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.

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Top guest favorite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Condo in Roxbury

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
Guest favorite
A well-lit bedroom contains a queen bed with white linens and two neatly folded towels placed at the foot. Two windows provide natural light, while a decorative chandelier hangs from the ceiling. A small lamp and a console table are positioned nearby.
Condo in Cambridge

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
Top guest favorite
A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.
Condo in Charlestown

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
Guest favorite
A spacious living room is showcased with large windows offering natural light. Comfortable seating includes a light green sectional sofa and a white couch. A wooden coffee table sits atop a colorful area rug. A flat-screen television is mounted on the wall, providing entertainment options.
Condo in Dorchester

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
Top guest favorite
A fully equipped kitchen features a spacious granite countertop with seating for four on elegant black bar stools. Natural light streams in from the nearby window, illuminating the fresh purple flowers arranged as a centerpiece.
Condo in Jamaica Plain

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
Top guest favorite
A well-lit bedroom featuring a spacious bed with blue accent pillows. The room is complemented by nightstands with lamps on either side. A closet is visible, along with a cozy seating area. Soft gray walls and blue curtains create a calming atmosphere.
Condo in Brighton

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
Guest favorite
A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.
Condo in South Boston

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
Top guest favorite
A spacious living area features tall ceilings and large bay windows allowing ample natural light. A comfortable sectional sofa is positioned around a glass coffee table, with two chairs nearby. A gas fireplace and modern entertainment system are highlighted, creating a welcoming environment.
Condo in South End

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
Top guest favorite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Condo in Cambridge

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
Guest favorite
A welcoming entry area features two patterned chairs surrounding a small glass table, positioned beside a staircase. A flat-screen television is mounted on the wall, and local brochures are displayed on a nearby stand, enhancing the space's convenience.
Condo in Roxbury

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
Top guest favorite
A pair of large, double doors with a rich, textured surface stands prominently in the background. The doors are flanked by warm, wooden floors and a light-colored sofa adorned with decorative pillows. A vibrant area rug adds color to the setting.
Condo in Downtown

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
Guest favorite
A bright living area is highlighted by a circular dining table surrounded by four chairs. A large round mirror above a white fireplace reflects the light. Warm wooden floors contrast with the cream walls, accentuated by subtle decor elements and natural light from nearby windows.
Condo in Boston

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 reviews

Popular amenities for Brookline condo rentals

When is the best time to visit Brookline?

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