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Brookline vacation rentals

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brookline vacation rentals

Monthly stays
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Stay near Brookline's top sights

Boston University110 locals recommend
Fenway Park815 locals recommend
Boston College69 locals recommend
Massachusetts Institute of Technology (MIT)330 locals recommend
Boston Children's Hospital38 locals recommend
Whole Foods Market1,155 locals recommend

Other great vacation rentals in Brookline

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Home in Marblehead

4.75 out of 5 average rating, 165 reviews

Walk to Everything Great about Marblehead!

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Condo in Cambridge

4.89 out of 5 average rating, 135 reviews

#1A-Cambridge Harvard MIT with In unit W/D!

Guest favorite

Rental unit in Medford

4.98 out of 5 average rating, 123 reviews

Couples Retreat - Apt in Charming Colonial Home

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Bungalow in Beachmont

4.82 out of 5 average rating, 128 reviews

Cape cod style seaside condo Boston, Airport,Train

Guest favorite

Guesthouse in West Roxbury

4.95 out of 5 average rating, 191 reviews

Country Cottage in the City

Guest favorite

Guest suite in Arlington

4.85 out of 5 average rating, 79 reviews

★Modern Studio-Private Entrance,Washer+Dryer★

Guest favorite

Rental unit in Swampscott

4.98 out of 5 average rating, 40 reviews

Ocean View Apartment 2nd Floor

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Rental unit in Jamaica Plain

4.84 out of 5 average rating, 108 reviews

JP Artist Oasis.

Show all

Quick stats about vacation rentals in Brookline

  • Total rentals

    1K properties

  • Total number of reviews

    42K reviews

  • Family-friendly rentals

    380 properties are a good fit for families

  • Pet-friendly rentals

    230 properties allow pets

  • Rentals with a pool

    60 properties have a pool

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Brookline?

    Make yourself at home in Brookline by choosing from our most frequently booked neighborhoods. We have over 1,780 vacation rentals in Chestnut Hill, over 3,660 vacation rentals in Brighton, and over 4,480 vacation rentals in Jamaica Plain.

  • Are there vacation rentals with a dedicated workspace in Brookline?

    Yes! Work meets play with ease at over 510 vacation rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Brookline?

    Four-legged friends are welcome in Brookline. Choose from more than 230 vacation rentals for guests traveling with pets.

  • Do townhouse rentals in Brookline have air conditioning?

    Absolutely! We offer over 10 townhouse rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Brookline have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Are there Brookline apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Brookline have wireless internet?

    Absolutely! We offer over 210 house rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Brookline?

    Brookline has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Brookline have a gym?

    Absolutely! We offer over 100 apartment rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Brookline?

    Experience the best of Brookline with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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