Destination guide

Vacation home rentals in the heart of Boston

Sports, arts, culture, and history make Boston an ideal destination for a memorable New England holiday. The diverse neighbourhoods have plenty of apartments, houses, and condos that make great vacation rentals for visitors. Whether you're travelling solo or in a group, you'll find loads of sights to see and activities to enjoy in Beantown. Try one of the walking tours that trail around the city, or catch a show at one of the many theatres and performance venues. Once you've worked up an appetite, head to Faneuil Hall Marketplace for a bite at one of the restaurants, or keep an eye out for the various food trucks around the city.


With a rich history stretching out behind it, Boston has plenty of stories to tell. Since the American Revolution, the city has grown into a modern cityscape with its own unique persona but still remains dotted with historical sites and relics from bygone eras near vacation rentals. Follow the 4-kilometre length of the Freedom Trail to see significant locations relating to American history, such as the Bunker Hill Monument. The very first public school in the USA, Boston Latin School, can be found 6 km southeast of downtown, where you can learn about early colonial lifestyles and European influences.


Sightseeing in and around Boston

Are you hoping to find top things to see and do in the area? Venture out of your vacation home and check out everything that makes Boston a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (0.5 mi / 0.7 km)
  • Artisans Asylum (2.8 mi / 4.5 km)
  • Franklin Park Zoo (4.1 mi / 6.6 km)
  • F1 Boston (9.8 mi / 15.7 km)
  • Blue Hills Ski Area (10.5 mi / 16.9 km)
  • Salem Toy Museum (14.1 mi / 22.7 km)
Natural features

Exploring the natural landscape of Boston

Whether you're an adventurous traveler or just want to take in the scenery, Boston is a great place to get out in nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Boston Common (0.4 mi / 0.6 km)
  • Boston Public Garden (0.6 mi / 0.9 km)
  • Walden Pond (15.5 mi / 24.9 km)
  • Rose Fitzgerald Kennedy Greenway (0.4 mi / 0.6 km)
  • Charles River Esplanade (0.7 mi / 1.1 km)
  • Boston National Historical Park (1 mi / 1.6 km)
How to get there

Transportation to and around Boston

Fly into Boston, MA (BOS-Logan Intl.), the closest airport, located 2.2 mi (3.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Norwood, MA (OWD-Norwood Memorial), which is 13.3 mi (21.5 km) away.

If you're traveling by train, Boston North Station, Boston South Station and Boston-Back Bay Station are the main stations in the city. You can get around Boston by jumping on the metro at Government Center Station, State St. Station or Bowdoin Station.

How to get around

Navigating Boston from your vacation home rental

Downtown is compact and walkable, so it's better not to drive around and struggle with the limited parking spaces. The Hop-On-Hop-Off Trolley Tour provides stops at all the most recognized landmarks in Boston, complete with little history snippets as you ride. Get around the city from your vacation rental by using the subway, which provides access throughout Boston and nearby suburbs. The Commuter Rail goes out even further, allowing you to visit places outside the city. Ride sharing services are commonly used in Boston but you can also flag down one of the widely available taxis.

Food & drink 

Indulge in Boston's mouthwatering delicacies

The foodie scene in Boston is always on the up. In addition to the latest food trends, you'll find that classic dishes, which originated from Boston's older restaurants, still hold their own ground and give the city a broad spectrum of treats and flavours. Let your nose guide you to freshly baked bread and pastries at the local bakeries. Make room for perfect plates of gnocchi and pillowy-crust pizzas at Italian restaurants, and treat your palate with lobster rolls and melt-in-your-mouth grilled clams at seafood bistros.

Essential info

Helpful tips when staying at vacation rentals in Boston

Boston has over 680,000 residents spread over the town proper's 124 sq km. The Greater Boston area includes over 4 million in its count, making it one of the largest metropolitan areas in the country. The currency used is the US dollar, and English is the spoken language. Boston is a safe city to visit, even around the more popular areas, but you should still take safety precautions like you would in any major city – make sure you travel with a companion, especially at night, and keep track of your belongings. In case of emergencies, contact 911 for assistance.

How many vacation rentals are available around Boston?

Our 2019 vacation rental listings offer a large selection of 1,519 house rentals around Boston. From 1,116 Condos/Apartments to 299 Houses, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Boston is on HomeAway.

What is the best area to stay when travelling to Boston?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Boston:

  • Hyde Park: 18 vacation rentals
  • Dorchester: 845 vacation rentals
  • South Boston: 760 vacation rentals
  • Allston: 300 vacation rentals
  • Fenway/Kenmore: 308 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Boston?

HomeAway offers a large selection of lodging choices near lovely places in Boston. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Fenway Park: 1,106 home rentals
  • Boston College Station: 983 home rentals
  • Boston Convention and Exhibition Center: 1,655 home rentals
  • Boston University: 1,236 home rentals
  • Beth Israel Deaconess Medical Center: 1,617 home rentals

But there are many other points of interest around Boston listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Boston?

Yes, of course. HomeAway has 1,116 Condos/Apartments in Boston. Our other popular types of vacation rentals in Boston include:

  • Houses: 299 lodging choices
  • Studios: 970 lodging choices
  • Townhouses: 28 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Cottages and more.

Can I find a vacation rental with pool in Boston?

Yes, you can select your preferred vacation rental with pool among our 84 vacation homes with pool available in Boston.

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