Brookline holiday rentals

We found 2,874 holiday rentals — enter your dates for availability
Discover a selection of 17 homes, 76 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:2 Oct - 9 Oct

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Brookline

  • Cultural heritage: Brookline invites visitors to explore its rich history, with charming streets and historic churches that reflect its unique legacy.
  • Urban green spaces: Enjoy serene urban parks perfect for leisurely strolls and family outings.
  • Vibrant community: The welcoming Brookline Village neighbourhood offers a blend of local commerce and culture.
  • Historic landmarks: Discover the local heritage through its well-preserved historic sites and monuments.
  • Relaxed ambiance: Brookline's friendly atmosphere provides an ideal setting for a peaceful and engaging city break.

Popular types of accommodation in Brookline

Experience the charm of Brookline, Massachusetts with our selection of holiday rentals. Discover apartments, private holiday homes, and condos perfectly suited for your stay. Explore local attractions, historic landmarks, and unique experiences within Brookline, all designed to offer comfort and convenience. Whether you're renting an apartment in Brookline or a cosy private home, our range ensures you enjoy the best of this delightful city.

  • Apartments: These self-contained living spaces are the most sought-after option for visitors seeking comfort and convenience during their stay in Brookline.
  • Private Holiday Homes: Offering a home-like atmosphere, these residences provide an ideal retreat for families and groups looking for privacy.
  • Condos: These modern dwellings combine the benefits of apartment living with added amenities, perfect for a stylish getaway.
  • Cottages: Charming and often quaint, these small houses provide a cozy escape for those looking to unwind.
  • House Boats: For a unique experience, these floating accommodations offer a delightful way to enjoy the water while staying close to shore.**

Top attractions near Brookline

Brookline offers a delightful blend of cultural and city experiences, with urban parks, charming streets, and historic churches inviting exploration. Visitors can enjoy a family-friendly atmosphere while immersing themselves in the local heritage and vibrant community life. Ideal for culture-themed and business holidays, this locale provides a perfect setting to discover the essence of Brookline in a relaxed and engaging manner.

  • Fenway Park: Historic sports stadium with a rich sporting culture and vibrant atmosphere, located 3km from Brookline.
  • Boston Common: Urban park offering a quintessential city experience with family-friendly outdoor leisure, situated 5km from Brookline.
  • Copley Square: Modern square exuding city vibes, found 5km from Brookline.

Things to do recommended for couples

Brookline offers a charming escape for couples. Enjoy a leisurely stroll through the picturesque Larz Anderson Park, or indulge in a romantic picnic at the beautiful Brookline Village. For an intimate dining experience, savour exquisite cuisine at a local bistro, creating lasting memories together.

Things to do recommended for families

Families visiting Brookline can explore the delightful Brookline Village, where children can enjoy the interactive exhibits at the Boston Children's Museum, just a short ride away, and take a leisurely stroll through the beautiful Larz Anderson Park, perfect for picnics and play.

Things to do recommended for groups

Embark on a group tour of Brookline, Massachusetts, where you can savour local cuisine, explore historical landmarks, and enjoy outdoor adventures. Discover hidden gems and create unforgettable memories with your mates during your visit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to prioritise your preferences when searching. Here are some helpful booking tips for using Stayz.

  • Traveling to Brookline with a group: Consider how many bedrooms you'll require, along with facilities like a fully equipped kitchen or an outdoor area suitable for a group get-together. Thankfully, you can refine your search for these features—and more—on Stayz.
  • Traveling to Brookline with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety while ensuring access to age-appropriate facilities, such as a private swimming pool. It is also advisable to consider your closeness to family-friendly attractions.
  • Taking your pets with you to Brookline: For many, a family holiday is not complete without their four-legged companion. If this resonates with you, have a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Brookline: If you are seeking holiday lets offering discounts for stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly find and save on monthly rentals. You might also consider including a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Brookline

Brookline offers a delightful urban experience with its rich history and vibrant culture. Wander through the charming Brookline Village neighbourhood, where friendly locals and a business-flavoured ambience create a welcoming atmosphere. Explore local listings and immerse yourself in the unique appeal of Brookline MA, where culture, commerce and community blend seamlessly for an unforgettable city holiday.

  • Boston: Boston is a vibrant city located 6km away from Brookline. It offers a fascinating city-themed and culturally enriching experience, ideal for families. Visitors can enjoy a variety of activities including exploring educational venues, shopping at expansive malls, and attending music concerts. The area is home to notable attractions such as a historic sports stadium, an event conference centre, and a sports facility stadium, all of which contribute to its rich urban tapestry.
  • Cambridge: Cambridge is an engaging city situated 5km from Brookline. This destination caters to those seeking a city-themed, family-friendly, and business-oriented experience. Highlights include educational institutions, shopping centres, and vibrant commercial areas. The proximity of historic landmarks such as a renowned college university, a historic sports stadium, and an event conference centre adds to Cambridge’s cultural and historical appeal.
  • Back Bay: Back Bay is an attractive neighbourhood located 3km from Brookline. It promises a city-themed, family-centric, and culturally immersive visit. The area offers a range of activities from educational pursuits to shopping experiences in well-appointed shopping centres. Visitors will appreciate its local attractions, including a historic sports stadium, a charming urban park, and a historic college university, all reflecting the rich heritage and modern vibrancy of the locale.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

If you’re aiming to stretch your travel budget further, consider keeping your dates flexible, as prices can vary. Additionally, you might find substantial savings by opting for a longer stay. To identify the perfect Stayz property that suits your financial plan, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a handy space to initiate new journeys, resume where you previously paused, or peruse and organise your plans. You can view properties you have either saved or booked, neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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)
  • Boston Harbor (4.2 mi / 6.8 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)

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 home?
Among the most desired areas to get a holiday home in Brookline is Longwood. Find your perfect stay on Stayz and experience this area like a local.
What is the most popular type of holiday home accommodation in Brookline?
The most sought-after types of holiday homes in Brookline are apartments. Searching for something different? Stayz 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 home 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 Stayz. 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 homes in Brookline?
Good news. There are. You'll find 128 holiday homes that welcome pets in Brookline on Stayz. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly holiday homes 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 Stayz, then check the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Brookline?
Some of the most popular home 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, Stayz holiday homes have the best amenities for chilling out with the people closest to you.
Are there large group holiday homes 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 homes 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 homes in Brookline?
Brookline has 58 one-bedroom homes 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 homes 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 homes 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 Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Brookline?
You can pick from 124 Stayz 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 home in Brookline?
The minimum age is generally 16, 18 or 21. It can vary from property to property on Stayz, so check the rules of your preferred Brookline stay before booking.
How long can I rent a holiday home 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 homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.