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Middleboro Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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, (154 reviews)
"The staff were friendly and helpful throughout our stay. It felt welcoming right away."
United States
Anonymous traveler
The price is SAR 199
SAR 257 total
includes taxes & fees
12 Nov - 13 Nov
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
9.8 out of 10, Exceptional, (119 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveler
The price is SAR 218
SAR 281 total
includes taxes & fees
12 Nov - 13 Nov
2 Queen Beds Non-Smoking
A large indoor swimming pool with multiple lounge chairs and a changing room.

3. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is SAR 227
SAR 251 total
includes taxes & fees
12 Nov - 13 Nov
2 Queen Beds | Non-Smoking
A modern living room with a sofa, armchair, and a white spiral staircase.

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.2 out of 10, Wonderful, (39 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 SAR 432
SAR 794 total
includes taxes & fees
15 Nov - 16 Nov
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (28 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is SAR 230
SAR 497 total
includes taxes & fees
17 Nov - 18 Nov
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Interior

6. 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 405
SAR 1,225 total
includes taxes & fees
15 Nov - 16 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

7. 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 SAR 227
SAR 251 total
includes taxes & fees
15 Nov - 16 Nov
1 QUEEN BED | BUSINESS, NON-SMOKING
A large indoor swimming pool with multiple lounge chairs and a changing room.

8. 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 SAR 227
SAR 251 total
includes taxes & fees
12 Nov - 13 Nov
1 King Bed | 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.

9. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 reviews)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
The price is SAR 619
SAR 1,190 total
includes taxes & fees
15 Nov - 16 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (22 reviews)
"Great house in beautiful neighborhood."
United States
Chad H.
The price is SAR 608
SAR 1,219 total
includes taxes & fees
12 Nov - 13 Nov
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.

11. Leader Loft, Cozy and Quaint

Leader Loft, Cozy and Quaint
Lewisburg
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay!"
United States
Jessica C.
The price is SAR 409
SAR 694 total
includes taxes & fees
12 Nov - 13 Nov
Leader Loft, Cozy and Quaint
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

12. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (9 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 589 total
includes taxes & fees
12 Dec - 13 Dec
Hannah's Creek Farm Cottage
Living area

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
The price is SAR 289
SAR 1,198 total
includes taxes & fees
10 Dec - 11 Dec
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Exterior detail

14. 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 SAR 297
SAR 614 total
includes taxes & fees
1 Dec - 2 Dec
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
A narrow pathway leading to a house with a brick facade and a welcoming sign.

15. Gigi's Place - Historic Charm with Modern Comfort.

Gigi's Place - Historic Charm with Modern Comfort.
Eaton
10.0 out of 10, Exceptional, (4 reviews)
"This is an amazing place to stay! We were in the area for parent's weekend at Miami College and this was a perfect location. The little coffee/tea bar was so nice and well stocked! The kitchen was clean and had lots of supplies. Bathroom has lots of towels and other nice touches. We would definitely stay here again."
United States
Jenny D.
The price is SAR 432
SAR 555 total
includes taxes & fees
9 Dec - 10 Dec
Gigi's Place - Historic Charm with Modern Comfort.
A living room with a beige sofa, a grey recliner, a flat-screen TV on a wooden stand, and a window with curtains.

16. Let's Stay in Eaton OH - Oxford OH and Richmond IN -cozy & clean

Let's Stay in Eaton OH - Oxford OH and Richmond IN -cozy & clean
Eaton
10.0 out of 10, Exceptional, (7 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 SAR 405
SAR 493 total
includes taxes & fees
9 Dec - 10 Dec
Let's Stay in Eaton OH - Oxford OH and Richmond IN -cozy & clean
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

17. 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 SAR 537
SAR 595 total
includes taxes & fees
12 Nov - 13 Nov
1 KING BED | SUITE, NON-SMOKING, HOT TUB
A rustic wooden cabin with a door, a chandelier, and a ladder leading to the entrance.

18. 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 938
SAR 1,864 total
includes taxes & fees
12 Nov - 13 Nov
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.

19. Governor's Cabin in Arcanum, Ohio

Governor's Cabin in Arcanum, Ohio
Arcanum
The price is SAR 1,501
SAR 2,699 total
includes taxes & fees
25 Nov - 26 Nov
Governor's Cabin in Arcanum, Ohio
A dining area with a large wooden table set for six, surrounded by wooden chairs. A chandelier hangs above the table, and the room features white cabinetry and a patterned rug.

20. 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, (6 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 1,881 total
includes taxes & fees
28 Nov - 29 Nov
Spacious House with Large yard and King-size bed
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

Motel 6 Richmond, IN

Motel 6 Richmond, IN

10/10 Excellent
"Clean safe comfortable and cheap"
Melanie 1-night trip
Posted 1 day ago
Motel 6 Richmond, IN

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.