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

New Lux Boston Stay | Fenway|longwood|downtown|gym - Brookline, MA
Brookline, MA
22/12 – 02/01
SG$1707/nighttotal: SG$18777 (11 )

New Lux Boston Stay | Fenway|longwood|downtown|gym

4 2
apartment , Boston
This Mission Hill flat in Boston offers a quiet residential setting, approximately 1 kilometre from Boston Medical Centre and Northeastern University, and 1.3 kilometres from Brigham and Women's Hospital and Harvard Medical School, with Fenway Park a 13-minute drive away.
This spacious accommodation for up to 16 guests features four bedrooms, two bathrooms, a chef's kitchen, two living rooms, a home gym, and a game area with a pool table and arcade machine, including complimentary parking for two vehicles.
4br/4ba | Parking + Chef’s Kitchen | Near Bu/bc - Brookline, MA
10 29 reviews
Brookline, MA
22/12 – 02/01
SG$1347/nighttotal: SG$14817 (11 )

4br/4ba | Parking + Chef’s Kitchen | Near Bu/bc

4 2
apartment , Brookline
This Brookline flat is located in a peaceful district, just 100 metres from the Green Line transit and a short walk to numerous restaurants, offering convenient access to Boston.
This spacious four-bedroom, four-bathroom penthouse accommodates up to ten guests and features a chef's kitchen, a shared rooftop deck with skyline views, and complimentary garage parking.
Luxury 3br | Free Parking | Harvard/bu | Roku Tv - Brookline, MA
9.8 12 reviews
Brookline, MA
13/07 – 14/07
SG$1251/nightfor 1 night

Luxury 3br | Free Parking | Harvard/bu | Roku Tv

1 5
apartment , Boston
This three-bedroom flat is situated in Boston's Allston district, a mere 19 kilometres from Downtown Boston and minutes from Harvard University, Fenway Park, and the Charles River.
This family-friendly 121 square metre residence accommodates up to eight guests and offers high-speed Wi-Fi, air conditioning, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher.
2 Bdrm Apt W/ Tower In Jp Victorian - Brookline, MA
9.9 530 reviews
Brookline, MA
22/12 – 02/01
SG$280/nighttotal: SG$3080 (11 )

2 Bdrm Apt W/ Tower In Jp Victorian

2 2
apartment , Boston
This Jamaica Plain flat, close to Franklin Park in Boston, offers easy access to the park's amenities and trails.
The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, and a shared garden, plus baby equipment is available.

Best Brookline, MA holiday rentals with parking

Stay In Comfort And Style! Encore Private Suite + Free Parking! Close To Boston! - Brookline, MA
9.6 15 reviews
Brookline, MA
27/07 – 04/08
SG$300/nighttotal: SG$2400 (8 )

Stay In Comfort And Style! Encore Private Suite + Free Parking! Close To Boston!

1 2
apartment , Everett
This one-bedroom flat is located in Everett, just 3.4 kilometres from Encore Boston Harbor and within a 10-kilometre radius of attractions like TD Garden, Boston Harbor, Harvard University, and MIT. It's situated in a quiet neighbourhood, offering a peaceful escape from the city's hustle and bustle. This apartment has received excellent user reviews, making it a popular choice for travellers.
The 84 square metre flat comfortably sleeps two guests and features a fully equipped kitchen, a modern bathroom, and a relaxing fireplace. You'll also have access to free Wi-Fi, a smart TV, a washing machine, and parking, ensuring a comfortable and convenient stay.
Spacious Home ~Families & Groups~ Parking~backyard - Brookline, MA
10 134 reviews
Brookline, MA
13/07 – 14/07
SG$1194/nightfor 1 night

Spacious Home ~Families & Groups~ Parking~backyard

1 5
apartment , Boston
This spacious Boston Airbnb, a five-bedroom house sleeping twelve, is situated in a quiet neighbourhood approximately 3-5 km from Northeastern University, Fenway Park, and Boston Common.
The 280 sq m property boasts a fully equipped kitchen with two ovens, a fenced backyard, on and off-street parking for two cars, and top-notch amenities including laundry facilities, air conditioning, and central heating.
5br World Cup Stay Sleeps 16 Parking Walk To Train Easy Access To Stadium - Brookline, MA
10 5 reviews
Brookline, MA
25/06 – 28/06
SG$1812/nighttotal: SG$5436 (3 )

5br World Cup Stay Sleeps 16 Parking Walk To Train Easy Access To Stadium

5 7
apartment , Boston
This Boston holiday home, situated in Dorchester, is an 8-minute walk from a train station, 9.2km from the city centre, and 4.8km from the beach.
Sleeping up to 14 guests, this five-bedroom, 2.5-bathroom property boasts a kitchen with fridge, microwave, and dishwasher, plus Wi-Fi, parking, and in-unit laundry facilities; nearby attractions include the Museum of Fine Arts and Berklee College of Music.
Luxury 3br Apt In Boston With Roku Tv - Brookline, MA
9.8 4 reviews
Brookline, MA
25/06 – 28/06
SG$1091/nighttotal: SG$3273 (3 )

Luxury 3br Apt In Boston With Roku Tv

3 7
apartment , Boston
This 3-bedroom luxury flat in Boston is located approximately 3-5 kilometres from Fenway Park, Back Bay, and Boston University, with the Museum of Fine Arts a 18-minute walk away.
This spacious accommodation covers 112 square metres, offering three bedrooms, a living room, a fully equipped kitchen, two bathrooms, air conditioning, and free WiFi for up to 19 guests.

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

Renovated Boston Condo | Near T - Brookline, MA
9.6 9 reviews
Brookline, MA
22/12 – 02/01
SG$968/nighttotal: SG$10648 (11 )

Renovated Boston Condo | Near T

4 2
apartment , Boston
This Roxbury flat is situated 0.8km from Franklin Park Zoo and 3.9km from Northeastern University, offering easy access to Boston's Longwood Medical Area and excellent public transport links via Green Street and Stony Brook stations.
The 4-bedroom, 2-bathroom property sleeps 9 guests and includes a fully equipped kitchen, in-unit laundry, a terrace, and parking; nearby activities include exploring Franklin Park Zoo and visiting Northeastern University.
Spacious 5 Br Boston Home Near Train & Parking - Brookline, MA
Brookline, MA
25/06 – 28/06
SG$1656/nighttotal: SG$4968 (3 )

Spacious 5 Br Boston Home Near Train & Parking

4 7
apartment , Boston
This 5-bedroom Boston flat is located between 5.5 and 7.4 kilometres from the JFK Presidential Library & Museum and the Boston Tea Party Ship & Museum, with Logan Airport situated 8 kilometres away.
This spacious flat offers 5 bedrooms, can accommodate up to 29 guests, and features private parking, complimentary WiFi, a garden, a terrace, and a fully equipped kitchen, with air conditioning for comfort.
Elite Resort Home  Pool, Jacuzzi, Basketball  Sleeps 16+ King Bedsshuttle - Brookline, MA
Brookline, MA
25/06 – 28/06
SG$3262/nighttotal: SG$9786 (3 )

Elite Resort Home Pool, Jacuzzi, Basketball Sleeps 16+ King Bedsshuttle

3 7
apartment , Everett
This professionally managed luxury flat in Everett offers a 5-star retreat with seamless check-in and tailored concierge services, conveniently situated within 5 kilometres of Boston's Museum of Science and Museum of Fine Arts, and easily accessible to Encore Boston Harbor and TD Garden.
This spacious 139-square-metre residence accommodates up to 16 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, tennis court, and parking, ensuring a hotel-style hospitality experience with the privacy of home.
Large Studio Open Concept In Boston Zoo Franklin Park Near - Brookline, MA
8.1 23 reviews
Brookline, MA
22/12 – 02/01
SG$277/nighttotal: SG$3047 (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.

Best Brookline, MA holiday rentals with air conditioning

M.i.t. * Harvard * The Cambridgeport On Putnam - Brookline, MA
10 64 reviews
Brookline, MA
13/07 – 14/07
SG$836/nightfor 1 night

M.i.t. * Harvard * The Cambridgeport On Putnam

1 5
apartment , Cambridge
This Cambridgeport apartment, situated in a prime location a short walk from Harvard, MIT, and Boston University, offers easy access to Cambridge's key attractions and the Central MBTA Red Line station.
The three-bedroom property features an open-plan layout, accommodating up to seven guests with queen and full-size beds plus a sofa bed, complete with a fully equipped kitchen including a dishwasher, in-unit laundry, and multiple TVs with streaming capabilities.
Mit/harvard/kendall/central 3br With 1 Parking - Brookline, MA
9.6 234 reviews
Brookline, MA
13/07 – 14/07
SG$477/nightfor 1 night

Mit/harvard/kendall/central 3br With 1 Parking

1 5
apartment , Cambridge
This Greek Revival-style house in Cambridge, Massachusetts, is centrally located within 1.9–3.8 km of MIT, Harvard University, Kendall Square, Central Square, and Inman Square, and is also close to the Red and Green Line subway stations.
The 3-bedroom property sleeps 6, features a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews; nearby activities include exploring the many historical sites and vibrant cultural attractions of Cambridge.
Harvard, B.u. M.i.t. Fenway Park Convenient Comfortable & Spacious 3br Apartment - Brookline, MA
9.6 12 reviews
Brookline, MA
13/07 – 14/07
SG$950/nightfor 1 night

Harvard, B.u. M.i.t. Fenway Park Convenient Comfortable & Spacious 3br Apartment

3 5
apartment , Cambridge
This Cambridgeport apartment, situated in a prime location steps from restaurants and public transport, offers easy walking access to Harvard, MIT and Boston University campuses.
The 139-square-metre (1496-square-foot) property features three bedrooms sleeping up to eight guests, a fully equipped kitchen with dishwasher, in-unit laundry, and multiple TVs with streaming services; nearby attractions include the Charles River and Fenway Park, a 22-minute walk away.
Excellent Hotel Alternative! 1.5 Miles To Center,  Fort Hill Inn,  Boston - Brookline, MA
9.7 1127 reviews
Brookline, MA
11/10 – 15/10
SG$319/nighttotal: SG$1276 (4 )

Excellent Hotel Alternative! 1.5 Miles To Center, Fort Hill Inn, Boston

1 2
apartment , Boston
This apartment is situated in Roxbury, within easy reach of Longwood Medical Area, Northeastern University, Fenway Park and Boston University, making it a great base for exploring Boston's diverse neighbourhoods. It has received excellent user ratings for location, cleanliness and overall experience.
The flat is well-equipped with a modern kitchen, a washing machine and free parking, and offers a quiet and smoke-free environment. Guests can enjoy a comfortable stay with access to a garden, free Wi-Fi and a Smart TV with cable channels.
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