Holiday Rentals in Brookline

796 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Brookline holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Brookline holiday rentals: compare the best deals

Best family friendly Brookline holiday rentals

Among the 796 accommodations in Brookline, here are the 4 best family friendly rentals

World Cup Boston Large 5br Group Stay + Parking - Brookline
9.8 13 reviews
Brookline
06/25 – 06/28
HK$11815/nighttotal: HK$35445 (3 )

World Cup Boston Large 5br Group Stay + Parking

1 7
house , Boston
This Boston duplex, situated in a residential area a short 8-minute walk (approximately 1.3 km) from a train station, offers easy access to Boston's attractions, including the Freedom Trail and Boston Common, and is 9.2 km from the city centre.
The spacious five-bedroom, two-and-a-half-bathroom property sleeps fourteen guests, features a fully equipped kitchen, garden with grill, free Wi-Fi, and parking; ideal for families or groups visiting Boston.
Harmony Medical Suites Chinatown - Brookline
8.2 84 reviews
Brookline
07/27 – 08/04
HK$2849/nighttotal: HK$22792 (8 )

Harmony Medical Suites Chinatown

1 2
studio , Boston
This Boston flat is situated in Chinatown, offering convenient access to the city centre within 700 metres, a six-minute walk to Boston South Station and the Freedom Trail, and an eleven-minute walk to the Boston Tea Party Ship & Museum.
This apartment provides air-conditioned accommodation with complimentary WiFi, a kitchen equipped with a fridge, microwave, and dishwasher, and on-site fitness facilities, with parking also available.
Milton Retreat, 5 Min To Boston ,Major Highways . Safe Family Neighborhood . - Brookline
10 58 reviews
Brookline
07/27 – 08/04
HK$3596/nighttotal: HK$28768 (8 )

Milton Retreat, 5 Min To Boston ,Major Highways . Safe Family Neighborhood .

4 2
apartment , Milton
This Milton duplex offers excellent access, located just 800 meters from Boston and conveniently positioned near the 93/95 motorways and public transport links, with the Central Ave transit station providing direct access to Ashmont Station and the red line for downtown Boston.
This family-friendly accommodation, suitable for up to 8 guests across four bedrooms, boasts a recently remodelled kitchen and bathroom, air conditioning, a garden, and parking, with the Blue Hills, ideal for hiking and skiing, only 800 meters away.
Beautiful Studio In Historic Neighborhood Of Boston. Super Close To Downtown! - Brookline
9.8 50 reviews
Brookline
07/27 – 08/04
HK$1921/nighttotal: HK$15368 (8 )

Beautiful Studio In Historic Neighborhood Of Boston. Super Close To Downtown!

1 2
studio , Boston
This Roxbury flat is situated less than 5 km from Boston Medical Centre, Northeastern University, Fenway Park, Copley Square, and Boston Common, offering easy access to major attractions and public transport links such as Uphams Corner and Newmarket stations.
The one-bedroom, one-bathroom apartment sleeps four, features a kitchenette with oven and hob, free Wi-Fi, a terrace, and on-site garden parking, perfect for exploring Boston.

Best Brookline holiday rentals with parking

Terrific Vacation House Only 4.5 Miles Away From Downtown Boston - Brookline
9.8 56 reviews
Brookline
07/27 – 08/04
HK$5319/nighttotal: HK$42552 (8 )

Terrific Vacation House Only 4.5 Miles Away From Downtown Boston

4 2
apartment , Boston
This comfortable house is located in West Roxbury, a quiet residential area just 5km from Franklin Park Zoo and within 10km of Fenway Park and Northeastern University. It has consistently received excellent reviews from previous guests.
This spacious property offers 4 bedrooms and 3 bathrooms, covering 214 square metres and accommodating up to 10 guests. The house includes a fully equipped kitchen, a washing machine, a patio, and a fireplace, ensuring a comfortable and enjoyable stay.
Spacious 5br Home In Malden With Ac & Heat - Brookline
Brookline
06/25 – 06/28
HK$7058/nighttotal: HK$21174 (3 )

Spacious 5br Home In Malden With Ac & Heat

1 7
apartment , Malden
This Malden flat is situated 5.4 kilometres from Cambridge College and 7.7 kilometres from Boston North Station, offering convenient access to the city.
This five-bedroom residence accommodates up to nineteen guests, featuring a fully equipped kitchen, complimentary WiFi, private parking, air conditioning, and a balcony, with pets welcome.
The Holmes : Chic • Sun-soaked • W/d - Brookline
9.5 95 reviews
Brookline
07/27 – 08/04
HK$2454/nighttotal: HK$19632 (8 )

The Holmes : Chic • Sun-soaked • W/d

1 2
apartment , Boston
This apartment is situated just 5km from Boston College and Harvard, close to the T (public transport) and Whole Foods, making it an ideal base for exploring the city. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
The flat is a modern, one-bedroom property that can comfortably accommodate up to 5 guests. This spacious accommodation offers a fully equipped kitchen, a washer and dryer, a 65" Roku TV, and free Wi-Fi, along with access to a shared gym, pool, and lounge areas.
05mile To Boston Childrens, Brigham, Dana F, Bi - Brookline
8.6 7 reviews
Brookline
07/27 – 08/04
HK$1579/nighttotal: HK$12632 (8 )

05mile To Boston Childrens, Brigham, Dana F, Bi

1 2
apartment , Brookline
This Brookline apartment, ideally situated near Boston Children's Hospital, Brigham and Women's Hospital, and Dana-Farber Cancer Institute (all within 0.8km), offers easy access to Boston University (2.9km) and the Museum of Fine Arts (2.4km).
The 46-square-metre self-catering flat comprises one bedroom, one bathroom, and can accommodate up to five guests, boasting amenities including a fully equipped kitchen, in-unit laundry, Wi-Fi, and air conditioning.

Frequently asked questions about holiday rentals in Brookline

  • Which neighborhood in Brookline, MA should you consider for a vacation rental?

    Coolidge Corner is a great choice for a vacation rental. It's a lively area with lots of shops, restaurants, and cafes, and it's within easy walking distance of the Green Line T station, making it easy to get around the city.
  • What are the best Airbnb and vacation rentals in Brookline?

  • What are the top family-friendly attractions in Brookline, MA?

    The Larz Anderson Auto Museum is a popular spot for families, with a collection of antique cars and carriages. The Brookline Recreation Department also offers a variety of family-friendly programs and activities throughout the year, including summer camps, swimming lessons, and sports leagues.
  • What are the most popular Airbnbs in Brookline?

  • When is the best time to book a vacation rental in Brookline, MA?

    The best time to book a vacation rental in Brookline is during the shoulder seasons, from April to May or September to October, when the weather is still pleasant but the crowds are smaller and prices are lower.
  • What are the best vacation rentals with a pool in Brookline?

  • What events or festivals should visitors check out in and around Brookline, MA?

    Brookline hosts several events throughout the year, including the Brookline Open Market, a weekly farmers market with local produce and crafts, and the Brookline Arts Festival, a celebration of local art and music. In nearby Boston, you can also catch the Boston Marathon in April.
  • What are the best rentals for families and kids in Brookline?

  • What are the best budget-friendly activities in Brookline, MA?

    A walk around the beautiful grounds of the Brookline Public Library is a great way to spend a few hours, and the library also hosts a variety of free events and programs throughout the year. The Brookline Farmers Market is also a great place to pick up fresh produce and local crafts without spending a lot of money.
  • What are the best rentals or Airbnbs with a jacuzzi in Brookline?

  • What are the best restaurants with local dishes in Brookline, MA?

    For a taste of local cuisine, head to the Brookline Restaurant, known for its New England comfort food, or try the locally-sourced dishes at The Publick House, a historic inn with a charming atmosphere.
  • What are the best walking or cycling routes in Brookline, MA?

    The Emerald Necklace, a chain of parks and gardens stretching from Boston to Brookline, is a popular spot for walking and cycling. The Muddy River Trail, which runs along the river, is another great option for a leisurely stroll or bike ride.
  • Are there pet-friendly attractions in Brookline, MA?

    The Larz Anderson Auto Museum welcomes well-behaved dogs on leash, and many of the parks and gardens in Brookline are also pet-friendly. You can check the individual websites for specific policies.

Destinations nearby

Best Brookline holiday rentals with a balcony

New! Boston Condo Near Mbta, 3 Mi To Fenway! (U2) - Brookline
8.6 17 reviews
Brookline
07/27 – 08/04
HK$2766/nighttotal: HK$22128 (8 )

New! Boston Condo Near Mbta, 3 Mi To Fenway! (U2)

3 2
apartment , Boston
This Boston apartment, near the MBTA and approximately 4.8 kilometres from Fenway Park, offers convenient access to attractions including Carson Beach, the Museum of Fine Arts, and the John F. Kennedy Presidential Library and Museum.
The 94 square metre property features three bedrooms, one bathroom, sleeping up to eleven guests, and includes amenities such as free Wi-Fi, parking, a fully equipped kitchen, and a terrace.
Mid-century Glam Retreat, Near T - Brookline
10 16 reviews
Brookline
12/22 – 01/02
HK$6017/nighttotal: HK$66187 (11 )

Mid-century Glam Retreat, Near T

4 2
apartment , Boston
This four-bedroom, two-bathroom apartment in Boston's Savin Hill neighbourhood, Jamaica Plain, offers easy Red Line access to central Boston via the nearby Savin Hill T station.
Sleeping up to 11 guests, this ground-floor flat features an open-plan design, a private back porch, one off-street parking space, high-speed internet, and memory foam mattresses; local recommendations enhance your stay.
Roslindale Village Condos - Brookline
9.0 323 reviews
Brookline
06/25 – 06/28
HK$6941/nighttotal: HK$20823 (3 )

Roslindale Village Condos

4 7
apartment , Boston
This apartment is located in the Roslindale neighbourhood of Boston, approximately 8 kilometres from the Boston Museum of Fine Arts and Fenway Park, offering a peaceful retreat from the city centre. The property has received excellent ratings for cleanliness and user experience, with a very good location rating.
The apartment features a terrace or balcony, a seating area and a fully equipped kitchen with a microwave and coffee machine. Guests can enjoy complimentary Wi-Fi, bikes for exploring the city, air conditioning, satellite TV and access to nearby golfing and hiking opportunities.
Charming 1br Apt In Boston With Free Parking - Brookline
9.6 5 reviews
Brookline
07/31 – 08/01
HK$4145/nightfor 1 night

Charming 1br Apt In Boston With Free Parking

1 2
apartment , Boston
This one-bedroom flat in Boston is located approximately 3.2 kilometres from John F. Kennedy Park and Brattle Theatre, with Central Square and Harvard Square both around 4 kilometres away.
This 75 square metre apartment offers air conditioning, complimentary high-speed WiFi, a fully equipped kitchen, and a balcony, accommodating up to seven guests with the convenience of free private parking.

Best Brookline holiday rentals with air conditioning

Historic 2 Floor Apt In Boston W/ Outdoor Deck! - Brookline
9.1 47 reviews
Brookline
06/25 – 06/28
HK$5175/nighttotal: HK$15525 (3 )

Historic 2 Floor Apt In Boston W/ Outdoor Deck!

2 7
apartment , Boston
This centrally located Boston apartment, registered as STR-597072, offers easy access to multiple attractions, though precise distances are unavailable.
The two-bedroom, two-bathroom flat sleeps eight guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, and parking.
3-bedroom Apt (9b2) 20-minuite To Downtown Boston - Brookline
9.9 233 reviews
Brookline
07/13 – 07/14
HK$3338/nightfor 1 night

3-bedroom Apt (9b2) 20-minuite To Downtown Boston

1 5
apartment , Boston
This three-bedroom apartment is situated just 1.6 kilometres from Boston's city centre, offering easy access to public transport and a range of attractions, including Fenway Park and TD Garden. It has received excellent ratings for cleanliness, location and overall experience.
The apartment is modern and spacious, with three bathrooms and a capacity of six guests. It comes equipped with a range of amenities such as free parking, a fully equipped kitchen, a washer and dryer, and complimentary wine and snacks.
Furnished Apartment Near Longwood - Brookline
Brookline
07/27 – 08/04
HK$2931/nighttotal: HK$23448 (8 )

Furnished Apartment Near Longwood

1 2
apartment , Brookline
This furnished flat in Brookline is located in a residential district, a short walk from Paradise Rock Club, Photographic Resource Centre, and Engracehealthcarepractice.
This apartment for two guests offers a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning and paid parking, with a check-out time of 11:00.
Studio W/ Private Entrance And Bathroom - Brookline
9.4 462 reviews
Brookline
12/22 – 01/02
HK$873/nighttotal: HK$9603 (11 )

Studio W/ Private Entrance And Bathroom

1 2
studio , Boston
This private studio apartment is situated in Jamaica Plain, a lively neighbourhood just a short distance from Boston's famous Public Garden and Fenway Park. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The self-contained accommodation has a comfortable queen-size bed and can sleep up to two guests. It includes a well-equipped kitchenette, a private bathroom, and a dedicated parking space. Guests can enjoy a private backyard deck and have access to laundry facilities, WiFi, and a television.
©2026 cozycozy.com