Holiday rentals in Middleborough

*The Cozy Escape* | Historic South Coast Retreat

SAVE (heart) US NOW! Escape to Mattapoisett on the South Coast of MA & experience the charming beauty of this small town! Our recently updated home is a perfect retreat for your getaway. Take in the stunning views of the harbor at Shipyard Park or stroll along the area beaches. Explore the area's history at Neds Point Lighthouse & Salty the Seahorse. Unwind at our cozy & inviting home. Dine in with our fully equipped kitchen or indulge at the many great restaurants! Book your unforgettable stay!

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.

Main Street on the Park

Welcome to Main Street on the Park! The morning sun will greet you in the bright apartment in our big white house with a yellow front door. Perfect for a romantic getaway or a convenient place to stay if you are in the area for business. A large fenced yard abuts a public park complete with tennis courts, track and walking trail. Explore our small town with a big history, visit its historic buildings, great restaurants and unique shops. The location is convenient to all of the South Coast.

Ocean view home on Cape Cod Bay

Welcome to this family beach home on a 150-foot cliff with breathtaking views over Cape Cod Bay. This is one of the highest oceanfront locations on the entire East Coast. The airy, open living space has an ocean view, including the kitchen. Relax on the spacious screened porch. Take day trips to Plymouth, Boston, Cape Cod, and the islands. Have a picnic in the private cliff garden, and take in the vast, blue expanse below. This is an incredibly peaceful place, with so much to do nearby.

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

The Gateway to Cape Cod townhouse !

SUMMER 2026 IS OPEN BOOK NOW! JULY 4th open!! December 12-21 open great rate Beach pass provided PLEASE CHECK OUT SLEEPING ARRANGEMENTS PRIOR TO BOOKING. Max 6 adults Ideal for families! *Parking for 2 vehicles only WELCOME to Wareham! The town with 60 MILES of shoreline in Massachusetts! Minutes to Water wizz and TONS of local beaches ! Wareham center and a local grocery store are both walking distance away! Great proximity to Boston , providence , Plymouth and Cape.

Tiny farm house on horse farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

Cozy & Modern 3rd floor one bedroom Suite

Welcome to the Cozy Suite! This charming, modern retreat offers a private entrance and everything you need for a comfortable stay. Perfectly situated just 5 minutes from Bridgewater State College, you'll enjoy a peaceful and convenient location with easy access to all the local attractions. Whether you're here for business, a visit to campus, or simply to explore the area, this suite offers a stylish and cozy escape. Ideal for anyone looking for a modern, hassle-free experience.

Stylish Top-floor Retreat

Experience the perfect blend of contemporary design and historical beauty with this newly renovated 1 bedroom 1.5 bath apartment located in the heart of downtown Taunton. Offering a private balcony, modern amenities and prime location. This unit is perfect for professionals, couples or anyone looking for a comfortable urban lifestyle. This stunning unit offers breathtaking views overlooking the iconic Taunton green bringing a touch of history right to your doorstep.

Clean Studio Apt. #5 on Federal Hill, Providence

Charming small, self contained studio apartment on the 3rd floor of newly renovated antique house. Warm in Winter, cool in Summer. Fast internet and TV with Netflix. Fully equipped kitchen, full bath/in-bath shower. Quiet neighborhood with coffee shops, restaurants and bus stop literally around the corner. Easy, 15min walk to downtown/Convention Center /Bus/Train stations/Mall. 10mins walk to the famous Atwells Avenue and all it's wonderful restaurants.

Whole Home in Private Area

Welcome to our spacious 3-bedroom home in Taunton, located on a quiet, private street. The master bedroom has a king-size bed, and the other two bedrooms each have a full-size bed. There’s also a futon in the living room. With 1.5 bathrooms and 3.5 beds, it comfortably fits families and groups. Enjoy the cozy backyard patio and feel secure with a full Ring camera system. A peaceful retreat with everything you need for a great stay!

Renovated Home with Family Theater Room and Sauna

Newly renovated house with a fenced in backyard, located near downtown Middleboro, Massachusetts, that is just a short walk to some amazing restaurants and family diners, bars and breweries, shopping and family parks! You will have access to three (3) Bedrooms, a large family room with a pull-out couch, 2.5 Bathrooms, full size Washer and Dryer and a three (3) person Sauna, in addition to a fully stocked kitchen.