Middleboro Holiday Rentals

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Holiday Rentals in Middleboro

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.8 out of 10, Exceptional, (9)
"The atmosphere and views are stunning. The home is spacious for families. We enjoyed our stay. "
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (27)
"I wasn't expecting that a visit to my small hometown would end up being the nicest vacation stay I've had but it was. Walking distance to some fun restaurants and a great record store. Property itself was beautiful and well maintained in a renovated loft space. Lots of charm and attention to detail. This place makes me want to find reasons to visit Richmond more often!"
THE STARR LOFT- Earlham, IUEast, Historic District

Quaint Economy Retreat w/ Patio & Spacious Yard!

9.6 out of 10, Exceptional, (7)
"It was a great place out away from town but close enough you can make it into Richmond with a 15-20 min easy drive "
Quaint Economy Retreat w/ Patio & Spacious Yard!

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (36)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!

Hannah's Creek Farm Cottage

10.0 out of 10, Exceptional, (2)
"The location was easy to find using Google maps. Sharon was lovely. She met me when I arrived. She helped me carry in my many bags. She showed me where everything was and how to use it. The loft is probably great for someone in good shape but I knew that going in. It was just me and my dog so we slept on the pull out couch. I assumed correctly the water was from a well so I brought some bottled water to drink. It is drinkable but has a well water taste. The cottage is heated through geo-thermal...
The price is NZ$289
includes taxes & fees
22 July - 23 July
Hannah's Creek Farm Cottage

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (8)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
The price is NZ$550
includes taxes & fees
13 July - 14 July
Charming Home! Prime Location! Dog-Friendly!

The Cedar Door Place

10.0 out of 10, Exceptional, (9)
"This is a great place to stay! Rural, yet conveniently close to town. "
The price is NZ$306
includes taxes & fees
15 July - 16 July
The Cedar Door Place

Charming 3-bedroom house with AC, WiFi in Greenville

The price is NZ$413
includes taxes & fees
20 July - 21 July
Charming 3-bedroom house with AC, WiFi in Greenville

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

2.0 star property
6.0 out of 10, (2)
"Didn’t get in the house"
The price is NZ$410
includes taxes & fees
14 July - 15 July
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.6 out of 10, Exceptional, (15)
"Always a pleasure and the location is perfect for seeing family!"
The price is NZ$232
includes taxes & fees
10 July - 11 July
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (24)
"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 NZ$414
includes taxes & fees
15 July - 16 July
Quaker Hill Cottage on gated estate with fire pit & hiking trails

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

10.0 out of 10, Exceptional, (6)
"This house was perfect for a guys golf weekend. The outdoor space is everything you could want. The house and property are very well maintained and the hosts were very friendly and accommodating. Would highly recommend for large group gatherings!"
The price is NZ$1,379
includes taxes & fees
21 July - 22 July
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Boho Bungalow off Main-one block from Lovely Park

9.4 out of 10, Exceptional, (8)
"We liked the cleanliness of the property. There is also plenty of things to do and great places to eat with in a short distance of the property"
The price is NZ$381
includes taxes & fees
29 July - 30 July
Boho Bungalow off Main-one block from Lovely Park

Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC

9.8 out of 10, Exceptional, (7)
"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

Westcott Mansion with Pickleball Court & Huge Gazebo

10.0 out of 10, Exceptional, (31)
"The house was beautiful and so interesting! The owners were very responsive to our questions. We really enjoyed our stay!"
The price is NZ$554
includes taxes & fees
20 July - 21 July
Westcott Mansion with Pickleball Court & Huge Gazebo

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

9.8 out of 10, Exceptional, (8)
"Very clean and great amenities. Will be booking there again in the future."
The price is NZ$273
includes taxes & fees
21 July - 22 July
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Pet-Friendly Greenville Home w/ Private Yard

10.0 out of 10, Exceptional, (20)
"Enjoyed another great stay at this property! Clean, quiet and several thoughtful amenities."
Pet-Friendly Greenville Home w/ Private Yard

Pet-friendly Greenville Home w/ Private Yard

3.0 star property
Pet-friendly Greenville Home w/ Private Yard

The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP

10.0 out of 10, Exceptional, (15)
"Great for a big group"
The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP
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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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?

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.: This holiday home rental outside of Middleboro is located in the city centre, and has a balcony, a pool table and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Middleboro?

While exploring the area, visit family-friendly sights like Glenn Miller Park, or get outside and enjoy nature at Rose Garden. In the wider area, you’ll find Earlham College and Wayne County Fairgrounds.

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.