10 Top-Rated Cottages in Massachusetts

Our alcove of 3 cottages sits against the National Seashore with access to the Cape Cod bike trail through a private path in the woods. We are within biking distance to several gorgeous beaches including the well known Nauset Light. Local flavor is readily available at homemade ice cream shops and bakeries, brick oven pizza for the whole family, fresh seafood markets, and we are proud neighbors to world famous Wellfleet oysters. Provincetown makes a great day trip for shopping, pirate museum, restaurants and whale watching. We are a community of vibrant nature trails, Audubon sanctuaries, art galleries, rich history, and even a drive-in theater! It's a truly special place and a gem to discover. We have 3 cottages to offer you featuring sunny porches, picnic tables, fully stocked kitchens, privacy, wifi, air conditioning, comfortable beds, and a personal welcome from your host of 43 seasons. Whether you're seeking a romantic getaway, a memorable family vacation, or just an excuse for a sun tan... let us be your home away from home.

A rustic and comfortable property that has 9 individual cottages. Close to the Cape Cod National seashore visitors center and a convenient location to other areas of interest on Cape Cod.

Classic Cape Cottages in the charming "Sea Captains" town of Brewster. Any of our sweet cottages provide the perfect Cape get away spot for those seeking comfortable, clean, attractive, and authentically "Old Cape Cod" accommodations. Think knotty pine, salt water taffy, and the distant smell of fried clams wafting through the air and you will have a sense of Michael's Cottages ambiance. Timelessly charming and non-commercialized, Brewster is considered by many to be Cape Cod's most picturesque town. It has a way of capturing the hearts of anyone who likes quaint and laid back and tends to keep folks returning for generations.

17 Cottages located in the Cape Cod National Seashore, all just a short walk to the Atlantic Ocean beach at LeCount Hollow (MaGuire's Landing), South Wellfleet, Massachusetts. Open April 1 to November 1 and offering one, two and three bedroom housekeeping cottages.

For generations, Pilgrim Village has offered families the classic Cape Cod vacation - a chance to enjoy the beauty and quaintness that you expect from a New England fishing village. Here you vacation in a picturesque cottage nestled among the pines and along the shore of White Pond, 40 acres of fresh water.

33 rental cottages located on the warm waters of Nantucket sound. Our pristine private beach is perfect for swimming and relaxing. All cottages are located within a 60 second easy walk to the beach. At Dennis Seashores, traditional Cape Cod style marries beautifully with modern conveniences. Our two to four bedroom cottages rent by the week during the summer months and for shorter periods in the off season. All cottages have free WiFi access, fully equipped kitchens, charcoal BBQ, outdoor seating & dining, cable television, linens are included and much more. Centrally located and easy access to many Cape Cod attractions and activities. A tried and true family tradition since the 1930's. Come experience a spacious oceanfront cottage or a quaint cottage retreat nestled among the pines directly across the street from the beach.

Situated on the pristine waters of Pontoosuc Lake in Lanesborough, Massachusetts at the foothills of the Berkshire Mountains, the Lake House is the brand new waterfront, boutique-style cottage resort; offering an all-season charming and tranquil escape with a touch of luxury.Whether you’re looking for relaxation or adventure, we have you covered and provide all equipment for non-motorized water sports including fishing poles, canoes, paddleboards, kayaks, and life jackets. Bring your own boat or Jet Ski and dock it at The Lake House Guest Cottages of the Berkshires’ private boat launch. Our seven cottages, which can be rented out wholly or individually, include The Lake House Lodge (our largest unit), The Artists Cottage, The Writers Cottage, The Dock Masters Cottage – and the newly constructed The Greylock Cottage, The Holiday Cottage, and The BerkShire Cottage. In either one or all of our cottages you, your family and your friends are sure to enjoy their stay at The Lake House!

Enjoy a taste of Olde Cape Cod in our quaint knotty pine cottages, maintained in pristine condition with all the modern conviences from Micro to DVD but with the charm of a simpler time with wicker on the porch to enjoy the sunset, patios and yards to play in.