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Brookline holiday lettings

We found 2,549 holiday rentals — enter your dates for availability

Discover a selection of 34 homes, 78 apartments and other holiday rentals in Brookline that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Brookline

Showing deals for:14 Nov - 21 Nov
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Find out more about Brookline

Find out more about Brookline

Why visit Brookline

  • Cultural Exploration: Discover historic colleges and universities that enrich the local heritage.
  • Urban Parks: Relax in beautiful parks, perfect for unwinding and enjoying nature.
  • Community Spirit: Experience the warm hospitality of friendly locals and vibrant neighbourhoods.
  • Family-Friendly Activities: Enjoy a variety of attractions that cater to families and children.
  • Convenient Accommodation: Choose from charming apartments, private homes, and modern condos for your stay.

Popular types of accommodation in Brookline

If you're considering a getaway to Brookline, you'll be pleased to know that a variety of holiday rentals await you. The most popular options include charming apartments, spacious houses, and modern condos. Whether you're searching for Brookline apartments or holiday lettings, we have the perfect accommodation to suit your needs and provide you with a memorable stay.

  • Apartments: The most sought-after choice for holiday rentals in Brookline, offering a range of facilities and locations.
  • Houses: A popular option for those seeking more space and privacy, ideal for families or groups.
  • Condos: A preferred accommodation type for travellers looking for modern amenities in a communal setting.
  • Cottages: Charming and quaint, these rentals provide a cosy retreat in a picturesque environment.
  • House Boats: An unusual yet delightful option for those wanting a unique experience on the water.**

Top attractions near Brookline

Brookline offers a delightful mix of cultural and sporting activities, making it an excellent choice for both leisure and business travellers. Visitors can explore historic colleges and universities, unwind in urban parks, or attend events at various conference venues. With a wealth of attractions catering to culture enthusiasts, families, and city explorers alike, Brookline promises an enriching experience for all.

  • Fenway Park: A historic sports stadium, Fenway Park is renowned for its rich baseball heritage and vibrant atmosphere, making it a must-visit for sports enthusiasts.
  • Harvard University: As one of the world’s oldest and most prestigious institutions, Harvard offers stunning architecture and a deep cultural experience in its beautiful campus.
  • TD Garden: This premier event venue hosts a variety of sports and entertainment, providing a lively business vibe and a chance to experience major events.

Things to do recommended for couples

For a romantic getaway in Brookline, indulge in a lively evening at the House of Blues Boston, just 1.2km away, or immerse yourselves in the culture at the Jose Mateo Ballet Theatre, 1.9km away. For adventure, enjoy skiing at Blue Hills Ski Area, 5.0km away.

Things to do recommended for families

During your family holiday in Brookline, you can catch an exciting event at Agganis Arena or Alumni Stadium, both offering a lively sports atmosphere. For a more tranquil experience, enjoy a leisurely day at the Chestnut Hill Reservation, perfect for relaxation and wellness.

Things to do recommended for groups

Your group can enjoy a visit to Harvard Square for shopping and entertainment, just 1.9km from Brookline. In the local area, the Coolidge Corner Theatre offers a cultural experience, while the Samuel Adams Brewery, 1.2km away, provides a delightful taste of local brews.

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

If you're planning a trip with friends, family, your pets, or seeking extended stays, it's important to apply the right filters to suit your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Brookline with a group: Think about how many bedrooms you require, as well as any amenities like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these features and more on Vrbo.
  • Traveling to Brookline with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Brookline: For many, a family holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Brookline: If you're seeking holiday rentals with discounts for 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 accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Brookline

Brookline, Massachusetts, offers a delightful blend of culture, sports, and business-themed experiences. As a tourist, you'll enjoy friendly locals and a vibrant atmosphere that highlights both urban charm and historical significance. Explore the lovely neighbourhoods of Brookline, where family-friendly activities abound, and immerse yourself in the rich community spirit. Nearby cities also provide a fantastic backdrop for memorable holidays, making Brookline a perfect base for your American adventure.

  • Boston: Boston, a vibrant metropolis only 2.5km from Brookline, is steeped in history and culture. Visitors flock to the city for its rich city themed experiences. Explore renowned educational institutions, attend live music concerts, or indulge in retail therapy at bustling shopping malls. Iconic landmarks such as historic sports stadiums and conference venues are within easy reach, making Boston an ideal destination for families and culture enthusiasts alike.
  • Cambridge: Just 1.9km from Brookline, Cambridge is a city that exudes charm and intellectual allure. Known for its city themed and family experiences, Cambridge is home to some of the world’s most prestigious universities. Enjoy a day of shopping at its vibrant shopping centres or explore the local historic college campuses. With attractions like stadiums and historic sports venues, Cambridge offers a perfect blend of education, culture, and leisure.
  • Back Bay: Back Bay is a picturesque neighbourhood situated a mere 1.2km away from Brookline. This area is celebrated for its stunning architecture and urban parks, making it a wonderful choice for visitors seeking city themed and family experiences. The neighbourhood is replete with high-end shopping options and educational venues. Highlights include access to stadiums and historic sports stadiums, ensuring a delightful exploration of both culture and recreation.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.8°F (-1.8°C)Light RainMostly SunnyAverageSlightly Low
February30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
September65.5°F (18.6°C)Light RainMostly SunnySlightly HighAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowSlightly High
November43.5°F (6.4°C)Light RainMostly SunnySlightly LowAverage
December35.1°F (1.7°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save some money on your upcoming getaway? We recommend being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often results in substantial savings. To discover the perfect Vrbo property that fits your budget, don’t hesitate to utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new getaways, pick up where you left off, or manage your travel arrangements with ease. You can now easily access properties you've saved or booked, which are organised into Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The lively area of Brookline awaits your stay

Enjoy the opera and other features of Brookline. This city is walkable and welcoming, recognised for its sporting events, university setting and cycling. Fenway Park and TD Garden are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Brookline

Are you looking for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Brookline a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (4.1 mi / 6.6 km)
  • Encore Boston Harbor (5.1 mi / 8.2 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)

Exploring the natural features in Brookline

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Brookline is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (3.2 mi / 5.2 km)
  • Copley Square (2.6 mi / 4.2 km)
  • Back Bay Fens (1.7 mi / 2.7 km)
  • Chestnut Hill Reservoir (1.9 mi / 3 km)
  • Commonwealth Avenue Mall (2.1 mi / 3.4 km)
  • Boston Public Garden (3 mi / 4.9 km)

Transport to and around Brookline

The nearest airport is in Boston, MA (BNH-Boston Harbor Seaplane Base), located 5.2 mi (8.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Logan International Airport (BOS), which is 5.8 mi (9.3 km) away.

You can see more of 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 holiday rental?
When considering a holiday rental in Brookline, Massachusetts, the Coolidge Corner neighbourhood stands out as an excellent choice. This vibrant area is known for its charming streets, lively shops, and a variety of dining options that cater to all tastes. One of the top attractions here is the historic Coolidge Corner Theatre, a beautifully restored cinema that showcases independent films and classic movies, providing a delightful experience for film enthusiasts. Additionally, the nearby Larz Anderson Park offers lovely green spaces, great for leisurely strolls or picnics, and features a unique auto museum that car aficionados will appreciate.

Another appealing area is Washington Square, which exudes a lovely community feel. This neighbourhood is characterised by its quaint architecture and local boutiques. Visitors can enjoy the nearby Brookline Village, which is home to the renowned Brookline Booksmith, a must-visit for literature lovers. The proximity to the T (subway) makes it easy to explore nearby Boston, adding to the allure of staying in Washington Square. In terms of holiday rentals, both Coolidge Corner and Washington Square boast a diverse selection, with numerous properties available that cater to different budgets and preferences.
How much does it cost to rent a holiday home in Brookline?
Prices for holiday rentals in Brookline vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Brookline to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Brookline holiday house rentals?
You can find great discounts on house rentals in Brookline on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Brookline?
In Brookline, apartments are the most popular type of holiday rental, with approximately 72 available throughout the area. These apartments are typically located in charming neighbourhoods close to local parks and the historic Coolidge Corner, making them ideal for those wanting to experience the local culture. Most rooms feature fully equipped kitchens, comfortable living areas, and some even come with balconies for enjoying the fresh air.
Are there any family house rentals in Brookline?
In Brookline, Massachusetts, there are numerous family-friendly house rentals available, with around 57 options to choose from. This charming town is known for its family-friendly atmosphere and proximity to Boston, making it an excellent choice for visitors seeking a mix of suburban comfort and urban excitement.

Properties in Brookline often feature spacious living areas, full kitchens for preparing meals, and outdoor spaces where children can play safely. Many homes are equipped with convenient amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay for families.
Can I find long-stay holiday rentals in Brookline?
A long-stay holiday rental in Brookline is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Brookline?
In Brookline, there are numerous pet-friendly house rentals available, offering a comfortable and welcoming environment for both travellers and their furry companions. Many of these properties come equipped with modern amenities such as fully stocked kitchens, spacious living rooms, and often private outdoor spaces, making them great for families or groups seeking a cozy feel during their stay.
Are there any remote work holiday rentals in Brookline?
In Brookline, Massachusetts, there is a substantial selection of remote work holiday rentals available, with around 84 options for travellers looking to blend work and leisure. This vibrant suburb, known for its tree-lined streets and charming neighbourhoods, provides a conducive environment for remote work. Many properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable desk chairs, ensuring that you can focus on your tasks without distraction. Some rentals may even include additional features like computer monitors and safes for added convenience and security. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Brookline holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Brookline with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Brookline?
In Brookline, popular rental amenities include complimentary Wi-Fi, kitchens equipped with cookware, dishware, and utensils, as well as refrigerators for convenient meal preparation. Many properties also feature coffee makers, allowing guests to enjoy a fresh brew at their leisure.
When is the best time to visit Brookline for a holiday rental?
April is the most popular month to visit Brookline, Massachusetts, when the charm of spring unfolds in vibrant colours and mild temperatures. This period falls within the peak travel season from March to May, attracting those eager to experience the blossoming parks and cultural events that the area has to offer. The pleasant weather, generally ranging from 10 to 20 degrees Celsius, makes it ideal for outdoor activities such as strolling through the picturesque landscapes of the Emerald Necklace parks or exploring nearby historic sites.

During April, you'll find a delightful array of local festivals and events, which provide an authentic taste of Brookline's community spirit. The famous Boston Marathon, held in April, attracts visitors from around the globe, adding to the lively atmosphere. This is an excellent time for those who enjoy sightseeing and immersing themselves in local culture.

If you're seeking a more budget-friendly experience, consider visiting in December. While this month is quieter, it offers unique opportunities to enjoy Brookline's festive charm with holiday decorations and seasonal activities. You can relish the peaceful ambiance while still indulging in delightful local cuisine and exploring the town's history.
How early should I book a Brookline holiday rental?
Book your Brookline holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Brookline?
In Brookline, Massachusetts, visitors can explore a variety of attractions that highlight the town's rich history and vibrant community. The Coolidge Corner area is known for its unique shops, restaurants, and the historic Coolidge Corner Theatre, which screens independent and foreign films. Nearby, the Brookline Village offers a charming atmosphere with local boutiques and cafes, as well as the beautiful Brookline Town Hall.

For those interested in outdoor activities, Larz Anderson Park features sprawling green spaces, scenic walking paths, and a picturesque pond, making it a great spot for picnics and leisurely strolls. The park is also home to the Larz Anderson Auto Museum, showcasing a collection of vintage automobiles.
Can I change or cancel my Brookline home rental booking on Vrbo?
To find Brookline holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Brookline holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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