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Condo vacation rentals in Brookline

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Top-rated condo rentals in Brookline

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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

4.87 out of 5 average rating, 1,036 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.

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

4.96 out of 5 average rating, 193 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, 6 Stops to Boston College, 8 Stops to Fenway Park, 13 Stops Downtown 5 minutes walk to Bus Stop 57 & 66 Walking Distance to Many great Allston/Brighton & Brookline Bars/Restaurants Whole Foods Star Market Asian Supermarket St. Elizabeth's Medical Center Starbucks located down the street Longwood Medical 10 mins away (2 miles)

A modern kitchen features white cabinetry with glass doors and open shelving. A spacious island with seating for four is highlighted, along with a sleek sink and contemporary faucet. Glassware and a wine bottle rest on the countertop, enhancing the functional design.

Condo in Charlestown

4.92 out of 5 average rating, 377 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

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

4.98 out of 5 average rating, 135 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. Luxurious KING sized bed, work desk area, living room w/queen pull out bed, fireplace, fully equipped kitchen & priv 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 the house and NO smoking in courtyard. Not suitable for children under 6 years old.

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

4.92 out of 5 average rating, 799 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.

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

4.94 out of 5 average rating, 326 reviews

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!

The modern kitchen features light-colored cabinetry and sleek countertops. Oversized windows allow ample natural light, illuminating the dining area. A central table accommodates seating for six, and various appliances are neatly arranged on shelves and counters, enhancing the functionality of the space.

Condo in Brookline

4.86 out of 5 average rating, 238 reviews

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.

An open kitchen is paired with a comfortable living area, featuring light hardwood floors. The kitchen includes modern appliances and a spacious island with seating. A neutral-colored sofa and coffee table create a relaxed ambiance, with plants adding a touch of greenery in the background.

Condo in Greater Mattapan

4.94 out of 5 average rating, 258 reviews

New Deluxe 3-BR Apt (7W2) Near Downtown Boston

Perfect for families and groups, this clean, newly renovated 3-level home has 1 King and 2 full size bedrooms and sofa sleeper in living room 2.5 bathrooms (including a half bath on the main floor), and thoughtful touches like snacks, coffee, wine, chargers, travel crib, and fast Wi-Fi. Located in an authentic Boston neighborhood ~20–30 min from downtown by car or transit. Expect lively local character, easy access to public transport, and normal city sounds.

The living room features a dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.

Condo in Beacon Hill

4.97 out of 5 average rating, 323 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

An open kitchen-living area features a large central island with dark cabinetry and a light countertop. Stylish pendant lights hang above the island. A comfortable seating area is visible, with natural light filtering through large windows and doors that lead to an outdoor space.

Condo in South Boston

4.98 out of 5 average rating, 123 reviews

Perfectly Renovated Home w/ Private Outdoor Oasis

COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*

A spacious living area features a comfortable brown leather sofa and a blue armchair. A wooden coffee table sits in the center, and a 55-inch television is positioned on a console against a light blue wall. Large windows allow natural light to fill the space.

Condo in Jamaica Plain

4.97 out of 5 average rating, 101 reviews

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.

A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.

Condo in Jamaica Central - South Sumner

4.88 out of 5 average rating, 555 reviews

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).

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Popular amenities for Brookline condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

An outdoor seating area is illuminated by soft string lights, creating a cozy atmosphere at night. A table surrounded by chairs is positioned on a grassy patch, enhancing the inviting space. A sign marked 'Welcome' is displayed, adding a friendly touch to the setting.

Condo in Roslindale

4.98 out of 5 average rating, 43 reviews

My Sweet Apartment

Top guest favorite

An open living space features a light-colored sofa oriented towards a wall-mounted TV. A wooden dining table sits nearby, surrounded by clear chairs. Natural light enters through the windowed wall, highlighting the hardwood floor and decorative plants.

Condo in Roslindale

5 out of 5 average rating, 15 reviews

Modern Boston Condo | near T

The living area features a gray sofa with decorative pillows, centered on a patterned black and white area rug. A glass coffee table sits in front of the sofa, while natural light filters through wooden-framed windows, accompanied by dark curtains. A decorative lamp and mirror are included in the space.

Condo in Roxbury

4.85 out of 5 average rating, 79 reviews

Fort Hill Inn, Excellent Mid Modern nice details!

Top guest favorite

A small workspace features a marble-top table accompanied by a white chair with a fur throw. The green wall displays a variety of framed artwork and a small chalkboard with the word 'Welcome.' A mirror above the table reflects elements of the cozy room.

5 out of 5 average rating, 54 reviews

The Merchant's Carriage House - Downtown Salem

The living room features large windows allowing ample natural light and views of the city. A white sofa and two blue armchairs are arranged around a round coffee table on a soft area rug. Decorative elements include a wooden console and potted plants.

Condo in Kendall Square

4.96 out of 5 average rating, 47 reviews

Back-Bay Upscale Central Condo Bos Common Downtown

A modern kitchen and living area are visible, featuring sleek white cabinetry and stainless steel appliances. A dining table with four chairs is placed adjacent to the kitchen. A comfortable couch and coffee table enhance the inviting atmosphere, complemented by greenery from a potted plant.

Condo in Jamaica Plain

4.84 out of 5 average rating, 80 reviews

In the heart of Jamaica Plain near Pond & Longwood

The living room features a spacious layout with a large red sectional sofa and a comfortable dark leather chair. A glass coffee table sits at the center. Natural light filters through large windows, complemented by dark curtains. Wall art and a flat-screen TV add to the decor.

Condo in Roslindale

4.72 out of 5 average rating, 75 reviews

“Arboretum Retreat” city of Boston

Top guest favorite

A modern kitchen is highlighted by a central island with seating for four. Light wood cabinetry complements stainless steel appliances, while light gray backsplash tiles add texture. Natural light floods in from a nearby window, creating a functional and inviting space.

Condo in East Cambridge

4.98 out of 5 average rating, 48 reviews

Beautiful Cambridge Apartment

Pet-friendly condo rentals

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 Downtown Boston

4.88 out of 5 average rating, 127 reviews

Condo in downtown Boston

A sleek kitchen features modern stainless steel appliances, including a gas stove and a kettle. White cabinetry complements the glossy white subway tile backsplash. Light reflects off the countertops, enhancing the bright and clean appearance of the space.

Condo in Watertown

4.82 out of 5 average rating, 119 reviews

Nice Condo to Harvard, MIT, Fenway, with parking

A compact laundry area is visible, featuring stacked white washer and dryer units against a bold red wall. A set of shelves holds neatly folded white towels, while a fire extinguisher is positioned on the floor near the shelves.

Condo in Cambridge

4.9 out of 5 average rating, 146 reviews

#1A Harvard MIT Central location! in unit W/D

A welcoming living area features a dark sofa with a plush throw pillow, complemented by a glass coffee table and decorative area rug. In the background, a console table holds a bowl and art pieces. A floor lamp provides soft lighting, enhancing the space's comfort.

Condo in Jamaica Plain

4.89 out of 5 average rating, 102 reviews

Leafy & Tranquil, Artist house. Easy access Boston

The living room features wooden floors with a patterned area rug. Comfortable seating is arranged, including a gray sofa and two armchairs. Natural light pours in through multiple windows, and a decorative lamp stands beside a framed art piece on the wall.

Condo in Roslindale

4.89 out of 5 average rating, 117 reviews

Transit friendly condo on quiet street

A spacious living area is shown, featuring a light-colored sectional sofa, an accent chair, and a wooden coffee table. Natural light filters through large sliding doors, which open to a private deck. A soft area rug lies beneath the furniture, enhancing the cozy atmosphere.

Condo in South Boston

4.94 out of 5 average rating, 104 reviews

Boston Townhouse - 3bd / 2.5ba - Central Location

An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.

Condo in Waltham

4.93 out of 5 average rating, 188 reviews

New Super Modern 2 bed in Waltham

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

4.86 out of 5 average rating, 107 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

Private condo rentals

Top guest favorite

A comfortable living area is highlighted by a modern sofa and minimalist armchairs. Natural light floods in from a window, illuminating a coffee table adorned with a book and decorative items. Shelves display plants and books, enhancing the cozy, inviting ambiance.

Condo in Davis Square

4.91 out of 5 average rating, 157 reviews

Bright & Spacious Home in Davis Sq, Somerville

Top guest favorite

The living area features a genuine leather sectional sofa facing a large smart TV on a white console. Natural light enters through two tall windows, illuminating the hardwood floor. A patterned area rug is placed beneath a coffee table, with decorative accents arranged thoughtfully.

Condo in Downtown Boston

4.99 out of 5 average rating, 167 reviews

Spacious 3BR | Family Favorite | Downtown Boston!

Top guest favorite

The living room features a sectional couch designed to seat four guests comfortably, paired with a wooden coffee table. Natural light enters through two windows, illuminating the space, while a piece of wall art is mounted above the couch. A patterned area rug adds texture to the hardwood floor.

Condo in Medford

4.99 out of 5 average rating, 127 reviews

Tufts 2 Bed + Office - Free Parking

Top guest favorite

A tranquil bedroom features a spacious bed dressed in neutral linens, flanked by matching bedside tables with lamps. A work desk made of light wood is positioned against the wall, accompanied by a cozy blue pouf. Natural light is softly diffused through a window covered by light curtains.

Condo in Porter Square

4.95 out of 5 average rating, 132 reviews

Harvard / Porter Square Apartment, 2brm + sofabed

A cozy living area is situated under the inclined ceiling, featuring a corner couch and an armchair. A television is positioned on a light-colored media console. A skylight allows natural light to fill the room, illuminating the hardwood floors.

4.92 out of 5 average rating, 110 reviews

Lovely Condo-close to Downtown Salem 1bed/1ba

A modern living room features a cozy gray chair with an ottoman, positioned beside a gas fireplace. A large flat-screen TV is mounted above the white stone mantel, and natural light streams through multiple windows adorned with white blinds.

Condo in Somerville

4.89 out of 5 average rating, 256 reviews

Stunning Under 10 mins to BOS w/parking & W/D

A bright living area is highlighted by a comfortable sofa and a coffee table, positioned on a plush area rug. Large windows allow natural light to fill the space, which also features warm wooden flooring. A television is mounted on a light-colored wall, offering entertainment options.

Condo in Cambridge

4.86 out of 5 average rating, 292 reviews

Cambridge Base Steps to Subway w/ Parking & W/D

Top guest favorite

The living area features a light-colored rug, a blue sofa, and a brown leather sectional. An assortment of plants decorates the space, with natural light streaming through large windows covered with light curtains. A small side table holds decorative items, and a curated shelf displays books and guitars.

Condo in Somerville

4.97 out of 5 average rating, 125 reviews

Sunny Somerville Apartment

Quick stats about condo rentals in Brookline

Total rentals
90 properties
Nightly prices starting at
€ 17 before taxes and fees
Total number of reviews
5.6K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

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