Brookline vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Brookline vacation rentals

Stay near Brookline's top sights

Jamaica Pond218 locals recommend
Arnold Arboretum of Harvard University379 locals recommend
St. Elizabeth's Medical Center10 locals recommend
Brigham and Women's Hospital21 locals recommend
Boston College69 locals recommend
The Shops at Chestnut Hill56 locals recommend

Other great vacation rentals in Brookline

Other great vacation rentals in Brookline

Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 179 reviews

Light-filled Private Suite on Beautiful Street

Jul 9 – 16

€ 231 per night
Guest favorite

Apartment in Boston

4.98 out of 5 average rating, 251 reviews

Private & serene getaway in beautiful JP

Dec 1 – 8

€ 255 per night
Guest favorite

Guesthouse in Dedham

4.95 out of 5 average rating, 171 reviews

Country Cottage in the City

Apr 24 – May 1

€ 160 per night
Guest favorite

Home in Jamaica Plain

4.93 out of 5 average rating, 126 reviews

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Sep 23 – 30

€ 218 per night
Guest favorite

Apartment in Framingham

4.9 out of 5 average rating, 300 reviews

Apartment Floris

Oct 26 – Nov 2

€ 101 per night
Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 182 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Jan 30 – Feb 6

€ 157 per night
Guest favorite

Apartment in Watertown

4.88 out of 5 average rating, 326 reviews

Private studio close to Boston and Harvard square

Sep 14 – 21

€ 130 per night
Guest favorite

Apartment in Brookline

4.85 out of 5 average rating, 207 reviews

2 Bed Apartment-BU/Fenway/Longwood -free parking!

Jun 30 – Jul 7

€ 595 per night

Quick stats about vacation rentals in Brookline

  • Total rentals

    990 properties

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Rentals with a pool

    50 properties have a pool

  • Pet-friendly rentals

    240 properties allow pets

  • Family-friendly rentals

    350 properties are a good fit for families

  • Total number of reviews

    37K reviews

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 4,400 vacation rentals in Jamaica Plain, over 1,740 vacation rentals in Chestnut Hill, and over 3,570 vacation rentals in Brighton.

  • Do house rentals in Brookline have air conditioning?

    Absolutely! We offer over 160 house rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Brookline have a bbq area?

    Absolutely! We offer over 30 apartment 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 loft rentals in Brookline have wireless internet?

    Absolutely! We offer over 30 loft 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 boutique hotel rentals in Brookline have a gym?

    Absolutely! We offer over 10 boutique hotel rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Work meets play with ease at over 40 condo rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Brookline with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly condo rentals in Brookline?

    Four-legged friends are welcome in Brookline. Choose from more than 10 condo rentals for guests traveling with pets.

Destinations to explore