Midway Vacation Rentals from $54: Search Short-Term Rentals

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

Cozy 2-bedroom bungalow in lovely Winston-Salem : This vacation home rental outside of Midway is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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Our top choices for Midway vacation rentals

A modern living room with a ceiling fan, a flat-screen TV, a stone coffee table, a potted plant, and a sliding glass door leading to a balcony.

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

Winston-Salem

Beth S.

$231 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a stone coffee table, a sofa, a flat-screen TV, and a ceiling fan.

2. Entire Duplex- Two Homes, One Stay

Winston-Salem

$424 nightly

Nov 29 - Nov 30

Total with taxes and fees

A kitchen with white cabinets, a granite countertop, a stove, and a microwave. There is a hanging light fixture and a window with blinds.

3. Updated 1BR cottage on private acre+ lot

Winston-Salem

Dana A.

$107 nightly

Nov 11 - Nov 12

Total with taxes and fees

4. La Casita .

Winston-Salem

Kristopher J.

A backyard with a fire pit, wicker furniture, a hot tub, and a hammock.

5. Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Winston-Salem

Gerald

$246 nightly

Nov 8 - Nov 9

Total with taxes and fees

A kitchen with white cabinets, a granite countertop, and a black stove.

6. Cute cottage in a rural setting

Clemmons

Seli J.

$256 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a large window overlooking a forest. There is a bed with pillows and a wooden headboard.

7. The Hot Tub Hideaway

Winston-Salem

Alexandra M.

$225 nightly

Nov 8 - Nov 9

Total with taxes and fees

A small cabin surrounded by trees with a gravel path leading to it.

8. The Red Door Cabin

Winston-Salem

Sue C.

$225 nightly

Nov 8 - Nov 9

Total with taxes and fees

A rustic wooden cabin with a porch, surrounded by greenery and a tree with pink flowers.

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

Winston-Salem

Tim W.

$242 nightly

Nov 17 - Nov 18

Total with taxes and fees

A yellow house with a red door, a brick chimney, and a front yard with small bushes.

10. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

Winston-Salem

Anonymous traveler

$153 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with wooden cabinets, a built-in microwave, and a large island.

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

Winston-Salem

Kathryn P.

$220 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white subway tiles, stainless steel appliances, and grey cabinetry.

12. La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

Winston-Salem

Jessica R.

$180 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with white cabinets, a black countertop, and a chandelier.

13. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

$222 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

14. WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

Winston-Salem

Jayden J.

$175 nightly

Nov 8 - Nov 9

Total with taxes and fees

A multi-story building with a sign reading 'STUDIOS'.

15. StudioRes by Marriott Greensboro Airport

Greensboro

avadhoot

$88 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with white cabinets, a black refrigerator, a microwave, and a wooden island with a cutting board.

16. King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC

Kernersville

James B.

$203 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

17. Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

Winston-Salem

Brittany

$245 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious kitchen with a granite countertop, a sink, and a dining area with a long table and chairs.

18. Chic 2BR/2BA Near Dining & Shops

Winston-Salem

Jennifer

$240 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bathroom with a blue wall, a white sink, a mirror with a gold frame, a wooden floor, and a patterned rug.

19. 2 Full Bed|Smk|Kernersville NC

Kernersville NC

Anonymous traveler

$49 nightly

Nov 11 - Nov 12

Total with taxes and fees

A porch with wicker chairs and a table, a birdhouse, and a vase with yellow flowers.

20. Jude's cozy & convenient downtown studio Apt.

High Point

Joseph

$107 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top Midway Hotel Reviews

A hotel room with a bed, desk, chair, sofa, TV, and a framed picture on the wall.

Comfort Suites Hanes Mall

Winston-Salem

10/10 Excellent

Susan

A courtyard with brick buildings, a staircase, and potted plants.

The Historic Brookstown Inn, Trademark Collection by Wyndham

Winston-Salem

10/10 Excellent

Didn’t realize when I booked but the location had a complementary wine tasting. Everyone who went to it was sooo personable. Normally not my scene, but everyone was so welcoming. Great breakfast spread too. The area is very walkable. I took a nearby path and ended up at Salem College very close by. It is America’s oldest women’s college dating back to colonial times. Many of the buildings look that old, but are very well kept. Just a beautiful experience all around. Clean rooms too!

Nicholas

A breakfast buffet area with various food items and a sign that reads "HAPPY BREAKFAST STARTS HERE".

Hampton Inn Winston-Salem Hanes Mall

Winston-Salem

10/10 Excellent

Christy

A covered porch with brick columns, outdoor seating, and a well-maintained garden with pink flowers.

Summit Street Inns

Winston-Salem

10/10 Excellent

Cynthia

A modern bar area with a marble countertop, purple bar stools, and a large chandelier.

Hampton Inn & Suites Winston-Salem Downtown

Winston-Salem

10/10 Excellent

Jesse

A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a parking lot.

Courtyard by Marriott Winston-Salem Hanes Mall

Winston-Salem

10/10 Excellent

Andy

A modern living room with a sofa, armchairs, a coffee table, and a rug.

Springhill Suites by Marriott Winston-Salem Hanes Mall

Winston-Salem

10/10 Excellent

chanh

A modern building with a covered entrance, brick walls, and large windows.

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

Clemmons

10/10 Excellent

Duane

A spacious lobby with a checkered floor, leather sofas, and a stone fireplace.

JH Adams Inn, Trademark Collection by Wyndham

High Point

10/10 Excellent

Anonymous traveler

A modern restaurant with a long communal table, booths, and individual tables.

Hampton Inn & Suites Winston-Salem/University Area, NC

Winston-Salem

10/10 Excellent

Destane

A spacious hotel lobby with a staircase, dining area, and seating.

Sleep Inn Hanes Mall

Williamsburg Square

10/10 Excellent

Christine

A buffet with various food items, including omelets and baked goods, served in metal containers.

Holiday Inn Exp Winston Salem by IHG

Winston-Salem

10/10 Excellent

Paul

Hampton Inn Kernersville

Kernersville

10/10 Excellent

marsha

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 $54 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.

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?

Cozy 2-bedroom bungalow in lovely Winston-Salem: This vacation home rental outside of Midway is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals will I find in Midway?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Midway stay.

What’s there to see and do in Midway?

While exploring the area, visit family-friendly sights like High Point City Lake Park, or get outside and enjoy nature at Salem Lake. 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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Our top choices for Midway vacation rentals

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

2. Entire Duplex- Two Homes, One Stay

3. Updated 1BR cottage on private acre+ lot

4. La Casita .

5. Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

6. Cute cottage in a rural setting

7. The Hot Tub Hideaway

8. The Red Door Cabin

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

10. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

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

12. La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

13. Quiet, newly renovated. Near everything!

14. WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

15. StudioRes by Marriott Greensboro Airport

16. King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC

17. Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

18. Chic 2BR/2BA Near Dining & Shops

19. 2 Full Bed|Smk|Kernersville NC

20. Jude's cozy & convenient downtown studio Apt.

Find vacation rentals that suit your style

Top Midway Hotel Reviews

Comfort Suites Hanes Mall

10/10 Excellent

Find out more about Midway

Everything you need to know about Midway vacation rentals

Midway vacation rentals: An excellent choice for every season

How to find incredible deals on Midway rentals

Frequently Asked Questions

Can I find vacation rentals in Midway?

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

How many vacation rentals will I find in Midway?

What’s there to see and do in Midway?

What’s a vacation rental in Midway like?