Brookline Vacation Rentals

Our Favorite Vacation Rentals in Brookline

  • Global Luxury Suites at Longwood
    NiceHome/Apartment
    Booking.com
    From
    $266
  • Sonder | Beacon Street | Bright 1BR + Gym
     Home/Apartment
    HolidayLettings
    From
    $321
  • Bedrooms near Fenway & Dowtown boston
     Family Stay
    Booking.com
    From
    $100
  • Luxury Coolidge Corner Apartment Close to ALL!!
    Nice3br Home/Apartment
    HolidayLettings
    From
    $734
  • Sonder — Pierce Boston
    GoodCountry House
    Booking.com
    From
    $282
  • Brookline Apt. Near Hospitals & Downtown Boston
     2br Home/Apartment
    HolidayLettings
    From
    $375
  • Stayloom's Tremendous Luxury Duplex | Near T
     Home/Apartment
    Booking.com
    From
    $420
  • Historic Brownstone
     Home/Apartment
    HolidayLettings
    From
    $540

Check prices for these upcoming dates

Brookline Vacation Rentals with a Pool

  • Cozy One Bed / Balcony / Pool / Parking / Brighton
    GoodHome/Apartment
    Airbnb
    From
    $141

Brookline Vacation Rentals with Wi-Fi

  • ★ 1 Free Parking Spot ★ Family location ★ Big home
    Excellent2br Home/Apartment
    Airbnb
    From
    $421
  • City Oasis in Washington Square
    GoodHome/Apartment
    Airbnb
    From
    $254
  • Stunning 4BR.Families, Groups. Free street parking
    Excellent4br Home/Apartment
    Airbnb
    From
    $445
  • Authentic Charming home in JP (Boston) near Subway
    Excellent2br Home/Apartment
    Airbnb
    From
    $209

Brookline Pet-Friendly Vacation Rentals

  • Modern Studio By With Kendall Harvard
     -1br Studio
    HolidayLettings
    From
    $256
  • Houseboat in Boston Harbor
    GoodBoat
    Flipkey
    From
    $546
  • Rodri and Wandy's Place
     3br Home/Apartment
    HolidayLettings
    From
    $304
  • Spacious Condo & Great for Groups
    Good2br Home/Apartment
    Airbnb
    From
    $268

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
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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
97 º53
5
86 º34
4
70 º14
9
65 º20
3
61 º-2
5
72 º10
4
64 º16
5
70 º29
5
90 º44
2
92 º49
3
98 º61
5
98 º62
5
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Brookline. The hottest month in Brookline is May, when temperatures peak at 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

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims

Vacation Rentals in Brookline

At AllTheRooms.com we have rentals from all of the leading providers - Airbnb, Priceline, Bed and Breakfast and others. Brookline has 847 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. A vacation in Brookline can be affordable - our lowest price vacation rental is available at $18 a night. On average, an accommodation in Brookline will cost you $174 per night.

If you would like to stay connected during your vacation, then you can choose from over 527 accommodations in Brookline that have WiFi. 55 of our accommodations come with breakfast in the price. You can keep up with your workout regime by staying at one of 70 accommodations that provide gym facilities. If you're planning on arriving in Brookline by car, be sure to choose from 313 accommodations that provide parking. 12 vacation rentals come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 60 accommodations that are designated as pet-friendly.

552 accommodations in Brookline have been reviewed; 69% are rated highly. 296 places to stay in are instantly bookable.

Destinations near Brookline

  • Boston4,334 Properties
  • Nantucket3,133 Properties
  • Provincetown2,336 Properties
  • Eastham1,535 Properties
  • Dennis Port1,501 Properties
  • Brewster1,413 Properties
  • Chatham1,340 Properties
  • Wellfleet1,273 Properties
  • Orleans1,221 Properties
  • Oak Bluffs1,153 Properties
  • Somerville1,114 Properties
  • Edgartown998 Properties
  • Cambridge997 Properties
  • West Yarmouth963 Properties
  • Falmouth927 Properties
  • Hyannis892 Properties
  • Mashpee885 Properties
  • Rockport781 Properties
  • Tisbury758 Properties
  • South Yarmouth752 Properties
  • East Falmouth679 Properties
  • Plymouth675 Properties
  • Gloucester649 Properties
  • South Chatham592 Properties
  • North Truro574 Properties
  • Dennis538 Properties
  • Lenox536 Properties
  • West Dennis522 Properties
  • Harwich518 Properties
  • Worcester505 Properties
  • Centerville496 Properties
  • East Sandwich467 Properties
  • Salem463 Properties
  • Harwich Port444 Properties
  • Waltham438 Properties
  • Great Barrington437 Properties
  • Hancock411 Properties
  • Lee407 Properties
  • Northampton394 Properties
  • Newton387 Properties
  • Vineyard Haven384 Properties
  • Revere354 Properties
  • Sandwich350 Properties
  • Williamstown345 Properties
  • Newburyport342 Properties
  • Quincy341 Properties
  • Medford341 Properties
  • Truro340 Properties
  • North Falmouth338 Properties
  • Watertown322 Properties
  • Pittsfield309 Properties
  • Marblehead307 Properties
  • Amherst265 Properties
  • Chelsea264 Properties
  • Marshfield258 Properties
  • Stockbridge255 Properties
  • South Dennis255 Properties
  • Arlington245 Properties
  • Osterville232 Properties
  • Barnstable231 Properties
  • Woburn224 Properties
  • Scituate212 Properties
  • West Harwich203 Properties
  • Wareham202 Properties
  • Sturbridge190 Properties
  • Bourne180 Properties
  • Chilmark174 Properties
  • Marlborough152 Properties
  • Fairhaven132 Properties
  • Winthrop122 Properties
  • Westport121 Properties
  • Ipswich117 Properties
  • West Stockbridge116 Properties
  • Hull110 Properties
  • Sheffield84 Properties
  • Manchester83 Properties
  • New Marlborough81 Properties
  • Concord80 Properties
  • Springfield67 Properties
  • Sudbury52 Properties
  • Ashburnham34 Properties
  • Cheshire27 Properties
  • Hubbardston8 Properties