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Boston vacation rentals

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.

  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.

SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates apartment 3 room A

Another listing from the legendary Modica Estates! Co hosted by Jamal Modica, located in the heart of central square, close to MIT! close to Harvard! everything you need to be safe and comfy while your here. We have locks with pin code access for easier checking in and out, 50 inch big screen TVs in each bedroom, with Comcast cable and highspeed wifi, queen sized memory foam beds, and pillows, high quality Office chairs and desks, with washer and dryer available 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!

Vacation rentals for every style

Get the amount of space that is right for you

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Weekend vacation rentals in Boston

SUPERHOST
  1. Private room
  2. Watertown
Bright, friendly apartment (with dog)
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates 4th listing Room 2
  1. Private room
  2. Cambridge
The Modica Estate #1
SUPERHOST
  1. Private room
  2. Winthrop
The House On Myrtle
SUPERHOST
  1. Private room
  2. Winthrop
House by the beach, boston, airport
SUPERHOST
  1. Private room
  2. Chelsea
Private cozy, Green Room @ The Washburn!
SUPERHOST
  1. Private room
  2. East Boston
Shelly's Place Cozy
SUPERHOST
  1. Private room
  2. East Boston
Shelly's Bunk Room
SUPERHOST
  1. Entire rental unit
  2. Somerville
Quiet street in heart of Somerville
  1. Shared hotel room
  2. Downtown Boston
FOUND Boston Common - Bed in a Shared Quad Room
  1. Private room
  2. Cambridge
Private Cozy Rm near MIT/Kendall, *
SUPERHOST
  1. Private room
  2. Dorchester
◇Cape Cod Suite, with Private Bath ◇

Boston summer vacation rentals

  1. Private room
  2. Roxbury
Casa de Benny
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates apartment 3 room B
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates #4
  1. Private room
  2. Cambridge
Modica Estate, Room #2
SUPERHOST
  1. Private room
  2. East Boston
Shelly's Garden Room
SUPERHOST
  1. Private room
  2. Boston
Sunny room #2 free parking
SUPERHOST
  1. Private room
  2. Winthrop
Small private room for one person
SUPERHOST
  1. Private room
  2. Somerville
Winter Hill: A Cozy Bedroom!
SUPERHOST
  1. Private room
  2. Dorchester
◇Cozy Townhouse Suite, with Private Bath ◇
  1. Private room
  2. Aggasiz - Harvard University
Furnished rm, Harvard/Porter Square
  1. Entire condo
  2. Cambridge
Summer Housing in Mid Cambridge MA!
SUPERHOST
  1. Entire rental unit
  2. Cambridge
Harvard Square Delight with Office Space

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.


How do I get around Boston?

Boston's compact nature makes getting to, from, and around the city very easy. Logan International Airport (BOS) welcomes flights from all over the world while also serving as a regional hub. You can take the T, as the local subway system is called, into the city from the airport, though there are plenty of rideshares, taxis, and shuttles, too. Renting a car is inadvisable because of both Boston’s famously terrible traffic and convenient transportation options, while the city’s small size makes it extremely walkable, helped further by a public bikeshare system. Acela high-speed trains serve Boston from destinations all along the Atlantic coast, as do Amtrak’s regular trains. Discount bus lines also connect to nearby cities.


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.