Midway Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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

The Calm Brick Retreat- Cozy Home w/ Deck & Yard
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and quiet location"
United States
Beth S.
$231 nightly
The price is $247
Nov 12 - Nov 13
Total with taxes and fees
The Calm Brick Retreat- Cozy Home w/ Deck & Yard
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

Entire Duplex- Two Homes, One Stay
Winston-Salem
$424 nightly
The price is $454
Nov 29 - Nov 30
Total with taxes and fees
Entire Duplex- Two Homes, One Stay
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

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (31 reviews)
"Lovely and charming place to stay. Really enjoyed my time there."
United States
Dana A.
$107 nightly
The price is $121
Nov 11 - Nov 12
Total with taxes and fees
Updated 1BR cottage on private acre+ lot
Outdoor dining

4. La Casita .

La Casita .
Winston-Salem
9.6 out of 10, Exceptional, (18 reviews)
"Great little place, good location, had everything we needed. We would definitely stay here again!"
United States
Kristopher J.
La Casita .
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!

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Winston-Salem
9.6 out of 10, Exceptional, (57 reviews)
"Fantasticly cozy as advertised and wonderful!"
United States
Gerald
$246 nightly
The price is $278
Nov 8 - Nov 9
Total with taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
A kitchen with white cabinets, a granite countertop, and a black stove.

6. Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.4 out of 10, Good, (11 reviews)
"It was really nice especially communication and help from the host who helped us with some lost items after we left"
United States
Seli J.
$256 nightly
The price is $274
Nov 8 - Nov 9
Total with taxes and fees
Cute cottage in a rural setting
A bedroom with a large window overlooking a forest. There is a bed with pillows and a wooden headboard.

7. The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (38 reviews)
"This place is beautiful! Truly a hidden gem! Perfect little get away for a couple. Spent a 3 day weekend with my bf and dog and it couldn’t have been more peaceful! Shared the listing for this vrbo with multiple friends and family because of how much I loved my stay. Will definitely book again."
United States
Alexandra M.
$225 nightly
The price is $254
Nov 8 - Nov 9
Total with taxes and fees
The Hot Tub Hideaway
A small cabin surrounded by trees with a gravel path leading to it.

8. The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (29 reviews)
"Cute place. "
United States
Sue C.
$225 nightly
The price is $254
Nov 8 - Nov 9
Total with taxes and fees
The Red Door Cabin
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.

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Winston-Salem
9.2 out of 10, Wonderful, (22 reviews)
"Cozy clean cabin, had trouble staying warm on the cool nights downstairs until we used the space heater. Altogether a very good stay."
United States
Tim W.
$242 nightly
The price is $274
Nov 17 - Nov 18
Total with taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
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!

3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
Winston-Salem
9.8 out of 10, Exceptional, (28 reviews)
"What a cute and very clean place to stay! The room is located right at a beautiful park with a walking/running path and wooded trails. Shops are very close by and the neighborhood is cute and safe. Would definitely stay here again. "
United States
Anonymous traveler
$153 nightly
The price is $173
Nov 10 - Nov 11
Total with taxes and fees
3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
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

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.6 out of 10, Exceptional, (14 reviews)
"We loved this little cabin! Would definitely recommend!"
United States
Kathryn P.
$220 nightly
The price is $249
Nov 10 - Nov 11
Total with taxes and fees
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
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

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Quiet area, cozy rooms and good location. Loved staying here!"
United States
Jessica R.
$179 nightly
The price is $202
Nov 16 - Nov 17
Total with taxes and fees
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
A modern kitchen with white cabinets, a black countertop, and a chandelier.

13. Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.6 out of 10, Exceptional, (34 reviews)
"In town for work. Was a Great stay. Staying there again this week"
United States
Natalie K.
$222 nightly
The price is $251
Nov 8 - Nov 9
Total with taxes and fees
Quiet, newly renovated. Near everything!
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.

WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
Winston-Salem
9.4 out of 10, Exceptional, (37 reviews)
"Property was amazing, clean, and well priced."
United States
Jayden J.
$175 nightly
The price is $198
Nov 8 - Nov 9
Total with taxes and fees
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
A multi-story building with a sign reading 'STUDIOS'.

15. StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport
3.0 star property
Greensboro
9.2 out of 10, Wonderful, (92 reviews)
"Good place to stay"
United States
avadhoot
$88 nightly
The price is $99
Nov 8 - Nov 9
Total with taxes and fees
StudioRes by Marriott Greensboro Airport
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

King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC
Kernersville
10.0 out of 10, Exceptional, (3 reviews)
"Quiet neighborhood. Rooms were clean. Spacious for our needs."
United States
James B.
$203 nightly
The price is $229
Nov 8 - Nov 9
Total with taxes and fees
King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC
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

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
Winston-Salem
9.6 out of 10, Exceptional, (14 reviews)
"Host was very friendly - place was super clean and exactly as listed!"
United States
Brittany
$245 nightly
The price is $277
Nov 12 - Nov 13
Total with taxes and fees
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
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

Chic 2BR/2BA Near Dining & Shops
Winston-Salem
9.6 out of 10, Exceptional, (17 reviews)
"Clean, well located, good value, comfortable beds."
United States
Jennifer
$240 nightly
The price is $255
Nov 15 - Nov 16
Total with taxes and fees
Chic 2BR/2BA Near Dining & Shops
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

2 Full Bed|Smk|Kernersville NC
Kernersville NC
10.0 out of 10, Exceptional, (73 reviews)
"The atmosphere was peaceful with friendly staff."
United States
Anonymous traveler
$49 nightly
The price is $54
Nov 11 - Nov 12
Total with taxes and fees
2 Full Bed|Smk|Kernersville NC
A porch with wicker chairs and a table, a birdhouse, and a vase with yellow flowers.

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

Jude's cozy & convenient downtown studio Apt.
High Point
9.0 out of 10, Wonderful, (33 reviews)
"This was a very charming studio well kept up and maintained, in a great location. I will stay again."
United States
Joseph
$107 nightly
The price is $121
Nov 9 - Nov 10
Total with taxes and fees
Jude's cozy & convenient downtown studio Apt.
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 Midway Hotel Reviews

A courtyard with brick buildings, a staircase, and potted plants.
The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

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!
United States
Nicholas
Reviewed October 5, 2024
The Historic Brookstown Inn, Trademark Collection by Wyndham

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.