music, Boston Conservatory, Fenway Park, and many other attractions.

Astonishing 1 Bed South End Boston's Best Location

Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Extraordinary 1-Bedroom Apartment in South Boston!

Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

(N3F) Beautiful View, Back Bay, Brownstone Newbury

🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

2BR Spacious Yacht - Heat & AC- On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Second Oldest Home in Beacon Hill

Small private studio apartment built in 1789, located at the top of Beacon Hill. It is next door to the oldest house in Beacon Hill and is close to many tourist attractions while still being in a quiet local neighborhood. You will be with in 5 minutes of the Massachusetts State House and the oldest park in the country known as the Boston Common. You will also be within walking distance of Back Bay and the North End. We welcome you to our small home in Beacon Hill.

Quirky studio in Jamaica Plain

Private entrance, bath, and kitchen. Located in an 1870 Victorian farmhouse, the studio has two single (twin) beds, for two people maximum. Convenient to T, near the shops and restaurants of JP, 20 min from downtown. PLEASE NOTE the STEEP STAIRS and a NARROW SPIRAL STAIRCASE which may not suit people with mobility or balance issues. (This is part of my larger listing for 4 people, "light and airy separate apartment in JP" with 200+ reviews, 4.9).

(W5) Spacious Studio, Location! Dining & Shopping+

🌆 Welcome to Boston’s South End! Stay in one of Boston’s most historic and culturally rich neighborhoods, known for its brownstones, tree-lined streets, and vibrant local scene. From Worcester St, you’re just a short walk to Tremont St’s acclaimed restaurants, cozy cafés, art galleries, and boutique shops. Perfectly situated for exploring the rest of Boston—whether for leisure, business, or medical stays. Charming, convenient, and well-located.

Renovated 1-Bed w/ private deck

Newly-renovated, modern apartment located directly above Remnant Brewing Satellite, in the vibrant and culturally diverse neighborhood of Wellington-Harrington. The location is perfect for someone who wants quick access to: Inman Square, East Cambridge, Harvard Square, Kendall Square, Union Square, Central Square, Davis Square, Charlestown, and Downtown Boston. Easy access to Fenway, TD Bank North, theaters, venues, and the hospitals.

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

Downtown Loft Boston - Close to everything

Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.