Find Vacation Rentals in Boston

Highlights Boston

  • Historic attractions
  • Fall colors
  • Great sporting venues
  • Cultural events

Best Vacation Rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Boston, Massachusetts
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Boston, Massachusetts
Vacation Rental • 570 ft² • 1 Bedroom
5.0
(20 reviews)
Dressed exclusively for short term rentals 1-bedroom on the 1st floor -parlor with astonishing ceilings, new tall custom windows, new SS appliances and the best of Boston outside your door.The house is located on a quiet residential street in the desirable South End with its charming Brownstones, brick sidewalks and tree lined streets. Not only is this picture perfect, you will also be 1/4 of a block away to “Restaurant Row” where you’ll find some of the best dining in the city. It is a super effortless walk to the very BEST of everything Boston has to offer. City rent a bike is around the ...
from $363 / night
Vacation Rental for 2 Guests in Boston, Massachusetts
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Boston, Massachusetts
Vacation Rental • 1044 ft² • 1 Bedroom
5.0
(6 reviews)
Beautiful and newly renovated, very large (1050 sf) 1 bedroom, 1 1/2 bath floor-through with exceptional private outdoor space. Located on the desirable flat of the hill, this home has it all: The Unit:--Private entrance--Spacious living room/dining area with marble fireplace, built-in desk, built-in liquor/storage cabinet, custom dining booth, and a bay window overlooking a stunning patio. Living room door opens onto the patio. Furnishings include a 55” flat screen smart TV with sound bar and subwoofer, a queen sleeper, matching love seat, two rocker/swivel/recliner chairs, and much more.-...
from $204 / night
Vacation Rental for 2 Guests in Boston, Massachusetts
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Boston, Massachusetts
Vacation Rental • 570 ft² • 1 Bedroom
4.8
(5 reviews)
Please be aware that we are taking mostly longer term leases ( 9 months to 12 months). Our North End vacation home was designed to make us feel like we are staying in a 5 star luxury hotel... it will make you feel that way too. Located in Boston's historic North End and just steps away from the Waterfront, Rose Kennedy Greenway, Freedom Trail, Paul Revere's house & the Old North Church, Boston Garden, Faneuil Hall & Haymarket and Boston Harborwalk ... in the heart of everything. Our home is hidden down a private way leading to a brick courtyard with a bubbling fountain through a pas...
from $132 / night

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Popular Destinations in Boston

Prices and availability

Current Vacation rental prices Boston

$527for 10 Jun - 17 Jun
$466 annual average
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Average price per week

Current vacation rental availability Boston

7%for 10 Jun - 17 Jun
24% annual average
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Percentage of available rentals

Boston Vacation Rentals

The perfect vacation home in Boston

The New England city of Boston is the ideal destination for city breaks or longer holidays. Whether your tastes run from bijou studios for two, to traditional timber-clad family houses or stunning modern apartments with great city views we're sure to have the ideal rental home for you. You can choose to be right on the beach or enjoy a balcony or enjoy a city center view from your balcony.

A taste of New England with your rental home

Whatever your reasons for visiting Boston choosing a vacation home gives you the freedom to set your own timetable and itinerary. Every vacation rental in our selection has all the comforts of a home from home as well as being fully equipped with everything you need for cooking up delicious meals.

Vacationing in Boston

A city with plenty to do

Boston is the state capital of Massachusetts in the eastern region of New England. It has the distinction of being one of the most historic and distinguished cities in the US and whether you're staying for two days or two weeks you'll never be short of attractions to visit and activities to enjoy.

Arriving in Boston

This large city is split into sixteen diverse districts that range from upmarket Back Bay and Beacon Hill to diverse Dorchester and the excellent Italian restaurants of North End. Many of the districts were once towns and villages that have been absorbed into the city. Boston has excellent road links with the rest of the US as well as a gateway through Boston Logan International Airport.

Great public transport

Boston is well served by Metro, subway and bus services, as well as by commuter trains and river shuttles. On city exploring days, leave your car at your rental home and take public transport. When you want to get out and about into the beautiful countryside that surrounds the city or explore the coastline then a rugged 4x4 is perfect.

George Washington Statue
George Washington Statue

Activities

The cultural life of Boston

Boston has dozens of museums and galleries ranging from the Museum of Fine Arts to an exploration of ideas at the MIT Museum. Children will enjoy the Boston Children's Museum or the New England Aquarium.

Boston for sports lovers

Boston loves its sport. You can dip into games of basketball with the Celtics, baseball with the Red Sox or football with the New England Patriots.

History in Boston

As one of the oldest towns in America, Boston is a great destination for history lovers. Take the Freedom Trail Walking Tour or shop in the historic Faneuil Hall or Quincy Market.

Beacon Hill, Boston
Beacon Hill, Boston

Top 5 things to do in Boston

1. Boston Harbor

Take a boat tour of the busy Boston Harbor or use it as a starting point for a whale-watching trip.

2. The Bunker Hill Monument

The Bunker Hill Monument and Museum commemorate the Battle of Bunker Hill one of the first skirmishes in the American Revolutionary War. This was one of the first monuments ever erected in the {{United States}{ID}}.

3. Castle Island

Castle Island with its Fort of Independence lies on the shore of Boston Harbor. Exhibitions detail the history of the fort and island while the surrounding parkland makes a pleasant escape from the bustle of the city.

4. Boston Garden and Public Garden Swan Boats

Boston Common was the first public park in {{America}{ID}} and the young at heart of all ages will enjoy a leisurely ride in the pretty swan boats that have been a feature here since the 1870s. In the winter you can skate on Frog Pond.

5. Harvard Square and the University Buildings

No visit to Boston is complete without a stroll around the genteel site and campuses of Harvard University, one of the most famous higher education institutions in the world.

Boston is truly a city of firsts! Home to the first public park and the first public beach in the US, as well as the world's first Subway and Dunkin' Donuts.

Useful Information

Climate

Boston summers are enjoyable and to be sure of the best weather visit between May and September. If you want to catch the stunning colors of a New England fall then these are at their best from mid-October when the days can be crisp and sunny. Snowfall in Boston is unpredictable and can arrive anytime from November to February.

Annual Events

Boston has a large population of Irish extraction guaranteeing that St. Patrick's Day on March 17th is always going to put on a lively show. The events of Independence Day on the 4th July traditionally culminate with a Boston Pops concert on the Esplanade of the Charles River.

FAQs: Vacation Rentals in Boston

How much did it cost for a vacation rental in Boston last year?

Boston is one of the cheapest cities in the USA. The price for a vacation rental is about $353 per night.

Which months allow you to save the most on vacation rentals?

According to our most recent data, the months at the lowest possible cost in Boston are April, November and March, with average prices of $311, $315, and $316, respectively.

When are vacation rentals more expensive in Boston?

When it comes to looking for a vacation rental in Boston, the months when it is most expensive are, in order of highest to lowest, October, September and August, with average prices per night of $405, $390, and $379, respectively.

Is Boston a good location for a last-minute getaway?

So you don't run out of accommodation options in Boston, we recommend you to be proactive as 75% of rentals are usually booked, according to last year's data.

What are the best months for a last-minute getaway?

The months that offer the most accommodation options are, on average, May (with an availability of 85%), June (69%), and July (35%), according to the trends observed in the prior year.

During which months is it more difficult to find available vacation rentals?

The months with the lowest properties available in Boston are, in order, October, September, and January with respective average availability figures of 8%, 8%, and 10%, based on the previous year. During these three months, the availability is very low (8%). It is therefore preferable to book early.

How many vacation rentals are there in Boston?

We have collected the offers from 9 different partners in Boston, so we can offer you around 310 properties. You're going to have a hard time choosing your favorite!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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