Where should I stay in Brookline?

Make yourself at home in Brookline by choosing from our most frequently booked neighborhoods. We have over 1,810 vacation rentals in Longwood, over 3,830 vacation rentals in Brighton, over 1,810 vacation rentals in North Brookline, over 4,480 vacation rentals in Jamaica Plain, and over 1,810 vacation rentals in Chestnut Hill.

Are there vacation rentals with a dedicated workspace in Brookline?

Yes! Work meets play with ease at over 550 vacation rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Brookline?

Four-legged friends are welcome in Brookline. Choose from more than 260 vacation rentals for guests traveling with pets.

Do hotel rentals in Brookline have air conditioning?

Absolutely! We offer over 20 hotel rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Brookline have a bbq area?

Absolutely! We offer over 20 apartment rentals with a bbq area in Brookline. Enjoy a tailored experience with all the comforts you desire.

Are there Brookline apartment rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 100 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

Do condo rentals in Brookline have wireless internet?

Absolutely! We offer over 80 condo rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly house rentals in Brookline?

Brookline has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Do hotel rentals in Brookline have a gym?

Absolutely! We offer over 10 hotel rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in condo rentals in Brookline?

Experience the best of Brookline with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Brookline

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Top-rated vacation rentals in Brookline

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Top guest favorite

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

5 out of 5 average rating, 110 reviews

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.

Superhost

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.

Apartment in Fenway-Kenmore

4.8 out of 5 average rating, 275 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.

Guest favorite

A lush garden filled with various plants and trees is viewed, with sunlight filtering through the branches. An assortment of colorful items can be seen among the greenery, creating a vibrant and natural environment. Nearby buildings are visible, set back from the garden.

Home in Jamaica Central - South Sumner

4.89 out of 5 average rating, 324 reviews

Treetop Haven in the City

This is a sweet, cozy space that is not fancy but homey. You will have everything you need for a comfortable stay including a complete kitchen with everything you will need to make your own meals. We are conveniently located, near the subway and buses, supermarkets, restaurants, and coffee shops. We are within two blocks of the jewel of the Emerald Necklace, Jamaica Pond, and other green spaces. Read our reviews so you can see what previous guests have loved about Treetop Haven.

Guest favorite

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

4.92 out of 5 average rating, 338 reviews

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.

Guest favorite

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

4.87 out of 5 average rating, 233 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.

Guest favorite

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

4.92 out of 5 average rating, 349 reviews

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 favorite

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.

Guest suite in Jamaica Plain

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.

Guest favorite

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

4.92 out of 5 average rating, 127 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!

Top guest favorite

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.

Guest suite in Jamaica Plain

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.

Guest favorite

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, 543 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).

Guest favorite

A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.

Apartment in Roxbury

4.97 out of 5 average rating, 354 reviews

Light-Filled Luxury Apartment with View

Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a light-filled open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

Guest favorite

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

4.89 out of 5 average rating, 253 reviews

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

Vacation rentals for every style

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Popular amenities for Brookline vacation rentals

Monthly stays

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

Guest favorite

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

5 out of 5 average rating, 16 reviews

Brookline Carriage House, Longwood, Fresh Eggs!

Top guest favorite

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.

Apartment in Coolidge Corner

4.95 out of 5 average rating, 21 reviews

A Brookline Sanctuary

Guest favorite

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.

Apartment in Coolidge Corner

5 out of 5 average rating, 16 reviews

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

Guest favorite

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 Brighton

4.94 out of 5 average rating, 90 reviews

Brookline Brighton Allston private studio Parking

Top guest favorite

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.

Guesthouse in Chestnut Hill

4.99 out of 5 average rating, 83 reviews

Sunny 1BR w views, close to BC and Boston

Top guest favorite

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 Central - South Sumner

5 out of 5 average rating, 11 reviews

Airy 2BR: A Blend of East & West

Superhost

A charming porch is lined with wooden flooring and framed by white columns. Planters with greenery enhance the natural ambiance. Benches provide seating while sunlight filters through the canopy of surrounding trees, creating a serene outdoor space.

Townhouse in Coolidge Corner

4.93 out of 5 average rating, 15 reviews

Sunlit Brookline Victorian.

Superhost

A bright living area features a gray sectional sofa adorned with colorful throw pillows. Two large windows provide natural light, framed by blue curtains. A compact dining table is visible in the background, complemented by a wooden chair. The hardwood floor adds warmth to the space.

Apartment in Coolidge Corner

4.79 out of 5 average rating, 19 reviews

Location - Walk to T - Big 1 bedroom - Very clean!

Show all

Quick stats about vacation rentals in Brookline

Total rentals
1.1K properties
Total number of reviews
46K reviews
Family-friendly rentals
400 properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
550 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Brookline?
Make yourself at home in Brookline by choosing from our most frequently booked neighborhoods. We have over 1,810 vacation rentals in Longwood, over 3,830 vacation rentals in Brighton, over 1,810 vacation rentals in North Brookline, over 4,480 vacation rentals in Jamaica Plain, and over 1,810 vacation rentals in Chestnut Hill.
Are there vacation rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 550 vacation rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Brookline?
Four-legged friends are welcome in Brookline. Choose from more than 260 vacation rentals for guests traveling with pets.
Do hotel rentals in Brookline have air conditioning?
Absolutely! We offer over 20 hotel rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brookline have a bbq area?
Absolutely! We offer over 20 apartment rentals with a bbq area in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there Brookline apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 100 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Brookline have wireless internet?
Absolutely! We offer over 80 condo rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Brookline?
Brookline has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do hotel rentals in Brookline have a gym?
Absolutely! We offer over 10 hotel rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Brookline?
Experience the best of Brookline with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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Vacation rentals in Brookline

Top-rated vacation rentals in Brookline

Vacation rentals for every style

Popular amenities for Brookline vacation rentals

Stay near Brookline's top sights

Other great vacation rentals in Brookline

Quick stats about vacation rentals in Brookline

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

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