Vacation rentals in Middleborough

The Crows Nest - 1747 Isaac Pierce House 2nd Floor

This second floor apartment in the Historic Isaac Pierce House on Somerset's Main Street Historic District. Centralized location just minutes to Bristol, Newport, Providence, Boston, the Cape and 30 miles from Gillette Stadium. This quite corner lot off the Taunton River provided for a peaceful stay. Enjoy the outdoor fireplace under our large pavillion. High end mattresses, pillows, and linens ensure a comfortable stay. Breathtaking sunrises to enjoy and even better wifi. Minutes to MBTA.

Charming New England 2brm Apt. South of Boston

Welcome to a bright, comfortable 2-bedroom apartment just a 4-minute walk to BSU. Perfect for visiting families, traveling nurses, professors, and corporate guests. Enjoy private driveway parking, Wi-Fi, a fully equipped kitchen, and quiet residential neighborhood with a spacious backyard. located near Good Samaritan Medical Center and the VA, with easy access 2 Boston, Gillette Stadium, Plymouth, Rhode Island, & Cape Cod. A peaceful, homelike alternative 2 hotels for short or extended stays.

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Coastal Charm!

**3/12/26 Booking calendar reopened for spring and summer! Registration # RE.00841-STR Coastal charm! This waterfront property has expansive views of Nanaquaket Pond, a salt water inlet and a private walking path down to the shoreline! Bring your kayaks or paddle board if you like. Explore the farm coast, beaches, nature preserves, historic areas and much more! The perfect getaway to relax in, catch a gorgeous sunset from the back deck and take a walk down to the shoreline.

The Gateway to Cape Cod Loft!

SUMMER 2026 is OPEN Easter 2026 open BEACH PASS PROVIDED for the local beaches PLEASE READ GREAT FOR FAMILIES Can sleep a 6th SMALL CHILD (5 or under) in this unit if needed 5 adults MAX parking for 2 cars only WELCOME to Wareham, the town with the most COASTLINE out of any town in Mass! A whopping 60 miles! Minutes away from Water wizz and TONS of local beaches. Wareham Center and a local grocery store are both walking distance away! Near Plymouth and Cape, Boston and providence, RI

Cozy Cottage on a Private Pond

This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. Located within a sought after cape style cottage community. It offers a Pristine Private Association Beach. There are water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. Location! Close to Cape Cod Canal, restaurants, beaches, walking trails, Golf Courses and Cape Cod Bridge-5 min.Season Open!20% off week.

Historic Downtown Plymouth

Enjoy the elegance and history of downtown Plymouth. This studio apartment has a separate full kitchen and a combined living/sleeping space. Beautifully private yet located in an antique historical building just steps from Plymouth Rock, the Mayflower, downtown shops and restaurants. Please Note: This unit has a claw foot tub that is for showering only. The tub is approx. 25" high, and guests need to be able to step up into and out of the tub. Thank you.

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Captains Quarters

A Bright and sunny home with two bedrooms, a spacious living area with an open kitchen and dining room to enjoy family fun. This home is perfectly located in Plymouth where tourism options are endless, ten minutes away from Plymouth beach, downtown Plymouth and the waterfront area or explore the south side of Plymouth fifteen minutes away from manomet beaches pine hills golf course and others. Cape Cod beaches approx half hour away.

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

Private Guest Suite Overlooking Sakonnet River

We welcome you to enjoy a relaxing vacation in our cozy one bedroom guest suite overlooking the Sakonnet River. Beautifully renovated, clean and stylish space within a short drive to Newport or other popular destinations, the beaches, golf, tennis, mansions, shops and restaurants. Enjoy your morning coffee or tea or evening libation on your private deck with hot tub and sunny back yard.