Vacation Rentals in Brookline, MA

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Brookline, MA holiday rentals
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796 Holiday rentals and Airbnb in Brookline, MA

Best family friendly Brookline, MA holiday rentals

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

New! Modern Retreat Near Harvard + Free Parking - Brookline, MA
10 18 reviews
Brookline, MA
25/06 – 28/06
A$682/nighttotal: A$2046 (3 )

New! Modern Retreat Near Harvard + Free Parking

3 7
apartment , Somerville
This newly refurbished three-bedroom flat in Somerville offers a prime location, situated a 10-minute walk from Davis Square and Tufts University, with easy access to the Red Line for travel into Boston and its attractions.
This family-friendly property provides comfortable accommodation for up to seven guests, featuring a fully equipped kitchen with a toddler set, in-unit laundry, air conditioning, and a rare dedicated parking space, all within a 10-minute walk of the Somerville Community Path and numerous dining options.
4br/4ba | Parking + Chefs Kitchen | Near Bu/bc - Brookline, MA
10 3 reviews
Brookline, MA
22/12 – 02/01
A$1753/nighttotal: A$19283 (11 )

4br/4ba | Parking + Chefs Kitchen | Near Bu/bc

4 2
apartment , Brookline
This penthouse flat is located in Brookline's Corey Hill district, just 160 metres from the Green Line T for easy access to Boston, and within walking distance of local eateries.
Offering 93 square metres of space, this family-friendly accommodation sleeps up to 10 guests across four bedrooms, featuring a chef's kitchen, four bathrooms, central air conditioning, an electric fireplace, and exclusive rooftop deck access with skyline views.
Bright And Airy Newly Renovated, 2 Bedroom Apartment With Office! - Brookline, MA
9.8 7 reviews
Brookline, MA
27/07 – 04/08
A$628/nighttotal: A$5024 (8 )

Bright And Airy Newly Renovated, 2 Bedroom Apartment With Office!

2 2
apartment , Boston
This family-friendly Brighton flat is situated less than 1.6km from St Elizabeth's Medical Centre and Boston College, with Harvard and Boston University within 4.8km.
The two-bedroom, one-bathroom apartment sleeps four, offering a fully equipped kitchen, in-unit laundry, on-site parking, and games; nearby Chiswick Road and Sutherland Road train stations provide easy access to Boston's public transport network.
Charming 2br In Boston - Brookline, MA
9.9 16 reviews
Brookline, MA
22/12 – 02/01
A$392/nighttotal: A$4312 (11 )

Charming 2br In Boston

2 2
apartment , Boston
This two-bedroom flat is located in a Boston district with hospital contract exemptions, offering convenient access to Boston's medical institutions.
This welcoming accommodation, suitable for up to five guests, provides a comfortable stay and potential for easy access to public transport for exploring the city.

Best Brookline, MA holiday rentals with parking

Sparkling Boston Townhome With Ac, Parking, Roku Tv, Patio, Pet Friendly! - Brookline, MA
10 59 reviews
Brookline, MA
13/07 – 14/07
A$1261/nightfor 1 night

Sparkling Boston Townhome With Ac, Parking, Roku Tv, Patio, Pet Friendly!

4 5
apartment , Boston
This modern four-bedroom house is situated in Allston, a quiet neighbourhood just three miles from Fenway Park and downtown Boston, making it ideal for exploring the city's attractions. The property has received excellent user ratings, highlighting its comfortable and stylish features.
The house offers 232 square metres of space, accommodating up to 12 guests. It comes with all the amenities you need for a comfortable stay, including a fully equipped kitchen, a private patio with a fire pit and BBQ grill, and a Jacuzzi.
Maria's Jp Rental - Boston Duplex In Popular Jamaica Plain "Jp" Area - Brookline, MA
9.6 149 reviews
Brookline, MA
22/12 – 02/01
A$374/nighttotal: A$4114 (11 )

Maria's Jp Rental - Boston Duplex In Popular Jamaica Plain "Jp" Area

2 2
apartment , Boston
This family-friendly apartment is located in Boston's city centre, just 5km from Franklin Park Zoo, Northeastern University, and Brigham and Women's Hospital. It has received excellent ratings from previous guests.
The apartment has 2 bedrooms and 1 bathroom, offering 74 square metres of space for up to 5 guests. You'll enjoy a private garden, a terrace, free Wi-Fi, and a fully equipped kitchen, as well as a tennis court and parking.
Luxury 2br . Fifa Fan Zone . Kendall Sq · Mit · Harvard· Gym · Parking - Brookline, MA
Brookline, MA
13/07 – 14/07
A$1690/nightfor 1 night

Luxury 2br . Fifa Fan Zone . Kendall Sq · Mit · Harvard· Gym · Parking

2 5
apartment , Cambridge
This luxury 130 square metre flat in East Cambridge offers direct shuttle access to Lechmere Station, placing guests approximately 800 meters from the FIFA World Cup 2026 Fan Zone and a short distance from Harvard Square.
This 2-bedroom, 2-bathroom residence accommodates up to six guests with a fully equipped Chef's Kitchen, spa-like bathrooms, resort-style courtyard with a fire pit and BBQ grill, and executive-ready amenities including 1GB fibre WiFi and a dedicated workspace.
The Milton Manor 5br 2ba - Sleeps 10 - Unit 2 - Fifa World Cup 2026 - Brookline, MA
Brookline, MA
25/06 – 28/06
A$1255/nighttotal: A$3765 (3 )

The Milton Manor 5br 2ba - Sleeps 10 - Unit 2 - Fifa World Cup 2026

5 7
apartment , Milton
This newly renovated two-storey maisonette in Milton, Massachusetts, offers a convenient 32-kilometre drive to central Boston's attractions, including TD Garden, and is a short 1.6-kilometre journey to the Blue Hills Reservation for outdoor pursuits.
This spacious five-bedroom, two-bathroom residence accommodates up to ten guests, featuring a dedicated children's play area, a modern kitchen, high-speed WiFi, and parking for up to four small cars via a shared driveway.

Frequently asked questions about holiday rentals in Brookline, MA

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

    Brookline has plenty to keep families entertained. The Brookline Recreation Department offers a variety of programmes and activities for kids, including the Brookline Teen Center. The Children's Museum in Boston is also just a short drive away and is a great place for a fun-filled day out.
  • What are the best Airbnb and holiday rentals in Brookline, MA?

  • 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. You'll avoid the summer crowds and enjoy pleasant weather, while still being able to participate in many outdoor activities.
  • What are the most popular Airbnbs in Brookline, MA?

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

    Brookline hosts several events throughout the year, including the Brookline Farmers Market, the Brookline Open Studios, and the Brookline Arts Center's annual art festival. Be sure to check out the event calendar on the town's website for more details.
  • What are the best holiday rentals with a pool in Brookline, MA?

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

    Brookline offers plenty of free or low-cost activities. You can enjoy a picnic in the beautiful grounds of the Arnold Arboretum, take a walk or cycle along the Charles River, or visit the free exhibits at the Brookline Public Library.
  • What are the best rentals for families and kids in Brookline, MA?

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

    For a taste of local cuisine, try the classic New England fare at The Publick House, or for a more modern take, head to The Blue Room, which features a seasonal menu with local ingredients.
  • What are the best rentals or Airbnbs with a jacuzzi in Brookline, MA?

    The best holiday rentals or Airbnb with a jacuzzi in Brookline, MA are Ultraluxe Apt In Boston Brownstone In Prime Area, Beautiful Clean Bright Corner Unit and Walking To Fenway Sunny Perfect Home.

  • What are the best walking or cycling routes in Brookline, MA?

    The Emerald Necklace is a great option for a scenic walk or cycle. It's a series of parks and green spaces that connect Brookline to Boston. For a shorter route, try the paved path along the Charles River.
  • Are there pet-friendly attractions in Brookline, MA?

    Many of Brookline's parks and green spaces are dog-friendly, including the Arnold Arboretum and the Charles River Esplanade. You can also find pet-friendly restaurants and cafes in the area.
  • What are the benefits of choosing a vacation rental in Brookline, MA?

    Vacation rentals offer more space and privacy than hotels, as well as the opportunity to cook your own meals. They're also often located in residential areas, giving you a more authentic experience of Brookline.

Destinations nearby

Best Brookline, MA holiday rentals with a balcony

Single Family,3 Bed, 3 Bath,harvard, Mit,hospitals - Brookline, MA
10 1 review
Brookline, MA
31/07 – 01/08
A$1318/nightfor 1 night

Single Family,3 Bed, 3 Bath,harvard, Mit,hospitals

3 2
apartment , Cambridge
This Cambridge apartment, situated near Central Square, is a 1.6km walk from John F. Kennedy Park and offers easy access to Harvard and MIT.
The 188 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, terrace, garden, and spa.
Large Studio Open Concept In Boston Zoo Franklin Park Near - Brookline, MA
8.1 23 reviews
Brookline, MA
22/12 – 02/01
A$306/nighttotal: A$3366 (11 )

Large Studio Open Concept In Boston Zoo Franklin Park Near

2 2
studio , Boston
This studio apartment is situated in the Franklin Park neighbourhood of Boston, just over 5 km from the Boston Museum of Fine Arts and JFK Presidential Library & Museum, offering a peaceful retreat from the city centre. The studio has received very good user ratings, a good location rating, and an excellent cleanliness rating.
The studio apartment is spacious, with a floor area of 85 square metres and a capacity for up to 4 guests. You'll enjoy the open-concept design, the private patio and sun terrace, and the hot tub, as well as the fully equipped kitchen, the washing machine, and the secure parking.
New! Boston Condo Near Mbta, 3 Mi To Fenway! (U2) - Brookline, MA
8.6 17 reviews
Brookline, MA
27/07 – 04/08
A$502/nighttotal: A$4016 (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.
Comforts Of Your Home In Tranquility By Harvard/mit - Brookline, MA
10 6 reviews
Brookline, MA
22/12 – 02/01
A$990/nighttotal: A$10890 (11 )

Comforts Of Your Home In Tranquility By Harvard/mit

3 2
apartment , Cambridge
This Mid-Cambridge apartment, conveniently located near Harvard Square, offers easy access to other Cambridge and Boston attractions.
This four-bedroom, two-bathroom dwelling boasts 176 square metres of living space, including a terrace, parking, and in-unit laundry facilities, comfortably accommodating eight guests with three queen beds and two extra-large single beds.

Best Brookline, MA holiday rentals with air conditioning

The Curie: Artistic • Eclectic Warmth • W/d - Brookline, MA
9.6 75 reviews
Brookline, MA
27/07 – 04/08
A$433/nighttotal: A$3464 (8 )

The Curie: Artistic • Eclectic Warmth • W/d

1 2
apartment , Boston
This Boston apartment, ideally situated near Boston College, Harvard University, and the Massachusetts Institute of Technology, offers easy access to the 'T' subway (a five-minute walk away).
The one-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen, in-unit laundry, two Roku TVs, a private balcony, and access to a complex with shared lounges, gyms, and games rooms.
Charming Studio On Boston's Iconic Newbury St. #8 - Brookline, MA
9.5 417 reviews
Brookline, MA
22/12 – 02/01
A$333/nighttotal: A$3663 (11 )

Charming Studio On Boston's Iconic Newbury St. #8

1 2
studio , Boston
This studio apartment is situated on Newbury Street in Boston's Back Bay neighbourhood, a short walk from the Hynes Convention Center and 1.3 kilometres from Fenway Park, and is in a bustling area with plenty of shops and restaurants. It has consistently received excellent ratings for cleanliness, location, and user experience.
The studio has one bedroom, one bathroom, and is 28 square metres in size, comfortably accommodating two guests. It comes equipped with free Wi-Fi, air conditioning, a kitchenette with a microwave and toaster, a walk-in shower, and a hair dryer, making it a convenient and comfortable base for exploring the city.
Stylish Studio In Fenway Neighborhood - Unit #306 - Brookline, MA
8.8 38 reviews
Brookline, MA
31/07 – 01/08
A$559/nightfor 1 night

Stylish Studio In Fenway Neighborhood - Unit #306

1 2
studio , Boston
This Boston studio apartment is located in the Fenway neighbourhood, a 0.8 km walk from Fenway Park and 0.4 km from the Museum of Fine Arts.
The 14 square metre self-catering unit sleeps two guests and includes a microwave, fridge, washing machine, free Wi-Fi, and air conditioning.
Modern Studio In Historic Boston - Garden Unit #4 - Brookline, MA
8.4 6 reviews
Brookline, MA
31/07 – 01/08
A$529/nightfor 1 night

Modern Studio In Historic Boston - Garden Unit #4

1 2
studio , Boston
This Boston studio apartment is situated in a historic neighbourhood, close to the Museum of Fine Arts, a 12-minute walk from Fenway Park, and 2.4km from the Massachusetts Institute of Technology (MIT).
The 14-square-metre self-catering apartment sleeps two, features a fully equipped kitchenette with a fridge and microwave, air conditioning, and in-unit laundry facilities.
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