Midland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Midland vacation rentals

Pleasant Grove Farm LLC

Pleasant Grove Farm LLC
3.0 star property
Linton
9.4 out of 10, Exceptional, (102 reviews)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
The price is CA $178
CA $199 total
includes taxes & fees
May 3 - May 4
Pleasant Grove Farm LLC

Unique cozy 14x40 Cabin with a nice deck by the water .

Unique cozy 14x40 Cabin with a nice deck by the water .
Jasonville
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful weekend, beautiful lake. Loved our stay!"
United States
Kenny H.
The price is CA $143
CA $269 total
includes taxes & fees
Apr 28 - Apr 29
Unique cozy 14x40 Cabin with a nice deck by the water .

Cozy and relaxing

Cozy and relaxing
Linton
9.6 out of 10, Exceptional, (11 reviews)
"We had a great stay. Everything was perfect for us. We enjoyed it. "
United States
Justin K.
The price is CA $181
CA $317 total
includes taxes & fees
Apr 23 - Apr 24
Cozy and relaxing

Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.

Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.
Terre Haute
10.0 out of 10, Exceptional, (4 reviews)
"We greatly enjoyed our stay. We were in town for multiple family events, so it was very nice to have a comfortable place to relax in between. The house was very clean and inviting. We had packed everything we could think of just in case but were pleased to see everything was provided. I highly recommend. "
United States
Amanda E.
The price is CA $216
CA $335 total
includes taxes & fees
Apr 28 - Apr 29
Family-friendly three bedroom home on S US 41 in Vigo County; Terre Haute, IN.

Indoor Pool, Lakefront for 19 + Hot Tub · 30+ Arcades · Large Groups

Indoor Pool, Lakefront for 19 + Hot Tub · 30+ Arcades · Large Groups
Terre Haute
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful home on the lake. We were able to take the kayaks out which was a lot of fun. The hot tub was a perfect temperature. The indoor swimming pool was very nice as well. We had family competitions on the dart board in the basement and with the arcade games.It was a great stay with our two dogs and family. "
United States
tina j.
The price is CA $1,384
CA $2,778 total
includes taxes & fees
May 3 - May 4
Indoor Pool, Lakefront for 19 + Hot Tub · 30+ Arcades · Large Groups
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Midland Hotel Reviews

Find out more about Midland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Midland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Midland?

Yes, you can find vacation rentals close to the most popular sights in Midland, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Midland?

Indoor Pool, Lakefront for 19 + Hot Tub · 30+ Arcades · Large Groups: This vacation home rental outside of Midland is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

What can I see and do in Midland?

While you're exploring the area, Shakamak State Park and Sullivan County Park are a couple of picturesque spots to get outside and enjoy nature. Sullivan City Park and Elks Country Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Midland?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Midland. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.