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

Charming Boston Single Fam Home Near Commuter Rail - Brookline, MA
9.9 44 reviews
Brookline, MA
22/12 – 02/01
A$437/nighttotal: A$4807 (11 )

Charming Boston Single Fam Home Near Commuter Rail

1 2
apartment , Boston
This West Roxbury apartment, in Boston, Massachusetts, enjoys a peaceful location close to the commuter rail for easy access to Boston city centre, and is within a short distance (approximately 1.6 km) of the Longwood Medical Area.
The three-bedroom property, sleeping five guests, offers a fully equipped kitchen, a finished basement with exercise equipment, a fully fenced backyard and is conveniently located near Centre Street's shops and restaurants.
Deal 15% Off Cozy 3br Boston Apt W/free Parking Near Downtown-red Line-highways - Brookline, MA
10 3 reviews
Brookline, MA
27/07 – 04/08
A$619/nighttotal: A$4952 (8 )

Deal 15% Off Cozy 3br Boston Apt W/free Parking Near Downtown-red Line-highways

3 2
apartment , Boston
This Dorchester, Boston flat is conveniently located near the Shawmut subway station (a 4-minute walk) and offers easy access to the Boston Convention and Exhibition Centre (a 14.5-kilometre drive) and Copley Square (also a 14.5-kilometre drive).
The three-bedroom, one-bathroom property sleeps up to 13 guests, features a fully equipped kitchen including a dishwasher, in-unit laundry, and free on-site parking, alongside air conditioning and Wi-Fi.
Charming 2br Apt | Roku Hdtv | Sleeps 8 - Brookline, MA
9.0 42 reviews
Brookline, MA
25/06 – 28/06
A$826/nighttotal: A$2478 (3 )

Charming 2br Apt | Roku Hdtv | Sleeps 8

1 7
apartment , Boston
This centrally located Boston apartment, registered as STR-599118, offers easy access to numerous attractions, though precise distances to specific landmarks are not provided.
The two-bedroom, one-bathroom flat sleeps eight guests and includes a kitchen, air conditioning, internet access, and parking.
Roslindale Village Condos - Brookline, MA
9.0 323 reviews
Brookline, MA
25/06 – 28/06
A$1260/nighttotal: A$3780 (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.

Best Brookline, MA holiday rentals with parking

Modern 1br Near Encore Ovbr - Brookline, MA
9.0 2 reviews
Brookline, MA
27/07 – 04/08
A$392/nighttotal: A$3136 (8 )

Modern 1br Near Encore Ovbr

1 2
apartment , Everett
This Everett apartment, situated near the Encore Boston Harbor casino (a 1.6km walk), offers easy access to Boston attractions such as the Seaport and Fenway Park (a 17-24km drive).
The 65 square metre flat comprises one bedroom, one bathroom, and accommodates three guests, boasting amenities including a fully equipped kitchen, free on-site parking, and a self-check-in system.
3-bedroom Apt (9b2) 20-minuite To Downtown Boston - Brookline, MA
9.9 233 reviews
Brookline, MA
13/07 – 14/07
A$606/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.
King Bed 3 Min > Washington Sq  1 Min >T - Brookline, MA
Brookline, MA
22/12 – 02/01
A$519/nighttotal: A$5709 (11 )

King Bed 3 Min > Washington Sq 1 Min >T

1 2
apartment , Brookline
This one-bedroom flat in Brookline's Aspinwall Hill district is a minute's walk from the T Station and 5 minutes from Washington Square, offering convenient access to Boston's attractions including Fenway Park.
This pet-friendly residence on the third floor accommodates up to three guests and includes a fridge, microwave, and dishwasher, with a free parking spot located a 5-minute walk away.
5 Mi To Dtwn Boston! Family-friendly Medford Apt - Brookline, MA
9.8 17 reviews
Brookline, MA
27/07 – 04/08
A$471/nighttotal: A$3768 (8 )

5 Mi To Dtwn Boston! Family-friendly Medford Apt

2 2
apartment , Medford
This South Medford apartment, ideally situated near the Museum of Science (4.8km) and Boston Logan International Airport (11.3km), offers easy access to Boston's attractions including the Boston Tea Party Ships & Museum and The Greenway Carousel.
The 93 square metre dwelling comprises two bedrooms, one bathroom, sleeps five guests comfortably in a King, Queen, and Twin Bunk Bed configuration, and boasts a fully equipped kitchen, in-unit laundry, three Smart TVs, a private patio with fire pit, and driveway parking.

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

Modern 5br Near Downtown Boston Private Parking, Backyard & Walk To Train - Brookline, MA
10 2 reviews
Brookline, MA
25/06 – 28/06
A$1854/nighttotal: A$5562 (3 )

Modern 5br Near Downtown Boston Private Parking, Backyard & Walk To Train

5 7
apartment , Boston
This Dorchester, Boston flat is conveniently located near the 'T' subway, offering easy access to attractions such as Boston Common and the Boston Harbour.
The spacious five-bedroom duplex sleeps fifteen guests, boasting a fully equipped kitchen with dishwasher, in-unit laundry, driveway parking, and free Wi-Fi.
80-3 3br Boston - Charming Apt Near Dorchester Center - Brookline, MA
9.5 4 reviews
Brookline, MA
27/07 – 04/08
A$731/nighttotal: A$5848 (8 )

80-3 3br Boston - Charming Apt Near Dorchester Center

3 2
apartment , Boston
This three-bedroom Boston apartment is situated near Harvard Square, approximately 5.5 km from the John F. Kennedy Presidential Library and Museum and 8 km from South Station.
The 111-square-metre property boasts a spacious layout with a fully equipped kitchen, private balcony and terrace, parking, and concierge service, comfortably accommodating up to 21 guests.
Charming Harvard Victorian - Brookline, MA
9.4 451 reviews
Brookline, MA
27/07 – 04/08
A$768/nighttotal: A$6144 (8 )

Charming Harvard Victorian

5 2
apartment , Cambridge
This Cambridge apartment is located just a short walk from Harvard Square and John F. Kennedy Park, making it perfect for exploring the city's vibrant cultural scene. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has five bedrooms and two bathrooms, comfortably accommodating up to ten guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, free Wi-Fi, and a patio with garden views, making it ideal for families and groups looking for a relaxing retreat.
Beautiful 2br In Savin Hill Boston - Brookline, MA
10 1 review
Brookline, MA
27/07 – 04/08
A$458/nighttotal: A$3664 (8 )

Beautiful 2br In Savin Hill Boston

1 2
apartment , Boston
This Savin Hill flat offers convenient access to Carson Beach, 2.1 kilometres away, and the JFK Presidential Library and Museum, 4 kilometres from the property.
This non-smoking 2-bedroom flat, covering 98 square metres and accommodating one guest, features air conditioning, complimentary WiFi, and a fully equipped kitchen.

Best Brookline, MA holiday rentals with air conditioning

World Cup Home: 25 Min To Stadium - Brookline, MA
10 2 reviews
Brookline, MA
25/06 – 28/06
A$877/nighttotal: A$2631 (3 )

World Cup Home: 25 Min To Stadium

1 7
apartment , Boston
This Victorian house in Boston's Bellevue Hill neighbourhood provides excellent access to both Gillette Stadium, 56 kilometres away by commuter rail, and downtown Boston, a 16- to 19-kilometre journey via the same service.
This family-friendly property accommodates up to eight guests with four bedrooms, a well-equipped kitchen, a formal dining room, and a private garden featuring a playground, BBQ area, and seating for eight, all within walking distance of shops, restaurants on Centre Street and Billings Field.
Fully-equipped, Private 1st Floor 1-bed/1-bath Apt - Brookline, MA
9.9 191 reviews
Brookline, MA
22/12 – 02/01
A$324/nighttotal: A$3564 (11 )

Fully-equipped, Private 1st Floor 1-bed/1-bath Apt

1 2
apartment , Boston
This one-bedroom flat is situated in Jamaica Plain, a tranquil neighbourhood just under a kilometre from public transport, shops, and restaurants, and less than 30 minutes from Boston city centre by train or car. The property boasts a fully equipped kitchen, a private back porch, and a comfortable queen-size bed, perfect for a relaxing stay in the city.
Cozy 3bd/1ba In Boston | Franklin Zoo, Boston Comm - Brookline, MA
9.2 13 reviews
Brookline, MA
13/07 – 14/07
A$646/nightfor 1 night

Cozy 3bd/1ba In Boston | Franklin Zoo, Boston Comm

3 5
apartment , Boston
This Boston flat offers easy access to the city centre and surrounding attractions, with public transport a short walk away.
This 3-bedroom flat accommodates up to 13 guests and features a fully stocked kitchen, in-unit laundry, a smart TV, and a dedicated workspace, with free street parking available nearby.
Nightingale Boston Hideaway - Brookline, MA
Brookline, MA
25/06 – 28/06
A$875/nighttotal: A$2625 (3 )

Nightingale Boston Hideaway

3 7
apartment , Boston
This Boston flat is located 3.9 kilometres from the Museum of Fine Arts and 4.8 kilometres from Back Bay, offering easy access to the JFK Presidential Library & Museum, also 5.1 kilometres away.
This spacious apartment accommodates up to 15 guests, featuring two bathrooms, free WiFi, a fully equipped kitchen, and complimentary private parking, with air conditioning and a 10:00 AM check-out.
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