Midway Vacation Rentals from $109: Search Short-Term Rentals

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Our top choices for Midway vacation rentals

The Calm Brick Retreat- Cozy Home w/ Deck & Yard

Winston-Salem

$249 nightly

May 31 - Jun 1

Total with taxes and fees

Studio | Bathroom | Shower, hair dryer, towels, soap

Exec Suite King Bed Hot Tub Gym Laundry

Kernersville

$138 nightly

May 31 - Jun 1

Total with taxes and fees

House | 5 bedrooms, hypo-allergenic bedding, laptop workspace

Arcade Kid Friendly Firepit Grill HotTub

Winston-Salem

$281 nightly

May 31 - Jun 1

Total with taxes and fees

House | Private kitchen | Fridge, microwave, oven, stovetop

King Beds Hot Tub Arcade Grill & Firepit

Winston-Salem

Elizabeth

$247 nightly

Jun 3 - Jun 4

Total with taxes and fees

Updated 1BR cottage on private acre+ lot

Winston-Salem

Jim

$119 nightly

Jun 2 - Jun 3

Total with taxes and fees

La Casita .

Winston-Salem

Darren L.

$167 nightly

May 31 - Jun 1

Total with taxes and fees

Quiet, newly renovated. Near everything!

Winston-Salem

Maria H.

$231 nightly

May 31 - Jun 1

Total with taxes and fees

Iron/ironing board, travel crib, WiFi, bed sheets

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Winston-Salem

Ralph S.

$219 nightly

May 31 - Jun 1

Total with taxes and fees

4 bedrooms, hypo-allergenic bedding, in-room safe, blackout drapes

Heated Pool King Bed Jacuzzi Bath Arcade

Winston-Salem

"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...

Rami

$201 nightly

Jun 21 - Jun 22

Total with taxes and fees

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Winston-Salem

Bobby

$228 nightly

May 28 - May 29

Total with taxes and fees

The Red Door Cabin

Winston-Salem

Michael S.

$214 nightly

May 28 - May 29

Total with taxes and fees

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Winston-Salem

Hannah J.

$188 nightly

May 28 - May 29

Total with taxes and fees

High Ceilings | King Beds | 85” TV | Near Downtown

Winston-Salem

Caleb W.

$214 nightly

Jun 7 - Jun 8

Total with taxes and fees

3 bed 2 bath single level home in Kernersville

Kernersville

mtcornwell

$240 nightly

May 31 - Jun 1

Total with taxes and fees

Spacious Townhouse In High Point Near HPU & Furniture Market

High Point

Jeffrey

$274 nightly

Jun 1 - Jun 2

Total with taxes and fees

Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro

Greensboro

Deondrikk M.

$291 nightly

Jun 1 - Jun 2

Total with taxes and fees

Cute cottage in a rural setting

Clemmons

Seli J.

$297 nightly

Jun 2 - Jun 3

Total with taxes and fees

Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks

Clemmons

Holly H.

$276 nightly

May 28 - May 29

Total with taxes and fees

Cozy1King1Queen1.5bth2min Frm UpTown

Lexington

Kenny S.

$229 nightly

Jun 7 - Jun 8

Total with taxes and fees

9 Mi to Uncg & Dtwn: Suburban Family Condo

Greensboro

$296 nightly

Jun 1 - Jun 2

Total with taxes and fees

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Top Midway Hotel Reviews

La Quinta Inn & Suites by Wyndham Greensboro NC

10/10 Excellent

"The room was clean, the breakfast is good, the bagels were my favorite, the room feels very nice and overall a great place to stay."

Hawthorne Inn and Conference Center

2/10 Terrible

"This is less a commentary on the hotel and more on the lack of effectiveness of the communication between myself, Expedia, and the property. I had a reservation for two nights this past weekend, and my flight was delayed and ultimately cancelled. I used the Expedia app to contact the property to make them aware and to request they hold the reservation for Saturday, when I did ultimately arrive, since I knew I'd be recorded as a no-show otherwise. It is not clear whether this information was received by the property at all, and when I arrived on Saturday and attempted to check in, I was in fact informed I was recorded as a no-show and my reservation was cancelled. What is the point of providing a method to communicate with the hotel if the messages aren't sent and/or seen? I will likely not use Expedia again for booking hotels as a result of this issue."

Best Western Plus University Inn

10/10 Excellent

"Our room was very spacious and clean! The staff is very pleasant and helpful! However, we were told by staff during our stay that this hotel would be closing as of June 1, 2026. I was very sad to hear that because this hotel is close to several areas that we frequent when we visit Winston-Salem as well as friends nearby. This stay was our 2nd and we planned to stay here during our future visits. I hope the staff has good luck in their future endeavors for employment as one lady informed me that she had been there 8 years and loved her position there!"

WoodSpring Suites Winston-Salem near Hanes Mall

6/10 Okay

"I would not stay here again. While the room was clean, it was clearly in need of maintenance. The wall near the window needed repair, and one of the kitchen drawers would not close properly. The walls were extremely thin — I could clearly hear snoring from the room next door throughout the night. The beds were also not very comfortable, and the shower had almost no water pressure. In addition, the room felt unusually dry, which made it difficult for me to breathe comfortably at night. What was most disappointing, however, was witnessing staff members being openly rude and disrespectful toward another employee. It created an uncomfortable atmosphere and left a very negative impression. Overall, I cannot honestly recommend this property, especially for anyone planning an extended stay."

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

10/10 Excellent

"The property was amazing !! Even with the rain the covered porch saved the day and didn’t slow down the fun!! Communication with hot and location was an A! The home decor and each room was filled with everything you need !"

Find out more about Midway

Everything you need to know about Midway 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 Midway 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 Midway vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Midway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Midway. 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 Midway 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 $109 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 Midway rentals

At Expedia, we put the best Midway 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 Midway 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 Midway 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 Midway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Midway?

Yes, we have vacation rentals near popular points of interest in Midway, or you can go with a more secluded option if you're looking for a relaxing stay.

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

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby: This vacation home rental outside of Midway is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 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’s there to see and do in Midway?

While exploring the area, visit family-friendly sights like Airbound Trampoline Park, or get outside and enjoy nature at Lake Thom-A-Lex Park. University of North Carolina School of the Arts and Bowman Gray Stadium are a couple of places you'll find in the larger area.

What’s a vacation rental in Midway like?

Vacation rentals are private properties where you can stay for several days or longer in Midway. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.

Midway Vacation Rentals

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Check prices for these dates

Our top choices for Midway vacation rentals

The Calm Brick Retreat- Cozy Home w/ Deck & Yard

Exec Suite King Bed Hot Tub Gym Laundry

Arcade Kid Friendly Firepit Grill HotTub

King Beds Hot Tub Arcade Grill & Firepit

Updated 1BR cottage on private acre+ lot

La Casita .

Quiet, newly renovated. Near everything!

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Heated Pool King Bed Jacuzzi Bath Arcade

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

The Red Door Cabin

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

High Ceilings | King Beds | 85” TV | Near Downtown

3 bed 2 bath single level home in Kernersville

Spacious Townhouse In High Point Near HPU & Furniture Market

Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro

Cute cottage in a rural setting

Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks

Cozy1King1Queen1.5bth2min Frm UpTown

9 Mi to Uncg & Dtwn: Suburban Family Condo

Find vacation rentals that suit your style

Top Midway Hotel Reviews

La Quinta Inn & Suites by Wyndham Greensboro NC

Find out more about Midway

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