Vacation rentals in Brookline

4.86 out of 5 average rating, 515 reviews

A well-lit bedroom features a queen-sized bed with crisp white bedding, complemented by a bedside lamp and artwork on the wall. A closet and doorway are visible, along with a textured wooden floor, providing a clean and modern look.

Apartment in Cambridge

Luxury studio w/ parking by MIT/Harvard/BU/Fenway

PRIVATE ROOM, PRIVATE BATH & PRIVATE ENTRANCE! Off-street parking available. Complete luxury. Fully renovated, high-end retreat, queen sized memory foam bed, free cable TV & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own fridge, microwave & Nespresso coffee maker. Next to MIT, Harvard, BU, Kendall Sq, Boston, Fenway Park, Red & Green lines, Charles River, Flour Bakery, Whole Foods & Trader Joe's. This garden-level unit is immaculate and professionally cleaned.

5 out of 5 average rating, 111 reviews

The living area features a high, sloped ceiling with exposed wooden beams. A comfortable sectional sofa is complemented by colorful cushions. A coffee table is positioned in front of the sofa, while a television is situated nearby, enhancing the inviting space with soft lighting from a floor lamp.

Apartment in Allston

Brookline - Mod Apartment in Classic Neighborhood

So convenient! Walk to Boston U., Coolidge Crnr, Fenway Park and Allston Village for shopping, restaurants, entertainment. Just 3 miles from downtown. 2 blocks from MBTA Station-easy commute to Longwood Med Ctr, Harvard, MIT, Boston College, the Financial District and more. Beautiful, spacious, newly renovated one bedroom apartment – open floor plan, fabulous kitchen and spa bathroom. Designer furnishings throughout and fully equipped. Ideal for the long term biz traveler or couples on holiday.

Apartment in Fenway-Kenmore

A living room features light green walls and hardwood flooring. A gray sofa is complemented by colorful accent pillows. A round table with a decorative item is visible beside a patterned chair. Natural light enters through a nearby window, enhancing the cozy atmosphere.

4.81 out of 5 average rating, 278 reviews

Cozy Apartment - BU/Fenway/Longwood- Free Parking!

Our cozy apartment is located on a quiet street, steps from many popular restaurants, cafes and bars. One parking spot is also provided! Located only a 5 minute walk to the Green Line subway, 2 miles to Downtown Boston, 0.3 miles to Boston University, 0.5 miles to Fenway, and 0.5 miles to Longwood (Beth Israel, Brigham & Women’s, Dana Farber and Children’s Hospital). We're also less than a mile from many of the cities best attractions - Kenmore Square, Newbury St, Back Bay and so much more.

4.92 out of 5 average rating, 156 reviews

An airy living space features high ceilings with slanted angles and large windows allowing natural light to filter in. Wooden floors are complemented by simple furnishings, including a dining table with chairs and a bright arrangement of flowers. Nearby, cabinets provide ample storage.

Home in Jamaica Plain

Now availJamaica Plain & Arboretum 20min toBoston

Discover comfort and convenience in this 1,600 sq. ft. private apartment. Bathed in natural light overlooking a serene garden, this unit offers the perfect blend of peace and practicality. Featuring cathedral ceilings and hardwood floors, enjoy a fully equipped gourmet kitchen, 3 TVs, cable, and WiFi. Just steps from transit, with on-site parking. Across from the Arnold Arboretum and Jamaica Pond, walkable to shops and dining. Enhanced cleaning ensures a relaxing stay every time.

4.92 out of 5 average rating, 340 reviews

A well-lit room features a light-colored wall and a window with sheer curtains. A sleek desk and chair are positioned beside a white dresser. A framed artwork is displayed on the wall, adding a touch of character to the space.

Guest suite in Brighton

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

4.86 out of 5 average rating, 236 reviews

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

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.

Guest suite in Jamaica Plain

A cozy corner is visible, featuring an upholstered chair beside a vintage table lamp. Two skylights allow natural light to fill the space. A small table holds plants, and colorful rugs create a warm atmosphere while leading to an inviting bedroom beyond.

4.97 out of 5 average rating, 296 reviews

Private & serene getaway in beautiful JP

Quiet, private & serene walk-up 3rd floor apt. Separate entrance, full bath & kitchenette. Bright and spacious. 3 blocks from the center of JP with great restaurants and shopping. 5 min. walk to the 39 bus to Longwood Area and Back Bay. 15 min. walk to the Orange Line T (subway); 1/2 block from Jamaica Pond. 5 min. walk to the Arboretum. Our space is NOT good for people with large luggage! Tons (truly) of street parking, no permit or restrictions.

4.92 out of 5 average rating, 130 reviews

A spacious living area features a mix of comfortable seating, including a large sofa and a cozy armchair. Natural light streams through multiple windows covered with woven shades. Shelves filled with books and decorative items line one wall, while a light-colored rug adds warmth to the concrete floor.

Home in Brookline

Pretzel Factory Loft w/Peloton

Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!

Guesthouse in Chestnut Hill

A spacious studio features natural wood beams overhead and a combination of seating areas. A comfortable bed is positioned alongside a decorative side table. A dining table with chairs is visible, and light streams in through the windows, enhancing the bright and inviting atmosphere.

4.93 out of 5 average rating, 122 reviews

Private Carriage House near Newton Center and BC

Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.

Condo in Jamaica Central - South Sumner

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.

4.88 out of 5 average rating, 548 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).

4.89 out of 5 average rating, 256 reviews

A charming garden area is featured, showcasing a wooden pergola draped with greenery. Flower beds filled with colorful blooms are visible, alongside a winding path of brick and stone. Lush plants and decorative items add to the serene atmosphere of the outdoor space.

Guest suite in Brookline

Brookline Home with a Garden

The 1 bedroom apartment is in the basement of our single family home. There is free parking. It is equipped with its own entrance, bathroom, kitchenette, porch, and garden. There is 1 queen bed in the bedroom and 1 full bed in the studio living area. ***No kids under the age of 5 allowed

4.99 out of 5 average rating, 405 reviews

A modern living area features a cozy sectional sofa and vibrant yellow armchairs arranged around a circular coffee table. Natural light filters through large windows, illuminating artwork on the walls and enhancing the welcoming ambiance of the open floor plan.

Apartment in Brighton

Executive Garden Apartment

Private, modern one bedroom, one bathroom apartment with an open floor plan design and an exclusive-use outdoor patio. This urban oasis has a private entrance, off street parking for one car and is located two blocks from the Boston College “T” stop on the Green Line.

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Brookline apartment rentals

Apartment in Fenway-Kenmore

A spacious living room features a large sectional couch and a coffee table on a decorative area rug. An elegant chandelier hangs from the ceiling, while decorative wall art adds character. A lamp provides soft lighting next to the couch, enhancing the cozy atmosphere.

4.83 out of 5 average rating, 283 reviews

2 Bed Apartment-BU/Fenway/Longwood -free parking!

Apartment in Jamaica Plain

An entryway is presented, featuring a white door that opens into the space. Wooden accents from nearby closets provide warmth, while light-colored walls enhance the brightness. A cozy couch is visible in the foreground, contributing to the inviting atmosphere of the home.

4.77 out of 5 average rating, 92 reviews

Cozy 1B1B in the heart of JP

Apartment in Jamaica Central - South Sumner

A modern dining area features a round wooden table surrounded by four white chairs. The space is illuminated with natural light from two windows, showcasing a minimalist kitchen in the background with wood cabinetry and stainless-steel appliances.

4.97 out of 5 average rating, 67 reviews

All new 2-bedroom garden apartment on great block.

Apartment in Fenway-Kenmore

The living area features a comfortable futon sofa and two armchairs arranged around a coffee table. A decorative rug defines the space, complemented by a floor lamp and a green plant. A shelf with personal items adds warmth to the inviting atmosphere.

4.75 out of 5 average rating, 56 reviews

Longwood/Fenway Hill Top 1BR Garden Apt

4.99 out of 5 average rating, 99 reviews

A modern kitchen with sleek cabinetry and a spacious island features three high-backed bar stools. Stainless steel appliances are visible, along with a contemporary backsplash. Natural light brightens the space through large windows, offering views of the green meadow outside.

Apartment in Brighton

New 3 bedroom, 2 bath unit, meadow view!

4.83 out of 5 average rating, 155 reviews

A spacious studio apartment is equipped with a comfortable queen bed and a small dining area featuring a round table and two chairs. A kitchenette is visible, along with a couch and a coffee table. The decor includes a large abstract painting and ample lighting from ceiling fixtures.

Apartment in South End

(T1) Cute & Cozy South End Studio

4.79 out of 5 average rating, 164 reviews

A private patio area features outdoor seating and a dining table surrounded by lush greenery and flowering plants. The exterior of the house includes a separate entry and staircase leading to the upper level, with large windows providing natural light.

Apartment in Roslindale

Super Sustainable Studio in the City

Apartment in Coolidge Corner

A cozy bedroom features a spacious bed adorned with a patterned quilt. A wall-mounted light fixture and a wooden chair complement the room. A large painting of colorful flowers adds a vibrant touch to the light yellow walls.

4.63 out of 5 average rating, 126 reviews

Charming rustic old farm house

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Other great vacation rentals in Brookline

4.87 out of 5 average rating, 53 reviews

This spacious studio features a cozy sleeping area with a bed draped in soft linens, complemented by light artwork on the walls. A comfortable seating arrangement with neutral-toned cushions is visible in the foreground, while natural light enters through two windows.

Apartment in Brighton

Gallery like studio with room divider near city

5 out of 5 average rating, 16 reviews

A spacious bedroom features a striped bed frame with a cozy bed and decorative pillows. Two bedside lamps illuminate the space, while colorful artwork adorns the wooden walls. Light-colored flooring contributes to the inviting atmosphere.

Home in Jamaica Plain

Brookline Carriage House, Longwood, Fresh Eggs!

5 out of 5 average rating, 3 reviews

The image displays a vibrant game area featuring a vintage arcade machine alongside a stylish, modern kitchen. A cozy bedroom with a spacious bed and decorative pillows is seen, as well as a dining space with a round table and upholstered chairs.

Home in Coolidge Corner

Union Haus - Entire Home|2 King Suites|sleeps 10

Apartment in Coolidge Corner

A spacious bedroom is illuminated by natural light from large windows. A king-size bed with neatly arranged linens is centered in the room. An office area with a desk is positioned near the window, and two bedside lamps provide additional lighting beside the bed.

5 out of 5 average rating, 16 reviews

①min>Coolidge | King Bed|Full Kitchen|Laundry

4.9 out of 5 average rating, 48 reviews

A cozy living room features a dark sofa adorned with colorful throw pillows. A small wooden coffee table sits in front, surrounded by hardwood flooring. An air conditioning unit is positioned beneath a window, which is framed by decorative plants. A flat-screen television hangs on the wall.

Apartment in Brookline

Large 3BR - 1 Free parking spot - Walk to Subway

4.94 out of 5 average rating, 90 reviews

A cozy studio space features a queen bed with plush bedding, flanked by neatly stacked towels. A wooden desk and dining chair are visible, along with a dark cabinet. Light is provided by a ceiling fixture, illuminating the warm tones of the carpet and walls.

Guest suite in Brighton

Brookline Brighton Allston private studio Parking

Guesthouse in Chestnut Hill

The open living area showcases a light-filled space with a comfortable gray sofa facing a large set of glass doors that lead to a private terrace. A glass dining table is surrounded by modern white chairs, with sunflowers adding a touch of color on the counter.

4.99 out of 5 average rating, 83 reviews

Sunny 1BR w views, close to BC and Boston