Owner Direct Vacation
Rentals in Middleborough
The Best Owner Direct Vacation Rentals in Middleborough. Explore thousands of vacation home rentals, large cabins, and villas near Middleborough
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Explore the Best Middleborough Vacation Homes
Looking for the perfect place to stay in Middleborough? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Middleborough character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Middleborough Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Middleborough
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Popular Neighborhoods for Middleborough Vacation Rentals
What are the best areas to stay in Middleborough
Discover the top neighborhoods in Middleborough and choose a place that suits your stay.
Tuesday Jan 27
Middleborough, Massachusetts
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Middleborough vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Middleborough
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How to Reserve Your Middleborough Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Middleborough Vacation Rental FAQs
1. What are the top vacation rentals in Middleborough?
There are a lot of options in Middleborough. If you plan on staying in the Middleborough area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Middleborough:
- Excellent Reviews: 500 ft to beach and central air conditioning!
- New England Lake Cottage On Long Pond on over 20 Wooded Acres
- Charming cottage on the water with beautiful views
- Charming Converted Carriage House, Historic Downtown near Harbor
- Downtown! Cultural District, One Block to Yacht Club and Harbor
- HEART of downtown! Walk to beach, shops, restaurants & steps to the harbor!
- Incredible Townhouse 2 blocks to Harbor, SubZero kitchen, Architectural Detail
- The Mojito House with Hot Tub, Arcade and Theatre walking distance downtown
- Peaceful, Rustic Retreat, 25ft of Private Beach, 300 Acre Sandy Bottom Pond
- 3 Bedroom Home Facing Inner harbor with 1st Floor King Bedroom.
2. How many vacation rentals have private pools in Middleborough?
There are 8 vacation rentals with private pools near Middleborough. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Middleborough are best for families?
If you are looking for a family-friendly vacation home in Middleborough, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middleborough:
4. How many vacation rentals are available in Middleborough?
Currently, the total number of properties listed in 2026 is over 283 in the Middleborough area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Middleborough.