Get back to where it all began in Massachusetts. Whether you're looking for an opportunity
to experience American history firsthand, or just experience a wide sandy beach, incredible
seafood and plenty of fresh air, Massachusetts is the place to be.
The "cradle of liberty" is a wonder to behold, an amazing blend of the modern and
the historical. The home of America's oldest public park and first subway system is
also the home of glass skyscrapers, upscale shopping and trendy clubs.
The Freedom Trail, a 2.5-mile, red brick walking trail, is a must-do for many on a
Massachusetts vacation. This enlightening loop takes you by 16 historically significant
sites, including churches, meeting houses and burying grounds.
But whether you're interested in touring Paul Revere's House or Back Bay's galleries
and cafes, Boston is an easy city to explore on foot.
Travel + Leisure magazine calls Cape Cod the iconic American vacation. Perhaps that's
because generations of happy families have made this Massachusetts treasure their
vacation home, exploring the same beaches, shopping in the same boutiques, hiking
the same trails, and generally making memories they'll one day share with their own
Everyone has his or her own favorite memory, though, from watching a spectacular sunset
at Provincetown's Race Point Beach to canoeing peacefully through a salt marsh to
spending the night in a historic lighthouse. The weather usually obliges, especially
during the peak summer months. But for those days when the sun goes away, Cape Cod
vacationers simply take the fun indoors (shopping, galleries, museums, etc.).
The Mid-Cape is home to the closest thing the peninsula has to a big city: the Kennedy
home of Hyannis. Here you can explore or the Kennedy family history at the JFK Hyannis
Wyndham Bentley Brook features indoor and outdoor swimming pools and hot tubs, two
fitness centers, sauna, game room, three tennis courts and a picnic/BBQ area, downhill
skiing, snowboarding, a movie ... Read More >>
WYNDHAM BENTLEY BROOK II
"Wyndham Bentley Brook II, located in Jiminy ski area, offers a variety of on-site
amenities--from downhill skiing to swimming and biking. The Berkshire area also provides
a vast array of cultural and ... Read More >>
THE OCEAN CLUB ON SMUGGLER'S BEACH
SOUTH YARMOUTH, MA
The Ocean Club has an outstanding location directly on beautiful Smuggler’s Beach
overlooking the Atlantic Ocean. Your private white sand beach and the indoor/outdoor
pool is located right on the beac ... Read More >>
SOUTHCAPE RESORT AND CLUB
At Southcape you’re sure to get the full Cape Cod experience, as the resort is conveniently
located to all major Cape Cod areas, yet set in a quiet, peaceful spot off the road.
When you arrive, you ar ... Read More >>
CAPE COD HOLIDAY ESTATES
When not touring the Cape and enjoying all there is to do, Cape Cod Holiday Estates
can keep you entertained with swimming in the indoor pool, dining al fresco in the
picnic area, watching your childr ... Read More >>
THE COVE AT YARMOUTH
WEST YARMOUTH, MA
The whole family will feel welcomed at The Cove at Yarmouth. Children will be happy
swimming in their own pool, playing in the playground, joining others in the Games
Room. Adults enjoy Indoor/Outdoor ... Read More >>
WIND IN THE PINES
GREAT BARRINGTON, MA
Year-round, a stay at Wind in the Pines offers a variety of cultural performances,
outdoor activities, antiquing, shopping, and fine dining. Nearby you can visit Tanglewood,
the summer home of the Bos ... Read More >>
Brewster Green welcomes you to make yourself at home all year round. The resort features
gorgeous indoor and outdoor pools, sauna, hot tub, whirlpool, tennis courts, indoor
racquetball courts, shuffle ... Read More >>
PIER 7 CONDOMINIUMS
SOUTH YARMOUTH, MA
Pier 7 Condominiums is surrounded by recreational possibilities, including excellent
golf courses and tennis courts, but the resort—made up of 52 1-bedroom and studio
units—has many diversions to offe ... Read More >>
CAPE WINDS RESORT
Hyannis is best known for its large beaches and deep-water harbor. A sauna, whirlpool/hot
tub, shuffleboard, video games, volleyball court, and an indoor pool are resort features.
A car is recommended ... Read More >>
SEA MIST RESORT
Enjoy a swim in your choice of the indoor heated pool or the outdoor pool. Practice
your backhand on the tennis courts or work up a sweat at the fitness center. Relax
your back in the luxurious whirlp ... Read More >>
HOLIDAY VACATION CONDOMINIUMS
WEST YARMOUTH, MA
The central location of Holiday Vacation Condominium, right in the middle of Cape
Cod’s many wonderful attractions make this resort an ideal place to stay. It is conveniently
located minutes from Hyan ... Read More >>
SILVERLEAF'S OAK 'N SPRUCE RESORT
SOUTH LEE, MA
Silverleaf’s Oak n’ Spruce Resort of Berkshire Hills, Massachusetts offers a variety
of fine amenities to accommodate the wants and whims of active and leisurely guests
alike. Families will enjoy the ... Read More >>
THE HARWICH PORT
HARWICH PORT, MA
Quiet beaches, historic homes and museums, fine seafood restaurants, and yacht clubs
are close to The Harwich Port. Deep-sea fishing, boating, and sailing are among the
water sports in the area. Guest ... Read More >>
Couples and families alike won’t find any shortages of activities and amenities at
this comfortable and stylish resort. Splash with your kids in the indoor or outdoor
swimming pool or relax with a lov ... Read More >>
After a day of sampling the many adventures and wonders of Cape Cod, indulge your
self with a swim in the resort’s heated outdoor pool, a picnic on the lawn, quiet
time on the sundeck with a book from ... Read More >>
COLONIAL ACRES RESORT
WEST YARMOUTH, MA
Traditional hospitality combined with modern luxury will make your Cape Cod vacation
a memorable one! Colonial Acres is situated on the shore just between Lewis Bay and
Nantucket Sound and is just min ... Read More >>
VACATION VILLAGE IN THE BERKSHIRES
Commanding a stunning view of the Jiminy Peak ski area, Vacation Village in the Berkshires
offers endless recreational activities and many of the comforts of home. Lounge or
swim in the indoor or outd ... Read More >>
THE PONDS AT FOXHOLLOW
The Ponds at Fox Hollow is located on 230 acres nestled in the heart of the Berkshire
Mountains. The resort offers indoor and outdoor pools, a hot tub, an exercise room,
tennis courts, and 200 acres o ... Read More >>
INNSEASON RESORTS SURFSIDE
Nestled between Vineyard Sound and Great Pond, Surfside offers some of the best waterfront
views in Falmouth. With its own private beach directly across the street, guests will
enjoy the warm waters o ... Read More >>
Mariner House is nestled in the heart of town on Center Street, Nantucket's oldest
avenue, which was laid out in 1678. Everything you could ask for, from a barbershop
to gourmet restaurants, is a shor ... Read More >>
THE EDGEWATER BEACH RESORT
DENNIS PORT, MA
Cape Cod's beautiful Nantucket Sound is home to The Edgewater Beach Resort. There
is also an indoor/outdoor pool at the property for guests to use. ... Read More >>
GREAT BARRINGTON, MA
A turn-of-the-century mansion located in the southern Berkshires serves as your vacation
home at Stonegate. ... Read More >>
BEACHSIDE VILLAGE RESORT
Experience the true Cape Cod lifestyle at the Beachside Village Resort. This oceanfront
resort delivers magnificent views of Falmouth Harbor and Martha's Vineyard. ... Read More >>
INNSEASON RESORTS CAPTAIN'S QUARTERS
Located across the street from Falmouth Heights Beach overlooking Vineyard Sound,
InnSeason Resorts Captain's Quarters is the perfect spot for your escape to Cape Cod.
Stroll along the beach, take a s ... Read More >>
51 Lincoln (Boston). Expect a good meal for a fair price at this fun restaurant, recently
honored as Boston Globe's top pick for most creative meal deal (it was the three-course,
'51 state economic stimulus package' menu that won them over).
Front Street (Provincetown). The owners here are also the talented chefs, and not
the "I'll make the menu and let someone else do the work" kind. Front Street is a
readers poll winner for "Best Cape and Island Restaurant" in Boston Magazine.
"Pick" your own meal. Several orchards throughout Massachusetts afford you the opportunity
to pick your own strawberries, peaches, apples and pumpkins.
Six Flags New England (Agawam). This family-fun park includes Superman, a four-time
winner of "best steel coaster." Other attractions include a water park and a Thomas
the Tank Engine area for kids.
Sox and Rox (Boston/Brockton). When in Boston...see the Red Sox at Fenway. Or, if
you prefer, catch the minor league version down the road in Brockton, where the Rox
showcase their talents in Campanelli Stadium.
Flying Horses Carousel (Martha's Vineyard). Built by Charles W.F. Dare in 1876 (the
flying horses arrived in 1884), this carousel is the oldest operating platform carousel
in the nation and a National Historic Landmark. Ride for just $1.50 from Easter Saturday
through Columbus Day.
Cape Cod Central Railroad (Hyannis). Enjoy a gourmet meal or just ride the rails for
fun, as you roll past cranberry bogs, marshes and woodlands between Hyannis and the
Cape Cod Canal.
Beantown Trolleys (Boston). See Boston's historical landmarks, including the Freedom
Trail, on a two-hour, narrated trolley tour around the city. Full-fare tickets usually
come with other perks.
New England Whale-Watching. The World Wildlife Fun lists Massachusetts as one of the
globe's top 10 whale-watching locations. Charters typically run from April through
October from several locations, and offer a chance to see several kinds of whales,
such as humpback whales, finback whales, minke whales and pilot whales.
See the light(houses). Visit the historic beacons that once helped boats safely find
their way home. You might start your tour with Boston Light, the oldest lighthouse
in America (1716). Other lighthouses worth a look include Cape Cod's Highland Light,
Nantucket Island's Brant Point Light, Rockport's Thacher Island Lights and Provincetown's
Race Point Light (open for overnight stays).
Brimfield Antique and Collectibles Show. Held three times a year (May, July and September),
the Brimfield showcases items from more than 5,000 vendors and claims to offer everything
"from the shabby chic to the real antique."
Harvard Square (Cambridge). What once was a collection of eclectic bookshops has become
a major center for shopping, dining and culture.
This is provided for informational purposes only. Endless Vacation Rentals does not endorse any of the resort activities, guides, vendors or service providers described. It is the individual’s responsibility to investigate the safety and suitability of any activity, and the credentials and fitness of any guide, vendor or service provider. Endless Vacation Rentals expressly denies any liability for engaging in any activity, and for using any guide, vendor or services provider, that may be mentioned or described in any Endless Vacation Rentals advertisement or publication. Additional fees and restrictions may apply to any activity or service.
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where prohibited by law. All prices are based in U.S. dollars (USD).