Vacation Rentals in Massachusetts

Massachusetts Rental Results

Berkshires MA (117)

Cape Cod (760)

Massachusetts Islands (389)

Other Areas (337)

About Massachusetts

Massachusetts Local Information and Area Highlights

Massachusetts Vacation Rentals

Travel to Massachusetts / Massachusetts Vacation Rentals

From the majesty of the Berkshires, to the quiet beach solitude of Nantucket Island, is the spirit of Massachusetts. Historic cities and towns, big nightlife or arcadian getaway, Massachusetts vacation rentals deliver. The Massachusetts rentals found here are not only cozy and luxurious, but tend to be as historically significant as the state's other homes and buildings.

Massachusetts History

Everywhere you turn n Massachusetts, there is some piece of history to be uncovered. A Massachusetts home rental really is the ideal accommodations for a history lover! The Pilgrims first set foot here. The American Revolution gave landmark events like the Boston Tea Party and people like Paul Revere to Massachusetts. The Industrial Revolution had a stronghold on this state. World-renowned literary greats penned their works here, such as Nathaniel Hawthorne. Key seaport towns and whaling communities in the early days of the United States are here. Legendary higher education institutions such as Harvard are in Massachusetts. At some point during your vacation to Massachusetts, you’ll run into history. Massachusettes rentals get you up close and personal with America's beginnings.

Massachusetts Vacation Spots

Massachusetts vacation rentals can be found all over the state, meaning you can visit just about anywhere in comfort and style.

Greater Springfield is part of Western Massachusetts, rich in arts and crafts. Springfield is also home to the Basketball Hall of Fame, and history and science museums. Franklin County has beautiful scenery and outdoor fun of whitewater rafting and kayaking, as well as Historic Deerfield, full of 18th and 19th century housing. On the Mohawk Trail, ascend to the top of Mt. Greylock. The Berkshires offer mountain goodness with some modern art at MASS MoCA in North Adams. Be sure to check out a Berkshires ski condo before you book your next winter getaway!

Central Massachusetts has land of rolling hills and apple trees, alongside the second largest city of Worcester. Old Sturbridge Village captures the essence of life in New England in the 1830s, and shows it through living history. The industrial aspects of 20 different communities are maintained through the Blackstone River Valley Heritage Corridor. For shoppers sensitive to fashion, Worcester Common Outlets is an excellent way to keep up with the latest styles.

If you book a Boston rental, Ride the “T” and cross the Charles River into Cambridge. Boston is an immensely active city with an event-laden history. Go back to the American Revolution and visit Paul Revere’s House, the Old South Meeting House Museum to stand where the Boston Tea Party colonists stood, and take the Freedom Trail to see much more. The New England Aquarium will excite you to take a harbor cruise. Enjoy first-rate music and art. In Cambridge, stroll into the Harvard Square area to taste the cafes, shops, and nightclub atmosphere. Dive into the over 30 bookstores for a rare find. The Longfellow National Historic Site, serving both George Washington and Henry Longfellow, is worth touring. A Boston, Massachusetts home rental is unsurprisingly, a hot commodity, so it's good to inquire now -- rather than later.

North of Boston, lies 30 miles of bumpy coastline with sand beaches and fascinating areas. Salem is the area of the witch trials of the 17th century, while Gloucester’s fame comes from its fishing port and the abundance of seafood restaurants. Marblehead has a reputation as a premier sailing center and the location of 18th and 19th century homes of workers in Old Town. If your quest is for antiques, look no further than Essex, and you’ll be in the location where the fried clam was “invented.” The Greater Merrimack Valley is famous for Walden Pond, and Concord’s own Louisa May Alcott home, among others.

Bristol & Plymouth Counties have grand histories. In Bristol County, New Bedford has a historic district remembering the peak of the whaling industry, and you can see the New Bedford Whaling Museum. Fall River made its mark as a textile-manufacturing leader, and is now home to discount outlets housed in the same buildings. Plymouth Rock is a highlight of Plymouth County, as is Plimoth Plantation, reviving the 1627 community via living history. Another must-see is the Mayflower II reproduction.

Cape Cod, Martha’s Vineyard, and Nantucket Island are made for resort-style vacationing in Massachusetts. Experience the wonderful beaches at each location. Cape Cod is a year-round getaway location, with many outdoor activities, sedentary or on the go. A Cape Cod condo rental would be a great option when you are looking for somewhere to stay during your vacation. Martha’s Vineyard adds pine forests to the landscape, and Oak Bluff’s brightly colored cottages. Nantucket Island has an extra peacefulness, lighthouses, coupled with historic mansions and captain’s homes lining streets of cobblestone.

Finding your dream Massachusetts home rental

With all the Massachusetts rentals to choose from, how can you find the very best accommodations for your trip? Depending on what part of Massachusetts you're visiting, who you're traveling with, and what your budget is, you can find the Massachusetts vacation rental that will fulfill all your travel needs. That's the beauty of Massachusetts vacation rentals, as compared to hotels. 

Sites and tours to see

Dr. Seuss National Memorial Sculpture Garden in Greater Springfield
Poets Seat Tower in Greenfield
Bridge of Flowers on the Mohawk Trail
Tanglewood Estate in Lenox
Fruitlands Museum in Harvard
Cheers Beacon Hill in Boston
Black Heritage Trail in Boston
Motif #1 (fishing shack; subject of many paintings) in Rockport
Ralph Waldo Emerson Home in Concord
Ernestina schooner ship in New Bedford
Chatham Light in Cape Cod
Flying Horses Carousel in Martha’s Vineyard
Whaling Museum on Nantucket Island