Photo by Din Kime

Brookline holiday lettings

We found 2,533 holiday rentals — enter your dates for availability

Discover a selection of 33 homes, 77 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:10 Oct - 17 Oct

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.

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.

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

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.

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?
Among the most desired areas to get a holiday rental in Brookline is Longwood. Find your perfect stay on Vrbo and experience this area like a local.
What is the most popular type of holiday rental accommodation in Brookline?
The most sought-after types of holiday rentals in Brookline are apartments. Searching for something different? Vrbo has plenty of options to match our guests' unique needs, so you'll see holiday properties in loads of shapes and sizes. The perfect fit is ready and waiting for you --- lock in yours today.
How much does it cost to rent a holiday rental in Brookline?
The average price for a holiday home in Brookline depends on a number of factors, such as property type, length of stay and time of year. Whether you're dreaming about a sprawling villa with lots of space or a cosy cabin just for the two of you, just enter your travel dates to discover stays that offer great value.
How much does it cost to rent a beach house in Brookline?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Click on your Brookline travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to select the features and amenities you need.
Are there pet-friendly holiday rentals in Brookline?
Good news. There are. You'll find 128 holiday homes that welcome pets in Brookline on Vrbo. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly holiday rentals to find a perfect pad where your doggie can lap up the fun.
Can I rent a house with a pool in Brookline?
Grab your swimsuit and swim ring, because there are three houses with a private pool in Brookline. Settle in at one of these popular holiday homes and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Brookline?
Some of the most popular rental amenities people search for in Brookline include a garden, a swimming pool and tennis. Whether you're on a trip with friends, family or even pets, Vrbo holiday rentals have the best amenities for chilling out with the people closest to you.
Are there large group holiday rentals in Brookline?
Brookline has 16 holiday homes that can accommodate 10 or more guests. These stays come with all the space you need to share good times with loved ones.
Are there holiday rentals in Brookline that welcome kids?
Gather your whole crew for fun-filled adventures in Brookline at one of our 127 family-friendly holiday properties. Lots of these stays come with conveniences that are ideally suited to trips with youngsters, such as full kitchens, bunk beds and outdoor spaces. Just check the "Properties good for families" filter and pick your favourite option.
What are the top attractions for families in Brookline?
There are lots of wonderful things to see and do with the family in Brookline, including:

  • New England Aquarium
  • Museum of Science
  • Revere Beach

Are there one-bedroom holiday rentals in Brookline?
Brookline has 58 one-bedroom rentals available. Usually located in popular areas thanks to their compact size, a one-bedroom property is perfect if you're getting away with your partner or a buddy. And with home comforts like laundry facilities and more privacy than a standard hotel, you'll be able to relax while discovering this awesome destination.
Can I find two-bedroom holiday rentals in Brookline?
You can select from 28 two-bedroom homes in Brookline. Settle the kids into the second room or fill it with a couple of your besties. There's enough space for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Brookline?
Whether you'd like to keep up with the news, check emails or update your social media, there are 14 holiday homes with WiFi in Brookline. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Brookline?
You can pick from 124 Vrbo holiday homes with air conditioning in Brookline offering that cooling breeze and extra bit of comfort. Enter your dates of travel and then use our handy filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Brookline?
The minimum age is generally 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your preferred Brookline stay before booking.
How long can I rent a holiday rental in Brookline for?
The amount of time you can rent a Brookline holiday home for is up to the property. Just put in your dates of travel to browse available options offering longer term stays. They feature all the things you need to make your extended getaway more comfortable and enjoyable, such as kitchens and laundries. Some holiday rentals may also offer weekly or monthly discounted prices, so you can hang around longer for less.

More Holiday Rentals ideas

People also search for