Find Vacation Rentals in Brookline

Highlights Brookline

  • Vacation rentals
  • Charming getaways
  • Large selection of outdoor activities
  • Exotic cuisine
  • Historical landmarks
  • Public beaches

Best Vacation Rentals in Brookline

Guests agree: these stays are highly rated for location, cleanliness, and more.
Brookline, Massachusetts
Vacation Rental • 570 ft² • 1 Bedroom
(12 reviews)
Sunny one bedroom on third floor, just renovated and features new granite/stainless kitchen, hwd floors, full sized bed in bedroom, pull out comfy futon sofa that sleeps 2 , 2 flat screen tv (one in bedroom and one in the living room), basic cable channels, wifi internet, laundry in the building. Condo is short walk to Longwood Medical hospitals, public transportation : Longwood stop, and two of Brooklines town centers; Coolidge Corner and Brookline Village Less than 10 minute T ride to Boston. 98 walk scores for walking and public transit. Home is centrally located and very easy to get alm...
from $128 / night
Brookline, Massachusetts
Vacation Rental • 1195 ft² • 2 Bedrooms
(11 reviews)
Very unique space found in the heart of Brookline Village, gleaming hwd floors, high ceilings, large windows, ceiling fans in each room, central air, large bedrooms: one room offers king sized bed, second has a queen with a flat screen TV. Living room has flat screen tv with Roku, two couches, one couch is a sleeper and sleeps two, (additional futon mattress as well), fully applianced Eat in kitchen, small outdoor space off of kitchen. all towels, linens provided. Coin operated laundry on the first floor a few doors down the building. Steps to public transportation, Longwood Medical Hospita...
from $373 / night
Brookline, Massachusetts
Vacation Rental • 1798 ft² • 3 Bedrooms
(5 reviews)
Enjoy this very spacious 3 bedroom condo found on high first floor of a brownstone, high ceilings, hard wood floors, 2 full bathrooms,. Comfortably sleeps nine people: 2 queen beds, full bed,, pull out sofa, and single tempurpedic bed found in living room, fully applianced eat in kitchen with large dining table, living room great for large gatherings, newly installed back patio for relaxing outside or BBQ, public transportation minutes away, steps to Washington Sq and Coolidge Corner: many restaurants and shops, step outside and pick up the bus to Longwood Medical. Easy access to Boston cen...
from $353 / night

Prices and availability

Current Vacation rental prices Brookline

$428for 3 Jun - 10 Jun
$482 annual average
Average price per week

Current vacation rental availability Brookline

< 1%for 3 Jun - 10 Jun
7% annual average
Percentage of available rentals

Vacation rentals in Brookline

Vacation rental locations

Are you looking for a perfect place to spend a vacation and forget about compact cities, noisy neighborhoods, and tight schedules? Visit Brookline, a small suburban town in Massachusetts, for your next vacation and immerse yourself in a peaceful town full of exciting attractions. The town is about five miles southwest of Boston's downtown area and boasts being the birthplace of John F. Kennedy, former US president. When you come to Brookline, you can choose an ideal rental spread in various parts of the town, a few miles to beautiful public beaches. The good thing is, most vacation rentals here have proximity to major attractions such as parks, museums, and shopping spots. You can get out of your rental property and walk to these attractions for outdoor activities.

Vacation rentals for everyone

Brookline has a variety of rentals designed to accommodate visitors with different tastes and preferences. You can stay in a luxury rental with all modern amenities to ensure you have the comfort you need. For example, most rentals have a terrace, pool, view, TV, internet, and air conditioning. If you want to come alone and unwind or bring your better half for a romantic getaway, there're many rentals perfect for couples. You can also come as a family or friends and stay in spacious rentals. Find a rental property with a fully-equipped kitchen, bedroom, and living room.

Vacations in Brookline

The area and getting around

A suburban town full of activities

While Brookline sits five miles away from the bustling Boston city, there's something special about Brookline. Boston is a hectic town, and you may not enjoy the peace you need. But, on the other hand, Brookline is a tranquil town but a home to significant attraction sites. So, whether you want to visit the grassy waterfront parks or spend a day at a museum soaking up the town's history, Brookline has something for you. What makes Brookline an exciting place for vacation is its small size that you can navigate on foot. So, you can walk from one attraction site to the next as you glimpse at the lush green landscape, tall buildings, and locals conducting their daily activities.

Exotic cuisine and unique local activities

Enjoy exploring Brookline on a full belly, thanks to the town's authentic restaurants that offer quality food for all kinds of people. You can head to La Morra or Ganko Ittetsu Ramen and enjoy exotic cuisine and exceptional services. Enjoy pesce arrostito, ravioli di asparagi, broth, ramen, rhubarb crumble, among other delicious food. Visit various boutiques and specialty stores and discover why most travelers love shopping in Brookline. You can try the Coolidge Corner, that's best known for fashion boutiques and designer clothing. If you're not a shopping enthusiast, you can head to nearby bars for a taste of cocktails and live entertainment.

Travelers and activities

Brookline for culture and history enthusiasts

As a history buff, you can visit Brookline to learn what the town shares in American history. You can visit John F. Kennedy's childhood home, a National Historic Site located in Beals Street. Enjoy spending a day in this family townhouse built with green-blue timber slats. Take a guided tour as you learn the history of the former president's life. If you're looking for more American heritage, you can visit Larz Anderson Auto Museum. Here, you'll enjoy viewing automobile exhibits such as Ford, Dodge, and Packard cars perfectly preserved from the early 20th century. Try other museums in the town and take beautiful pictures of various historical exhibits.

Brookline beaches and lakes for water sports

Are you a water sports enthusiast and you'd prefer spending summer hot afternoons on various beaches and lakes? Brookline has several public beaches ideal for watersports such as swimming, fishing, kayaking, and canoeing. You only need to drive a few miles from your vacation rental to access various beaches near Brookline. For example, you can head to L Street Beach, Carson Beach, or Stony Brook Reservation and spend hot afternoons in the water. In addition, you can enjoy various facilities such as grills, restrooms, bathhouses, athletic fields, and a swimming pool near the beaches in the evening.

Brookline was initially known as the Hamlet of Muddy River but later changed to Brookline in 1705. The name was incorporated due to the brooks that established the town borders.

Top 5 travel tips for Brookline

1. Larz Anderson Park

Visit Larz Anderson Park during summer and try outdoor activities such as hiking and picnicking. Being the largest park in Brookline, you can enjoy various outdoor activities while catching some scenic views of surrounding areas. For example, you can trail along various paths to the top of the hill and enjoy great views of Boston. Spend time on the baseball field, community garden, playground, and dog park. If you visit during colder months, you can enjoy outdoor skating.

2. Coolidge Corner Theater

Treat your lover or little ones to a movie theater in Brookline by taking them to Coolidge Corner Theater. You can learn the history of this site built as a church in 1906 and later transformed into a privately-owned cinema in 1933. Then, browse through a selection of movies as they rotate. You can enjoy various family-friendly shows like documentaries, animations, indie films, and new releases.

3. Frederick Law Olmsted National Historic Site

Would you like to immerse yourself deeper into the history of Frederick Law Olmstead and understand his outstanding contributions to the world of architecture? Visit Frederick Law Olmstead National Historic Site and take a guided tour around. Enjoy glimpsing at this iconic home that he purchased and redesigned to match his family's needs. Visit during a lecture or talk tour and enjoy learning more about the history of this iconic man.

4. Kolbo Fine Judaica Gallery

Are you a fan of art and would like to discover Brookline's creative contributions to the world of arts? Visit Kolbo Fine Judaica Gallery and enjoy viewing Jewish art known as Judaica. There's much to learn from their unique items, such as the Jewish culture and traditions. If you love shopping, you can look for beautiful gifts for your loved ones or buy them as souvenirs. In addition, you can enjoy seeing other decorations used for special occasions like Passover, Chanukah, Ketubot, and Bar/Bat Mitzvah.

5. Hops N Scotch for a nightlife

If you love spending weekend evenings in clubs, Brookline got you covered. Despite being a small town, you can find several bars and clubs where you can go and spend a night full of entertainment. Visit Hops N Scotch with friends or your lover and enjoy their great whiskey, beer, delicious food, and exciting music. Spend a night dancing and listening to fascinating hip hops while interacting with locals and other visitors.

FAQs: Vacation Rentals in Brookline

How much do you pay, on average, for vacation rentals in Brookline?

Based on last year, Brookline had an average price of $276 per night, a relatively high one compared to the cities in the USA.

During which months are vacation rentals cheaper in Brookline?

]If you would like to get the most out of your money, the cheapest months to visit Brookline are February ($203 the average per night for accommodation), March ($208), and November ($224).

In which months is it more expensive to rent a vacation rental in Brookline?

It can be concluded, by analyzing the data from the previous year, that costs per night for accommodation here are usually higher, on average, during the months of May ($329), April ($327), and October ($320).

Are there usually many vacation rentals available in Brookline?

If you decide to put Brookline on your bucket list, we suggest planning your travels long before you go because it is usually very high in demand, with an annual average of 95% of rentals booked the previous year.

What time of the year can I find more available vacation rentals?

The months that offer the most accommodation options are, on average, September (with an availability of 12%), December (9%), and April (8%), according to the trends observed in the prior year.

How many rentals does Holidu have in Brookline?

Holidu offers around 190 accommodations in Brookline from 2 different partners, so find the perfect type of accommodation you are looking for. We have everything you need!

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