Family-friendly holiday rentals in Brighton, Boston

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Top-rated family-friendly rentals in Brighton, Boston

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Watertown

4.99 out of 5 average rating, 209 reviews

Newly Renovated Suite near Boston w/Priv. Bathroom

Spacious in-law suite on 3rd floor of our house conveniently located in Watertown, a few steps away from Harvard Square bus line as well as a 20 minutes drive to downtown Boston. Free parking spot for your car. The main studio has a sitting area, working desk as well as a cozy dining space, with a BONUS separate bedroom and PRIVATE bathroom with shower. NO KITCHEN. When weather permits, you can relax on the balcony and enjoy the sunset while sipping your drinks. We have ample closet space.

24–31 Jan

$227 SGD per night

Guest favourite

Home in Boston

4.93 out of 5 average rating, 273 reviews

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

12–19 Sep

$227 SGD per night

Superhost

Flat 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.

26 Oct – 2 Nov

$179 SGD per night

Guest favourite

Flat in Watertown

4.92 out of 5 average rating, 752 reviews

Luxury 2 Bedroom 2 Bath Suite in Watertown Square

Located in Watertown Square, walking distance to Starbucks, CVS, shops and restaurants. Boston is minutes away. You’ll love our place because no one lives there now, it's absent of all the stuff you'd find in someone's home. This is a really nice, really clean, 1,300 SF suite with 2 bedrooms, 2 full baths and a sleeper sofa. The bus stop to Boston and Harvard Square is across the street, rapid transit takes you to all points in the city. Easy and close major highway access and free parking.

22–29 Nov

$447 SGD per night

Guest favourite

Home in Brighton

4.97 out of 5 average rating, 250 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.

22–29 Nov

$451 SGD per night

Guest favourite

Flat in Cambridge

4.93 out of 5 average rating, 247 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.

10–17 Jan

$223 SGD per night

Guest favourite

Flat 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!

23–30 Jul

$228 SGD per night

Guest favourite

Flat in Natick

4.98 out of 5 average rating, 333 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.

20–27 Oct

$172 SGD per night

Superhost

Home in Boston

4.88 out of 5 average rating, 182 reviews

Historic House modernized

Pricing varies from $350 - $450 so its important to enter dates to see the current rate. You will not find many places with a large yard and off street parking in a very safe Boston Neighborhood close to Boston’s main attractions. The house is only 200 yards from Brighton Center and 5 miles from downtown Boston.

12–19 Mar

$559 SGD per night

Guest favourite

Flat in Boston

4.88 out of 5 average rating, 494 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.

23–30 Oct

$212 SGD per night

Guest favourite

Guest suite in Newton

4.98 out of 5 average rating, 560 reviews

Spacious suite with private entrance, parking spot

Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston.

22–29 Oct

$180 SGD per night

Guest favourite

Flat in Cambridge

4.97 out of 5 average rating, 285 reviews

Picture-perfect Cambridge guest apartment, parking

Welcome to Cambridge: Red brick, cottage green trim, grape vines, roses and dogwood. Living room, kitchen, bedroom, bath. All the amenities, separate entrance, gas fireplace, off street parking. Walk to: Davis Square, subway, cafes, restaurants, playground, bike path and bikes.

26 Oct – 2 Nov

$258 SGD per night