617 South Chatham Holiday Rentals

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Compare South Chatham holiday rentals from 10 rental sites including HomeAway, TripAdvisor, WeNeedAVacation and more, ranging from $34 to $28571 a night.

Information about South Chatham

About South Chatham

This quintessential New England town has a lot to offer visitors, including lighthouses, beaches, and fascinating museums. Best visited in the summer, South Chatham is located at the southern portion of the Massachusetts Cape. Get a taste of the area’s history at local museums, watch a live performance at the theater, or simply pull up a beach chair and lounge as you gaze out at the Atlantic Ocean. This family-friendly town is perfect for a summer vacation!

Things to do in South Chatham

Start your trip off with a little history lesson and head to the Atwood House and Museum. Here, learn about the history and culture of Chatham and Cape Cod through preserved records, exhibits, and artifacts. Next, stop by the Chatham Marconi Maritime Center where both adults and children will learn about the fascinating, untold story of WWII submarine searching and code breaking. For even more fun, check out the Chatham Shark Center. Although it’s a bit small, the kids will love this shark-centric research center where they can partake in interactive Great White Shark exhibits. Don’t miss the virtual reality experience where you can swim with sharks!

Visit the Chatham Lighthouse, an active Coast Guard station, and enjoy the view of the ocean from it. It was established in 1808 and is built of cast iron and brick. Although it’s not open to the public, the Coast Guard does arrange certain days where visitors are welcome to come in and climb the steps. While you’re there, walk along the Chatham Lighthouse Beach. You’ll get incredible views of the ocean, houses lining the shoreline, and can enjoy some time basking in the sunshine.

For a night out in South Chatham, head to the Chatham Orpheum Theater. At this historic, 1915 theater, you can see a live performance or a movie on the big screen. There’s even an in-house café where you can grab a bite to eat before or after the show, and a movie-themed cocktail, a beer, or glass of wine.

Day Trips from South Chatham

If you have a day to spare, head an hour up to the tip of the Cape and check out Provincetown. Known by locals as P-Town, this place is a favorite place to be in the summer. Bike or stroll down Commercial Street, the main thoroughfare, and explore the locally-owned shops, restaurants, and bars that line the street. Enjoy an adult beverage on a patio overlooking the water or grab an ice cream cone at PTOWN SCOOP. Make sure to climb to the top of the Pilgrim Monument, a 252 monument commemorating the history of the Mayflower pilgrims, as Provincetown is the original location the pilgrims landed. Pilgrim Monument is also the tallest all-granite structure in the United States, so once you climb it you can cross that off your bucket list. You’ll also get a breathtaking view of the Atlantic from high up in the monument, so don’t miss this attraction!

South Chatham Accommodations

If you’re looking for a vacation rental in South Chatham, Tripping.com is your place to go. With over 600 rentals to choose from, you’ll have no trouble finding exactly what you want for your accommodations. Rent a beach house right on Lighthouse Beach and have easy access to the water. Or, stay at a local Inn and enjoy access to a pool and all the amenities you need.

Transportation in South Chatham

Getting to South Chatham from outside of Massachusetts isn’t difficult. Simply fly into Boston Logan International Airport and arrange for a rental car. From the airport, you’ll drive for an hour and 45 minutes to reach South Chatham. While on vacation, you may only need your car for day trips, depending on where your accommodations are. Locals walk and bike many places, but you may want to drive around town, too.

Vacation Rentals in South Chatham

Find the best South Chatham vacation rentals with Tripping.com. Choose from 4913 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $34 a night to $28571 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 3859 of homes in South Chatham offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 361 rentals with pool or jacuzzi, or relax with the family in one of the 3914 homes with cable TV.

For all those dog lovers and cat lovers, South Chatham offers 648 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 10 rental sites in South Chatham where the top providers in that area are HomeAway, TripAdvisor, and WeNeedAVacation. There are 1729 HomeAway rentals, 1368 TripAdvisor short term rentals and 1104 WeNeedAVacation vacation rentals.