
Condo vacation rentals in Brookline
Find and book unique condos on Airbnb
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 €44 per night before taxes and fees

Verified guest reviews
Over 5,160 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

4.9 Average rating
Brookline stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Brookline's top spots, include Jamaica Pond, Reservoir Station, and Boston College Station
Top-rated condo rentals in Brookline
Guests agree: these condos are highly rated for location, cleanliness, and more.

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! *4th floor apartment -no lift.
4.94 out of 5 average rating, 368 reviews
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.
4.86 out of 5 average rating, 1127 reviews
Large 1+bed in historic Charlestown, Boston!
Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. Brand new Posturepedic KING mattress on bed, work desk area, living room w/queen pull out sofa bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house & NO smoking in courtyard. Not suitable for children under 6 years old.
4.98 out of 5 average rating, 162 reviews
1st floor, free parking off street, 3 min to train
1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk
4.96 out of 5 average rating, 166 reviews
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.
4.92 out of 5 average rating, 303 reviews
Entire Apt near Bos Univ/Bos College Free Parking
Self Check-in apartment off Comm Ave with 1 Free parking (savings $25-$45/day) 1 minute walk to The T (Green Line B train) Griggs Street Station 5 Stops to Boston Univ 5 minutes walk to Bus Stop 57 & 66 6 Stops to Boston College 8 Stops to Fenway Park 13 Stops Downtown Walking Distance to Many great Allston/Brighton & Brookline Restaurants Whole Foods Star Market Asian Supermarket Boston Medical Center (Brighton) Starbucks located down the street Longwood Medical 10 mins away (2 miles)
4.96 out of 5 average rating, 219 reviews
Penthouse 2 Beds /2 Baths luxury in South Boston
Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home
4.89 out of 5 average rating, 150 reviews
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)
4.93 out of 5 average rating, 273 reviews
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.
4.93 out of 5 average rating, 907 reviews
Modern & Cozy 3-BR Condo near Downtown
This listing was ranked best new Airbnb in MA for 2022! Book now to experience our lovely, cozy in-law suite with all the essentials you need for a comfortable stay. Conveniently a very short drive from city attractions, universities, hospitals, and the airport, you'll have easy access to everything Boston has to offer. Plus, easy access to major highways makes exploring a breeze. Don't miss out on this well-maintained and nicely furnished space.
4.94 out of 5 average rating, 248 reviews
Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area- king bed, [ that can also be 2 twin xl upon request] also sofa in living room is pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.
4.98 out of 5 average rating, 205 reviews
Condo in downtown Boston
Quintessential Boston Brownstone. Private patio, 2 bedroom, 1.5 bath. Welcome to Bay Village! The most central location in Boston with a safe, residential feel. This condo is perfectly well kept, newly furnished, & comfortable with Central Air. We have a desk set-up for WFH, and kitchenware to cook a fabulous meal. Take a few steps out of the condo and enjoy all the Boston has to offer! STR544848
4.88 out of 5 average rating, 173 reviewsPopular amenities for Brookline condo rentals
Weekly condo rentals

Gorgeous Beacon Hill 1BR | 1BA
4.97 out of 5 average rating, 373 reviews
Spacious 5BR Condo w/parking near METRO
4.93 out of 5 average rating, 256 reviews
Charming and Historic Apartment
4.95 out of 5 average rating, 160 reviews
Spacious, Sun~filled Brownstone in Heart of Boston
4.95 out of 5 average rating, 139 reviews
SouthEnd Penthouse
4.95 out of 5 average rating, 260 reviews
Luxury 4BR near Harvard/MIT w/ King Beds+Parking!
4.99 out of 5 average rating, 135 reviews
Phil's Harvard Home - Harvard Set
4.97 out of 5 average rating, 193 reviews
Stay safe in the heart of Beacon Hill in Boston.
4.95 out of 5 average rating, 190 reviewsPet-friendly condo rentals

Historic JP Brownstone with Parking. Pets Welcome!
4.89 out of 5 average rating, 611 reviews
Family Home + Near Downtown + Cool Backyard!
4.94 out of 5 average rating, 260 reviews
Leafy & Tranquil, Artist house. Easy access Boston
4.9 out of 5 average rating, 114 reviews
Boston Townhouse - 3BR/2.5BA - Seaport BCEC
4.96 out of 5 average rating, 136 reviews
Charming 1 BR apartment in Historic Bay Village
4.9 out of 5 average rating, 308 reviews
The Day-Burrill-Wadsworth-La Voix House
4.98 out of 5 average rating, 123 reviews
Gorgeous Huge Duplex 3 baths sleeps 6 Parking
4.77 out of 5 average rating, 267 reviews
Luxury apt w/ sauna & deck | by airport, downtown
4.94 out of 5 average rating, 225 reviewsCondo rentals with a pool

“Luxury 2BR Cambridge | Pool + Parking”
4.93 out of 5 average rating, 27 reviews
Back Bay Hub for Red Sox & Fall Campus Trips
4.86 out of 5 average rating, 7 reviews
Private Room in Boston Apartment
4.83 out of 5 average rating, 6 reviews
Modern condominium just miles north of Boston.
5.0 out of 5 average rating, 4 reviews
Room in Spacious, Shared, Modern Boston Apartment
3.67 out of 5 average rating, 3 reviewsWhen is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €115 | €119 | €127 | €151 | €169 | €174 | €167 | €147 | €139 | €147 | €135 | €121 |
| 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 |
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