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Boston Massachusetts Vacation Rentals - Apartment
1 / 29

Boston Apartment
1 BR / 1 BA / Sleeps 2 1 2 3 night min stay
Apartment / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Dishwasher • Microwave
"Owner very accommodating. Super clean! Absolutely the best location! Will stay again and definitely tell anyone going to Boston to check this out! ! !"
- Kathy Claus Brinkmann, Santa Clara ca
(8) Excellent (8 reviews)
Boston Massachusetts Vacation Rentals - Home
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Boston Home
4 BR / 2.5 BA / Sleeps 8 4 8 3 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Wonderful accommodations and everything that you need is provided. We were appreciative of the period furniture, and the blend of old and new was just what we were looking for to share with our family of six. A beautiful home and neighborhood with easy..."
- Marsha LeBlanc, Calgary, AB
(2) Excellent (2 reviews)
Newton Massachusetts Vacation Rentals - Condo
1 / 38

Newton Condo
4 BR / 1 BA / Sleeps 8 4 8 Min stay varies
Condo / 4 Bedrooms / Sleeps 8
4 bedrooms 1 bathroom Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We traveled to the Boston area with our two teenage sons. We were looking for a home base outside the city where we could tour the city and surrounding area and come back to every night. This place was PERFECT! It has four bedrooms which was great..."
- Meredith Parlier Marshall, Chesterfield, VA
(4) Excellent (4 reviews)
Boston Massachusetts Vacation Rentals - Home
1 / 38

Boston Home
4 BR / 2 BA / Sleeps 12 4 12 Min stay varies
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 2 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"great, large space ideal for families or groups....plenty of amenities provided and everything carefully explained in handy notes for renters...jeff the owner was extremely responsive and patient with our many questions....we really appreciated all..."
- Phil, Somerville, MA USA
(1) Excellent (1 review)
Boston Massachusetts Vacation Rentals - Houseboat
1 / 17

Boston Houseboat
1 BR / 1 BA / Sleeps 6 1 6 2 night min stay
Houseboat / 1 Bedroom / Sleeps 6
1 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Microwave • Air Conditioning
"My daughter and I stayed on the Blue Pearl, while visiting Boston, MA. We wish we could have stayed longer than the week we had rented for. The house boat was all that we had wanted and more. The accommodations were superb and everything was right..."
- Douglas Wigmore, Katy, Texas USA
(4) Excellent (4 reviews)
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About Boston Area

With ample outdoor space, plenty of culture and history, and legendary sports, the Boston area has something for everyone. Book the best Boston vacation rentals, and have a home base for exploring whatever strikes your fancy in the Boston area.


The Boston area has a humid continental climate, characterized by relatively warm summers and cold winters. In July and August, temperatures climb to the mid-80s, while January temperatures dip down to the 20s and 30s. The area has an average of about 140 precipitation days per year, and though there’s no notable rainy season, autumn tends to be the driest time of year. Autumn is also when temperatures are at their most comfortable and crowds are fewer. Despite seasonal temperature fluctuations, Boston is a popular destination year-round.


While you might need a car to get to the Boston area, you won’t need it once you arrive. As one of the most walkable cities in the nation, Boston is easy to explore on foot. To get from just about any Boston vacation rentals to nearly all points in the city, you can walk or rely on the Massachusetts Bay Transportation Authority (MBTA), better known as the T. To explore further afield, take the MBTA’s commuter rail lines or rent a car to get off the beaten path.


When browsing Boston vacation rentals, location is key. Boston is made up of several neighborhoods, each unique in its own right. Boston’s South End is one of these neighborhoods, and it is a great place for families in pursuit of the city’s culinary delights as there are many restaurants to choose from here. South Boston also has many vacation rentals and is closer to the beach, while the Fenway neighborhood is perfect for sports fans visiting the Boston area. Other neighborhoods with lots of activities and sights to see include Beacon Hill, Chinatown and Dorchester.

Things to Do

The Boston area is home to some of the nation’s earliest history, and the best way to learn about it is to walk the Freedom Trail. This path extends for about two and a half miles and includes highlights like the Paul Revere House, Faneuil Hall, Boston Common, and the Old North Church.

No matter the season, there’s bound to be a game in Boston. Catch the Red Sox at Fenway Park, the Patriots at Gillette Stadium, or the Bruins and the Celtics at TD Garden.

There are also many spectacular museums in the Boston area. The Museum of Fine Art is one of the largest museums in the United States and contains more than 450,000 works of art. In South Boston, visitors will find The Institute of Contemporary Art and the Boston Children’s Museum, which offers a number of fun, interactive exhibits for families to enjoy. The Harriet Tubman House is located in the South End and is a historic museum featuring artifacts and photos regarding the Underground Railroad.


One of the most celebrated shopping streets in the Boston area, Newbury Street has a vast selection of upscale boutiques, clothing stores, and art galleries. To give your shopping some historical context, head over to the Faneuil Hall Marketplace, open as a market and a meeting hall since 1742. To find unique clothing and independently designed housewares, head across the river to Cambridge’s Harvard Square shopping area.


Boston is known for its seafood, so start with fresh oysters or a bowl of chowder at the historic 19th-century Union Oyster House. For a more contemporary meal, don’t miss the raw bar at the small but popular Neptune Oyster.

Head over to Boston’s North End neighborhood for some of the best Italian food this side of the Atlantic. For a quintessential North End meal, try Giacomo’s, where you’ll find classic parmigianas and pastas. Nearby, Regina Pizzeria, open for nearly 100 years, is an institution that still serves up some of the best thin crust pizza in town.

No matter when you visit the Boston area, you’ll find centuries of history and plenty of hotspots to shop, eat, and drink. Book your pick of Boston vacation rentals to stay in the middle of the action in this historically vibrant city.