
Holiday rentals in Brookline
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Brookline
Guests agree: these stays are highly rated for location, cleanliness and more.

Ann and Esther's Cozy Studio near the Heart of JP
This airy and light private studio is set in a beautiful, secluded backyard/garden. Close 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 microwave, fridge, counter w/ sink. No stove or cooking. We decline requests for dates >6 mos ahead. Then Insta-Book.

Brookline - Mod Apartment in Classic Neighborhood
So convenient! Walk to Boston U., Coolidge Crnr, Fenway Park and Allston Village for shopping, restaurants, entertainment. Just 3 miles from downtown. 2 blocks from MBTA Station-easy commute to Longwood Med Ctr, Harvard, MIT, Boston College, the Financial District and more. Beautiful, spacious, newly renovated one bedroom apartment – open floor plan, fabulous kitchen and spa bathroom. Designer furnishings throughout and fully equipped. Ideal for the long term biz traveler or couples on holiday.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

New Luxury 2B2B Apartment, One Free Parking
This is a NEWLY renovated, luxurious 2B2B apartment. Comes with high-quality linens, towels, cookware and tableware. Location is Great, A short walk to T-Stop, restaurants, cafés, groceries and more. 1 mile to Longwood Medical Area , Fenway and BU. Pets friendly, need to be approved prior to booking. additional $200 per pet will apply. Our places are professionally cleaned & sanitized. bleached Linens and towels. Separate Air conditioning and heating system to avoid the crowds at hotel.

1 FREE parking spot - Coolidge Corner-Close to T
Beautiful flat in the heart of Coolidge Corner. Prime location, a few blocks to the T (subway). Very safe & one of the coolest neighborhoods in town. Hop on the T & you'll only be a few stops away from Fenway Park, Kenmore Sq. & Back Bay. Close to Boston Uni., BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops, stores & more! 1 shampoo/conditioner/shower gel/lotion. 1 loofah & 2 toothbrushes inc

Peaceful suite in Boston with city views
Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Luxury 1BR APT w/ parking by MIT/Harvard/BU/Fenway
Stunning private one bedroom apartment! Newly renovated, luxury retreat, with free off-street parking, queen sized memory foam bed, 55'' TV with free cable & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own full, modern kitchen with new, high-end appliances. Next to MIT, Harvard, BU, Kendall Sq, Boston, Fenway Park, Red & Green lines, Charles River, Flour Bakery, Whole Foods & Trader Joe's. This garden-level unit is immaculate and professionally cleaned.

Washer+Dryer+Parking!*Private suite*Cul de sac*
Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

Luxurious Townhouse Close to Coolidge Corner
This elegant Châteauesque penthouse was originally built circa 1890 and has been gut-renovated to its full grandeur. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chef’s kitchen is perfect for cooking and entertaining. Four beautiful and spacious bedrooms for guests to rest and relax. One parking space for a compact car is included for guests as well as easy walk to the T and an easy train ride downtown.

Pretzel Factory Loft w/Peloton
Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!

2 Bedroom by Longwood Medical Hospitals
Perfect location for those visiting Longwood Medical area hospitals. Walkable area with a train that goes anywhere in the city, directly across from tons of green space. Enjoy a restful night sleep on a king sized memory foam mattress or full memory foam in second bedroom. You will be entertained with Roku & streaming (55in TV). Updated kitchen stocked with coffee.

Private Carriage House near Newton Center and BC
Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.
Popular amenities for Brookline holiday rentals
Other great holiday rentals in Brookline

Modern, Cozy 2 Bedroom in Brookline

Steps to the Green Line & Minutes from Boston! #28

①min>Coolidge | Full Kitchen- 2

The Garden Apartment

Union Haus - Entire Home|2 King Suites|sleeps 12

A Brookline Sanctuary

2 Bd Walk-Up Condo in the Heart of Brookline

Sunlit Brookline Victorian.
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 104 | € 106 | € 116 | € 133 | € 144 | € 138 | € 130 | € 134 | € 131 | € 143 | € 122 | € 103 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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 1,770 vacation rentals in North Brookline, over 1,770 vacation rentals in Chestnut Hill, and over 1,770 vacation rentals in Longwood.
Are there vacation rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 540 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 240 vacation rentals for guests traveling with pets.
Do apartment rentals in Brookline have a bbq area?
Absolutely! We offer over 20 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 90 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!
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 wifi?
Absolutely! We offer over 580 apartment rentals with wifi in Brookline. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brookline have a gym?
Absolutely! We offer over 10 house rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in loft rentals in Brookline?
Experience the best of Brookline with our loft rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Condo Rentals in Brookline?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a gym, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Brookline

Total holiday rentals
Explore 1,050 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 47,220 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 240 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wifi availability
1,030 of Brookline holiday rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Gym and BBQ grill across Brookline rentals

4.7 Average rating
Brookline stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Brookline’s top spots include Jamaica Pond, Reservoir Station and Brookline Village Station
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- Hampton Beach
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