The 10 best holiday rentals in Brookline, USA | Booking.com
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Holiday Rentals in Brookline

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The best holiday rentals in Brookline

Check out our pick of great holiday rentals in Brookline

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Most booked holiday rentals in Brookline and surroundings in the past month

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Enjoy breakfast in Brookline and nearby

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 1,000 reviews

    Located 5 minutes’ walk from Symphony Hall, this Boston guest house features shared outdoor terraces. Fenway Park, home of the Boston Red Sox, is 1 mile away.

    From US$471.30 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 9 reviews

    Located in Brookline, 2.7 km from Fenway Park and 2.7 km from Boston Museum of Fine Arts, Skyrise Two Stories - Centrally Located offers air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Featuring a spa bath, Cozy 1 Bed, 1 Bath In Brookline Village is located in Brookline. This apartment provides accommodation with a patio.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 6 reviews

    Located in Brookline, 2.7 km from Fenway Park and 2.8 km from Boston Museum of Fine Arts, Modern Townhome, boston Vacation,2 Bath, pkg,deck provides air-conditioned accommodation with a patio and free...

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Featuring a spa bath, Boston Vacation, longwood Medical, mins To Mbta, pkg is located in Brookline.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Featuring a spa bath, Great 1 Bed Close To Longwd Med, Fenway, Parkng is located in Brookline.

  • Scored out of 10, guest rating 5.5
    Passable - What previous guests thought, 2 reviews

    Featuring a spa bath, Steps To Longwood Medical, mbta,boston,shopping,pkg is located in Brookline. The 2-star apartment is 2.7 km from Boston Museum of Fine Arts.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 4 reviews

    Offering a shared lounge and city view, A Stylish Stay w/ a Queen Bed, Heated Floors.. #17 is set in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University.

    From US$300.47 per night

Highly rated holiday rentals in Brookline and nearby

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 627 reviews

    This historic guest house is located in Boston's Back Bay district, only 2 minutes' walk from the Hynes Convention Center and various shops along Newbury Street.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 255 reviews

    Situated 2.2 km from Carson Beach and 3.6 km from Jfk Presidential Library & Museum, Boston Monadnock Properties features free WiFi and units fitted with a kitchen, patio and seating area.

    From US$197.97 per night
  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 839 reviews

    Located within a 800 metres radius of Harvard Square and Harvard University, this Cambridge inn offers free WiFi access throughout the property.

    From US$294.14 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 564 reviews

    Located 230 metres from the famed Harvard University and set in the heart of Harvard Square, this charming guesthouse offers cozy accommodations, a delicious free daily breakfast and an on-site...

    From US$374.15 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 32 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #6 is an accommodation situated in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 23 reviews

    Offering city views, Charming & Stylish Studio on Beacon Hill #3 is an accommodation situated in Boston, 600 metres from Boston Common and 600 metres from Beacon Hill.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 355 reviews

    Set in Boston, 4.2 km from Jfk Presidential Library & Museum and 6.9 km from Boston Museum of Fine Arts, Beautiful Victorian house, Room offers accommodation with free WiFi in a historic building.

    From US$171.75 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 82 reviews

    Situated in Boston, 4.2 km from Jfk Presidential Library & Museum and 6.9 km from Boston Museum of Fine Arts, Beautiful 2-Bedroom, 2-Bath Townhouse features air-conditioned accommodation with a...

These holiday rentals in Brookline and nearby have options with free cancellation

  • Scored out of 10, guest rating 6.2
    Pleasant - What previous guests thought, 7 reviews

    Boasting city views, A Stylish Stay w/ a Queen Bed, Heated Floors.. #33 offers accommodation with a shared lounge and a balcony, around 2.8 km from Fenway Park.

    From US$269.20 per night
  • Scored out of 10, guest rating 2.0
    Very poor - What previous guests thought, 2 reviews

    Offering a shared lounge and city view, A Stylish Stay w/ a Queen Bed, Heated Floors.. #37 is set in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University.

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 9 reviews

    Offering a shared lounge and city view, A Stylish Stay with a King Bed and Heated Floors #27 is situated in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University.

    From US$261.94 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews

    Situated in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #18 offers a shared lounge and air conditioning.

  • Modern Studio, quick train to Boston..#16

    Brookline
    Free cancellation options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 20 reviews

    Set in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, Modern Studio, quick train to Boston..#16 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 4 reviews

    Located in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #22 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 7 reviews

    Set in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #1 offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 9 reviews

    Set in Brookline, 2.8 km from Fenway Park and 3.5 km from Boston University, A Stylish Stay w/ a Queen Bed, Heated Floors.. #11 offers a shared lounge and air conditioning.

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Holiday rentals that guests love in Brookline

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  • Cozy 1 Bed, 1 Bath In Brookline Village

    Holiday Rental in Brookline
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review
    Location was great - super close to the T. Right in Brookline Village, so plenty of restaurants and coffee shops. The apartment was very quiet, nicely decorated, big for its size, and indeed sunny (the view isnt great but having all those windows was really nice)!
    Guest review by
    Que_Sera_Sera
    Solo traveller