Vacation rentals in Middleborough

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Top-rated vacation rentals in Middleborough

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Apartment in Bridgewater
4.84 out of 5 average rating, 260 reviews

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 favorite
Townhouse in Wareham
4.96 out of 5 average rating, 223 reviews

The Gateway to Cape Cod townhouse !

SUMMER 26 AVAIL May 25-28 June 1-5,7-12 July 13-16,20-24 Aug 26-28 Sept 12-18,23-25,27-30 BEACH PASS PROVIDED PLEASE CHECK OUT SLEEPING ARRANGEMENTS PRIOR TO BOOKING MAX 6 adults only Ideal for families Parking for 2 vehicles only WELCOME to Wareham! The town with the most coastline out of any town in MA 60 miles! 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, cape

Top guest favorite
A serene sunset can be seen over calm waters, with the sun rising behind a lighthouse. The sky transitions from orange to soft pink and light blue, while the lighthouse stands silhouetted against the horizon, creating a peaceful coastal scene.
Cottage in Plymouth
4.93 out of 5 average rating, 303 reviews

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house with its own entrance w parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY / 450 LB LIMIT COUCH

Top guest favorite
A stunning sunset paints the sky with vibrant colors reflected in the calm water of Woods Pond. The outdoor deck features seating arrangements, while two fishing poles stand ready for use by the private dock. Trees frame the serene view, adding a natural touch.
Home in Middleborough
5 out of 5 average rating, 48 reviews

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.

Guest favorite
A private bedroom is viewed through large glass windows, offering a serene lake vista surrounded by trees. A small table with two stools is positioned near the window, while a bedside with a decorative plant enhances the space.
Cottage in Carver
4.87 out of 5 average rating, 46 reviews

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.

Top guest favorite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.
Guest suite in Sharon
4.95 out of 5 average rating, 220 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Top guest favorite
Guest suite in Plymouth
4.95 out of 5 average rating, 113 reviews

Manomet Boathouse Station #31

The Boathouse was a part of the Manomet Coast Guard Station on Manomet Point. When the station was decommissioned and eventually dismantled, the Boathouse was moved and attached to our home as a separate space. Guests will have full and private access to this beautiful and spacious 1,800 square foot home with 11 foot vaulted ceilings and antique southern exposure windows. The open first floor has a living room, kitchen, pool table and bathroom. A spiral staircase leads to the bedroom.

Guest favorite
Two colorful kayaks are positioned on a concrete dock, with the calm waters of the bay extending into the distance. The sky above is clear with some soft clouds, reflecting a tranquil outdoor setting.
Cottage in Westport
4.9 out of 5 average rating, 115 reviews

Kayaks and Glimpses of Westport Bay

Stay in a lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

Guest favorite
Apartment in Taunton
4.96 out of 5 average rating, 131 reviews

World Cup Special* 25 Mins to Gillette* Taunton

This warm and inviting, rustic style apartment is located in the Historical district of Taunton, prime location for all the “Hotspots” of Mass. Minutes to routes 24, 44, 495, and route 138. Perfect for long term stays/Short term or traveling nurses! Your home-away-from-home awaits you! We provide Free: ✔Coffee, also decaf/Tea ✔WIFI ✔Netflix/ cable/Disney+ ✔Snacks ✔Basic cable ✔Quality toiletries and soaps ✔Iron/Ironing board ✔Board games ✔Level 1-2 EV charging port

Top guest favorite
Guesthouse in East Providence
4.96 out of 5 average rating, 106 reviews

Beautiful Studio - < 15 mins 2 downtown & Brown

Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.

Top guest favorite
A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.
Treehouse in Wareham
4.97 out of 5 average rating, 225 reviews

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.

Guest favorite
A deck area features a grill on a tiled surface, surrounded by two wicker chairs and a small table. Vibrant red flowers in a planter add color, and trees provide a natural backdrop in the distance.
Apartment in Plymouth
4.83 out of 5 average rating, 227 reviews

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.

Popular amenities for Middleborough vacation rentals