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525 Plymouth Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Plymouth holiday rentals from 8 rental sites including HomeAway, TripAdvisor, WeNeedAVacation and more, from $42 a night.

Plymouth Information

About Plymouth

A town of great historical significance, Plymouth has earned the nickname of “America’s Hometown.” This 60,000-person town was the landing site of the Pilgrims on the Mayflower and the home of the first Thanksgiving. Plymouth’s proximity to Boston, rich history, and economic success have inspired rapid growth in recent years. Today, Plymouth hosts a thriving arts community, farmer’s markets, historical tourism, and many outdoor activities. Travelers are sure to find something exciting in Plymouth!

Things to do in Plymouth

There is no shortage of historical tours, monuments, and activities in Plymouth. Take a Plymouth Plantation tour, see the National Monument to the Forefathers, and stop by Plymouth Rock. Some tours have guides in character that are very knowledgeable about Plymouth’s history—a great activity for children and adults alike! There are also many museums, honoring everything from the Salem Witch Trials to the first Pilgrims.

Plymouth’s location on Cape Cod Bay provide access to several nearby beaches. Nantasket Beach, located in the nearby town of Hull, has been a popular summer destination since the 19th century. Plymouth is also a popular destination for whale watching from April to October. There are several companies that offer whale watching tours.

Throughout the year, Plymouth offers seasonal festivals and events. The world’s largest cranberry grower, the A.D. Makepeace Company in nearby Wareham, hosts a Cranberry Harvest Celebration each October. If you’re there in November, be sure to catch America’s Hometown Thanksgiving Celebration and Parade. Honoring the first Thanksgiving, this weekend-long event offers crafts, a parade, a food festival, and waterfront activities.

Day Trips from Plymouth

Boston, only a 45-minute drive from Plymouth, provides something for every traveler. Walk the 2.5-mile Freedom Trail and see 16 historically-significant sites, go shopping on Newbury street, or catch a baseball game at Fenway Park! For a fun and historical evening out, enjoy a seafood dinner at the Union Oyster House, the oldest restaurant in America!

Take a trip to the tip of Cape Cod in Provincetown. “America’s Favorite Beach Town” is only an hour-and-a-half drive from Plymouth. This small beach town offers beautiful biking along the coast, kayaking and canoeing, and scenic lighthouses. Provincetown is also a popular LGBTQ destination and is a member of the International Gay and Lesbian Travel Association.

Two hours away by car and ferry, Martha’s Vineyard is a beautifully preserved island getaway. There are numerous wildlife refuges and sanctuaries that offer sand dunes, beaches, kayaking, and lighthouse tours. Take a Jeep ride through the wildlife led by a naturalist for a rugged experience! Martha’s Vineyard, composed of six towns, also offers quaint shops, including Alley’s General Store, which has been in business since 1858!

Plymouth Accommodations

A quick search on Tripping.com comes up with over 250 vacation rentals in Plymouth! There are many beach homes that offer views of Cape Cod as well as cozy, historic cottages.

Transportation in Plymouth

Massachusetts Route 3 runs through Cape Cod and allows visitors to drive to its many destinations. The nearest major airport to Plymouth is Barnstable Municipal Airport; however, Boston Logan International Airport is only 43 miles away and may offer more flight options. In summer months, America’s Hometown Shuttle offers service to popular destinations within Plymouth.

Vacation Rentals in Plymouth

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Plymouth offers 526 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Plymouth start at an average price of $365 a night with long-term rentals averaging $3685 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 463 of Plymouth’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 58 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 463 vacation home rentals.

Traveling with your dog or cat? Choose from 136 pet-friendly rentals in Plymouth that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 8 vacation rental sites in Plymouth where the top providers in that area are HomeAway, TripAdvisor, and WeNeedAVacation. There are 328 HomeAway rentals, 85 TripAdvisor short term rentals and 34 WeNeedAVacation vacation rentals.