Holiday houses in Brookline

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Top-rated holiday rentals in Brookline

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 116 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.

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Apartment in Brighton
4.96 out of 5 average rating, 115 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Top Guest favourite
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
4.96 out of 5 average rating, 46 reviews

A Brookline Sanctuary

You're in the heart of Brookline! LOCAL: Minutes away from a French bakery , Thai restaurant, taqueria, liquor store and small grocery store. More restaurants, cafes and bars down the street in Coolidge Corner and Washington Sq. BOSTON: 5-minute walk to subway stop. 10-min subway ride to Fenway Park. Direct subway to tourist spots! Easy transfer to Cambridge . Perfect for visiting Boston, a friend, a student or colleges. Enjoy the entire floor to yourself with a private entrance!

Top Guest favourite
Apartment in Coolidge Corner
4.96 out of 5 average rating, 247 reviews

New Spacious 2B2B Apartment, One Free Parking Spot

Newly renovated spacious 2B2B apartment in the center of Brookline. Steps away from T-Stop, restaurants, cafés, groceries and more. Near Coolidge Corner, Longwood Medical Area, Fenway and BU. Comes with one free parking spot and quality linens, towels, cookware and tableware. It is on garden-level but all windows are above ground. Pets friendly with extra charge. Professionally cleaned & sanitized. Separated Air conditioning and heating system to avoid the crowds at hotel.

Superhost
An open layout kitchen and dining area is displayed, featuring warm wooden cabinetry and a granite countertop. A dining table with four chairs is complemented by a small sofa. The floor showcases polished hardwood, and a large window allows natural light to brighten the space.
Condo in Longwood
4.67 out of 5 average rating, 377 reviews

Modern, Cozy 2 Bedroom in Brookline

Our two bedroom apartment is well equipped and cozy to offer you everything you need for a comfortable home base while visiting Boston/Brookline! Plenty of fluffy towels, comfortable bedding, and an equipped kitchen with a laundry room in the building. : ) We are less than a 10-15 min walk from most buildings within the Longwood Medical Area, less than 30 min walk or 5-10 min train from Fenway Park, less than 20 min train to Back Bay/Downtown. GREAT value for the location!

Superhost
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.
Apartment in Coolidge Corner
4.82 out of 5 average rating, 520 reviews

Walk to Subway - One Free Parking Spot - Location!

Beautiful 2 bedroom/1 bathroom apartment in Coolidge Corner with a 1 free parking spot! In front of public transportation (Green Line). Walk to great restaurants, cafés, Trader Joe’s, Stop & Shop, local shops, and the Coolidge Theatre. Enjoy quick access to Longwood, BU, BC, Fenway, and downtown Boston. The apartment offers cozy bedrooms, and a well-equipped kitchen, ideal for work trips, medical stays, or exploring the city comfortably, conveniently, and with ease.

Guest favourite
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, 354 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 favourite
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
4.85 out of 5 average rating, 249 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 favourite
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 Village
4.92 out of 5 average rating, 150 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 favourite
Apartment in Brookline
4.83 out of 5 average rating, 29 reviews

The Garden Apartment

Conveniently located in the heart of Brookline. Private entrance. Lovely garden with outdoor furniture in a quiet neighborhood. Kitchenette with refrigerator, microwave, washer and dryer. TV, Wifi, and private bath. Parking available. Walking distance to shops and restaurants. Easy access to downtown Boston. Two Green Line T-stops are each 0.4 miles away. Maximum two people.

Guest favourite
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 Brookline Village
4.97 out of 5 average rating, 113 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.

Top Guest favourite
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
4.89 out of 5 average rating, 575 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).

Popular amenities for Brookline holiday rentals

When is the best time to visit Brookline?

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Avg. price$207 NZD$210 NZD$231 NZD$265 NZD$286 NZD$274 NZD$259 NZD$267 NZD$260 NZD$284 NZD$243 NZD$205 NZD
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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 1,770 vacation rentals in North Brookline, over 1,770 vacation rentals in Chestnut Hill, and over 1,770 vacation rentals in Longwood.

  • Are there vacation rentals with a dedicated workspace in Brookline?

    Yes! Work meets play with ease at over 540 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 240 vacation rentals for guests traveling with pets.

  • 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 90 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Brookline?

    Brookline has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Brookline have wifi?

    Absolutely! We offer over 580 apartment rentals with wifi in Brookline. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Brookline have a gym?

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

  • How much does it cost to stay in loft rentals in Brookline?

    Experience the best of Brookline with our loft rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Condo Rentals in Brookline?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a gym, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Brookline

  • Total holiday rentals

    Explore 1,050 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 47,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    540 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 of Brookline holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Monthly stays, Gym and BBQ grill across Brookline rentals

  • 4.7 Average rating

    Brookline stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Brookline's top spots, include Jamaica Pond, Reservoir Station, and Brookline Village Station

Destinations to explore