Midland Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Midland

Interior
No Wake Zone

No Wake Zone

Jasonville
10.0 out of 10, Exceptional, (57)
"This is our 3rd time staying here and we love it! The vibes are immaculate, property is impeccable, and the host are great people. "
United States
Courtney G.
No Wake Zone
Cottage, Ensuite (Quail Run Cottage) | Exterior
Pleasant Grove Farm LLC

Pleasant Grove Farm LLC

3.0 star property
Linton
9.4 out of 10, Exceptional, (101)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
The price is ￥20,167
￥22,588 total
includes taxes & fees
Dec 7 - Dec 8
Pleasant Grove Farm LLC
Property grounds
Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

2.0 star property
Linton
10.0 out of 10, Exceptional, (2)
"Host was very accommodating. Would definitely book again. "
United States
Beth V.
The price is ￥25,317
￥31,829 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.
Fridge, microwave, oven, stovetop
Cozy and relaxing

Cozy and relaxing

Linton
9.4 out of 10, Exceptional, (9)
"The property was very clean and as advertised. We had a wonderful stay!"
United States
Jason L.
The price is ￥20,524
￥35,671 total
includes taxes & fees
Dec 6 - Dec 7
Cozy and relaxing
Exterior
Castaway lake side canvas cottage scene

Castaway lake side canvas cottage scene

Jasonville
10.0 out of 10, Exceptional, (57)
"My friend and I stayed here for 2 nights and we had a great time. The cabins are clean and provide basic necessities. The best part is being right on the water! We spent the whole time out fishing and kayaking. The owners were very friendly, helpful and responsive. We will definitely be coming back to stay again!"
United States
Emerson G.
Castaway lake side canvas cottage scene
Outdoor dining
Eagles Nest Camping Bee Hunter Cabin

Eagles Nest Camping Bee Hunter Cabin

Linton
9.8 out of 10, Exceptional, (39)
"This is the second time that we’ve stayed here. Both times we’ve really enjoyed it and had a nice peaceful stay."
United States
Shad S.
Eagles Nest Camping Bee Hunter Cabin
Fridge, microwave, oven, stovetop
LakeWay II- 4 min from US-41 and Lake Sullivan

LakeWay II- 4 min from US-41 and Lake Sullivan

Sullivan
10.0 out of 10, Exceptional, (6)
"Super cute, great location, would definitely stay here again "
United States
Melinda S.
The price is ￥16,754
￥35,792 total
includes taxes & fees
Dec 6 - Dec 7
LakeWay II- 4 min from US-41 and Lake Sullivan
Exterior
Lake View Cabin

Lake View Cabin

Jasonville
9.8 out of 10, Exceptional, (84)
"we enjoyed our stay, the cabin is well appointed and comfortable."
United States
Dave S.
Lake View Cabin
Terrace/patio
Hillenbrand Hideaway

Hillenbrand Hideaway

Jasonville
9.0 out of 10, Wonderful, (9)
"Loved this!! It was super cute and cozy!! "
United States
Breanna
Hillenbrand Hideaway
Exterior
Beach Comber Lake Side canvas Cottage Tent

Beach Comber Lake Side canvas Cottage Tent

Jasonville
10.0 out of 10, Exceptional, (56)
"This was our second time staying here. It was even better than the last time. Fishing, swimming, kayaking, and then relaxing in the ac so we can do it all again. We will be back again"
United States
Shane M.
Beach Comber Lake Side canvas Cottage Tent
Interior
BEACH STYLE LAKESIDE MINI COTTAGE

BEACH STYLE LAKESIDE MINI COTTAGE

Jasonville
10.0 out of 10, Exceptional, (86)
"Relaxing little vacation, definitely going back!"
United States
Kristin A.
BEACH STYLE LAKESIDE MINI COTTAGE
House (3 Bedrooms) | Interior
Efficiently Equipped Lewis Home: Deck & Gas Grill!

Efficiently Equipped Lewis Home: Deck & Gas Grill!

3.0 star property
Lewis
Efficiently Equipped Lewis Home: Deck & Gas Grill!
Smart TV, fireplace, DVD player, video library
Private, cozy cabin on 13 acres with two ponds

Private, cozy cabin on 13 acres with two ponds

Bloomfield
10.0 out of 10, Exceptional, (51)
"Aleta and the cabin were very helpful and clean. This was a great spot for a weekend get away."
United States
Charles
Private, cozy cabin on 13 acres with two ponds
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Peaceful Cabin By The Lake

Peaceful Cabin By The Lake

Linton
8.8 out of 10, Excellent, (20)
"The beds were very comfortable. Loved roasting marshmallows over an open fire. Having a grill was great. I highly recommend this cabin."
United States
Barbara S.
Peaceful Cabin By The Lake
Terrace/patio
Quiet Country Cabin • Near Trails & State Parks

Quiet Country Cabin • Near Trails & State Parks

Jasonville
10.0 out of 10, Exceptional, (1)
"Very cozy, great place to stay with family or friends. Excellent view of the stars with a fire pit in the yard! "
United States
Bryan H.
Quiet Country Cabin • Near Trails & State Parks
Dining
Cozy cottage 4 minutes from Lake Sullivan!

Cozy cottage 4 minutes from Lake Sullivan!

Sullivan
10.0 out of 10, Exceptional, (16)
"Great place to stay, clean and comfortable "
United States
Ann G.
The price is ￥16,056
￥32,058 total
includes taxes & fees
Dec 6 - Dec 7
Cozy cottage 4 minutes from Lake Sullivan!
House (3 Bedrooms) | Interior
Jasonville Cabin - Walk to Shakamak State Park!

Jasonville Cabin - Walk to Shakamak State Park!

2.0 star property
Jasonville
Jasonville Cabin - Walk to Shakamak State Park!
Fridge, microwave, oven, stovetop
Eagles Nest Camping Black Creek Cabin

Eagles Nest Camping Black Creek Cabin

Linton
9.8 out of 10, Exceptional, (20)
"Lovely cabin ,nice setting ,easy parking ,great hosts !😀"
United States
Kathleen
Eagles Nest Camping Black Creek Cabin
Interior
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, (18)
"This has SO much more than what meets the eye. I stayed here with my Dad, Brother and nephew for my dad’s birthday and is 10 minutes from Redbird offroad park. Gloria was very hospitable and more than happy to accommodate in any way possible. We will definitely be back. Thank you again for the hospitality Gloria!!"
United States
Blake R.
Unique cozy 14x40 Cabin with a nice deck by the water .
Terrace/patio
Three Lakeside Canvas Cottages group campsite at Parakeet Cove

Three Lakeside Canvas Cottages group campsite at Parakeet Cove

Jasonville
10.0 out of 10, Exceptional, (13)
"This place was awesome!! We would highly recommend! The owners were great! This fishing was outstanding. The only complaint I have is we didn’t stay long enough. We will be back!"
United States
dustin b.
Three Lakeside Canvas Cottages group campsite at Parakeet Cove
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 Midland Hotel Reviews

Pleasant Grove Inn

Pleasant Grove Inn

10/10 Excellent
"Everything about our stay was wonderful. Clean, quiet, cozy and magical with all the Christmas decorations! "
Brian 3-night trip
Posted 7 days ago
Pleasant Grove Inn

Find out more about Midland

Search for holiday rentals in Midland on Expedia! You can easily find your home rentals, villas, holiday apartments in Midland using one of the methods below:

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

Look no further and take a look at our great range of rental properties in Midland!

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?

Hillenbrand Hideaway: This vacation home rental outside of Midland offers a patio, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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. Elks Country Club and Sullivan City Park 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.