Holiday houses in Brookline

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Brookline

  • Total holiday rentals

    Explore 1,100 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 53,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    390 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wi-Fi availability

    1,080 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 Boston College Station

Top-rated holiday rentals in Brookline

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

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Guest favourite
An updated living space features a light-colored couch adorned with patterned throw pillows. A modern kitchen area is visible in the background, equipped with sleek appliances and ambient lighting. A window allows natural light to brighten the space, complemented by potted plants.
Condo in Coolidge Corner
4.81 out of 5 average rating, 124 reviews

Newly renovated Brookline 1bd Apartment

Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1

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, 124 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.

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
4.97 out of 5 average rating, 79 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!

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
4.95 out of 5 average rating, 151 reviews

The Murthy : Bright • Spotless • W/D

Enjoy Boston in this elegant suite 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 -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

A spacious studio features a neatly arranged sleeping area with a plush bed and a mantel above a decorative fireplace. A sleek kitchenette with modern appliances is visible in the foreground. Natural light filters through large windows, enhancing the inviting ambiance.
Loft in Coolidge Corner
4.85 out of 5 average rating, 303 reviews

Steps to the Green Line & Minutes from Boston! #38

This spacious open-concept rental is one of the largest units on the property, featuring a queen bed, pull-out couch, and private bath—ideal for up to 3 guests. Located in a shared building with keyless self-check-in, it offers comfort and convenience. Nestled in Coolidge Corner near the Green Line, it provides easy access to Fenway Park, Back Bay, and top hospitals like Boston Children’s and Beth Israel, making it perfect for visitors, professionals, and solo travelers alike.

Top Guest favourite
Apartment in Fenway-Kenmore
4.92 out of 5 average rating, 132 reviews

Brownstone Luxury Penthouse Condo

Beautiful and sunny 2 bed 2 bath renovated 3rd floor penthouse condo with access to all that Boston has to offer! Walking distance to shops, groceries, and entertainment, including Fenway Park!, Immediate access to Green Line subway as well as other local transportation! Enjoy our primary bedroom with king size bed and ensuite bathroom, 2nd bedroom with full bed, additional full bathroom, full kitchen with dining area, living room with fireplace, and balcony with sitting area!

Superhost
Apartment in Coolidge Corner
5 out of 5 average rating, 3 reviews

Spacious 3 Bed Near Fenway/Longwood/Boston

Our bright & spacious 3-bedroom apartment features a comfortable, open layout in an unbeatable location. We are just steps from restaurants, hospitals, universities, and some of Boston’s most iconic landmarks. Walk just 4 minutes to the Green Line, 1 mile to Fenway Park, 0.5 miles to the Longwood Medical Area, and only 2 miles from Downtown Boston. Perfect for friends, professionals, families, or anyone looking to experience the best of Boston with convenience and comfort.

Guest favourite
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 Brookline
4.95 out of 5 average rating, 37 reviews

Sunlit Brookline Victorian.

Centrally located on a quiet residential street within a short, pleasant walk to local shops, cafes, restaurants, museums, Boston College, Boston University, Longwood Medical area, and Fenway Park. Washington Square T-stop is around the corner, connecting with the rest of metro Boston. Whole Foods, Trader Joe's, and Star Market are within 10 minutes walk. An easy ride to Logan Airport or historical towns of New England. Free two car garage parking, back porch dining area.

Guest favourite
Apartment in Fenway-Kenmore
4.93 out of 5 average rating, 30 reviews

Kasa Boston at Fenway | Two Bedroom

With its prime location and exceptional amenities, Kasa Boston at Fenway is the ideal home in the heart of the city. Enjoy our fully furnished apartments with kitchens, in-unit laundry, and access to the fitness center. Just steps from Fenway Park, the Longwood Medical Area, restaurants and attractions, it’s perfect for short visits or extended stays. Our tech-enabled apartments offer 24/7 guest support through our Virtual Front Desk accessed via mobile device.

Top Guest favourite
Apartment in Coolidge Corner
5 out of 5 average rating, 45 reviews

Coolidge Corner-1st Floor-Close to the Subway!

Located just a few blocks from the T (subway). Boston University is right around the corner, and Coolidge Corner, with its cafés, restaurants, theaters, and shops. Hop on the T and you’re only a few stops from Fenway Park, Kenmore Square, and Back Bay. The Longwood Medical Area is also nearby, making it an ideal location for students, professionals, and visitors alike. With supermarkets, coffee shops, pharmacies, and local bars all within walking distance.

Top Guest favourite
Home in Roslindale
5 out of 5 average rating, 15 reviews

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

Superhost
Apartment in Coolidge Corner
5 out of 5 average rating, 3 reviews

Entire private 1 bedroom apartment in Brookline

Spacious and beautifully furnished one-bedroom apartment in the heart of Coolidge Corner, Brookline. This bright retreat offers a full kitchen, comfortable queen bed, fast Wi-Fi, smart TV, and workspace. Steps from cafés, restaurants, and the Green Line, you’ll have easy access to Fenway Park, Longwood Medical, and downtown Boston. Perfect for business travelers, couples, or anyone seeking comfort, convenience, and a true Brookline experience.

Popular amenities for Brookline holiday rentals

When is the best time to visit Brookline?

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Avg. price$205 NZD$200 NZD$217 NZD$264 NZD$284 NZD$272 NZD$257 NZD$265 NZD$258 NZD$282 NZD$223 NZD$207 NZD
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Frequently Asked Questions

  • What are the best places to stay in Brookline?

    Accommodations near Coolidge Corner and Washington Square are frequently suggested for their walkability and access to dining, shops, and parks. Many stays feature home-like amenities suitable for couples, families, or groups.

  • What are the best things to do in Brookline with kids?

    Families frequently visit the playgrounds and picnic spots at Larz Anderson Park and interactive programs at the Brookline Public Library. Seasonal community festivals and farmers markets are also popular with children.

  • What are some of the best things to do in Brookline?

    Explore historic sites like the John F. Kennedy National Historic Site, stroll local farmer’s markets, or enjoy performances at the Coolidge Corner Theatre. Brookline has inviting green spaces and diverse dining options.

  • How is the weather in Brookline?

    Brookline has cold winters around 23–39°F (-5–4°C) with some snowfall, and warm summers between 65–82°F (18–28°C). Spring and autumn usually bring mild temperatures and regular rain.

  • When is the best time to visit Brookline?

    Late spring and early autumn are often recommended for mild temperatures and colorful foliage. Summer brings community events and outdoor dining, while winter invites quieter city moments.

  • What are the best places to visit in Brookline?

    Explore Coolidge Corner for boutiques and cafes, the John F. Kennedy National Historic Site for local history, and Larz Anderson Park for gardens and green space. Each area has a distinct neighborhood atmosphere.

  • What are some hiking trails in Brookline?

    Brookline has gentle walking paths in Hall's Pond Sanctuary and wooded trails in the Dane Park area. Many visitors also enjoy the scenic landscapes at Larz Anderson Park.

  • What are some family activities we can do in Brookline?

    Families often enjoy playgrounds at Larz Anderson Park, interactive exhibits at local museums, and public library programs. Seasonal markets and community festivals provide family-friendly options throughout the year.

  • What are some of the best day trip ideas from Brookline?

    Many travelers explore the historic sites around Boston, coastal communities, or nearby hiking areas. Popular options include local art museums, beaches, and scenic parks just outside the city.

  • Are there any pet friendly accommodations available in Brookline?

    Many accommodations in Brookline welcome pets, especially in areas near parks and green spaces. Always confirm a place's pet policy before booking your stay.

  • What are some local tips for visiting Brookline?

    Exploring neighborhoods on foot or by public transit is often suggested for discovering local shops and cafes. Street parking can be limited, so checking regulations ahead of time is helpful.

  • What is Brookline known for?

    Brookline is known for tree-lined streets, historic architecture, and a mix of urban and suburban charm. The area has notable cultural sites and is home to the John F. Kennedy National Historic Site.

  • What are the best hidden gems to explore in Brookline?

    Wander through the gardens at Larz Anderson Park or the tree-lined paths at Hall's Pond Sanctuary for quieter moments. Local bookstores and independent shops tucked in neighborhood streets invite exploration.

  • What are the best foods to try in Brookline?

    Brookline has locally rooted flavors, including bagels, deli sandwiches, and an array of international cuisine. Bakeries and small cafes around Coolidge Corner are often suggested for pastries and coffee.

  • What should I bring for a trip to Brookline?

    Pack layers for variable weather, especially in spring and autumn when temperatures can change quickly. Comfortable walking shoes are helpful for exploring neighborhoods and parks.

  • What is the nightlife in Brookline like?

    Brookline's nightlife has a relaxed feel with neighborhood pubs, wine bars, and casual cafes. Live music and comedy events can be found around Coolidge Corner and Washington Square.

  • What are the most popular events or festivals in Brookline?

    Brookline hosts community events such as outdoor summer music series, arts and craft fairs, and cultural celebrations. Seasonal farmers markets are also often recommended for local flavor.

  • Are there family friendly vacation rentals in Brookline?

    Brookline has many vacation rentals suited for families, with options near parks, schools, and local attractions. Many stays feature kitchens and living spaces, making it easier to relax together.

Destinations to explore