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Middleboro Holiday 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 holiday 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 traveller
The price is AU$110
includes taxes & fees
27 Sept - 28 Sept
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, (116 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveller
The price is AU$118
includes taxes & fees
27 Sept - 28 Sept
2 Queen Beds Non-Smoking
A modern living room with a sofa, armchair, and a white spiral staircase.

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 AU$319
includes taxes & fees
27 Sept - 28 Sept
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A hallway with vending machines and a staircase.

4. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
The price is AU$93
includes taxes & fees
4 Oct - 5 Oct
1 King Bed | Non-Smoking
A cozy living room with a sofa, a bench, a coffee table, and a patterned rug.

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 AU$279
includes taxes & fees
8 Oct - 9 Oct
Boho Bungalow off Main-one block from Lovely Park
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 AU$461
includes taxes & fees
27 Sept - 28 Sept
Charming Home! Prime Location! Dog-Friendly!
A gym with various exercise equipment, large windows, and a view of the outside.

7. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
The price is AU$93
includes taxes & fees
1 Oct - 2 Oct
1 QUEEN BED | BUSINESS, NON-SMOKING
A hotel room with two beds, a nightstand with a lamp, and a wall-mounted telephone.

8. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
The price is AU$93
includes taxes & fees
1 Oct - 2 Oct
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.

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 AU$465
includes taxes & fees
1 Oct - 2 Oct
Westcott Mansion with Pickleball Court & Huge Gazebo
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

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 AU$250
includes taxes & fees
27 Sept - 28 Sept
Hannah's Creek Farm Cottage
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 AU$236
includes taxes & fees
29 Sept - 30 Sept
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 AU$186
includes taxes & fees
30 Sept - 1 Oct
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
The price is AU$218
includes taxes & fees
1 Oct - 2 Oct
1 KING BED | SUITE, NON-SMOKING, HOT TUB
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

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 AU$208
includes taxes & fees
5 Oct - 6 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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 AU$465
includes taxes & fees
27 Sept - 28 Sept
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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.

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 AU$196
includes taxes & fees
29 Sept - 30 Sept
Gigi's Place - Historic Charm. Modern Comfort.
A cozy room with exposed brick walls, a bed with a knitted blanket, a wooden table with chairs, and hanging wicker lamps.

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 AU$198
includes taxes & fees
27 Sept - 28 Sept
Leader Loft, Cozy and Quaint

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 AU$468
includes taxes & fees
27 Sept - 28 Sept
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 AU$562
includes taxes & fees
6 Oct - 7 Oct
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 AU$836
includes taxes & fees
27 Sept - 28 Sept
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

Surestay By Best Western Greenville

Surestay By Best Western Greenville

8/10 Good
"The room was clean but the tub was dirty. The bed was comfortable. There was a game room that was entertaining."
Cheryl 1-night trip
Posted 1 hour ago
Surestay By Best Western Greenville

Find out more about Middleboro

Everything you need to know about Middleboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middleboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleboro holiday rentals we have selected for you start as low as AU$110 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleboro rentals

At Expedia, we put the best Middleboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Gigi's Place - Historic Charm. Modern Comfort.: This holiday home rental outside of Middleboro is located next to a golf course, and has a fireplace, a patio and a BBQ 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 wider area, you’ll find Indiana University East and Earlham College.

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.