
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. DO NOT request >6 mos ahead. Insta-Book when calendar opens

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.

Lovely Boston studio with bedroom and city views!
Experience Boston in a beautiful luxe jr. 1 bedroom unit! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed ->Game rooms all across the property Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

AKBrownstone: cozy private studio by T
🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Location - Walk to Subway - Safe and clean
1 Free Parking Spot! Located just a few blocks from the T (subway). Boston University is right around the corner, and Coolidge Corner, with its cafés, restaurants, theaters, and shops. Hop on the T and you’re only a few stops from Fenway Park, Kenmore Square, and Back Bay. The Longwood Medical Area is also nearby, making it an ideal location for students, professionals, and visitors alike. With supermarkets, coffee shops, pharmacies, and local bars all within walking distance.

New Spacious 2B2B Apartment, One Free Parking Spot
Newly renovated spacious 2B2B apartment in the center of Brookline. Steps away from T-Stop, restaurants, cafés, groceries and more. Near Coolidge Corner, Longwood Medical Area, Fenway and BU. Comes with one free parking spot and quality linens, towels, cookware and tableware. It is on garden-level but all windows are above ground. Pets friendly with extra charge. Professionally cleaned & sanitized. Separated Air conditioning and heating system to avoid the crowds at hotel.

Walk to Subway - One Free Parking Spot - Location!
Beautiful 2 bedroom/1 bathroom apartment in Coolidge Corner with a 1 free parking spot! In front of public transportation (Green Line). Walk to great restaurants, cafés, Trader Joe’s, Stop & Shop, local shops, and the Coolidge Theatre. Enjoy quick access to Longwood, BU, BC, Fenway, and downtown Boston. The apartment offers cozy bedrooms, and a well-equipped kitchen, ideal for work trips, medical stays, or exploring the city comfortably, conveniently, and with ease.

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.

Historic JP Brownstone with Parking. Pets Welcome!
Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).
Popular amenities for Brookline holiday rentals
Other great holiday rentals in Brookline

Luxury 2B1B Apt. Amazing Location

Lower-level, a Queen bed, shared bath & Kitchen

A Room For Solo Traveler Room-1

Steps from Fenway Park + Free Breakfast & Pool

Near Harvard University + Dining & Fitness Center

Bright, friendly apartment near buses and river

Boutique Hotel/Brokline | Special Price Until Jan

#2 "Top of the Hub" Bob Marley Room
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £92 | £101 | £116 | £125 | £120 | £113 | £117 | £114 | £124 | £106 | £89 |
| 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 £23 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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