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Middleboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Middleboro vacation rentals

A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

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 ￥9,432
￥12,009 total
includes taxes & fees
Oct 9 - Oct 10
King Bed Non-Smoking
A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

2. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (117 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveler
The price is ￥10,106
￥12,899 total
includes taxes & fees
Oct 9 - Oct 10
2 Queen Beds Non-Smoking
A hotel room with two beds, a nightstand with a lamp, and a wall-mounted telephone.

3. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥9,143
￥10,125 total
includes taxes & fees
Oct 13 - Oct 14
2 Queen Beds | Non-Smoking
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

4. 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 ￥26,070
￥52,557 total
includes taxes & fees
Nov 4 - Nov 5
Westcott Mansion with Pickleball Court & Huge Gazebo
A modern living room with a sofa, armchair, and a white spiral staircase.

5. 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 ￥18,170
￥35,038 total
includes taxes & fees
Oct 12 - Oct 13
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

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 ￥24,913
￥52,175 total
includes taxes & fees
Oct 13 - Oct 14
Charming Home! Prime Location! Dog-Friendly!
A cozy room with exposed brick walls, a bed with a knitted blanket, a wooden table with chairs, and hanging wicker lamps.

7. Leader Loft, Cozy and Quaint

Leader Loft, Cozy and Quaint
Lewisburg
10.0 out of 10, Exceptional, (22 reviews)
"Great place to stay!"
United States
Jessica C.
The price is ￥14,236
￥23,178 total
includes taxes & fees
Oct 26 - Oct 27
Leader Loft, Cozy and Quaint
A gym with various exercise equipment, large windows, and a view of the outside.

8. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"Would book again without hesitation if passing through Charlotte. Easy access, comfy bed, quick snack options kept it simple and good."
United States
Anonymous traveler
The price is ￥9,199
￥10,187 total
includes taxes & fees
Oct 21 - Oct 22
1 QUEEN BED | BUSINESS, NON-SMOKING
A hallway with vending machines and a staircase.

9. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (2 reviews)
"Evenings spent by the pool were very relaxing, perfect way to unwind after busy days."
United States
Anonymous traveler
The price is ￥9,199
￥10,187 total
includes taxes & fees
Oct 11 - Oct 12
1 King Bed | Non-Smoking
A modern interior with leather chairs, a wooden cabinet, and large windows offering a view of greenery.

10. 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
A modern kitchen with stainless steel appliances, wooden cabinets, and a white tiled backsplash.

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 ￥12,496
￥27,283 total
includes taxes & fees
Oct 26 - Oct 27
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
A living room with a beige sofa, a grey recliner, a flat-screen TV on a wooden stand, and a window with curtains.

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 ￥18,012
￥22,976 total
includes taxes & fees
Nov 8 - Nov 9
Eaton OH - 1BR - 1.5 Bath - Self-check-in near Oxford OH and Richmond Indiana
A swimming pool with a tiled border, a metal handrail, and a view of the outdoors through a window.

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

1 KING BED | SUITE, NON-SMOKING, HOT TUB
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"There were vending machines close to the lobby which were convenient for late-night snacks."
United States
Anonymous traveler
The price is ￥21,467
￥23,775 total
includes taxes & fees
Oct 18 - Oct 19
1 KING BED | SUITE, NON-SMOKING, HOT TUB
Interior

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is ￥17,064
￥51,582 total
includes taxes & fees
Oct 11 - Oct 12
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

15. 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 ￥10,523
￥23,288 total
includes taxes & fees
Oct 20 - Oct 21
New Hagerstown Apartment - Self Check-in. Sleeps 4+
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

16. 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 ￥19,750
￥27,429 total
includes taxes & fees
Nov 3 - Nov 4
Hannah's Creek Farm Cottage
A living room with a brown sofa, a brown armchair, a coffee table with a tray, a lamp, and a door with a view of the outside.

17. 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 ￥14,379
￥21,173 total
includes taxes & fees
Oct 13 - Oct 14
Gigi's Place - Historic Charm. Modern Comfort.
Living area

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 ￥12,166
￥53,088 total
includes taxes & fees
Oct 20 - Oct 21
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A couple embracing on wooden steps with a rustic backdrop.

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 ￥39,500
￥64,227 total
includes taxes & fees
Oct 12 - Oct 13
WAGON 1 in The Graystone Ranch in the Woods
A rustic wooden interior with a stone fireplace, wooden beams, a long dining table with chairs, and hanging lanterns.

20. Governor's Cabin in Arcanum, Ohio

Governor's Cabin in Arcanum, Ohio
Arcanum
The price is ￥63,200
￥92,430 total
includes taxes & fees
Oct 11 - Oct 12
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

Cobblestone Hotel & Suites - Eaton

Cobblestone Hotel & Suites - Eaton

10/10 Excellent
"Was just fine."
Leslie 3-night trip
Posted 18 hours ago
Cobblestone Hotel & Suites - Eaton

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 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 Richmond Mall.

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.