Vacation rentals in Middleborough

Sun-Drenched 2BR Near Cape Cod & Boston Commuter

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.

Guest suite on cranberry bog, 1 mile from beach

Why fight the traffic to Cape Cod when you can enjoy New England's beaches, trails and seafood from beautiful Duxbury - just an hour from Boston! Our home is on a gorgeous cranberry bog surrounded by biking and walking trails and just a mile from the beach. Skylights and french doors to a private patio fill the suite with sunlight. Guests enjoy the fire pit, grill and yard in summer or hit the trails on snow shoes and sleds in winter. The bog freezes over too and is great for ice skating!

Pelicans Bog on Woods Pond in Middleboro

Centrally located in Middleboro, this 3 bedroom house on Woods Pond is in a private community. Enjoy the massively spacious out door space while you fish directly off your private dock in the water. Kayak the pond with 2 tandem kayaks provided. Enjoy breezy dinners on the elevated deck overlooking the pond. There is an Air Hockey table located just off the basement bonus room or the foosball table inside. A dedicated large office space fully equipped and minutes to MBTA 1 hour to Boston.

Adorable Lake Front Cottage

Take a break and unwind at this peaceful oasis. Enjoy the outstanding morning sunrises and the light from the moon shining over the lake from your private glassed in bedroom. Enjoy your morning coffee on the open deck overlooking the calm waters of the lake. There are two kayaks and a paddle boat if you would like to take an adventure. Just 10 minutes to Plymouth Center and 25 minutes to either Cape Cod bridges. Easy drive to all major highways. sorry but no children or pets allowed.

Peaceful Pines Haven ~ cozy studio near the ponds

Simplicity reigns. Peaceful and centrally-located, relax & enjoy Hanson and all that its surrounding area has to offer. Close to Burrage Wildlife Area. Less than an hour to Boston, Plymouth, Falmouth & Cape Cod. Take a ferry from Woods Hole to Martha’s Vineyard or Nantucket. Take the T into Boston to enjoy fine dining, historical landmarks, shows, and museums. Short hop to Duxbury Beach, or drive down to Plymouth to see The Mayflower II, Plymouth Rock, Plymouth Plantation, beaches and more.

Lakefront Cottage w/Private Beach

Come stay in our cozy lakefront cottage. Outdoor deck w/dining table that leads to a fully fenced in backyard w/outdoor shower (seasonal) and private beach. 2 Single Kayaks available to use! Centrally located but quiet. Located down a dead end street on Lake Sabbatia. 10 Miles to Xfinity Center 17 Miles to Patriot Place&Gillette 29 Miles to Providence 39 Miles to Boston Currently set up as a 1 bedroom w/an office. Second “bed” is a futon in the sunroom. Follow us @sabbatiacottage

Lakefront House Boston, Plymouth, Cape Cod

Directly on the lake, with spectacular year round views. Perfect for a couple’s getaway or a family vacation. Its our family lake home where many special memories have been made & more are waiting! Home is about 15 minutes to historic Plymouth, 35 minutes to Boston, 20 minutes to coastal beaches, 40 mins to Cape Cod, 8 mins to Fieldstone show park & just 1 mile from the MBTA Halifax commuter rail station-takes you right into Boston or just stay & enjoy the lake. Private water access.

The Perfect Restful Retreat

Escape to our newly renovated two-bedroom home peacefully nestled between the serene ponds in beautiful East Wareham. Our home offers the perfect blend of modern comfort and New England tranquility. Whether you're seeking a relaxing retreat or an adventurous getaway, our charming modern home is the perfect base being centrally located to all the attractions and activities that make Wareham, the gateway to the Cape, so special. Book your stay today and create unforgettable memories!

Designer 2BR with Sage Kitchen & Quartz Counters

This isn't your typical rental; every inch of this two-bedroom apartment has been completely renovated with high-end finishes and a cohesive, calming aesthetic. The heart of the home is the stunning sage green kitchen, featuring crisp white quartz countertops and a functional butcher block island cart—perfect for your morning espresso or evening charcuterie. With white and green accents woven throughout the unit, the space feels bright, organic, and effortlessly sophisticated.

Beautiful Lakeside Apt between Boston and Cape Cod

Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

Shoreline Dreams

Welcome to your dream vacation getaway! Nestled on the serene shores of Long Pond, this charming lakefront home offers the perfect blend of comfort and natural beauty. Step inside to a spacious, open-concept living area adorned with large picture windows that provide breathtaking views of the sparkling water. Outdoor chairs with firepit offer panoramic views of the lake. The private dock is perfect for swimming, fishing, or launching kayaks and paddleboards.

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.