Boston Vacation Rentals

Our Favorite Vacation Rentals in Boston

  • Boston Medical Suites NorthEnd
     Home/Apartment
    Booking.com
    From
    $274
  • Sonder | The Conrad | Pristine 2BR + Laundry
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $420
  • Residence Inn Boston Logan Airport/Chelsea
     Home/Apartment
    NextTrip
    From
    $190
  • Boulevard Residences by Barsala
     Home/Apartment
    Booking.com
    From
    $216
  • Sonder | Seaport District | Unique 1BR + Laundry
    ExcellentHome/Apartment
    HolidayLettings
    From
    $178
  • Charming Brownstone | Back Bay
     Home/Apartment
    Booking.com
    From
    $151
  • Special | SoWa | Ideal 2BR + Kitchen
     2br Home/Apartment
    HolidayLettings
    From
    $273
  • 2 BR by Boston Harbor & Airport
     Home/Apartment
    Booking.com
    From
    $245

Check prices for these upcoming dates

Boston Vacation Rentals with Wi-Fi

  • 3 BR|2.5 BA Renovated House Parking Top Location
    Excellent3br Home/Apartment
    Airbnb
    From
    $477
  • Private & new Studio close MIT
    ExcellentHome/Apartment
    Airbnb
    From
    $268
  • Luxurious Formula Boat with a View!
    ExcellentHome/Apartment
    Airbnb
    From
    $203
  • Modern 3BD private home-near BCEC
    Excellent3br Home/Apartment
    Airbnb
    From
    $217

Boston Pet-Friendly Vacation Rentals

  • Walk to Longwood Medical, Public transportation,Renovated, Sleeps 4
     Home/Apartment
    HolidayLettings
    From
    $256
  • Clarendon Road
    ExcellentHome/Apartment
    HolidayLettings
    From
    $162
  • Sweet studio 15 minutes from Bos.Logan Airport. 10 miles to downtown crossing.
     -1br Studio
    HolidayLettings
    From
    $116
  • Rodri and Wandy's Place
     3br Home/Apartment
    HolidayLettings
    From
    $336

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

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

What Expert Travelers Think

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    Jeff CampbellMiddle Class Dad
  • — 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!

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Vacation Rentals in Boston

Choose the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. Boston has 4,370 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. A vacation in Boston can be budget-friendly - our lowest price accommodation is available at $10 per night. The average price of an accommodation is $185 per night.

If you have to have internet access during your stay in Boston, then you can choose from over 2,175 accommodations that have WiFi internet. 202 places to stay include a morning meal. You can maintain your workout regime by staying at one of 265 accommodations that provide gym facilities. Driving to Boston? Then choose one of the 1,171 places to stay that comes with a parking spot included. 113 places to stay come with a pool or jacuzzi

If you're traveling with your best friend, then be sure to select one of the 324 pet-friendly accommodations available.

We combine a wide variety of Boston accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 2,106 places to stay from Airbnb, 49 accommodations from Priceline and 30 places to stay from Agoda.

2,921 accommodations in Boston have been reviewed; 69% are rated highly. 898 places to stay in are instantly bookable.

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