Middleboro Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Middleboro vacation rentals

House (1 Bedroom) | Front of property

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is ￥14,604
￥52,378 total
includes taxes & fees
May 31 - Jun 1
Pets Welcome! Quiet Economy Home w/ Spacious Yard
TV

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is ￥13,017
￥53,667 total
includes taxes & fees
May 31 - Jun 1
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Exterior

Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (13 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
The price is ￥25,002
￥52,361 total
includes taxes & fees
May 26 - May 27
Charming Home! Prime Location! Dog-Friendly!
Exterior

Charming 3-bedroom house with AC, WiFi in Greenville

Charming 3-bedroom house with AC, WiFi in Greenville
Greenville
9.0 out of 10, Wonderful, (10 reviews)
"Nice place good location. Would highly recommend to anyone."
United States
Steven M.
The price is ￥24,922
￥38,891 total
includes taxes & fees
May 26 - May 27
Charming 3-bedroom house with AC, WiFi in Greenville
1 bedroom, WiFi, bed sheets

Leader Loft, Cozy and Quaint

Leader Loft, Cozy and Quaint
Lewisburg
10.0 out of 10, Exceptional, (13 reviews)
"We enjoyed our visit here very much. The unit is well appointed and the bed is extremely comfortable. Lots of cute little shops to visit within walking distance. "
United States
Amanda
The price is ￥14,287
￥23,261 total
includes taxes & fees
May 25 - May 26
Leader Loft, Cozy and Quaint
Private kitchen

Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (6 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is ￥19,843
￥27,558 total
includes taxes & fees
May 19 - May 20
Hannah's Creek Farm Cottage
Smart TV, books

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.6 out of 10, Exceptional, (30 reviews)
"Very easy to find and such a charming home! Very quiet and beautiful area. "
United States
Angie P.
The price is ￥18,255
￥34,669 total
includes taxes & fees
May 20 - May 21
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Dining

Governor's Cabin in Arcanum, Ohio

Governor's Cabin in Arcanum, Ohio
Arcanum
The price is ￥63,496
￥92,863 total
includes taxes & fees
May 19 - May 20
Governor's Cabin in Arcanum, Ohio
Interior

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, (4 reviews)
"A fantastic experience and visit. The brick house was awesome to stay at and our group felt fortunate to have found the place. Thank you so much. Will definitely check availability if we return to the area. "
United States
Jeffery W.
The price is ￥49,051
￥82,185 total
includes taxes & fees
Jun 9 - Jun 10
Spacious House with Large yard and King-size bed
Exterior detail

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, (2 reviews)
"Host was very friendly, house was set up for everything we needed. If i could give them more then 5 stars i would. We absolutely loved this place!"
United States
Mylee J.
The price is ￥15,557
￥19,526 total
includes taxes & fees
May 25 - May 26
Comfortable Modern Stay Quiet 1BR Retreat Near Dayton, Eaton, Miami U& Richmond
Property grounds

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 ￥39,685
￥64,845 total
includes taxes & fees
May 19 - May 20
WAGON 2 in The Graystone Ranch in the Woods
Fridge, microwave, oven, stovetop

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.2 out of 10, Wonderful, (24 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 ￥9,429
￥22,117 total
includes taxes & fees
Jun 1 - Jun 2
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Fridge, microwave, oven, stovetop

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, (13 reviews)
"We had a great time and this place has everything that you need!"
United States
kirk h.
The price is ￥12,540
￥27,379 total
includes taxes & fees
Jun 9 - Jun 10
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Living area

Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park
Richmond
9.2 out of 10, Wonderful, (16 reviews)
"We had a great time "
United States
cortney C.
The price is ￥16,191
￥29,690 total
includes taxes & fees
May 19 - May 20
Boho Bungalow off Main-one block from Lovely Park
Smart TV, foosball

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Greenville
9.2 out of 10, Wonderful, (12 reviews)
"Perfect place to relax, close to any store you will need, will def be back"
United States
Jesse G.
The price is ￥22,573
￥36,701 total
includes taxes & fees
May 31 - Jun 1
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Interior

Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (35 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 ￥26,192
￥52,803 total
includes taxes & fees
May 19 - May 20
Westcott Mansion with Pickleball Court & Huge Gazebo
Smart TV, fireplace, books

Gigi's Place - Charming Downtown Eaton Stay

Gigi's Place - Charming Downtown Eaton Stay
Eaton
10.0 out of 10, Exceptional, (1 review)
"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 ￥12,699
￥20,160 total
includes taxes & fees
May 20 - May 21
Gigi's Place - Charming Downtown Eaton Stay
Property grounds

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 ￥39,685
￥64,845 total
includes taxes & fees
May 19 - May 20
WAGON 1 in The Graystone Ranch in the Woods
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleboro Hotel Reviews

Comfort Suites Richmond East

Comfort Suites Richmond East

10/10 Excellent
"Everything was clean, and the layout of this suite was practical and convenient!"
Josephine 1-night trip
Posted 9 hours ago
Comfort Suites Richmond East

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:

  • View our selection of featured holiday rentals in Middleboro
  • Use the map to find apartments and other holiday homes in the Middleboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleboro while they last

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?

1 MI to Downtown Liberty: Boat, Hike & Fish!: Visitors like this Middleboro vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Rose Garden. 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.