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Middleboro Vacation 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 vacation 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 traveler
The price is SAR 216
SAR 277 total
includes taxes & fees
7 Sep - 8 Sep
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 SAR 443
SAR 849 total
includes taxes & fees
8 Sep - 9 Sep
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 SAR 591
SAR 1,238 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 SAR 345
SAR 558 total
includes taxes & fees
7 Sep - 8 Sep
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 SAR 620
SAR 1,249 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 SAR 338
SAR 499 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 SAR 250
SAR 553 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 SAR 469
SAR 652 total
includes taxes & fees
7 Sep - 8 Sep
Hannah's Creek Farm Cottage
House (1 Bedroom) | 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 SAR 406
SAR 1,226 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 SAR 267
SAR 614 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 SAR 289
SAR 1,262 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 SAR 939
SAR 1,534 total
includes taxes & fees
20 Aug - 21 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 SAR 1,235
SAR 2,058 total
includes taxes & fees
13 Sep - 14 Sep
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 SAR 1,051
SAR 1,657 total
includes taxes & fees
13 Sep - 14 Sep
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 SAR 939
SAR 1,526 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 traveler
The price is SAR 234
SAR 300 total
includes taxes & fees
7 Sep - 8 Sep
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 18 hours ago
Best Western Plus Richmond Indiana I-70

Frequently asked questions

Can I find vacation rentals in Middleboro?

Yes, we have vacation rentals close to the most popular sights in Middleboro, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in Middleboro?

Charming Home! Prime Location! Dog-Friendly!: You might want to consider this vacation home rental near Middleboro, which offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation 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 larger area, you’ll find Indiana University East and Richmond Art Museum.

What are vacation rentals like in Middleboro?

Vacation rentals are privately owned properties you can reserve for several days or longer in Middleboro. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.