
Family-friendly holiday rentals in Brookline
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Brookline
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

2 BR APT w/ parking near MIT/Harvard/BU/Fenway
STUNNING, RENOVATED 2 BEDROOM APARTMENT! Keyless entry self-checkin, free street parking. Luxurious getaway with 2 queen memory foam beds, 1 full sofa bed, cable TV, WiFi, walk-in shower, fully equipped kitchen with stainless steel appliances, in unit washer/dryer, hardwood & marble flooring throughout, new heating system. Next to MIT, Harvard, BU, Kendall, Boston, Fenway Park, Red & Green lines, Flour Bakery, Whole Foods & Trader Joes. This 1st floor unit is immaculate & professionally cleaned

Ann and Esther's Cozy Studio near the Heart of JP
This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. DO NOT request >6 mos ahead. Insta-Book when calendar opens

Modern Somerville Cottage
My place is a beautiful new house located in the Hip neighborhood of Davis Sq in Somerville. Conveniently on the bike bath leading to Davis Sq with its T stop and all its great restaurants and bars (15 min walk). 2 Mins walk to the new Green line extension that takes you to Cambridge and Boston. Modern furnishings throughout with amazing light from all sides and double height cathedral ceilings in the living/dinning room. I also have 2 beautiful condos in Killington VT please ask for info

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Washer+Dryer+Parking!*Private suite*Cul de sac*
Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

Luxurious Townhouse Close to Coolidge Corner
This elegant Châteauesque penthouse was originally built circa 1890 and has been gut-renovated to its full grandeur. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chef’s kitchen is perfect for cooking and entertaining. Four beautiful and spacious bedrooms for guests to rest and relax. One parking space for a compact car is included for guests as well as easy walk to the T and an easy train ride downtown.

Conveniently Located Private Garden Apartment
Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay.

Urban Guest Suite
Come stay at the guest suite in our quirky, historic home in Jamaica Plain, one of Boston's most diverse and exciting areas. The suite is on the ground floor with a private patio and private entrance. Guests enjoy their own private space with a bathroom, queen size bed, and work area. Located 2 blocks away from the Stony Brook Orange line “T” and a 10 minute walk to local restaurants and super markets.

Historic JP Brownstone with Parking. Pets Welcome!
Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Brookline Home with a Garden
The 1 bedroom apartment is in the basement of our single family home. There is free parking. It is equipped with its own entrance, bathroom, kitchenette, porch, and garden. There is 1 queen bed in the bedroom and 1 full bed in the studio living area. ***No kids under the age of 3 the family lives upstairs, there will be some noise,

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.
Popular amenities for Brookline family-friendly rentals
Family-friendly home rentals with a hot tub

Your Cozy 1 BR Apt & Relaxing Retreat

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Spacious 3 bed, in unit laundry, Parking available

1 BR full apt w/ private hot tub, yard; sleeps 4

Oceanfront Pool. Close to Boston. Free Parking.

Central Square Upscale Penthouse near MIT/Harvard

Heart of Southie - Hot Tub + Walk to Top Bars

4Bed AP/5 min walk to T-Logan- downtown to Boston
Family- and pet-friendly home rentals

Nice Condo to Harvard, MIT, Fenway, with parking

Pretzel Factory Loft w/Peloton

Artistic charm in hip J.P.

Flower Farm Getaway 2BR, 20 Min To Boston

Lovely 1st floor rental unit ingreat historic town

New Super Modern 2 bed in Waltham

Dixie’s House, 1BD in Arlington

Apartment 1BR mins from JFK/UMASS free parking
Family-friendly home rentals with a pool

Elegant & Spacious~Easy Boston Access! STR-25-22

Bauhaus Retreat in Nature Preserve w/ Pool

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Spacious vacation unit in premium suburban town

Ideal for long stays | Spacious suite in Boston

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 SGD | $253 SGD | $268 SGD | $320 SGD | $349 SGD | $350 SGD | $354 SGD | $343 SGD | $317 SGD | $367 SGD | $307 SGD | $258 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals that are family-friendly in Brookline

Total holiday rentals
Explore 380 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 16,620 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
370 of Brookline holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brookline rentals

4.8 Average rating
Brookline stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Brookline’s top spots include Jamaica Pond, Reservoir Station and Brookline Village Station
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- Family-friendly rentals Norfolk County
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- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- MIT Museum
- New England Aquarium
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Boston Seaport
- Massachusetts Institute of Technology
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
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- Prudential Center
- North Hampton Beach
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Boston Children's Museum
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