
Holiday rentals in Middleborough
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Top-rated holiday rentals in Middleborough
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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.

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.

The Gateway to Cape Cod Loft!
SUMMER 2026 is OPEN BOOK QUICK JULY 4th 2026 OPEN! Christmas 2025 open! 24-28th BEACH PASS PROVIDED 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 60 MILES of shoreline in Massachusetts! 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

New Bedford Apartment
Easy Living downtown convenience. Walk to bars, restaurants, Martha's Vineyard ferry, bus station steps from location, coffee shops, etc.. Enjoy an area with rich history and lots of character. Inside, the decor is brand new and modern. With plenty of room to spread out. We promise the apartment will be super clean and I will do my best to be the best host for you. We are not far from beaches, the Whaling museum, and shopping. We hope you will consider us for your next stay to the area!

Upper Cape Cozy Cottage
Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

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

Charming New England 2brm Apt. South of Boston
Inviting 2-Bedroom Apartment in Quintessential New England Town Bright & Airy – Skylights fill the cozy living room with natural sunlight. Fully Equipped Kitchen – Compact yet functional with all essentials. Comfortable Bedrooms – 2 well-appointed rooms for restful sleep. Private Driveway & Free Parking Spacious Backyard –Perfect 4 relaxing. Prime Location – 4-minute walk to Bridgewater State U. Ideal 4-Family, travel nurses, healthcare workers, and corporate stays. Book now!

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.

*Warm and Inviting*Rustic design Airbnb*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

Lovely Lakeside Cottage
Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Brand new! Whole apartment, huge tub, full kitchen
Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Artist's Retreat in Norton - no cleaning fee!
This space will make you feel cozy and right at home! A bright and well-appointed apartment located in Norton MA, which is equidistant (30 mins drive) from Boston, Providence, and Cape Cod. We are not wannabe Hiltons, just a settled couple whose house includes an in-law apartment with no in-laws.
Popular amenities for Middleborough holiday rentals
Other great holiday rentals in Middleborough

The Perfect Restful Retreat

Whole Home in Private Area

Charming Private House all points Cape Cod!

Drift Loft Houseboat

Renovated Home with Family Theater Room and Sauna

Ocean view home on Cape Cod Bay

Pelicans Bog on Woods Pond in Middleboro

Cozy home near downtown
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Cape Cod
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Lynn Beach
- Point Judith Country Club
- MIT Museum
- New England Aquarium
- Freedom Trail
- Duxbury Beach
- Easton Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Onset Beach
- Prudential Center
- Oakland Beach
- White Horse Beach




