Family-friendly vacation rentals in Brookline

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Top-rated family-friendly rentals in Brookline

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Guest favourite

Guest suite in Boston

4.96 out of 5 average rating, 203 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Jan. 11 – 18

$225 CAD per night

Superhost

Apartment in Newton

4.85 out of 5 average rating, 124 reviews

Entire Apartment in Newton, Close to Boston!

Come stay in this comfortable one bedroom apartment with large open space living room, kitchen area, bathroom, Wi-Fi, parking, and a private entrance onto a gorgeous backyard garden. Centrally located in a quiet neighborhood equidistant from Moody St. in Waltham and West Newton Sq. -- a 15 minute walk from excellent restaurants and an independent movie theater in both directions. Two dance studios with regular weekend dances nearby. To protect guests with allergies, no pets allowed.

Aug. 22 – 29

$213 CAD per night

Guest favourite

Condo in Jamaica Plain

4.91 out of 5 average rating, 216 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

Jan. 12 – 19

$308 CAD per night

Guest favourite

Apartment in Boston

4.98 out of 5 average rating, 251 reviews

Private & serene getaway in beautiful JP

Quiet, private & serene walk-up 3rd floor apt. Separate entrance, full bath & kitchenette. Bright and spacious. 3 blocks from the center of JP with great restaurants and shopping. 5 min. walk to the 39 bus to Longwood Area and Back Bay. 15 min. walk to the Orange Line T (subway); ten minutes to Back Bay Station on the T. 1/2 block from Jamaica Pond. 5 min. walk to the Arboretum. Our space is NOT good for people with huge luggage! Tons (truly) of street parking, no permit or restrictions.

Oct. 29 – Nov. 5

$366 CAD per night

Guest favourite

Home in Brighton

4.97 out of 5 average rating, 249 reviews

Spacious 3 bed, in unit laundry, central Air

Sun-filled, oversized 3BR unit found on the 2nd floor of a two family. Centrally located with easy access to Green line trolleys, Longwood Medical Hospitals, walk to shops and restaurants. Large living room, formal dining room, 3 good sized bedrooms, in unit laundry, private back porch & central air make this the ideal place to call home. Easy commute to downtown, close to Boston Col and Boston University, Longwood Medical Area, Fenway Park, restaurants & bars. 3BR comfortably sleeps 6.

Nov. 12 – 19

$603 CAD per night

Superhost

Guest suite in Boston

4.89 out of 5 average rating, 330 reviews

Light and airy separate apt in funky Jamaica Plain

The apt. has 4 twin beds in our quirky 1880 Victorian farmhouse in central Jamaica Plain. Fast transportation to downtown Boston, Cambridge, and LMA. Separate entrance, kitchen and bathroom, shared deck. PLEASE NOTE: there are STEEP STAIRS to the unit, and a NARROW SPIRAL STAIRCASE inside the unit. Ceiling in the bathroom is LOW. People with mobility issues may find these difficult. Bulky luggage may have to stay on the main floor. PLEASE read description carefully before booking.

Jul. 22 – 27

$295 CAD per night

Guest favourite

Apartment in Cambridge

4.93 out of 5 average rating, 246 reviews

Bright Convenient Apt Harvard / MIT

This 600 sf apt with roof deck on the third floor of an old Victorian home is bright and airy. Surrounded trees it does become a sanctuary, a place to call "home". Centrally located and within walking distance to MIT, Novartis, Harvard. It is within minutes walk to the Central Sq subway, station. The apartment is efficiently laid out with a loft feel. It has a bedroom with king size bed, bath, kitchen, and living area with a ligne roset pullout couch/bed, plus a 230 feet deck.

Jan. 12 – 19

$285 CAD per night

Guest favourite

Apartment in Watertown

4.98 out of 5 average rating, 207 reviews

NEW Modern Apartment Near Boston & Harvard Square.

New modern design apartment located in East Watertown, just a minute away from public transportation to Harvard Square and Downtown Boston. Our one bedroom apartment with queen size bed has a private entrance, a full kitchen, and a pullout sofa in the living room and includes one parking spot. You will feel energized in our freshly finished and tastefully decorated basement apartment and enjoy being very close to many local restaurants and bakeries.

Dec. 15 – 22

$270 CAD per night

Guest favourite

Apartment in Newton

4.96 out of 5 average rating, 383 reviews

Sunny apartment in gracious Victorian

Relax into your Boston stay! We offer a sunny in-law apartment on the first floor of a gracious owner-occupied Victorian house. Quiet, safe residential neighborhood. Private entrance. Spacious bedroom, living room with sofabed, kitchenette & bath. Strong Wi-fi. Driveway parking. Contactless check-in, Easy access to Boston, Cambridge, Rts. 128 & 90, and Charles River bike path. Let us welcome you!

Jul. 11 – 18

$302 CAD per night

Guest favourite

Apartment in Natick

4.98 out of 5 average rating, 332 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles. EV charging available.

Sep. 9 – 16

$202 CAD per night

Guest favourite

Guesthouse in Dedham

4.95 out of 5 average rating, 171 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.

Jun. 24 – Jul. 1

$241 CAD per night

Guest favourite

Apartment in Boston

4.88 out of 5 average rating, 493 reviews

Serene Studio in a Perfect Location

Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.

Oct. 8 – 15

$264 CAD per night