Middleboro Vacation Rentals

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Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Middleboro vacation rentals

1 bedroom, WiFi, bed sheets
Leader Loft, Cozy and Quaint

Apartment in Lewisburg

Leader Loft, Cozy and Quaint
10.0 out of 10, Exceptional, (8)
"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
$131 nightly
The price is $137
Jan 10 - Jan 11
Total with taxes and fees
Leader Loft, Cozy and Quaint
Fridge, microwave, oven, stovetop
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Apartment in Hagerstown

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
10.0 out of 10, Exceptional, (11)
"Very conveniently located with clear instructions about amenities. We will stay here again sometime."
United States
MaryandMichael P.
$146 nightly
The price is $164
Jan 12 - Jan 13
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Fridge, microwave, oven, stovetop
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Apartment in Hagerstown

New Hagerstown Apartment - Self Check-in. Sleeps 4+
9.2 out of 10, Wonderful, (20)
"Great little apartment. Just what we needed for overnight. "
United States
Kim M.
$130 nightly
The price is $145
Jan 21 - Jan 22
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Private kitchen
Hannah's Creek Farm Cottage

Cottage in Liberty

Hannah's Creek Farm Cottage
9.6 out of 10, Exceptional, (5)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
$155 nightly
The price is $174
Jan 11 - Jan 12
Total with taxes and fees
Hannah's Creek Farm Cottage
Smart TV
Eaton Ohio 1-queen bedroom condo with full kitchen - sleeps 2 - near Richmond

Condo in Eaton

Eaton Ohio 1-queen bedroom condo with full kitchen - sleeps 2 - near Richmond
2.0 star property
$97 nightly
The price is $97
Jan 12 - Jan 13
Total with taxes and fees
Eaton Ohio 1-queen bedroom condo with full kitchen - sleeps 2 - near Richmond
Fridge, microwave, oven, stovetop
The Cedar Door Place

Apartment in Lewisburg

The Cedar Door Place
9.8 out of 10, Exceptional, (27)
"2nd time staying. Will stay again. Very spacious and large kitchen. "
United States
Scott R.
$174 nightly
The price is $182
Jan 15 - Jan 16
Total with taxes and fees
The Cedar Door Place
Smart TV, foosball
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

Vacation Home in Greenville

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
2.0 star property
9.0 out of 10, Wonderful, (10)
"Comfy and clean!"
United States
rey v.
$246 nightly
The price is $246
Jan 12 - Jan 13
Total with taxes and fees
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Living area
Boho Bungalow off Main-one block from Lovely Park

Vacation Home in Richmond

Boho Bungalow off Main-one block from Lovely Park
9.0 out of 10, Wonderful, (14)
"Lovely house, easy check-in, great location."
United States
Heather S.
$160 nightly
The price is $179
Jan 11 - Jan 12
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park
Exterior
Charming 3-bedroom house with AC, WiFi in Greenville

Vacation Home in Greenville

Charming 3-bedroom house with AC, WiFi in Greenville
9.0 out of 10, Wonderful, (8)
"Nice place good location. Would highly recommend to anyone."
United States
Steven M.
$248 nightly
The price is $248
Jan 11 - Jan 12
Total with taxes and fees
Charming 3-bedroom house with AC, WiFi in Greenville
Exterior
Charming Home! Prime Location! Dog-Friendly!

Vacation Home in Richmond

Charming Home! Prime Location! Dog-Friendly!
9.8 out of 10, Exceptional, (13)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
$295 nightly
The price is $330
Jan 11 - Jan 12
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
Interior
Westcott Mansion with Pickleball Court & Huge Gazebo

Vacation Home in Richmond

Westcott Mansion with Pickleball Court & Huge Gazebo
9.8 out of 10, Exceptional, (35)
"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.
$297 nightly
The price is $333
Jan 16 - Jan 17
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
Interior
Spacious House with Large yard and King-size bed

Vacation Home in West Alexandria

Spacious House with Large yard and King-size bed
10.0 out of 10, Exceptional, (2)
"Amazing renovations. Tons of space. Thank you for the hospitality, we had a great time! And Thank You for the cookies! Kiddos loved them. "
United States
Deidre S.
$490 nightly
The price is $513
Jan 10 - Jan 11
Total with taxes and fees
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

Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

10/10 Excellent
"Consistently good breakfast options. Convenient location. Nice suites for family of 4. Pet friendly. "
Sandra 1-night trip
Posted 4 days ago
Hampton Inn & Suites Richmond, IN

Find out more about Middleboro

Everything you need to know about Middleboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $137 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleboro rentals

At Expedia, we put the best Middleboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Westcott Mansion with Pickleball Court & Huge Gazebo: You might want to consider this vacation home rental near Middleboro, which offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.