Vacation Rentals in Brookline, MA

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Brookline, MA holiday rentals
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1019 Holiday rentals and Airbnb in Brookline, MA

Uncover Top-Tier Family Holiday Rentals in Brookline, MA, United States

Give the entire crew plenty of space to relax and unwind after a busy day of sightseeing at family holiday rentals in Brookline, MA, United States.

Central Boston 2br Retreat Gym W&d Golf - Brookline, MA
No reviews

Central Boston 2br Retreat Gym W&d Golf

apartment, Boston
This two-bedroom, two-bathroom flat is located in Harvard's Enterprise Research Campus on Western Avenue, a short distance from Harvard Business School.
This modern apartment offers city skyline views, a garden, fitness centre, and parking, accommodating up to five guests with a fully equipped kitchen and air conditioning.
3br2bth Mit Harvard Td Garden Bos 2 Parking Spaces - Brookline, MA
9.4 13 reviews

3br2bth Mit Harvard Td Garden Bos 2 Parking Spaces

apartment, Somerville
This Somerville apartment, near Cambridge College and a 3.7km drive from Boston North Station and TD Garden, offers easy access to major attractions including the Freedom Trail (3.4km away) and Logan Airport (6.9km away).
The 107 square metre property features three bedrooms, two bathrooms, and sleeps up to 15 guests, boasting a fully equipped kitchen, private parking (a rarity in Somerville), a terrace, and free Wi-Fi.
West Roxbury Retreatnear Downtown Boston, Steps To Train & Bus,member Only Deal - Brookline, MA
9.8 105 reviews

West Roxbury Retreatnear Downtown Boston, Steps To Train & Bus,member Only Deal

apartment, Boston
This comfortable house is located in West Roxbury, a Boston neighbourhood, within 10 kilometres of Boston College, Northeastern University, and Fenway Park. It has received excellent user ratings, making it a popular choice for travellers visiting the city.
The property offers three bedrooms and two bathrooms, accommodating up to six guests, with a floor area of 134 square metres. It features a range of amenities, including a fully equipped kitchen, a Jacuzzi, a garden, and a terrace, perfect for relaxing after exploring the city.
Beautiful Retreat Close To Downtown Boston. Pets Friendly. - Brookline, MA
9.6 174 reviews

Beautiful Retreat Close To Downtown Boston. Pets Friendly.

apartment, Boston
This two-bedroom apartment in Dorchester is located just 3 kilometres from Franklin Park Zoo and within 10 kilometres of Northeastern University, Copley Square, Fenway Park, and Brigham and Women's Hospital. The apartment has excellent user, location and cleanliness ratings.
The apartment offers 93 square metres of living space. Guests can enjoy a range of amenities including a private yard, a fully equipped kitchen, free Wi-Fi, air conditioning, a jacuzzi, a terrace, a garden, parking, and barbecue facilities.

Best Brookline, MA holiday rentals with parking

Modern Room In Central Boston Queen Room(wavez#3) - Brookline, MA
No reviews

Modern Room In Central Boston Queen Room(wavez#3)

apartment, Boston
This one-bedroom flat in Boston's Roxbury district is conveniently located within 3 kilometres of Fenway Park and Faneuil Hall Marketplace, with Harvard Square and Copley Place shopping centres also nearby.
This pet-friendly apartment offers parking, air conditioning, a private balcony, and an indoor fireplace, accommodating up to two guests with a kitchen equipped with a fridge and microwave oven.
3 Bed 2 Bath Fenway/longwood Apartment - Brookline, MA
No reviews

3 Bed 2 Bath Fenway/longwood Apartment

apartment, Brookline
This three-bedroom, two-bathroom flat in Brookline offers excellent access to Boston, being a four-minute walk from the Green Line, 800 metres from the Longwood Medical Area, 1.6 kilometres from Fenway Park, and within 3.2 kilometres of Downtown Boston.
The accommodation includes air conditioning, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, providing comfortable lodging for up to six guests.
Curated Designer Retreat  Pool  Gym  Dining - Brookline, MA
9.9 107 reviews

Curated Designer Retreat Pool Gym Dining

apartment, Everett
This modern two-bedroom, two-bathroom flat in Everett offers easy access to Encore Boston Harbor and Assembly Row, with major motorways nearby for travel across Greater Boston.
Guests can enjoy a seasonal courtyard swimming pool (June-September), a 24/7 fitness centre, resident lounges, and co-working spaces, with an indoor pet wash station and a creative maker space also available.
Fantastic 3 Bedroom Condo.everything Is Brand New! - Brookline, MA
9.7 52 reviews

Fantastic 3 Bedroom Condo.everything Is Brand New!

apartment, Boston
This Boston apartment, a tastefully renovated three-bedroom condo in Lower Mills, offers easy access to the city centre via the nearby trolley and is within walking distance of local restaurants and shops.
The 3-bedroom property sleeps 5 guests, features in-unit laundry, free Wi-Fi, off-street parking, and modern amenities including TVs, a fully equipped kitchen with dishwasher, and central air conditioning.

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.

Popular destinations

Discover Holiday Rentals with a Balcony in Brookline, MA, United States

Relax outdoors and watch the town come alive from the elevated vantage of holiday rentals with a balcony in Brookline, MA, United States.

Modern 3br Boston Nest  Pet-friendly  Franklin Park & Red Line 558-2 - Brookline, MA
9.8 24 reviews

Modern 3br Boston Nest Pet-friendly Franklin Park & Red Line 558-2

apartment, Boston
This three-bedroom Dorchester apartment, conveniently located near Boston Harbour and Long Wharf, offers easy access to Fenway Park and the New England Aquarium, all within a reasonable driving distance.
Sleeping up to 13 guests (with extra fees after 6), this self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, air conditioning, reserved parking, and pet-friendly accommodation.
Free Parking & Bright 3br 1st-floor Apt  Pet-friendly Near I-93 & Boston 14-1 - Brookline, MA
9.2 18 reviews

Free Parking & Bright 3br 1st-floor Apt Pet-friendly Near I-93 & Boston 14-1

apartment, Milton
This Milton townhouse, near Blue Hills Reservation and with easy access to Boston city centre, offers a convenient location for exploring the area.
The 120-square-metre (approximately 1300 sq ft) ground-floor property sleeps up to nine guests (extra charges apply beyond four), boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, in-unit laundry, and parking; pets are welcome.
Historic And Charming Brownstone - Brookline, MA
9.8 61 reviews

Historic And Charming Brownstone

apartment, Boston
This Charlestown holiday home is situated less than 1.6km from the Bunker Hill Monument and within a 4.8km radius of Boston attractions including the Museum of Science, TD Garden, and Boston Common.
The 238 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, private yard, balcony, and free Wi-Fi in communal areas.
Family Retreat 4-bedroom Boston 1st-floor Apt W/free Parking  Pet-friendly 301 - Brookline, MA
9.2 17 reviews

Family Retreat 4-bedroom Boston 1st-floor Apt W/free Parking Pet-friendly 301

apartment, Boston
This Dorchester, Boston flat is situated approximately 16km from Boston city centre, offering easy access to Fenway Park and Logan International Airport.
The four-bedroom property sleeps twelve guests, boasting a fully equipped kitchen, private backyard with parking, and in-unit laundry facilities, plus two underground parking spaces and smart TVs in each bedroom.

Best Brookline, MA holiday rentals with air conditioning

Elegant Oasis With Pool And Gym - Brookline, MA
9.6 15 reviews

Elegant Oasis With Pool And Gym

apartment, Everett
This Everett apartment, conveniently located near Encore Boston Harbour (a 4-minute drive) and Assembly Row (a 6-minute drive), offers easy access to Chelsea station (a 14-minute walk).
The 93-square-metre (1000 square foot) self-catering property features two bedrooms, one bathroom, sleeps six, and includes a swimming pool, spa, garden, parking, and in-unit amenities such as a dishwasher, microwave, and laundry facilities.
Spacious 2bd/1.5ba In Southend 6209 - Brookline, MA
9.4 84 reviews

Spacious 2bd/1.5ba In Southend 6209

apartment, Boston
This South End, Boston flat is a 0.8km walk from Boston Medical Centre, a 3.2km walk from the Mass Ave subway station (Orange Line), and a 16-24km drive from Logan International Airport.
The two-bedroom, two-bathroom apartment sleeps four guests, features a fully equipped kitchen with dishwasher, in-building laundry (fee applies), and is pet-friendly (fees apply).
Spacious 3 Bed Near Fenway/longwood/boston - Brookline, MA
10 10 reviews

Spacious 3 Bed Near Fenway/longwood/boston

apartment, Brookline
This Brookline flat offers convenient access to the Longwood Medical Area, located just 805 metres away, and is a 4-minute walk from the Green Line, providing easy travel to Boston, with Fenway Park 1.6 kilometres distant.
This property accommodates up to six guests with a fully equipped kitchen, air conditioning in main rooms, and complimentary street parking nearby, ideal for those visiting Boston's medical and academic centres.
65intv:free Parking:longwood:king Bed:full Kitchen - Brookline, MA
10 1 review

65intv:free Parking:longwood:king Bed:full Kitchen

apartment, Brookline
This Brookline apartment offers convenient access to Boston attractions, including Fenway Park and Faneuil Hall Marketplace, although precise distances aren't specified.
The two-bedroom flat, sleeping up to five guests, includes a king-size and a twin bed plus a sofa bed, WiFi, heating, and a washing machine.

Book Your Next Luxury Holiday Rental in Brookline, MA, United States

Indulge in an upscale urban escape featuring elegant living spaces and concierge quality at luxury holiday rentals in Brookline, MA, United States.

Renovated Sunny 2br By Longwood & Green Line - Brookline, MA
8.8 70 reviews

Renovated Sunny 2br By Longwood & Green Line

apartment, Brookline

Browse Downtown Holiday Rentals in Brookline, MA, United States

Spend less time on public transport and more time visiting nearby sights from centrally located holiday rentals in Brookline, MA, United States.

Historic Brookline 3br W/parking & In-unit Laundry - Brookline, MA
9.9 31 reviews

Historic Brookline 3br W/parking & In-unit Laundry

apartment, Brookline
Cozy 1br Private Unit W/ Patio & Parking - Brookline, MA
10 2 reviews

Cozy 1br Private Unit W/ Patio & Parking

apartment, Brookline
Spacious 3 Bed Near Fenway/longwood/boston - Brookline, MA
10 10 reviews

Spacious 3 Bed Near Fenway/longwood/boston

apartment, Brookline
Renovated Sunny 2br By Longwood & Green Line - Brookline, MA
8.8 70 reviews

Renovated Sunny 2br By Longwood & Green Line

apartment, Brookline
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