Holiday Rentals in Middleboro

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Holiday Rentals in Middleboro

Quaker Hill Cottage on gated estate with fire pit & hiking trails
9.8 out of 10, Exceptional, (25)
"Very unique quaint cottage hidden from the city. Loved the forested area around it with the patio to the side. We saw"
The price is €197
includes taxes & fees
20 Oct - 21 Oct
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Charming 3-bedroom house with AC, WiFi in Greenville
9.0 out of 10, Wonderful, (6)
The price is €219
includes taxes & fees
19 Oct - 20 Oct
Charming 3-bedroom house with AC, WiFi in Greenville
Pet-Friendly Greenville Home w/ Private Yard
10.0 out of 10, Exceptional, (23)
"Enjoyed another great stay at this property! Clean, quiet and several thoughtful amenities."
Pet-Friendly Greenville Home w/ Private Yard
Boho Bungalow off Main-one block from Lovely Park
9.0 out of 10, Wonderful, (12)
"We very much enjoyed our 1 night visit at the Boho Bungalow! The house was cozy and charming. Everything was clean and the property host gave clear information for our stay. We highly recommend this location."
The price is €158
includes taxes & fees
18 Oct - 19 Oct
Boho Bungalow off Main-one block from Lovely Park
Leader Loft, Cozy and Quaint
10.0 out of 10, Exceptional, (7)
"We enjoyed our visit here very much. The unit is well appointed and the bed is extremely comfortable. Lots of cute little shops to visit within walking distance. "
The price is €122
includes taxes & fees
15 Oct - 16 Oct
Leader Loft, Cozy and Quaint
Westcott Mansion with Pickleball Court & Huge Gazebo
9.8 out of 10, Exceptional, (34)
"We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend."
The price is €292
includes taxes & fees
6 Nov - 7 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
The Cedar Door Place
9.8 out of 10, Exceptional, (18)
"This is a great place to stay! Rural, yet conveniently close to town. "
The price is €160
includes taxes & fees
15 Oct - 16 Oct
The Cedar Door Place
Cumberland House - A Cozy Historical Stay
2.0 star property
Cumberland House - A Cozy Historical Stay
Hannah's Creek Farm Cottage
10.0 out of 10, Exceptional, (4)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
The price is €153
includes taxes & fees
15 Oct - 16 Oct
Hannah's Creek Farm Cottage
The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP
10.0 out of 10, Exceptional, (17)
"Great for a big group"
The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP
Pet-friendly Greenville Home w/ Private Yard
3.0 star property
Pet-friendly Greenville Home w/ Private Yard
Charming Home! Prime Location! Dog-Friendly!
10.0 out of 10, Exceptional, (11)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
The price is €291
includes taxes & fees
18 Oct - 19 Oct
Charming Home! Prime Location! Dog-Friendly!
Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC
10.0 out of 10, Exceptional, (12)
"Great spot in a nice area. Host was great! Look forward to coming back again someday! "
Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake
10.0 out of 10, Exceptional, (2)
"The tiny house was just as described and very comfortable. My favorite part was the huge lakefront lot with beautiful views and lots of privacy."
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
10.0 out of 10, Exceptional, (11)
"Very clean and great amenities. Will be booking there again in the future."
The price is €145
includes taxes & fees
15 Oct - 16 Oct
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Exquisite Hagerstown Home With Deck & Gazebo!
3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!
Spacious House with Large yard and King-size bed
10.0 out of 10, Exceptional, (1)
"Amazing renovations. Tons of space. Thank you for the hospitality, we had a great time! And Thank You for the cookies! Kiddos loved them. "
Spacious House with Large yard and King-size bed
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
9.0 out of 10, Wonderful, (12)
"The property is stunning and plenty of space for multiple people if needed! Hosts are extremely friendly and great at communicating as well!! Definitely a place you could come back to over and over again!!"
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
New Hagerstown Apartment - Self Check-in. Sleeps 4+
9.2 out of 10, Wonderful, (20)
"Always a pleasure and the location is perfect for seeing family!"
The price is €123
includes taxes & fees
15 Oct - 16 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Recently remodeled Colonial-style home with room for the whole family!
10.0 out of 10, Exceptional, (39)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleboro Hotel Reviews

Find out more about Middleboro

Everything you need to know about Middleboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleboro holiday rentals we have selected for you start as low as €122 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleboro rentals

At Expedia, we put the best Middleboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Middleboro?

Yes, there are holiday rentals close to the most popular sights in Middleboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middleboro has to offer?

Charming 3-bedroom house with AC, WiFi in Greenville: This holiday home rental outside of Middleboro has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Middleboro?

While exploring the area, visit family-friendly sights like Warm Glow Candle Company, or get outside and enjoy nature at Hayes Arboretum. In the wider area, you’ll find Indiana University East and Richmond Mall.

What are holiday rentals like in Middleboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middleboro. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.