Brookline Vacation Rentals

Our Favorite Vacation Rentals in Brookline

  • Sunny spacious 2 bed plus den,MBTA,mins to Boston
     Home/Apartment
    Booking.com
    From
    $149
  • 4 bedroom Victorian Condo
    Good4br Home/Apartment
    HolidayLettings
    From
    $640
  • Great 1 Bedroom apartment, Longwood, MBTA, Boston, Fenway, Jamaica Pond
     Home/Apartment
    Booking.com
    From
    $129
  • Sonder | Beacon Street | Lively Studio + Gym
     -1br Studio
    HolidayLettings
    From
    $167
  • Bedrooms near Fenway & Dowtown boston
     Family Stay
    Booking.com
    From
    $30
  • Sonder | JFK Historic Site | Warm 2BR + Balcony
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $220
  • Remastered Renovation | Near Fenway
     Home/Apartment
    Booking.com
    From
    $221
  • Sonder | Pierce Boston | Dashing Studio + Gym
    Excellent-1br Studio
    HolidayLettings
    From
    $189

Check prices for these upcoming dates

Brookline Vacation Rentals with Wi-Fi

  • In the Heart of Boston and Brookline
    Excellent2br Home/Apartment
    Airbnb
    From
    $224
  • 2 Bedroom Apartment in Brookline MA
    Good2br Home/Apartment
    Airbnb
    From
    $213
  • Luxurious Townhouse Close to Coolidge Corner
    Excellent4br Home/Apartment
    Airbnb
    From
    $564
  • Spacious 2 bedrooms Apt-Roof deck NO Cleaning fee
    Excellent2br Home/Apartment
    Airbnb
    From
    $225

Brookline Pet-Friendly Vacation Rentals

  • Historic Brownstone
     Home/Apartment
    HolidayLettings
    From
    $540
  • Clarendon Road
    ExcellentHome/Apartment
    HolidayLettings
    From
    $144
  • Modern Studio By With Kendall Harvard
     -1br Studio
    HolidayLettings
    From
    $256
  • Boston, New Beautiful chic 3BR 3BA apt. sleeps 7 (M1G)
    Good2br Home/Apartment
    HolidayLettings
    From
    $827

Brookline Travel Guide

Brookline is famous for being the birthplace of President John F Kennedy, but this city has a lot more to offer for shopaholics, history buffs, and active families. Shopping in Brookline is mostly centered around Beacon Street and Harvard Ave, with a mix of known retailers and local boutiques. There are museums and historic sites that will keep visitors entertained, with local parks for recreation. Brookline has a lot to offer when it comes to dining, as well, which will leave foodies wanting more. There are casual cafés and family diners in addition to fine dining experiences.

Things to Do in Brookline

John F Kennedy National Historic Site is a popular attraction for visitors, where they can view the president’s birthplace. The museum is in the house and visitors can go on a tour and learn more about this historic childhood home. Another popular attraction is Frederick Law Olmstead National Historic Site, former home to Olmstead, considered the father of modern landscaping. For car enthusiasts, head to the Larz Anderson Auto Museum to view classics, as well as the oldest collection in the United States. This musem is located in Larz Anderson Park, which also is a popular place for beautiful views of Boston’s skyline and outdoor recreation.

Best Time to Visit Brookline

The summer months of June to August are popular in Brookline.

Price and Availability in Brookline

Most expensive
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The cheapest day to stay at a vacation rental in Brookline tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Brookline tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Brookline is in October, while the cheapest month is in January. The most popular time to book a vacation rental in Brookline is in the high season in September. Brookline has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Brookline

Rainy days
70° 14°
9
65° 20°
3
61° -2°
5
72° 10°
4
64° 16°
5
70° 29°
5
90° 44°
2
92° 49°
3
98° 61°
5
98° 62°
5
97° 53°
5
86° 34°
4
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Brookline. The warmest months in Brookline are May and June, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to -2 ˚F. The wettest month in Brookline is February with 9.26 inches of rain, while the driest month is August with 1.9 inches of rain.

What Expert Travelers Think

  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae

Vacation Rentals in Brookline

Find the perfect rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Bed and Breakfast and others. We have 896 vacation rentals, hotels and other accommodation types in Brookline ranging from inexpensive options to extravagant places to stay. A vacation in Brookline can be budget-friendly - our cheapest price vacation rental is available at $18 a night. A typical vacation rental in Brookline costs on average $165 per night.

If you need internet access during your stay in Brookline, then you can choose from over 527 accommodations that have WiFi internet. 58 places to stay include a breakfast. You can keep up with your workout routine by staying at one of 54 accommodations that provide gym facilities. If you're planning on getting to Brookline by car, be sure to choose from 318 accommodations that provide parking. We have 12 accommodations that have a pool or jacuzzi.

AllTheRooms has 56 pet-friendly places to stay in Brookline, so if you're traveling with your pet you won't have any trouble.

566 accommodations in Brookline have been reviewed; 66% are rated highly. You can instantly book any of 339 places to stay right now.

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