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Family-friendly vacation rentals in Brookline

Find and book unique family-friendly homes on Airbnb

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Vacation rentals for every style

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Popular amenities for Brookline family-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a kitchen

Guest favorite
A spacious living room exhibits rich green walls, complemented by warm wood flooring. Natural light streams through the slatted blinds, casting patterned shadows. Comfortable seating arrangements include a large couch and armchairs, with a wooden coffee table at the center and decorative artwork adorning the walls.
Home in Harvard Square
4.93 out of 5 average rating, 268 reviews

Harvard Square - free permitted on street parking

Guest favorite
A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.
Cabin in Cohasset
4.92 out of 5 average rating, 336 reviews

Lionsgate at Cohasset

Top guest favorite
A spacious living room area features hardwood floors and large windows allowing natural light. A dark wood cabinet holds a television, while a sofa and a colorful chair provide seating. An elegant kitchen island with seating is positioned in the background, showcasing warm wood cabinetry.
Apartment in Lexington
4.94 out of 5 average rating, 410 reviews

Warm home in Lexington, walk to town, nature trail

Guest favorite
A cozy living area features a beige sofa adorned with patterned throw pillows. Natural light floods through French doors, leading to an outdoor space. A neutral area rug adds softness to the room, while framed art and a floor lamp complement the green walls.
Cottage in Arlington
4.94 out of 5 average rating, 160 reviews

Historic 1880 Carriage House

Superhost
The living area features large bay windows that fill the space with natural light. A round dining table is surrounded by six chairs. A blue sectional couch and a marble coffee table are present, with a cozy rug underneath. Radiators are seen along the walls.
Condo in Cambridge
4.86 out of 5 average rating, 104 reviews

#2A MIT & Harvard amazing location!

Guest favorite
A living room area features a striped couch in shades of green and cream, positioned in front of a wooden coffee table with a television atop it. A framed painting of a ship hangs above a decorative fireplace, while built-in shelves add a touch of storage and display.
Home in Charlestown
4.79 out of 5 average rating, 191 reviews

Getaway in Historic Charlestown

Top guest favorite
The exterior of the yellow house features a welcoming front porch adorned with white railings and decorative accents. A pathway made of stone leads from the wrought iron gate to the front door, surrounded by well-maintained garden beds with greenery and colorful flowers.
Condo in Roslindale
4.92 out of 5 average rating, 228 reviews

Spacious 5BR Condo w/parking near METRO

Top guest favorite
The spacious kitchen features granite countertops and stainless steel appliances, including a refrigerator, gas stove, and dishwasher. Natural light enters through a window, while a large kitchen island and chandelier create an inviting space for dining and cooking.
Apartment in Roslindale
4.99 out of 5 average rating, 104 reviews

2BR Near Transit, Shops, Arboretum + Free Parking

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Family-friendly home rentals with air conditioning

Guest favorite
A spacious living room is seen with polished hardwood floors. There is a flat-screen TV on a dark cabinet, and a coffee table featuring a small potted orchid. Archways frame the entry to the kitchen, visible through the open door, highlighting the room's welcoming design.
Apartment in Waltham
4.94 out of 5 average rating, 368 reviews

Spacious & Clean 2 BR- 15 min to Boston

Guest favorite
The exterior of a historic Victorian brick townhouse is displayed, featuring large windows with shutters and decorative stone details. An American flag and a Massachusetts state flag are prominently displayed beside the entrance. Air conditioning units are visible in two of the upper windows.
Guest suite in Roxbury
4.82 out of 5 average rating, 137 reviews

** Fort Hill Inn Private! Minutes to center!**

Guest favorite
A welcoming living room is equipped with two comfortable sofas, a wooden coffee table at the center, and a wall-mounted TV. Natural light enters through multiple windows, while a modern electric fireplace adds warmth to the space, enhanced by a vibrant area rug.
Townhouse in Allston
4.93 out of 5 average rating, 189 reviews

Sparkling Condo With Modern Amenities

Guest favorite
An outdoor screened deck is furnished with a large glass table surrounded by striped cushioned chairs. Lush greenery and flowers are seen in window boxes, with a scenic view of the Charles River in the background, showcasing the natural beauty of the surroundings.
Home in Newton
4.84 out of 5 average rating, 589 reviews

WATERFRONT-15 min to BOS/3BdRm/2BA

Top guest favorite
A modern kitchen and living area are shown in an open layout. The kitchen features dark cabinetry, a stainless steel gas range, and a granite countertop with seating for two. Natural light fills the space from the large windows, complemented by a cozy seating area with stylish chairs.
Condo in Cambridge
4.91 out of 5 average rating, 198 reviews

Luxury 3BR near Harvard/MIT w/ King Bed+Parking!

Guest favorite
A spacious kitchen and dining area features wood cabinets and modern appliances. A wooden dining table surrounded by colorful chairs is complemented by bright floral arrangements. Light streams in from windows, illuminating the warm wood floors and creating a welcoming environment.
Apartment in Cambridge
4.93 out of 5 average rating, 410 reviews

Quiet, Artistically Decorated Cambridge Apartment

Guest favorite
A welcoming entrance is framed by neatly trimmed shrubs and seasonal planters, featuring vibrant flowers and a pumpkin. The stairs lead to a door with a yellow hue, flanked by windows with green shutters, set against the backdrop of a quiet neighborhood.
Apartment in Belmont
4.76 out of 5 average rating, 157 reviews

Quiet, convenient and cozy!

Superhost
The bedroom features a spacious bed with a soft gray throw draped across it. A wooden dresser sits against the wall, complemented by a flat-screen TV. A small desk by the window offers natural light, while fresh flowers in a vase add a touch of color.
Home in Cambridge
4.84 out of 5 average rating, 411 reviews

City Oasis |Yard |Walk To Harvard MIT Train

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Family-friendly home rentals with Wifi

Superhost
The living room features a comfortable leather sofa situated across from a 55-inch flat-screen TV. A decorative fireplace is framed by intricately patterned tiles. A dining area is positioned by large bay windows, allowing natural light to fill the space.
Apartment in Back Bay
New place to stay

Brand New One Bedroom in Back Bay

Guest favorite
An open living area features a comfortable gray sofa complemented by decorative pillows. A modern black coffee table sits in front of the sofa. The kitchen area includes wooden cabinets and modern appliances, while a dining table is visible in the background, offering seating for multiple guests.
Apartment in Cambridge
4.94 out of 5 average rating, 228 reviews

1 Br with Parking Perfect Location (Harvard/MIT)

Top guest favorite
A private entrance to a charming home is framed by well-maintained landscaping and a gravel driveway. Decorative flower boxes adorn the windows of the light-colored exterior, while surrounding trees provide a natural backdrop, creating a serene environment.
Apartment in Concord
4.96 out of 5 average rating, 214 reviews

Mema's Place --Lovely apartment in private home

Guest favorite
The remodeled studio features a queen bed against a textured blue wall, providing a serene backdrop. A comfortable grey sofa sits adjacent to a wooden coffee table, creating a cozy seating area. Natural light enhances the space through the window, complemented by soft overhead lighting.
Apartment in Davis Square
4.91 out of 5 average rating, 380 reviews

Modern Studio - Davis/Porter/Harvard

Top guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator and stove. A white countertop extends into a pass-through bar, with a bowl of snacks displayed. Natural light filters through the window, illuminating the sleek cabinetry and grey tile backsplash.
Villa in Cambridge
4.98 out of 5 average rating, 263 reviews

Phil's Harvard & MIT Home

Guest favorite
An open and spacious room is highlighted by natural light from large windows. A cozy leather settee and a small marble breakfast table with two chairs provide seating. The queen bed is dressed with a deep purple coverlet, and a decorative rug adds warmth to the wooden floor.
Apartment in Concord
4.93 out of 5 average rating, 399 reviews

Cottage Suite "A" - Walk to Shops, Train, History

Guest favorite
A driveway paved with red bricks leads to a garage with black doors, situated at the front of a duplex building painted in soft yellow and accented with black trim. Bright sunlight illuminates the scene, highlighting the inviting exterior.
Guesthouse in Jamaica Central - South Sumner
4.89 out of 5 average rating, 62 reviews

Airy new apt for 2-6. Near subway. Free parking.

Guest favorite
The eat-in kitchen features hardwood floors and vintage cabinetry, complemented by a light-green gas stove. A dining table with black chairs occupies one corner, while a green waste bin and numerous kitchen appliances are visible on the countertops.
Apartment in Cambridge
4.84 out of 5 average rating, 693 reviews

Victorian Charm MIT/Harvard/ /CentralSq, private deck

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Quick stats about vacation rentals that are family-friendly in Brookline

  • Total rentals

    410 properties

  • Nightly prices starting at

    G$6,270 GYD before taxes and fees

  • Total number of reviews

    14K reviews

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

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