Vacation rentals in Brookline

A well-lit bedroom is presented with large windows dressed in dark curtains. The spacious bed features a vibrant red and blue bedding arrangement with two yellow pillows. A wooden chair is positioned beside the bed, and wall art adds color to the light walls.

4.83 out of 5 average rating, 489 reviews

Walk to Subway - One Free Parking Spot - Location!

Beautiful 2 beds / 1 bathroom apartment with 1 FREE PARKING SPOT in the heart of Boston. Location location location! Steps to the T (subway). Super safe and one of the coolest neighborhoods in town. Walk everywhere! This super convenient neighborhood is steps from local gems: Trader Joe's, Target, and the vibrant Coolidge Corner Theatre. Hop on the T and you'll be only 4 stops away from Fenway Park, Kenmore Square, and Back Bay. Includes everything you'll need for your stay! Don't miss it!!

5 out of 5 average rating, 110 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.

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.

4.8 out of 5 average rating, 274 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, 336 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, 229 reviews

A bright living area is showcased with large windows offering views and natural light. A spacious gray sectional sofa is paired with blue accent chairs. A wooden dining table accommodates multiple guests. A fireplace and artwork complement the elegant design in this inviting 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.

4.92 out of 5 average rating, 348 reviews

A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.

Apartment in Newton

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay.

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, 294 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.

Home in Brookline Village

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.

4.92 out of 5 average rating, 126 reviews

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!

Guest suite in Jamaica Plain

The exterior of a charming green house is showcased, featuring multiple gabled roofs and a porch with decorative railings. Large windows on the first floor allow ample light, while a balcony extends from the second floor, surrounded by lush trees in warm autumn colors.

4.96 out of 5 average rating, 204 reviews

Light-filled Private Suite on Beautiful Street

In the heart of hip JPVillage. Peaceful - and private - 3rd floor suite - in our home. This is a great place to be based for visiting Boston: attending conferences, seeing your kids, the various hospital complexes and the sights. Two minute walk to Jamaica Pond and five minute walk to one of Boston's park gems, the Arnold Arboretum. Plenty of Hubway bicycle kiosks as well as bus and "T" access close by.

4.88 out of 5 average rating, 542 reviews

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 Plain

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).

4.9 out of 5 average rating, 252 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 12 allowed

Guest suite in Newton Corner

A spacious living area features a sectional sofa and a wooden coffee table on a patterned rug. A single armchair in a rich hue complements the brick chimney, while natural light enters through a large skylight, enhancing the comfortable atmosphere.

4.98 out of 5 average rating, 665 reviews

Spacious suite with private entrance, parking spot

Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston.

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Popular amenities for Brookline vacation rentals

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Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Brookline's top sights

Boston University12 locals recommend

Fenway Park112 locals recommend

Museum of Fine Arts87 locals recommend

Other great vacation rentals in Brookline

Home in Brookline Village

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.

5 out of 5 average rating, 16 reviews

Brookline Carriage House, Longwood, Fresh Eggs!

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.

4.81 out of 5 average rating, 86 reviews

Cozy 1B1B in the heart of JP

A small dining area features a round white table with two yellow chairs. A simple floral arrangement sits atop the table. Overhead lighting brightens the space, while a colorful artwork adorns the wall. Bench seating is available along the nearby wall.

4.95 out of 5 average rating, 19 reviews

A Brookline Sanctuary

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

4.94 out of 5 average rating, 90 reviews

A kitchenette features modern cabinetry and appliances, including a coffee maker and kettle. A small dining table with two wooden chairs is positioned nearby. The space is illuminated by recessed lighting, and a low ceiling area is visible in the background.

Guest suite in Allston

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, 81 reviews

Sunny 1BR w views, close to BC and Boston

5 out of 5 average rating, 10 reviews

The living area features warm wood beams overhead and a minimalist layout. A light-colored sofa and two armchairs are arranged around a central coffee table, complemented by a decorative plant. Wall art enhances the space, and natural light streams in through nearby windows.

Home in Jamaica Plain

Airy 2BR: A Blend of East & West