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Historic Cape Cod Home circa 1740 with Elegant Modern Interior and Private Beach | Chatham, MA

This historic home is one of the most beautiful I’ve seen! The owners stayed true to its Cape Cod-style while updating the interior and creating modern, comfortable spaces throughout the entire house. Although it’s a bit pricey at $1,250/night, it also has 5 bedrooms, a 5-star rating, and is listed as an Airbnb Plus, meaning it has been inspected in person, is always well-equipped, has excellent design, and exceptional hospitality! With this one, you get what you pay for! And I haven’t even mentioned that you have your own private beach!

Book your stay at this property

Airbnb Pluses are often booked out for years, but this one actually has some availability in June and September. This would be perfect for that luxury family vacation you need!

An interesting fact about this house is that it was actually moved to this location from its original location in Stage Harbor when the owners decided to restore it and move it to their waterfront property. The owner provides kayaks and SUP boards, which seem like a great way to get some exercise while exploring the harbor, along with sand toys for kids. This house is also an easy drive to explore several lighthouses, fish markets, and all the great Cape Cod shopping, bars, and restaurants.

Read why reviewers are giving this one 5-stars:

-“A remarkable experience — Gwyn’s home is a truly special place to stay. The house itself is breathtaking. The interior design in every room is just right. Gwyn also takes care to make sure your stay is everything you want it to be. She took the time to send us a thoughtful care package with helpful tips for our week and was very responsive to our questions. She also provided access to all kinds of fun beach stuff – kayaks, paddleboards, chairs, etc. Apple TVs throughout the house and even a Sonos sound system. The screened-in porch was a particular favorite. You should book this place in a heartbeat. Nicest Airbnb we’ve ever stayed in.”

“Absolutely stunning and unique home in Chatham. We loved taking the paddle boards and kayaks out in the harbor and hanging at the private beach. It was also close to downtown Chatham and all the amenities it has to offer. Maybe one of the best things about the house is how well the kitchen is stocked. It has everything you need to cook even the most elaborate meal. We couldn’t have been happier with our experience.”

“Our week at 33 Sears Road could not have been better. Everything (and I do mean every little thing) was perfect. We were a family of six adults and three babies under the age of three, and we were all very comfortable and happy. The amenities were beyond what we’ve experienced in past rentals (Peloton for one thing, so the exercise routines could continue!) Also, while we didn’t end up using them, there were kayaks for our use. The inside of the house felt more like a home with plenty of dishes, bakeware and cookware. Even puzzles and games! Showers were fabulous (inside and outside)! Best of all, the homeowner Gwyn was super nice, very accommodating, and easy to reach/responsive (not that we needed anything—Gwyn thought of everything). In short, we were very happy with our stay at 33 Sears Road and would love a “repeat performance” next year!”

So if you’re looking for an epic Cape Cod vacation, call up your family or friends and check this one out!