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Vacation rentals in Boston

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Boston

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Private room
  2. Chelsea
Private, Intimate Ocean Blue Room @ The Washburn!

The intimate Ocean Blue Room is perfect for the single traveler seeking a one night stopover or an extended stay in a very affordable property that is close to Logan Airport and easily accessible to Greater Boston!

$45 per night
SUPERHOST
  1. Entire rental unit
  2. Brighton
Charming studio

A charming newly renovated studio apartment on the third floor of a brick house. Located in a tree-lined family neighborhood on a quiet street in the best area of Brighton - between Cleveland Circle and Brighton Center. Lots of sunlight.

$49 per night
  1. Private room
  2. Roxbury
The Jazzy Airbnb

This house is located in the Roxbury/Dorchester section of Boston. It's approximately 15 minutes, by car, from downtown Boston. There are public bus stops two blocks in either direction from the house. I work till 3pm during the week. I'm free most weekends. You will be able to self check in and out. The guest will have access to one room with a TV, dresser, desk, coffee maker and microwave. They will also have access to a full bathroom.

$38 per night

Vacation rentals for every style

Get the amount of space that is right for you

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Stay near Boston's top sights

Photo of Fenway Park
Fenway Park313 locals recommend
Photo of Boston Common
Boston Common233 locals recommend
Photo of Freedom Trail
Freedom Trail153 locals recommend
Photo of Harvard Square
Harvard Square127 locals recommend
Photo of Museum of Science
Museum of Science175 locals recommend
Photo of Public Garden
Public Garden189 locals recommend

Weekend vacation rentals in Boston

SUPERHOST
  1. Private room
  2. Chelsea
Private cozy, Green Room @ The Washburn!
$50 per night
SUPERHOST
  1. Entire rental unit
  2. Fenway - Kenmore
Classy, Cozy South End Unit
$150 per night
SUPERHOST
  1. Private room
  2. Roxbury
Fort Hill Top - 1Fr - Guest Rm Jamaica Plain/Roxb
$43 per night
  1. Private room
  2. Cambridge
The Modica Estates Apartment 4 Room 1
$55 per night
SUPERHOST
  1. Entire rental unit
  2. Cambridge
Cambridge renovated 1BR, near Porter/Harvard Sq.
$90 per night
SUPERHOST
  1. Private room
  2. Waltham
Affordable Cozy Room-Red Room
$58 per night
  1. Private room
  2. Cambridge
Cambridge Harvard - MIT Great Room
$43 per night
SUPERHOST
  1. Private room
  2. East Boston
Shelly's Place Cozy
$67 per night
SUPERHOST
  1. Private room
  2. Roxbury
Big and comfortable room with queen bed.
$42 per night
  1. Private room
  2. Roxbury
Cozy Room Single Bed, 32" SmartTV - WiFi
$55 per night
SUPERHOST
  1. Private room
  2. Chelsea
Private comfortable, colorful Red Room@Washburn!
$60 per night
SUPERHOST
  1. Private room
  2. Waltham
Affordable Cozy Room.
$70 per night

Boston summer vacation rentals

  1. Private room
  2. Cambridge
The Modica Estates Apartment 4 Room 2
$55 per night
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates apartment 3 room A
$74 per night
SUPERHOST
  1. Private room
  2. Brighton
Clean room with Free parking
$59 per night
  1. Private room
  2. Cambridge
The Modica Estate #1
$55 per night
SUPERHOST
  1. Private room
  2. Winthrop
The House On Myrtle
$51 per night
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates #5
$75 per night
SUPERHOST
  1. Private room
  2. Watertown
Bedroom w shared kitchen, bathroom & living room
$51 per night
  1. Private room
  2. Cambridge
Private Bedroom at Porter Sq
$66 per night
SUPERHOST
  1. Private room
  2. East Boston
Shelly's Bunk Room
$68 per night
SUPERHOST
  1. Private room
  2. Cambridge
Private bedroom close to MIT & Central Sq
$74 per night
SUPERHOST
  1. Entire rental unit
  2. Brighton
Charming comfort 1 BR / Studio
$52 per night
  1. Private room
  2. Cambridge
joyful private room next to central sq/MIT 2
$71 per night

Your guide to Boston

Welcome to Boston

One of America’s oldest and most important cities, Boston intertwines quaint New England charm with well-preserved history. The Massachusetts state capital’s scenic and strategic location, where Boston Harbor meets the Charles River, imbues it with a natural beauty while keeping the city thriving economically for almost four centuries.

The bay, and the Atlantic Ocean from which it’s fed, shapes Boston’s seafood-focused culinary scene, and also keeps the city center small, making it an easy place to navigate; you can hardly walk a few blocks without running into historic Revolutionary War sites. But even squeezed into the peninsula, the city’s “Emerald Necklace,” with 1,100 acres of linked parks, holds plenty of wide open space. Meanwhile, Boston’s dozens of colleges and universities attract a sophisticated crowd that upholds the long traditions of cultural entities like the Boston Public Library and the Boston Symphony Orchestra.


When is the best time to stay in a vacation rental in Boston?

Autumn in Boston paints the city in classic New England fall colors while threading the needle between hot, humid summer and chillingly cold winter. Late spring offers similarly pleasant weather, though the thaw from winter and slightly rainier months can turn things muddy. April’s marathon weekend, officially a state holiday called Patriots’ Day, draws huge crowds on the third Monday of the month. Average low temperatures in the winter rarely climb above freezing, but armed with plenty of warm clothing, you can take advantage of the off-season to book your vacation rental and visit high-traffic tourist sites without the crowds. Warm days with humidity make Boston summers sticky, but staying close to the many waterways around the city will help you stay cool.


What are the top things to do in Boston?

Boston Common

The country’s oldest city park remains a jewel of public space in downtown Boston. Its 50 historic acres began as communal grazing grounds for livestock, then hosted British soldiers in the Revolutionary War. The park now offers open greenspace, lined with trees and dotted with fountains and statues, forming the southern terminus of the Freedom Trail, and bordering the stunning Boston Public Garden.

Black Heritage Trail

Where Boston’s Freedom Trail gives you a window into the city’s role in the Revolutionary War, this lesser-known but equally important 1.6-mile walk shows off what happened next. Take one of the free guided tours that tells the story of Boston’s large free Black community between the Revolutionary and Civil wars through 14 national historic sites, including the African Meeting House, built in 1806 and the oldest surviving Black church in the United States.

Boating

Boston’s harbor and rivers have shaped the city, so seeing it from the water offers the best way to both learn about and enjoy it. Choose from one of the many harbor tours, scenic sunset excursions, and fascinating architecture cruises offered to visitors, or rent a boat to paddle the Charles River or sail to the Harbor Islands.

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