Brookline vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Brookline

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Boston
Artistic charm in hip J.P.
It's a quaint efficiency apartment with a private entrance, private bathroom, full kitchen, eat in area and a work space. The bedroom is roomy with a comfy bed perfect for a single traveler or a couple. The apartment is thoroughly cleaned for each guest and all bedding is washed prior to your stay. 5 minute walk to the MBTA train downtown. 10 walk to the bus to hospitals and Museum of Fine Arts. Close to Jamaica Pond and many parks, restaurants, Sam Adams Brewery, grocery shops and bike rentals.
Apr 20 – 27Individual Host,
€ 163 per night
4.91 out of 5 average rating, 142 reviews
Guest favorite
Guest suite in Boston
Cozy Private Garden Studio near the Heart of JP
Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is a microwave, fridge, counter and and sink but no stove or cooking options.
Aug 19 – 26Individual Host,
€ 132 per night
4.91 out of 5 average rating, 192 reviews
Superhost
Condo in Brookline
Newly renovated Brookline 1bd Apartment
Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1
May 6 – 13Individual Host,
€ 363 per night
4.84 out of 5 average rating, 112 reviews

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

Guest favorite
Apartment in Boston
Quirky studio in Jamaica Plain
Individual Host
4.95 out of 5 average rating, 114 reviews
Guest favorite
Home in Jamaica Plain
Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Jul 1 – 8Professional Host,
€ 211 per night
4.93 out of 5 average rating, 126 reviews
Superhost
Apartment in Brookline
★Location ★ Walk to Subway ★ One free parking spot
Jun 8 – 15Individual Host,
€ 460 per night
4.83 out of 5 average rating, 417 reviews
Guest favorite
Apartment in Brookline
2 Bed Apartment-BU/Fenway/Longwood -free parking!
Jul 15 – 22Individual Host,
€ 576 per night
4.85 out of 5 average rating, 203 reviews
Guest favorite
Apartment in Newton
Convenience Penthouse Suite W/Parking in Newton
Dec 13 – 20Individual Host,
€ 182 per night
4.95 out of 5 average rating, 222 reviews
Guest favorite
Apartment in Boston
Welcoming 2 Bedroom Apt - Close proximity to MBTA
Nov 9 – 16Individual Host,
€ 194 per night
4.97 out of 5 average rating, 212 reviews
Superhost
Guest suite in Boston
Boston guest suite
Aug 28 – Sep 4Individual Host,
€ 178 per night
4.86 out of 5 average rating, 317 reviews
Guest favorite
Condo in Boston
Historic JP Brownstone with Parking. Pets Welcome!
Aug 25 – Sep 1Individual Host,
€ 191 per night
4.88 out of 5 average rating, 474 reviews
Guest favorite
Guest suite in Watertown
Private 1BR Pied-a-terre
Aug 2 – 9Individual Host,
€ 101 per night
4.92 out of 5 average rating, 261 reviews
Guest favorite
Apartment in Newton
Newton Decorator's Guest Suite
Aug 24 – 31Individual Host,
€ 177 per night
4.87 out of 5 average rating, 103 reviews
Guest favorite
Guest suite in Newton
Sunny 3rd floor Studio - Near Boston
Jun 15 – 22Individual Host,
€ 114 per night
4.92 out of 5 average rating, 126 reviews
Guest favorite
Guesthouse in Boston
The Red Door Carriage House
Nov 21 – 28Individual Host,
€ 355 per night
4.99 out of 5 average rating, 229 reviews

Other great vacation rentals in Brookline

Guest favorite
Guesthouse in Newton
Charming 2-story private Guesthouse
Jun 23 – 30Individual Host,
€ 391 per night
4.93 out of 5 average rating, 210 reviews
Guest favorite
Apartment in Newton
Country Charm minutes from the Hub - 1st Floor Apt
Apr 14 – 21Individual Host,
€ 64 per night
4.86 out of 5 average rating, 456 reviews
Superhost
Home in Boston
Now avail. Jamaica Pd and Arboretum 20 min Boston
Mar 26 – Apr 2Individual Host,
€ 259 per night
4.91 out of 5 average rating, 120 reviews
Guest favorite
Guest suite in Arlington
Modern and comfortable studio apartment
Jan 1 – 8Individual Host,
€ 121 per night
4.92 out of 5 average rating, 192 reviews
Guest favorite
Loft in Boston
Sunny Artist Loft In Historic Brownstone
Aug 13 – 20Individual Host,
€ 184 per night
4.93 out of 5 average rating, 196 reviews
Guest favorite
Home in Newton
Modern, warm & inviting home!
Nov 2 – 9Individual Host,
€ 572 per night
4.95 out of 5 average rating, 171 reviews
Guest favorite
Apartment in Cambridge
Spacious Strawberry Hill Suite (West Cambridge)
Mar 29 – Apr 5Individual Host,
€ 145 per night
4.94 out of 5 average rating, 457 reviews
Guest favorite
Home in Dedham
Private apartment close the city!
Apr 11 – 18Professional Host,
€ 75 per night
4.85 out of 5 average rating, 484 reviews
Guest favorite
Apartment in Brookline
Brookline - Mod Apartment in Classic Neighborhood
Apr 18 – 25Individual Host,
€ 345 per night
5.0 out of 5 average rating, 87 reviews
Guest favorite
Apartment in Boston
New 3 bedroom, 2 bath unit, meadow view!
Apr 17 – 24Individual Host,
€ 552 per night
4.97 out of 5 average rating, 36 reviews
Guest favorite
Home in Brookline
Pretzel Factory Loft w/Peloton
Feb 27 – Mar 6Individual Host,
€ 626 per night
4.9 out of 5 average rating, 80 reviews
Guest favorite
Condo in Boston
BC/BU Area - Renovated Penthouse 3-bedroom/2-bath
Dec 13 – 20Individual Host,
€ 465 per night
4.93 out of 5 average rating, 59 reviews

Quick stats about vacation rentals in Brookline

Total rentals

1K properties

Rentals with dedicated workspaces

450 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

210 properties allow pets

Family-friendly rentals

340 properties are a good fit for families

Total number of reviews

38K 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 4,320 vacation rentals in Jamaica Plain, over 3,550 vacation rentals in Brighton, and over 1,720 vacation rentals in Chestnut Hill.

  • Do hotel rentals in Brookline have air conditioning?

    Absolutely! We offer over 10 hotel 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 40 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Brookline have wireless internet?

    Absolutely! We offer over 90 condo rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Brookline?

    Brookline has more than 50 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do hotel rentals in Brookline have a gym?

    Absolutely! We offer over 10 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 50 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 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.

  • 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