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Middleboro Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (152 reviews)
"The staff were friendly and helpful throughout our stay. It felt welcoming right away."
United States
Anonymous traveler
The price is AED 223
AED 284 total
includes taxes & fees
28 Sep - 29 Sep
King Bed Non-Smoking
1 bedroom

2. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (116 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveler
The price is AED 239
AED 305 total
includes taxes & fees
28 Sep - 29 Sep
2 Queen Beds Non-Smoking
Smart TV, books

3. 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, (36 reviews)
"Very nice place to spend the night while passing through on Route 70. The Thistlethwaite Falls are only minutes away and were a perfect evening activity after driving all day."
United States
Jon and Keri C.
The price is AED 422
AED 802 total
includes taxes & fees
28 Sep - 29 Sep
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Interior

4. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
The price is AED 216
AED 239 total
includes taxes & fees
11 Oct - 12 Oct
1 King Bed | Non-Smoking
Living area

5. Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park
Richmond
9.0 out of 10, Wonderful, (19 reviews)
"The house is very clean and nicely appointed. Owner is quick to respond to messages. We would definitely stay here again."
United States
Joanne K.
The price is AED 397
AED 712 total
includes taxes & fees
8 Oct - 9 Oct
Boho Bungalow off Main-one block from Lovely Park
Exterior

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (20 reviews)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
The price is AED 579
AED 1,146 total
includes taxes & fees
28 Sep - 29 Sep
Charming Home! Prime Location! Dog-Friendly!
Fitness facility

7. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
The price is AED 216
AED 239 total
includes taxes & fees
11 Oct - 12 Oct
1 QUEEN BED | BUSINESS, NON-SMOKING
1 bedroom, WiFi (free)

8. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
The price is AED 216
AED 239 total
includes taxes & fees
7 Oct - 8 Oct
2 Queen Beds | Non-Smoking
Interior

9. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 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 AED 606
AED 1,152 total
includes taxes & fees
7 Oct - 8 Oct
Westcott Mansion with Pickleball Court & Huge Gazebo
Private kitchen

10. 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 AED 459
AED 638 total
includes taxes & fees
28 Sep - 29 Sep
Hannah's Creek Farm Cottage
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, (18 reviews)
"This is a darling place in a wonderful town. It met all of our needs and we'll definitely stay here again."
United States
Tamera
The price is AED 261
AED 601 total
includes taxes & fees
29 Sep - 30 Sep
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Smart TV

12. Eaton OH - 1BR - 1.5 Bath - Self-check-in near Oxford OH and Richmond Indiana

Eaton OH - 1BR - 1.5 Bath - Self-check-in near Oxford OH and Richmond Indiana
Eaton
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and it sits on a very quiet street.Description is accurate, host very easy to do business with."
United States
Eugene A.
The price is AED 360
AED 474 total
includes taxes & fees
30 Sep - 1 Oct
Eaton OH - 1BR - 1.5 Bath - Self-check-in near Oxford OH and Richmond Indiana
Interior

13. 1 KING BED | SUITE, NON-SMOKING, HOT TUB

1 KING BED | SUITE, NON-SMOKING, HOT TUB
Richmond IN
The price is AED 507
AED 562 total
includes taxes & fees
1 Oct - 2 Oct
1 KING BED | SUITE, NON-SMOKING, HOT TUB
Coffee/tea maker, fridge, microwave, oven

14. 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)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is AED 235
AED 530 total
includes taxes & fees
5 Oct - 6 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+
House (1 Bedroom) | Interior

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is AED 397
AED 1,199 total
includes taxes & fees
28 Sep - 29 Sep
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Smart TV, fireplace, books

16. 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 AED 340
AED 499 total
includes taxes & fees
28 Sep - 29 Sep
Gigi's Place - Historic Charm. Modern Comfort.
1 bedroom, WiFi, bed sheets

17. Leader Loft, Cozy and Quaint

Leader Loft, Cozy and Quaint
Lewisburg
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay!"
United States
Jessica C.
The price is AED 298
AED 503 total
includes taxes & fees
28 Sep - 29 Sep
Leader Loft, Cozy and Quaint
TV

18. 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 AED 283
AED 1,164 total
includes taxes & fees
28 Sep - 29 Sep
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Property grounds

19. 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 AED 643
AED 1,103 total
includes taxes & fees
28 Sep - 29 Sep
WAGON 1 in The Graystone Ranch in the Woods
Dining

20. Governor's Cabin in Arcanum, Ohio

Governor's Cabin in Arcanum, Ohio
Arcanum
The price is AED 1,469
AED 2,016 total
includes taxes & fees
28 Sep - 29 Sep
Governor's Cabin in Arcanum, Ohio
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

Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond

8/10 Good
"There was food left in the refrigerator from past guest."
DWIGHT 1-night trip
Posted less than an hour ago
Home2 Suites by Hilton Richmond

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?

Gigi's Place - Historic Charm. Modern Comfort.: Visitors like this Middleboro vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself 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 Earlham College.

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.