Massachusetts Vacation Home Rentals

Rent a Massachusetts condo or vacation rental today and you can enjoy the ski resorts of the Berkshire Mountains, the beaches of the Atlantic coast, and the sophistication of Boston.

Berkshires condos and vacation rentals make the perfect home base for snow skiing or for exploring the charming towns of Western Massachusetts. Guests of Stockbridge vacation rentals can enjoy the picturesque streets, which are filled with great shops and restaurants, and visit the Norman Rockwell museum. Guests of Tanglewood vacation rentals will find a variety of performing arts including classical, pop, and jazz concerts. Other popular accommodations include Becket, Great Barrington, Tyringham, Monterey, Richmond, and Williamstown vacation rentals.

Cape Cod beach houses and vacation rentals are located in and around the 15 towns that make up this popular seaside resort. Each town has its own unique character, from Provincetown at the tip of the Cape, to Chatham and its famous lighthouse at the "elbow," to Bourne at the Bridge. Popular accommodations in the Cape Cod area include Dennis, Dennisport, Eastham, Falmouth, Harwich, Hyannis, Hyannisport, New Seabury, Orleans, South Yarmouth, and Truro vacation rentals.

Just off Cape Cod is the charming island of Martha's Vineyard. Guests of Martha's Vineyard vacation rentals can relax on the sandy beaches, hike through the pine forests and rolling hills, and explore the six picturesque towns of the island.

The island of Nantucket retains the charm of its days as a whaling port. Guests of Nantucket vacation rentals can explore this lovely island on foot or by bicycle, sunbathe on unspoiled beaches, visit the historic lighthouses, and stroll along peaceful byways.

Guests of Plymouth vacation rentals can visit numerous historic sites and tour nearby wineries. Other popular Massachusetts South Shore lodgings include vacation rentals in Duxbury, Marshfield, and Wareham.

In the cosmopolitan city of Boston, guests of Boston vacation rentals will find top-notch museums, shopping, dining, arts, entertainment, and professional sports. Other popular accommodations on the North Shore of Massachusetts include Arlington, Gloucester, Plum Island, Newburyport, Rockport, and Salisbury Beach vacation rentals.

From beachfront cottages to family-sized summer homes, there’s a Massachusetts vacation rental that will suit all your needs. Book your Massachusetts condo or vacation rental today for the best selection!

Pet friendly Massachusetts vacation rentals

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Massachusetts Vacation Rentals by Owner

Featured Listings

Falmouth

Brewster

Cisco Beach

Rockport

Vineyard Haven

Falmouth house photo - View From Acapesket Road Property Details Cape Cod,
house
4 bedrooms, sleeps 8
Brewster house photo - come in... Property Details Cape Cod,
house
3 bedrooms, sleeps 9
Cisco Beach house photo - Front of House Property Details Nantucket,
house
3 bedrooms, sleeps 8
Rockport cottage 111910 picture Property Details North Shore Massachusetts,
cottage
2 bedrooms, sleeps 4
Vineyard Haven condo photo - Exterior view Property Details Martha's Vineyard,
condo
3 bedrooms, sleeps 8
Berkshires Cape Cod Central Massachusetts Eastern Massachusetts Martha's Vineyard Nantucket Connecticut New Hampshire New York North Shore Massachusetts Rhode Island Vermont

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