Boston Vacation Rentals

Our Favorite Vacation Rentals in Boston

  • Temple Place Suites 2+3
     5-star Home/Apartment
    Booking.com
    From
    $99
  • Global Luxury Suites at Boston Garden
     2br Home/Apartment
    HolidayLettings
    From
    $559
  • Mirage Luxury Apartments Seaport
     Home/Apartment
    Booking.com
    From
    $269
  • Houseboat in Boston Harbor
    GoodBoat
    Flipkey
    From
    $546
  • 2 BR by Boston Harbor & Airport
     Home/Apartment
    Booking.com
    From
    $275
  • Entire Private 2Bd Apartment/Condo Near Airport Blue Line Train Station Boston
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $400
  • Boutique Apartments By The Upton Collection
     Home/Apartment
    Booking.com
    From
    $161
  • Charming Spacious 1BR in Back Bay Marlborough St
     Home/Apartment
    HolidayLettings
    From
    $230

Check prices for these upcoming dates

Boston Vacation Rentals with a Pool

  • Luxury 2br with charles river view
     2br Home/Apartment
    Airbnb
    From
    $337

Boston Vacation Rentals with Wi-Fi

  • Modern in Historic Charles|Designed Studio #7
    GoodStudio
    Airbnb
    From
    $232
  • 1-31 Newly Renovated Open Studio Apt
    GoodHome/Apartment
    Airbnb
    From
    $266
  • Beautiful private place, 4 min fr T, 5 min airport
    ExcellentHome/Apartment
    Airbnb
    From
    $126
  • 2 beds Garden Apt-calm oasis next to T stop -3 min
    Good2br Home/Apartment
    Airbnb
    From
    $158

Boston Pet-Friendly Vacation Rentals

  • Historic Brownstone
     Home/Apartment
    HolidayLettings
    From
    $540
  • Sweet studio 15 minutes from Bos.Logan Airport. 10 miles to downtown crossing.
     -1br Studio
    HolidayLettings
    From
    $110
  • Rodri and Wandy's Place
     3br Home/Apartment
    HolidayLettings
    From
    $304
  • Hillcrest Cottage By The Sea
    Good3br Home/Apartment
    HolidayLettings
    From
    $360

Boston Travel Guide

Few cities in the U.S. can compete with Boston when it comes to history. Often recognized as the birthplace of the American Revolution, visitors can walk the city's old streets, visit key landmarks of the revolution and learn more about how America got its start.

Things to Do in Boston

Top activities in the city of Boston include catching a baseball game at the legendary Fenway Park, exploring the New England Aquarium, walking the Liberty Trail (a route through the city that shows you 16 sites that were critical in the days of the Revolution) and touring the Museum of Fine Arts. The Boston area is also home to some of the greatest universities in the world and many visitors tour the campuses of Harvard and MIT.

Best Places to Stay in Boston

Back Bay is excellent for doing a little shopping and dining out. The North End is home to narrow old streets, hidden alleys and delicious Italian food and pastry food shops. The South End is a hip area that gives visitors easy access to many of the downtown attractions. Downtown is bustling and offers plenty of hotel options.

Best Time to Visit Boston

The best time to visit Boston is in the late spring or the early fall. The changes of seasons are beautiful in Boston and the chilling cold of winter and thick heat of summer aren't quite as fun.

A Local's Guide to Boston Vacation Rentals

For travelers seeking a vacation destination full of culture and history, Boston should top of your list list. One of the most important cities in the history of the United States, one of America’s defining cultural centers, and home to three iconic sports teams, Boston, Massachusetts is the perfect location for any type of vacation.

Visitors to Boston can explore diverse neighborhoods, enjoy a sophisticated selection of performing arts and events, shop chic boutiques, and fall in love with the east coast cuisine.

History

Boston was one of the defining cities for much of the American Revolution. Today, the city has paid tribute to its noble past with an array of historic sites and monuments commemorating the important events that took place within the city. One of the best ways to experience the history of Boston is on the Boston Freedom Trail, a half-mile route full of historic information pretraining to the colonies fight for independence. Some of the trail’s highlights include Paul Revere’s House, the statue of Benjamin Franklin, and the site of the Boston Massacre.

Sports, Shopping, & Sites

If you’re a sports fan, you would be doing yourself a disservice if you don’t pay a visit to the iconic Fenway Park, home to the Boston Red Sox. Alternatively, stroll through the streets of the financial district, shop the historic Quincy Market, and visit the campus of the nation’s premier university, Harvard.

Price and Availability in Boston

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

The Weather in Boston

Rainy days
65° 10°
3
70° 15°
3
77° 30°
7
89° 43°
3
87° 53°
5
98° 63°
6
95° 57°
3
92° 50°
2
81° 42°
4
72° 21°
3
63° 15°
6
59°
4
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Boston. The warmest months in Boston are June and May, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to 5 ˚F. The wettest month in Boston is September with 6.52 inches of rain, while the driest month is April with 2.16 inches of rain.

What Expert Travelers Think

  • — 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
  • — 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
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat

Vacation Rentals in Boston

Browse vacation rentals from all the leading providers including Airbnb, Priceline, Agoda and many more at AllTheRooms.com. AllTheRooms has 3,434 rentals, hotels and other great places to stay while you enjoy Boston, with everything from cheap hostels and homestays to extravagant Airbnbs and hotels. A vacation in Boston can be budget-friendly - the lowest price accommodation is available at $10 per night. In general, a place to stay in Boston will cost you $198 per night.

If you would like to stay connected during your vacation, then you can choose from over 1,843 accommodations in Boston that have WiFi. We have 177 accommodations that include a breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 221 accommodations that have gym facilities. Driving to Boston? Then choose one of the 1,034 places to stay that comes with a parking spot included. We have 89 places to stay that have a pool or jacuzzi.

If you're traveling with your best friend, then make sure to choose one of the 291 pet-friendly accommodations available.

We compare vacation rentals, hotels and other unique accommodation types from loads of providers in Boston, including 1,812 places to stay from Airbnb, 55 accommodations from Priceline and 29 places to stay from Agoda

2,509 of our accommodations in Boston have been reviewed and rated. 69% are rated excellent or good. 694 accommodations allow instant booking.

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