Brookline Vacation Rentals, Boston: house rentals & more

Discover a selection of 13 homes, 72 apartments, and other vacation rentals in Brookline that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Coolidge Corner Theatre

Find the best place to stay - Brookline

Entire apartment with private entrance.

Sleeps 6 · 3 bedrooms · 1 bathroom

Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk

Sleeps 6 · 3 bedrooms · 1 bathroom

"Home Away from Home" is in a Victorian home in a beautiful, safe neighborhood

Sleeps 2 · 2 bedrooms · 1 bathroom

Top rated rentals - Brookline

Living room, comes with a massage chair and flat screen TV

Long weekend outside of Boston

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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
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A place for everyone
We stand for diversity, inclusion and families everywhere.
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Find out more about Brookline

Why visit Brookline

Cultural richness: Brookline boasts a mix of art, history, and education with its historic colleges and vibrant cultural scene.
Outdoor activities: Enjoy beautiful parks and nearby beaches, perfect for family-friendly outings and relaxation.
Delicious dining: Savor diverse cuisines in charming neighborhoods, showcasing local flavors and culinary creativity.
Proximity to Boston: Explore the nearby city for its rich history, museums, and attractions, enhancing your Brookline experience.
Variety of accommodations: Choose from cozy apartments to stylish condos, ensuring a comfortable stay tailored to your needs.

Popular types of accommodation in Brookline

Discover the ideal vacation rental in Brookline with Vrbo. Whether you’re looking for cozy apartments, spacious houses, or comfortable apart hotels, we have options to suit every traveler. Explore delightful brookline apartments or consider a charming Beverly rental unit. With various bedroom sizes available, you’ll find the perfect space for your needs. Whether you prefer house rentals in Brookline or hotels, our platform provides transparency and reassurance for a memorable stay.

Apartments: The most sought-after option for vacation rentals in Brookline, offering convenience and comfort for solo travelers or groups.
Houses: A popular choice for families or friends seeking the comforts of home during their stay.
Condos: A favored accommodation type for those looking for a blend of amenities and a central location.
House Boats: An adventurous option for travelers wanting a unique experience on the water.
Cottages: Charming retreats ideal for a cozy getaway, perfect for couples or small families.**

Top attractions in Brookline

Brookline, Massachusetts, offers a delightful blend of culture, sports, and family-friendly experiences. Visitors can explore a variety of attractions, including beautiful beaches and historic colleges and universities. Whether you're looking for outdoor adventures or a cultural immersion, Brookline caters to all types of travelers seeking memorable experiences in a vibrant community.

Fenway Park: A historic sports stadium, Fenway Park is the home of the Boston Red Sox. With its iconic Green Monster, it offers a unique blend of rich sports history and vibrant atmosphere, making it a must-visit for baseball fans and culture enthusiasts.
Harvard University: As the oldest institution of higher education in the U.S., Harvard University boasts stunning architecture and lush campus grounds. Visitors can explore its museums and libraries, immersing themselves in a rich academic culture.
TD Garden: This multipurpose venue hosts sports events, concerts, and conferences, offering a dynamic atmosphere. Whether watching a Celtics game or attending a concert, TD Garden is a hub of excitement.

Things to do recommended for couples

For a romantic getaway in Brookline, enjoy a concert at the House of Blues Boston, just 2 miles away, or indulge in a performance at the Jose Mateo Ballet Theatre, only 3 miles away. For winter sports enthusiasts, the Blue Hills Ski Area is a thrilling 8 miles from town.

Things to do recommended for families

Families will love the exciting atmosphere at Agganis Arena, relax at the serene Chestnut Hill Reservation, and explore the wonders of the universe at the Charles Hayden Planetarium, all within a short distance from Brookline.

Things to do recommended for groups

Explore Harvard Square for shopping and entertainment vibes, just 3 miles from Brookline. Enjoy a movie at the Coolidge Corner Theatre, or visit the Samuel Adams Brewery, located 2 miles away, for great drinks and a fun atmosphere. Perfect activities for a memorable group trip!

What do I need to keep in mind when booking a vacation in Brookline

No matter if you're traveling with friends, family, pets, or planning an extended stay, it's essential to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

Traveling to Brookline with a group: Think about how many bedrooms you’ll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
Traveling to Brookline with young kids: Traveling with young kids can be tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
Taking your pets with you to Brookline: For many families, a vacation isn’t truly fulfilling unless their furry companion is by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and comfortable beds, ensuring that every member of the family feels at home.
Planning for a long term stay visiting Brookline: If you're in search of vacation rentals that offer discounts for extended stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Brookline

Brookline, Massachusetts, offers a delightful blend of culture, sports, and business, making it an ideal vacation destination. Visitors can enjoy a friendly, urban atmosphere while exploring charming neighborhoods filled with family-friendly activities and romantic spots. Nearby cities like Boston enhance the experience with vibrant cultural and historical attractions. Whether you're wandering through local parks or savoring diverse cuisines, Brookline promises an enriching getaway for every traveler.

Downtown Boston: Located 4 miles from Brookline, Downtown Boston is a bustling hub brimming with history and modern attractions. This vibrant area is perfect for families and culture enthusiasts alike. Visitors can explore renowned educational institutions, indulge in retail therapy at shopping centers, and enjoy a diverse culinary scene. Don't miss iconic landmarks such as the historic sports stadium and event venues that host exciting conferences and gatherings.
Cambridge: Just 3 miles from Brookline, Cambridge is famed for its academic prowess and cultural vibrancy. Home to prestigious universities, this city offers a wealth of educational experiences alongside its charming streets filled with shops and cafés. Visitors can explore historic college campuses, enjoy events at the stadium, and soak in the intellectual atmosphere that permeates the area. The dynamic blend of history and innovation makes Cambridge a must-visit destination.
Back Bay: Only 2 miles from Brookline, Back Bay is an elegant neighborhood known for its stunning architecture and urban parks. Ideal for families and city explorers, this area features upscale shopping centers and a rich cultural scene. Visitors can enjoy leisurely walks through picturesque parks or catch a game at the historic sports stadium. Back Bay's charming ambiance and array of attractions make it a delightful spot to unwind and explore.

Best time to go to Brookline

If you're planning a trip to Brookline, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	28.8°F (-1.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	30.0°F (-1.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Average	Average
April	47.8°F (8.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Average
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average	Average
September	65.5°F (18.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	43.5°F (6.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	35.1°F (1.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can achieve substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to utilize our filters to narrow down your options by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you’ll gain access to exclusive member savings and the opportunity to earn and redeem OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new trips, pick up right where you left off, or manage your travel plans with ease. You can easily access properties you’ve saved or booked in the sections labeled Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Vacation rentals in serene Brookline

Book a Brookline vacation rental and immerse yourself in the rustic charm, heritage sights, and lush green space that this small Massachusetts town has to offer. Brookline forms a part of Greater Boston, based just 5 miles southwest of the city’s downtown area, yet it feels a million miles away from the hectic urban energy of the capital. Country clubs, lakeside parks, and unblemished woodland surround Brookline, and the town’s center sings with redbrick storefronts and quaint cafés. Brookline’s vacation rentals – a mix of sunny studious, vast townhouses, and luxury exposed-brick apartments – provide perfect accommodation.

Activities and attractions in and around Brookline

Are you hoping to find top things to see and do in the city? Venture out of your cozy vacation rental and experience everything that makes Brookline a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

New England Aquarium (4.1 mi / 6.6 km)
Samuel Adams Brewery (1.5 mi / 2.5 km)
Franklin Park Zoo (2.5 mi / 4 km)
Boston Marathon Finish Line (2.5 mi / 4 km)
Harpoon Brewery (4.5 mi / 7.3 km)
Encore Boston Harbor (5.2 mi / 8.3 km)

Shopping and sports in bountiful Brookline

Shopping is a top Brookline activity, as the town boasts a fair share of charming independent boutiques and specialty stores. The Coolidge Corner area is a particularly snazzy shopping spot, celebrating upscale designer clothing and fashion boutiques. If shopping doesn’t spark your interest, how about a round of golf? There are several country and golf clubs dotted in and around Brookline, with 18-hole courses offering peaceful tree-lined thoroughfares. If you’re after a wild outdoor experience, visit Cutler Park Reservation 6 miles southwest of Brookline, which is an enormous nature reserve cris-crossed with hiking trails.

Sun-blushed summer months in Brookline

Brookline experiences 4 distinct seasons, with hot and humid summer months – from June through August – where temperatures regularly hit 80 degrees and above, to very cold winters – December through February – which frequently welcome frost, ice, and snowfall. Some Brookline vacation rentals, particularly the old townhouses, have cozy, picture-prefect wood burning fireplaces that are perfect in these months. While summer is the most pleasant time to travel for outdoor activities, fall, although chilly, sees a vibrant red and gold blanket of foliage fall across Brookline, which makes for a romantic setting.

Small town parks meet sprawling wilderness

The bustling city of Boston lies 5 miles from Brookline, and the quiet, residential suburb of Brighton borders Brookline’s east. The grassy waterfront parks and leafy, idyllic country clubs in the southern side of Brookline – like Jamaica Pond, Olmsted Park, and Larz Anderson Park – lead on to larger green spaces. The Arnold Arboretum, for instance, overflows with towering native and Northern Hemisphere trees, creating a lush shady sanctuary. The Cutler Park Reservation offers a wilder taste of nature, where untamed freshwater marshes and forests house red foxes, deer, and rare birdlife.

Transportation to and around Brookline

The nearest airport is in Logan International Airport (BOS), located 5.8 mi (9.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 5.2 mi (8.3 km) away.

It's easy to get around Brookline by catching a ride on the metro at Brookline Village Station, Brookline Hills Station or Summit Av. Station.

Frequently asked questions

What is the best area to stay in Brookline when booking a vacation rental?

North Brookline is among the more popular neighborhoods where you can book a vacation rental in Brookline. While you’re in the area, get around to impressive sights such as Coolidge Corner Theatre and John Fitzgerald Kennedy National Historic Site.

What is the most popular type of vacation rental accommodation in Brookline?

Based on our research, apartments are the most in-demand vacation property type in Brookline. But having said that, everyone’s idea of an awesome trip is bound to be different. Vrbo has vacation homes of all shapes and sizes, and we’ll help you find the perfect fit for you.

How much does it cost to rent a vacation rental in Brookline?

A number of things can influence what you’ll pay for a vacation rental in Brookline, such as the season, type of property and length of stay. But, all our vacation homes have something in common — incredible value. Simply add your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Brookline?

The average price for a vacation rental close to the beach in Brookline depends on when you’ll be there and the type and size of property you want. You can find prices quickly and easily on Vrbo by entering the dates you’ll be traveling. Then use our filter tool to pick the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a pool.

Are there pet-friendly vacation rentals in Brookline?

Pack a suitcase and a bone for the pup in your life because Brookline has 141 vacation rentals that open their doors to pets. Let your furriest friend have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our “Pets allowed” filter box.

Can I rent a house with a pool in Brookline?

Pack your swimwear and swim ring, because there are seven houses with a private pool in Brookline. Settle in at one of these terrific vacation homes and you’ll enjoy pool days every day. Simply enter your dates into Vrbo, then check the “pool” filter to find the perfect place for a splashing good time!

What are popular rental amenities in Brookline?

The most popular rental amenities people are searching for in Brookline include a garden, a water view and a beach view. Whether you’re on a trip with buddies, family or even pets, Vrbo vacation rentals include the best amenities for hanging out with the people you love.

Are there large group vacation rentals in Brookline?

There are 18 vacation properties in Brookline that can accommodate a group of 10 or more people. Whether you’re organizing a trip with extended family or an event like a party, there’s ample room to get your favorite people together under the same roof.

Are there vacation rentals in Brookline that welcome kids?

Brookline has 132 family-friendly vacation homes. And finding a stay that welcomes kiddos is a breeze with Vrbo’s “Properties good for families” filter. Besides having the whole place to yourselves, you’ll get perks and amenities such as multiple bedrooms, kitchens and private pools.

What are the top attractions for families in Brookline?

There’s a ton of fun things to do and see with the family in Brookline, including:

Larz Anderson Auto Museum
John Fitzgerald Kennedy National Historic Site
Coolidge Corner Theatre

Are there one-bedroom vacation rentals in Brookline?

Brookline has 59 one-bedroom rentals on offer. Often positioned in well-regarded areas due to their smaller size, a one-bedroom rental is great if you’re getting away with your partner or a pal. And with plenty of home comforts like laundry facilities and more privacy than a standard hotel, you’ll be able to kick back and relax while sightseeing around this awesome destination.

Can I find two-bedroom vacation rentals in Brookline?

Take off with your besties and enjoy a relaxing escape in one of the 26 two-bedroom vacation homes Brookline has to offer.

Are there vacation rentals with WiFi in Brookline?

Brookline has 20 vacation rentals with WiFi, so you’ll be able to stay connected during your trip. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Vrbo homes make it easy to get online.

How can I find vacation rentals with air conditioning in Brookline?

Work out your travel dates and then use the filter tool to find vacation rentals with ac in Brookline on Vrbo. With 136 air-conditioned properties to choose from here, you can enjoy a cool and comfortable trip.

How old do you have to be to rent a vacation rental in Brookline?

The minimum required age is typically 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Brookline vacation rental before booking your escape.

How long can I rent a vacation rental in Brookline for?

It’s really down to the Brookline property. To view a list of options offering extended stays, simply enter your dates and guest number into Vrbo. Enjoy having the whole place to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a backyard where your little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

Does Vrbo offer discounts for vacation homes in Brookline?

Overnight trip or a much-needed extended vacation, Vrbo has some exclusive deals and discounted options in Brookline that’ll match your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever it is you’re after, you’ll find the ideal place to stay — without blowing your budget.