
Condo vacation rentals in Brookline
Find and book unique condos on Airbnb
Top-rated condo rentals in Brookline
Guests agree: these condos are highly rated for location, cleanliness, and more.

Private studio w/ parking by MIT/Harvard/BU/Fenway
Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

Charming and Historic Apartment
Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

South End 1800sqft 2BR Audiophile Paradise
Stylish, luxury South End brownstone perfect for work or play. 10 minutes to financial district, 12 minutes to Harvard, less than 10 minutes to Fenway, and walk to Boston Common. Quintessential Boston South End historical district home with TALL ceilings, fantastic natural light, direct view of Columbus Avenue, in the middle of everything South End has to offer Private street parking space almost surely available within 1 minute walk (must coordinate with host in advance)

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

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.

Pretty private garden-level condo+parking near MIT
Walking distance of MIT/Central/Tech Square and a number of nice cafes and bars in the heart of Cambridge. + Recently finished modern apartment; + Self-checkin with a smartlock; + Private apartment exclusively yours; + Private off-street entrance; + On-street parking permit included; + Work- and laptop-friendly spaces; + Sparkling clean with new appliances and fixtures.

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).

Transit friendly condo on quiet street
Looking for a comfortable and convenient home base to explore Boston without the hustle and bustle of downtown? Please consider our cozy 2-bedroom condo in Roslindale, a family friendly Boston neighborhood located a few miles from downtown and easily accessible via train or car.

Vintage Design 1 Bedroom - Between Harvard and MIT
Retro styled 1BR in lively Mid-Cambridge. Harvard & MIT are walkable. Downtown Boston is 3 subway stops. Years of satisfied guests have enjoyed the unique design, great location and responsive hosts. Guest Permit for resident street parking is available.
Popular amenities for Brookline condo rentals
Weekly condo rentals

BEAUTIFUL BEACON HILL 2 BEDROOM!

Modern, Cozy 2 Bedroom in Brookline

Newly Renovated Victorian close to Salem

Great South End / Back Bay location! 1 bed condo

Fort Hill Inn *Sunny* 1 bedroom, condo duplex

Stunning South End 1BR - private roof deck

Downtown Loft Boston - Close to everything

Beautiful Cambridge Apartment
Pet-friendly condo rentals

A Cozy 3 Bedroom Home Close To Boston & Parking

Nice Condo to Harvard, MIT, Fenway, with parking

Family Home + Near Downtown + Cool Backyard!

Leafy & Tranquil, Artist house. Easy access Boston

Boston Townhouse - 3bd / 2.5ba - Central Location

Harbor Hideaway

New Super Modern 2 bed in Waltham

Penthouse 2 Beds /2 Baths luxury in South Boston
Private condo rentals

Bright & Spacious Home in Davis Sq, Somerville

Cozy Top floor apt by St Elizabeth, BU, BC w/ Park

The Plant Haus

The Salem Porch House

Kailyn Apartment Boston, Massachusetts

Stylish garden level studio with a private patio

Sunny Somerville Apartment

Luxury Condo in Boston w/ backyard & parking
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 | $151 | $151 | $164 | $195 | $182 | $160 | $165 | $165 | $174 | $165 | $165 |
| Avg. temp | 30°F | 32°F | 38°F | 49°F | 58°F | 68°F | 74°F | 73°F | 66°F | 55°F | 45°F | 36°F |
Quick stats about condo rentals in Brookline

Total vacation rentals
Explore 80 vacation rentals in Brookline

Nightly prices starting at
Brookline vacation rentals start at $30 per night before taxes and fees

Verified guest reviews
Over 5,430 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Brookline vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brookline rentals

4.8 Average rating
Brookline stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Brookline's top spots, include Jamaica Pond, Reservoir Station, and Brookline Village Station
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