Book a Boston vacation rental to explore one of the most famous cities in the U.S. iTrip® manages vacation rentals in Boston, Plymouth, and surrounding areas and coastal areas. The city of Boston honors its rich past while providing modern amenities and easy access to Logan Airport.

One way to start a memorable trip is to book a sightseeing tour. Local guides offer walking tours, ferry rides, boat rides, and adventures via Segway or bicycle. The famous Boston duck boat tours are a great way to spend the day on land and water. Those who prefer to explore on their own enjoy Freedom Trail, a 2.5-mile trail that includes American Revolution sites such as Boston Common Park, USS Constitution and Bunker Hill Monument.

Museums are a big draw due to the city’s rich culture. Boston Children’s Museum, Boston Fire Museum, The Dreamland Wax Museum and Museum of Science are all popular among families with children. New England Aquarium has more than 2,000 animals and whale-watching options. Those interested in art and history can browse Museum of Fine Arts, Boston Tea Party Ships and Museum, John F. Kennedy Presidential Museum and Library, New England Holocaust Museum, and The Paul Revere House, to name a few. In addition, Cambridge -- a nearby college town -- is a great place to tour Harvard University and Massachusetts Institute of Technology (MIT).

Want some action? Our Boston vacation rentals provide proximity to an adrenaline-pumping sports scene. At historic Fenway Park, fans will see the Red Sox play against other professional MLB baseball teams. TD Garden hosts NBA’s Boston Celtics and NHL’s Boston Bruins. Or take a quick trip during football season to Gillette Stadium to see the New England Patriots. Other sports teams in Boston include New England Revolution soccer team, women’s football and hockey, and collegiate sports programs such as Boston College and Boston University. Golfers will also feel at home with access to more than a dozen courses located throughout the area.

Boston offers opportunities to enjoy live entertainment. Encore Boston Harbor Casino operates a resort-style venue with slot machines and table games. The biggest names in music come to Fenway Park, TD Garden, House of Blues Boston, Paradise Rock Club, Brighton Music Hall and Leader Bank Pavilion. In addition, the city has an opera house, outdoor Shakespeare Company, ballet, theater groups, Boston Symphony Orchestra and Boston Pops group. For night owls, there are bars, night clubs and comedy shows. Guests may also visit Franklin Park Zoo, plan local food or ghost tours, spend time at Samuel Adams and Harpoon breweries, and attend seasonal festivals.

Our Boston vacation rentals also give guests the chance to relax and connect to the area. Those who prefer to stay close to home should spend time at area parks and gardens. For example, Boston Harbor Walk is a linear park measuring 43 miles and connects the city’s waterfront communities. Other outdoor areas include Public Garden, Isabella Stewart Gardner Museum and Christopher Columbus Waterfront Park. In addition, Charles River provides a great place to canoe and kayak.

In nearby Plymouth, there are historical sites including Plymouth Rock and Plymouth Plantation. Many homes are located near the water where guests see boaters and sailors, or they can spread out at Nantasket Beach. For a day-trip idea, travelers can take a ferry ride to Cape Cod, the islands of Martha’s Vineyard, and Nantucket to see gorgeous homes, beaches and lighthouses.

Those vacationing in Boston should not miss the area’s shopping and dining scenes. As an urban hot spot, Boston has both upscale shopping districts, designer brands and locally owned shops. For big-box stores and major brands, explore Beacon Hill, Newbury Street, Prudential Center, Copley Place, Seaport District, and CambridgeSide Galleria. Those who want to shop local can browse North End, Faneuil Hall Marketplace, Quincy Market, Boston Public Market, farmers markets and art galleries. Just don’t forget to sample the area’s award-winning restaurants. Boston is best known for seafood, baked beans, cream pies and international cuisine.

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Vacation in North Shore Massachusetts and see history fused with natural beauty and world-class attractions. iTrip Vacations North Shore Massachusetts manages vacation rentals in Gloucester, Ipswich, Marblehead, Newbury, Newburyport, Rockport, Salem and Salisbury. Each of these New England towns feature their own coastal charm and easy access to Boston, one of the area's most thriving cities.

In this region, outdoor enthusiasts and beachcombers will find plenty to do. Upon arrival, find miles of protected seashore with long stretches of private, all-natural beaches. Whale-watching and deep-sea fishing rank among the most popular water activities, with several local charters offering tours for all ages and skill levels.

Plum Island, an 11- mile barrier island in Newburyport, has opportunities for boating, fishing, kayaking and relaxing - or escape to Parker River National Wildlife Refuge and Sandy Point State Reservation. When it's time to recharge, sample local culture at Newburyport's galleries, restaurants and shops. In the southern portion of Plum Island, find the town of Ipswich and see Crane Beach, tour Castle Hill, and learn at Russell Orchards and Wolf Hollow wildlife area.

Located next to Newburyport, vacationers can tour Salisbury. Home to its own beach, boardwalk and small restaurants, families enjoy honky-tonk vibes and ocean views. Play games at Joe's Playland and see a live concert at Blue Ocean Music Hall, a local summer venue.

Experience more adventure in Rockport. This area attracts nature lovers to Long Beach, Pebble Beach, Halibut State Park and historic Motif Number 1 boat dock. While in Rockport, visitors can hike, admire architecture, view art and monuments, and plan boating excursions. In addition, tour Thatcher Island's 3 miles of groomed trails, two lighthouses and on-site museum. Don't forget to browse art galleries and boutiques for special gifts, or grab a bite in this seaside village.

For more historical sites and things to do, Gloucester delivers. This city houses both beautiful beaches and must-visit attractions. Enjoy a day at Good Harbor Beach, Stage Fort Park and Beach, or Wingaersheek Beach. After reconnecting with nature, spend time at the museums, a castle, Eastern Point Lighthouse and shopping Main Street. Gloucester also houses Cape Ann Brewing Company and Ryan and Wood Distilleries for those who want to try local beverages.

Another popular city in North Shore Massachusetts is Salem. Although best known as home to the Salem Witch Trials, today the city showcases a lively district full of shopping, tours, art and events. Top sites include over a dozen museums, parks and historic walking areas. While exploring, keep an eye out for nearly 50 small shops and boutiques selling specialty souvenirs, local food and handmade items.

Those who plan a North Shore Massachusetts vacation also sample some of the best food and entertainment in the state. The region offers everything from beach-side dives to fine dining, with top restaurants serving barbecue, burgers, pizza, native Maine lobster and other local seafood.

Visitors should also attend family-friendly events and live shows. Popular options include Gloucester Schooner Festival, Newburyport Riverfront Music Festival, Salem Arts Fest, Haunted Happenings and Salem Film Fest. North Shore Music Theater and Shalin Liu Performance Center host live performances for all ages in elegant and intimate settings.

If this doesn't seem like enough to do, ride to Boston. The city is within easy access via ferry or train, relieving the hassle of driving and parking. Boston features big-city entertainment, historic sites, professional sports and other well known attractions. Top things to do include games at Fenway Park, Museum of Fine Arts, Freedom Trail, the vibrant North End neighborhood and Boston Public Garden.

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Outer Cape Cod vacation rentals give visitors access to coastal towns located in the Lower and Outer Cape Cod regions of Massachusetts. iTrip Vacations® manages rentals in Barnstable, Yarmouth, Dennis, Harwich, Chatham, Orleans, Eastham, Truro, Wellfleet and Provincetown.

This area is best known for its miles of beaches including Coast Guard Beach, Great Hollow in North Truro, White Crest and Newcomb Hollow in Wellfleet, and West Dennis Beach. When visiting, beach lovers can sunbathe, swim, watch marine life and birds, hunt for shells, surf, and boogie board. Some beaches even have gentle tide pools perfect for families and children.

When it’s time to break from the beach, visitors can explore other outdoor attractions. Cape Cod National Seashore offers 40 miles of shoreline, biking trails, a museum, and places to fish, hunt and kayak. Those staying near Wellfleet should visit Mass Audubon Wellfleet Bay Wildlife Sanctuary, a place to see salt marshes, woodlands and wildlife. In addition, guests can hit the road and see all the Cape Cod lighthouses. A few options include Nauset Lighthouse, Sandy Neck Lighthouse, Three Sisters Lighthouse, Scargo Tower, Race Point Lighthouse and Highland Lighthouse.

Art, history and culture also play a big part in why people enjoy vacationing in Cape Cod. To learn about the area, plan a sightseeing tour with a local guide. Several companies offer scenic tours that visit top sites and provide historical insights. If planning a non-guided trip, don’t miss Cape Cod Museum of Natural History, Cape Cod Maritime Museum, lush gardens and Cape Cod Museum of Art.

Families who book an Outer Cape Cod vacation rental also have places to play. Cape Cod Central Railroad Department and Monomoy Island Excursions host fun ways to travel through the region. To learn about early settlements, head to Pilgrim Monument and Provincetown Museum, which has exhibits and a lighthouse. Sea Space Marine Discovery Center helps children become young marine biologists as they observe local marine life. In the warmer months, ride go-karts at Bud’s or plan a Skull Island adventure at Bass River World. Families also have a blast at Whydah Pirate Museum and JFK Hyannis Museum.

In addition, each town located in Lower and Outer Cape Cod features diverse shopping districts and locally owned boutiques, so guests can find everything they need. Large shopping centers include Cape Cod Mall in Hyannis, Orleans Shopping Plaza and Lemon Tree Village in Brewster. To browse for antiques and boutiques, spend time in Wellfleet and South Yarmouth.

The town of Provincetown, a.k.a. Ptown, serves as its own destination. Set 60 miles out to sea, this coastal town has a diverse culture that celebrates art, nature and its residents. In spring and summer, visitors have access to spacious beaches, parks, biking and hiking trails, and whale-watching. Other things to do in Provincetown include browsing art galleries and museums, admiring tall ships, attending live events, shopping, sailing, and touring dunes. Provincetown also has a rich nightlife scene with bars, clubs, live music and dance parties.

Those visiting Outer Cape Cod also enjoy trying to local food and attending festivals. The region is home to vineyards, fresh seafood, waterfront dining and dessert spots. Those interested in festivals can attend Provincetown Film Festival, international festivals, Harwich Cranberry Arts and Music Festival, Yarmouth Seaside Festival, and annual holiday events.

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