Holiday Rentals in Brookline, MA

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Brookline, MA holiday rentals
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Best Holiday rentals and Airbnb offers 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

Comforts Of Your Home In Tranquility By Harvard/mit - Brookline, MA
10 6 reviews
Brookline, MA
27/07 – 04/08
SG$896/nighttotal: SG$7168 (8 )

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.
Ideal North End 1brm Central To Everything - Brookline, MA
9.7 166 reviews
Brookline, MA
27/07 – 04/08
SG$446/nighttotal: SG$3568 (8 )

Ideal North End 1brm Central To Everything

1 2
apartment , Boston
This one-bedroom flat is situated in the North End, a historic Italian neighbourhood in downtown Boston, within walking distance of TD Garden, Faneuil Hall, the harbour, and the aquarium. This property has consistently received excellent ratings for its location, cleanliness and overall guest experience.
The flat is modern and well-designed, with a comfortable layout and a floor area of 51 square metres. You'll find a fully equipped kitchen, a comfortable bedroom with a queen-size bed, a modern bathroom, and access to a range of amenities including Wi-Fi, air conditioning, and a washing machine.
Sparkling Boston Home | Ac, Parking, Roku, Pets Ok - Brookline, MA
9.8 202 reviews
Brookline, MA
13/07 – 14/07
SG$1174/nightfor 1 night

Sparkling Boston Home | Ac, Parking, Roku, Pets Ok

1 5
house , Boston
This modern four-bedroom condo, sleeping up to ten guests, is situated in a quiet residential neighbourhood near the Charles River, within walking distance of Harvard Business School and Harvard Stadium.
The property boasts two and a half bathrooms, a private patio, off-street parking for two cars, and modern amenities including a fully equipped kitchen, Wi-Fi, and air conditioning throughout.
Charming 2br In Boston - Brookline, MA
9.9 16 reviews
Brookline, MA
22/12 – 02/01
SG$354/nighttotal: SG$3894 (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

Bright And Airy Newly Renovated, 2 Bedroom Apartment With Office! - Brookline, MA
9.8 7 reviews
Brookline, MA
27/07 – 04/08
SG$568/nighttotal: SG$4544 (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.
Brand New 2br House 20min Downtown Boston - Brookline, MA
9.8 12 reviews
Brookline, MA
13/07 – 14/07
SG$552/nightfor 1 night

Brand New 2br House 20min Downtown Boston

1 5
apartment , Boston
This two-bedroom house in Boston is situated approximately 5.1 kilometres from the Museum of Fine Arts and 5.9 kilometres from the JFK Presidential Library & Museum, offering good access to city attractions.
This newly built property provides 56 square metres of living space, accommodating up to nine guests with a fully equipped kitchen, free WiFi, and private parking, conveniently located within 6.4 to 6.7 kilometres of Back Bay, Fenway Park, and Boston South Station.
Brookline Lux - Rooftop Fenway T Bu Bc Simmons - Brookline, MA
Brookline, MA
22/12 – 02/01
SG$1530/nighttotal: SG$16830 (11 )

Brookline Lux - Rooftop Fenway T Bu Bc Simmons

4 2
apartment , Brookline
This four-bedroom, three-bathroom flat in Brookline's Corey Hill district offers a prime location, situated just 3.2 kilometres from Fenway Park and within easy reach of Coolidge Corner and Brookline Village, with convenient public transport links to Boston's key attractions.
This well-appointed residence accommodates up to 14 guests and features private deck access, shared rooftop views of the Boston Marathon route, in-unit laundry, and central heating and air conditioning, making it ideal for those visiting local universities like Boston University and Boston College.
Fun Houseboat. Walk To Boston Attractions Wifi - Brookline, MA
9.8 96 reviews
Brookline, MA
27/07 – 04/08
SG$407/nighttotal: SG$3256 (8 )

Fun Houseboat. Walk To Boston Attractions Wifi

1 2
houseboat , Boston
This houseboat is situated on the waterfront in Boston, within easy reach of the Charlestown Navy Yard, the Freedom Trail, and Boston Harbor. It boasts excellent user ratings, making it a popular choice for travellers.
The boat offers a comfortable 45 square metre space with a bedroom and bathroom, accommodating up to six guests. Guests can enjoy a range of amenities including a kitchen, terrace, garden, and free Wi-Fi, making it a perfect base for exploring Boston.

Frequently asked questions about holiday rentals in Brookline, MA

  • What should a first-time visitor not miss in Brookline, MA?

    Brookline has a lot to offer, but for a first-timer, you can't go wrong with a visit to the iconic Coolidge Corner Theatre, a historic cinema with a charming art deco feel. Take a stroll through the picturesque Larz Anderson Park, with its beautiful gardens and historic mansion. And if you're a fan of art, the Brookline Arts Center is a must-see, showcasing local talent and hosting engaging exhibitions.
  • What are the best Airbnb and vacation rentals in Brookline, MA?

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

    Coolidge Corner is a popular choice for visitors, with its vibrant atmosphere, independent shops, and restaurants. It's close to the Green Line T station, making it easy to explore Boston. For a more residential feel, consider the peaceful and family-friendly neighbourhood of Chestnut Hill, known for its tree-lined streets and proximity to the beautiful Chestnut Hill Reservoir.
  • What are the most popular Airbnbs in Brookline, MA?

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

    The Larz Anderson Park is perfect for families, with its sprawling grounds, playground, and the Larz Anderson Auto Museum. The Brookline Public Library offers a variety of children's programmes and events, and the Brookline Recreation Department organises numerous activities for families throughout the year.
  • What are the best vacation rentals with a pool in Brookline, MA?

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

    To avoid the peak season crowds and higher prices, consider booking your vacation rental in the shoulder seasons, such as spring (April-May) or autumn (September-October). However, if you're looking for a lively atmosphere, summer (June-August) offers many outdoor events and festivals.
  • What are the best rentals for families and kids in Brookline, MA?

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

    The annual Brookline Open Studios is a great opportunity to explore the local art scene, while the Brookline Farmers Market offers fresh produce and local crafts. In nearby Boston, you can catch the Boston Pops Fireworks Spectacular on the Fourth of July or the Boston Marathon in April, a truly iconic event.
  • What are the best rentals or Airbnbs with a jacuzzi in Brookline, MA?

    The best vacation 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 budget-friendly activities in Brookline, MA?

    Brookline has many free activities, including a walk around the picturesque Chestnut Hill Reservoir, a visit to the Brookline Public Library, or enjoying the outdoor concerts and events at Larz Anderson Park. The Brookline Farmers Market is also a great way to experience local culture without breaking the bank.
  • What are the best restaurants with local dishes in Brookline, MA?

    For a taste of New England, try the classic clam chowder at The Publick House, a historic tavern with a warm atmosphere. If you're looking for something more contemporary, The Blue Room offers a modern take on American cuisine with fresh, seasonal ingredients. And for a casual bite, The Spot serves up delicious sandwiches and salads.
  • What are the best walking or cycling routes in Brookline, MA?

    A walk or cycle along the Emerald Necklace, a chain of parks connecting Brookline to Boston, is a great way to enjoy the natural beauty of the area. The paved path around the Chestnut Hill Reservoir offers scenic views and is ideal for a leisurely stroll or bike ride. For a more challenging ride, try the paved bike path along the Charles River, which stretches for miles.
  • Are there pet-friendly attractions in Brookline, MA?

    Larz Anderson Park is a great place to take your furry friend for a walk, with its large open spaces and walking trails. Many of the restaurants in Coolidge Corner also have outdoor seating where you can enjoy a meal with your pet.
  • What are the benefits of choosing a vacation rental in Brookline, MA?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with kitchen facilities, allowing you to prepare your own meals and save on dining costs. Additionally, they provide a more authentic experience, allowing you to live like a local and enjoy the neighbourhood.
  • What are the top sports attractions and facilities in Brookline, MA?

    Brookline is home to the iconic Brookline Country Club, which has hosted numerous prestigious golf tournaments, including the US Open. The town also boasts several public parks with sports facilities, including tennis courts, basketball courts, and baseball fields. For a more casual experience, the Brookline Recreation Department offers a variety of sports programmes and activities for all ages.

Destinations nearby

Best Brookline, MA holiday rentals with a balcony

3bed / 3bath Home, 3 Parking Spots Close To Central Sq, Mit, Harvard. Walk To T. - Brookline, MA
9.2 17 reviews
Brookline, MA
22/12 – 02/01
SG$874/nighttotal: SG$9614 (11 )

3bed / 3bath Home, 3 Parking Spots Close To Central Sq, Mit, Harvard. Walk To T.

3 2
apartment , Cambridge
This three-bedroom apartment is located in The Port neighbourhood of Cambridge, just a short walk from Inman Square, Central Square, and Harvard University, all within a 6.4km drive. The apartment is perfect for families or groups of friends, offering 116 square metres of space for up to eight guests.
The apartment has a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as a private balcony, three parking spaces, high-speed Wi-Fi, smart TVs, and a washing machine and dryer. Enjoy the modern amenities and explore the city's attractions, with Boston just a 32km drive away.
3br Hotel Alternative - Walk To Kendall Square - Brookline, MA
Brookline, MA
22/12 – 02/01
SG$509/nighttotal: SG$5599 (11 )

3br Hotel Alternative - Walk To Kendall Square

3 2
apartment , Cambridge
This three-bedroom flat is located in Cambridge's Wellington-Harrington district, a short walk from Kendall and Inman Squares, with the Green Line train 965 meters away.
Spanning 84 square meters, this residence accommodates six guests and features a fully equipped kitchen, in-unit laundry, air conditioning with individual room control, a private garden deck, and off-street parking for one vehicle.
3 Bed Moreland St · Stunning 3+bd Under 10 Mins To Bos W/parking & W/d - Brookline, MA
9.8 22 reviews
Brookline, MA
27/07 – 04/08
SG$648/nighttotal: SG$5184 (8 )

3 Bed Moreland St · Stunning 3+bd Under 10 Mins To Bos W/parking & W/d

1 2
apartment , Medford
This Somerville apartment, less than 6.4 km from central Boston and a 1.6 km from Tufts University, offers easy access to Harvard (4 km) and MIT (4.8 km).
The ground-floor flat features four bedrooms, three bathrooms, parking for two cars, and a private entrance; it comfortably sleeps six guests and includes a fully equipped kitchen, gas fireplace, and terrace.
Brand New 4br House 20min Downtown Boston - Brookline, MA
9.9 37 reviews
Brookline, MA
13/07 – 14/07
SG$847/nightfor 1 night

Brand New 4br House 20min Downtown Boston

4 5
house , Boston
This spacious four-bedroom house is situated in a Boston suburb, approximately 6.4 kilometres from Back Bay and Fenway Park, offering easy access to attractions such as the Museum of Fine Arts and Logan Airport.
The 186-square-metre property boasts a family-friendly layout, accommodating up to 15 guests, with amenities including a fully equipped kitchen, free Wi-Fi, private parking, and on-site children's play and picnic areas.

Best Brookline, MA holiday rentals with air conditioning

Studio Allston Hotel Boston - Brookline, MA
8.5 6037 reviews
Brookline, MA
31/07 – 01/08
SG$422/nightfor 1 night

Studio Allston Hotel Boston

1 2
studio , Boston
The Studio Allston Hotel Boston is located in Allston, close to Harvard University and the Charles River, offering easy access to both. The hotel has received very good ratings for location, cleanliness, and overall user experience.
This studio apartment is spacious and comfortable. Guests can enjoy a range of amenities including a swimming pool, fitness centre, restaurant, bar, and parking.
Furnished Apartment - Brookline, MA
8.2 55 reviews
Brookline, MA
27/07 – 04/08
SG$484/nighttotal: SG$3872 (8 )

Furnished Apartment

2 2
apartment , Brookline
This Brookline apartment, a short 2.4km stroll from Boston University and 2.3km from Fenway Park, offers easy access to Boston's cultural attractions.
The 84 square metre self-catering property sleeps seven guests and includes two bedrooms, one bathroom, parking, and a fully equipped kitchen with appliances such as a dishwasher and microwave, along with complimentary Wi-Fi and air conditioning.
Stylish Studio In Historic Boston - Unit #209 - Brookline, MA
8.5 4 reviews
Brookline, MA
31/07 – 01/08
SG$505/nightfor 1 night

Stylish Studio In Historic Boston - Unit #209

1 2
studio , Boston
This Boston studio apartment is situated in a historic neighbourhood, a 5-minute walk from the Museum of Fine Arts and a 12-minute walk from Fenway Park, placing it within easy reach of MIT (2.4km), the Hynes Convention Centre, Back Bay (2.6km), and Boston University (2.6km).
The 14-square-metre self-catering unit sleeps two, offering a kitchenette with microwave and fridge, in-unit laundry, free Wi-Fi, cable TV, and air conditioning.
Modern Studio In Historic Boston - Unit #103 - Brookline, MA
8.9 19 reviews
Brookline, MA
31/07 – 01/08
SG$505/nightfor 1 night

Modern Studio In Historic Boston - Unit #103

1 2
studio , Boston
This Boston studio apartment is centrally located, a short walk from the Museum of Fine Arts, within 3.2km of the city centre, and close to Fenway Park, MIT, and Boston University.
The 14 square metre self-contained unit sleeps two guests and features a fully equipped kitchenette (fridge, microwave), in-unit laundry, free Wi-Fi, and air conditioning.
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