
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 $50 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.

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.
FamilyLocationNearby

1 Bedroom Apartment in Boston/South End
1 BDRM condo quiet South End street. Convenient to Back Bay and Downtown. There are stairs leading to the building. Full size bed. No additional sleeping area. Two guests only. No one under 18. No visitors or parties. Best for one or two people visiting and enjoying the city. This unit is not a good fit if you have any type of mobility issue - including a fairly steep set of stairs to enter the building. No laundry facilities for use in the building. Window units for AC in summer.
ValueLocationQuiet

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
ValueFamilyAccuracy

Phil's Harvard Home - Harvard Set
Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. The apartment is part of a beautiful Victorian-style house with classic architectural charm and rich history. Your space is completely private and includes a bedroom, a bathroom, a living room, and a beautiful private backyard. The entire apartment and backyard were recently renovated and updated in 2026.
ValueLocationBreakfast

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.
ValueLocationIndoor spaces

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)
LocationValueCleanliness

Spacious 5BR Condo w/parking near METRO
Beautiful two floor 5 bedroom condo in a quiet, residential neighborhood of Boston. Two blocks from the trains (T & Amtrak), easy access to Boston's many colleges and universities. Walking distance to cafes and parks. The home is located in the Forest Hills neighborhood of Jamaica Plain (Boston). 15-minutes to Backbay and 20-minutes away from Downtown via the T (trains). Parking available for two mid-sized cars (Driveway parking in tandem). No bigger than a Toyota RAV4, for reference.
FamilyLocationBathroom

SouthEnd Penthouse
Centrally located penthouse unit in the heart of Boston SouthEnd. Abundance of sunlight, spacious living area, and open kitchen will make your stay a unique and charming experience in a historically preserved area. Ideal to explore the local neighborhood restaurants or walk to Boston commons, the ballpark, downtown or Newbury Street. The neighborhood is historic to Boston with classical brick stone look and the place itself is quite a gem, very quiet and open dining+living room style.
LocationFamilySolo travel

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)
FamilyLocationAmenities

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.
FamilyLocationAmenities

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!
ValueFamilySolo travel

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.
LocationValueHospitality
Popular amenities for Brookline condo rentals
Weekly condo rentals

Deluxe and Bright 3Br, King Bed,W/D,Parking
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Modern, Spacious, Top Floor Condo in A++ Location!
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Beautiful, spacious South Boston Condo, Near T
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Harvard / Porter Square Apartment, 2brm + sofabed
LocationFamilyCleanliness

Charming and Historic Apartment
ValueFamilySleep quality

Sunny Somerville Apartment
FamilyValueAmenities

Lovely studio walk to Wellesley and Babson College
LocationFamilyIndoor spaces

Downtown Loft Boston - Close to everything
ValueFamilyWifi
Pet-friendly condo rentals

Condo in downtown Boston
ValueFamilyDecor

Family Home + Near Downtown + Cool Backyard!
FamilyLocationView

Right Near Convention Center and Train Station
FamilyValueAmenities

Historic JP Brownstone with Parking. Pets Welcome!
LocationFamilyCheckout

Boston Townhouse - 3BR/2.5BA - Seaport BCEC
LocationValueBathroom

Spacious, cozy home near Boston!
ValueLocationQuiet

The Day-Burrill-Wadsworth-La Voix House
ValueLocationParks

Penthouse 2 Beds /2 Baths luxury in South Boston
FamilyLocationAccuracy
Condo rentals with a pool

Private Room in Boston Apartment
LocationHospitalityCheck-in

Modern condominium just miles north of Boston.
LocationNearbyAmenities

Room 2 in Spacious Modern Apartment in Boston
ValueParksHospitality

Back Bay Hub for Red Sox & Campus Move-In
LocationBikingGetting around
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 | $136 | $146 | $173 | $194 | $200 | $191 | $169 | $159 | $169 | $155 | $139 |
| 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 |
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Brown University
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- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
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- Family travel hub Tips and inspiration
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