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Middleboro Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Middleboro holiday rentals

Dining

1. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (151 reviews)
"Had everything we needed for our visit,non smoking rooms kept things fresh too!"
United States
Anonymous traveller
The price is HK$451
HK$579 total
includes taxes & fees
9 Sept - 10 Sept
King Bed Non-Smoking
Smart TV, books

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.4 out of 10, Exceptional, (34 reviews)
"Very easy to find and such a charming home! Very quiet and beautiful area. "
United States
Angie P.
The price is HK$926
HK$1,775 total
includes taxes & fees
9 Sept - 10 Sept
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Exterior

3. Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (17 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
The price is HK$1,236
HK$2,588 total
includes taxes & fees
14 Aug - 15 Aug
Charming Home! Prime Location! Dog-Friendly!
1 bedroom, WiFi, bed sheets

4. Leader Loft, Cozy and Quaint

Leader Loft, Cozy and Quaint
Lewisburg
9.8 out of 10, Exceptional, (19 reviews)
"Great place to stay!"
United States
Jessica C.
The price is HK$722
HK$1,167 total
includes taxes & fees
7 Sept - 8 Sept
Leader Loft, Cozy and Quaint
Interior

5. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (40 reviews)
"This is a wonderful historic property if you're into a vintage stay. We were. The home is lovely. The only disadvantages are not having a host on-site and having to get luggage up the stairs without an elevator or bellhop assitance; there are no bedrooms on the ground floor. And being vintage, it takes quite a while to adjust the temperature to where you want it. Also, it would be helpful to have television instructions; we were never able to figure out how to get anything on the TV."
United States
Debbie
The price is HK$1,295
HK$2,610 total
includes taxes & fees
24 Aug - 25 Aug
Westcott Mansion with Pickleball Court & Huge Gazebo
Smart TV

6. Comfortable Modern Stay Quiet 1BR Retreat Near Dayton, Eaton, Miami U& Richmond

Comfortable Modern Stay Quiet 1BR Retreat Near Dayton, Eaton, Miami U& Richmond
Eaton
10.0 out of 10, Exceptional, (5 reviews)
"30 minutes from Miami U on graduation weekend was a great find. "
United States
Virginia
Comfortable Modern Stay Quiet 1BR Retreat Near Dayton, Eaton, Miami U& Richmond
Smart TV, fireplace, books

7. Gigi's Place - Historic Charm. Modern Comfort.

Gigi's Place - Historic Charm. Modern Comfort.
Eaton
10.0 out of 10, Exceptional, (3 reviews)
"Everything was just perfect! It’s an easy drive to Miami University of Ohio for anyone visiting campus. Lindsay is a terrific host and communicated so well with me. She is very hospitable and provided a charming place to stay - super clean, comfortable & cozy!"
United States
Karen M.
The price is HK$706
HK$1,043 total
includes taxes & fees
16 Aug - 17 Aug
Gigi's Place - Historic Charm. Modern Comfort.
Coffee/tea maker, fridge, microwave, oven

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"The apartment was even better than expected!!! It was very clean and even had supplies provided such as toiletries and laundry detergent. It met my expectations and beyond!"
United States
Mindy
The price is HK$523
HK$1,157 total
includes taxes & fees
24 Aug - 25 Aug
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Private kitchen

9. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (8 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is HK$981
HK$1,362 total
includes taxes & fees
14 Aug - 15 Aug
Hannah's Creek Farm Cottage
Interior

10. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is HK$847
HK$2,562 total
includes taxes & fees
14 Aug - 15 Aug
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Coffee/tea maker, fridge, microwave, oven

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

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (16 reviews)
"We had a great time and this place has everything that you need!"
United States
kirk h.
The price is HK$558
HK$1,284 total
includes taxes & fees
25 Aug - 26 Aug
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Interior

12. 18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Wayne Township
10.0 out of 10, Exceptional, (11 reviews)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
United States
Robin A.
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
TV

13. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
2.0 out of 10, (1 review)
"Bed bugs in upstairs bedroom!!!Unfortunately we had a terrible experience both during and following our stay. During the stay the air conditioning was not functioning properly and we were forced to use portable AC units that didn’t get the temperature below 78 in the house.Three people sleeping upstairs had bed bug bites and upon searching the two beds we found numerous bugs. We promptly made the property owner aware of the situation and requested our stay be refunded due to the inconvenience...
United States
Payton L.
The price is HK$604
HK$2,637 total
includes taxes & fees
14 Aug - 15 Aug
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Property grounds

14. WAGON 1 in The Graystone Ranch in the Woods

WAGON 1 in The Graystone Ranch in the Woods
Arcanum
10.0 out of 10, Exceptional, (1 review)
"My wife and I stayed in one of the wagons located in Arcanum. It was a great stay. Peaceful, quiet, and just a great experience! We would stay again."
United States
Brent C.
The price is HK$1,962
HK$3,205 total
includes taxes & fees
23 Aug - 24 Aug
WAGON 1 in The Graystone Ranch in the Woods
Interior

15. Spacious House with Large yard and King-size bed

Spacious House with Large yard and King-size bed
West Alexandria
10.0 out of 10, Exceptional, (5 reviews)
"The house was spacious, beautiful, and very clean. It was perfectly located for our needs. We highly recommend this house. Marci was a wonderful host!"
United States
Susan W.
The price is HK$2,582
HK$4,317 total
includes taxes & fees
16 Aug - 17 Aug
Spacious House with Large yard and King-size bed
Dining

16. Governor's Cabin in Arcanum, Ohio

Governor's Cabin in Arcanum, Ohio
Arcanum
The price is HK$2,197
HK$3,487 total
includes taxes & fees
26 Aug - 27 Aug
Governor's Cabin in Arcanum, Ohio
Property grounds

17. WAGON 2 in The Graystone Ranch in the Woods

WAGON 2 in The Graystone Ranch in the Woods
Arcanum
10.0 out of 10, Exceptional, (1 review)
"My patents were celebrating their 64 year anniversary. We wanted to celebrate with a short trip and this was the perfect location. The property was beautiful and we enjoyed the walk in the woods and fishing. The covered wagon was a unique stay and one we will remember."
United States
Dawn B.
The price is HK$1,962
HK$3,190 total
includes taxes & fees
16 Aug - 17 Aug
WAGON 2 in The Graystone Ranch in the Woods
1 bedroom

18. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (115 reviews)
"Came for a short break and appreciated having the comforts of home close by!"
United States
Anonymous traveller
The price is HK$488
HK$628 total
includes taxes & fees
9 Sept - 10 Sept
2 Queen Beds Non-Smoking
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

Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

10/10 Excellent
"The hotel was beautiful. The only issue was the only operational ice machine is on the 3rd floor. Staff were very welcoming and accommodating."
Kristina 1-night trip
Posted 9 hours ago
Best Western Plus Richmond Indiana I-70

Find out more about Middleboro

Search for holiday rentals in Middleboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleboro using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleboro!

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 Home! Prime Location! Dog-Friendly!: This holiday home rental outside of Middleboro offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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. You can relax into your holiday with a garden and a selection of games.

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 Hayes Arboretum. In the wider area, you’ll find Indiana University East and Richmond Art Museum.

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.