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Midway Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Midway holiday 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, (1 review)
"Very clean and quiet location"
United States
Beth S.
The price is AU$359
includes taxes & fees
16 Sept - 17 Sept
The Calm Brick Retreat- Cozy Home w/ Deck & Yard
A kitchen with white cabinets, a granite countertop, a stove, and a microwave. There is a hanging light fixture and a window with blinds.

2. Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (29 reviews)
"The cottage was very cozy and clean, and the amenities provided were helpful! It was conveniently located for all the places we had to go and in a quiet neighborhood."
United States
Joanne A.
The price is AU$187
includes taxes & fees
14 Sept - 15 Sept
Updated 1BR cottage on private acre+ lot

3. La Casita .

La Casita .
Winston-Salem
9.4 out of 10, Exceptional, (13 reviews)
"The location was perfect for what we needed."
United States
Giuliana
The price is AU$263
includes taxes & fees
14 Sept - 15 Sept
La Casita .
A stainless steel refrigerator with a water dispenser, built-in oven, and a freezer compartment.

4. Hartman Casita! Quiet neighborhood.1 king Bed!

Hartman Casita! Quiet neighborhood.1 king Bed!
Winston-Salem
9.8 out of 10, Exceptional, (22 reviews)
"Great stay for our group! Plenty of space and convenient area for us. If you also like piping hot showers, book this house. "
United States
Rowe G.
The price is AU$607
includes taxes & fees
9 Sept - 10 Sept
Hartman Casita! Quiet neighborhood.1 king Bed!
A spacious kitchen with a granite countertop, a sink, and a dining area with a long table and chairs.

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

Chic 2BR/2BA Near Dining & Shops
Winston-Salem
9.6 out of 10, Exceptional, (14 reviews)
"Very clean and nice"
United States
Juancarlos
The price is AU$371
includes taxes & fees
9 Sept - 10 Sept
Chic 2BR/2BA Near Dining & Shops
A modern kitchen with white subway tiles, stainless steel appliances, and grey cabinetry.

6. 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.
The price is AU$281
includes taxes & fees
9 Sept - 10 Sept
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
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, (37 reviews)
"It was a good stay"
United States
Kim R.
The price is AU$350
includes taxes & fees
9 Sept - 10 Sept
The Hot Tub Hideaway
A rustic wooden cabin with a porch, surrounded by greenery and a tree with pink flowers.

8. 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.
The price is AU$357
includes taxes & fees
9 Sept - 10 Sept
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
A small cabin surrounded by trees with a gravel path leading to it.

9. The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (24 reviews)
"Cute place. "
United States
Sue C.
The price is AU$350
includes taxes & fees
9 Sept - 10 Sept
The Red Door Cabin
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

10. The Ardmore Executive Suite

The Ardmore Executive Suite
4.0 star property
Winston-Salem
7.6 out of 10, Good, (5 reviews)
"Place was wonderful. Host was great. No complaints at all."
United States
Jean
The price is AU$254
includes taxes & fees
13 Sept - 14 Sept
The Ardmore Executive Suite
A modern kitchen with white cabinets, a black countertop, and a chandelier.

11. Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.6 out of 10, Exceptional, (32 reviews)
"In town for work. Was a Great stay. Staying there again this week"
United States
Natalie K.
The price is AU$368
includes taxes & fees
9 Sept - 10 Sept
Quiet, newly renovated. Near everything!
A modern kitchen with wooden cabinets, a built-in microwave, and a large island.

12. 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, (12 reviews)
"We loved this little cabin! Would definitely recommend!"
United States
Kathryn P.
The price is AU$361
includes taxes & fees
9 Sept - 10 Sept
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
A bedroom with a bed, two leather chairs, a ceiling fan, and large windows with a view of a fenced yard.

13. Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very good, (1 review)
"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...
United States
Rami
The price is AU$540
includes taxes & fees
9 Sept - 10 Sept
Heated Pool King Bed Jacuzzi Bath Arcade
A two-story house with a brick exterior and a garden with hydrangeas and other greenery.

14. Mary's Country Cottage Escape

Mary's Country Cottage Escape
High Point
10.0 out of 10, Exceptional, (15 reviews)
"Great stay!"
United States
Henri H.
The price is AU$242
includes taxes & fees
13 Sept - 14 Sept
Mary's Country Cottage Escape
A bedroom with a bed, a ceiling fan, a nightstand, and wall art.

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

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"Great place, definitely an excellent stay."
United States
Ralph S.
The price is AU$360
includes taxes & fees
14 Sept - 15 Sept
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
A yellow house with a red door, a brick chimney, and a front yard with small bushes.

16. 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, (27 reviews)
"Nice studio close to Miller Park. Host very easy to communicate with. My husband and I enjoyed the stay. Close to restaurants and stores as well. Would happily stay again."
United States
Catherine D.
The price is AU$255
includes taxes & fees
9 Sept - 10 Sept
3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a tiled backsplash.

17. King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"Loved this little house and all the attention to detail! Would definitely return."
United States
Brittney N
The price is AU$413
includes taxes & fees
13 Sept - 14 Sept
King Beds Hot Tub Arcade Grill & Firepit
A kitchen with white cabinets, a granite countertop, and a black stove.

18. Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.0 out of 10, Good, (10 reviews)
"The beds were comfortable. I was concerned about tripping over the extension cord that crossed the bedroom door. Kitchen is excellent but the bathroom is very small. Everything worked and it was priced right. "
United States
Paul S.
The price is AU$401
includes taxes & fees
30 Sept - 1 Oct
Cute cottage in a rural setting
A room with a wooden floor, white walls, and a ceiling light.

19. 3-bedroom house in fabulous Winston-Salem with cool AC breeze

3-bedroom house in fabulous Winston-Salem with cool AC breeze
Winston-Salem
The price is AU$463
includes taxes & fees
20 Sept - 21 Sept
3-bedroom house in fabulous Winston-Salem with cool AC breeze
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

20. 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, (12 reviews)
"Host was very friendly - place was super clean and exactly as listed!"
United States
Brittany
The price is AU$402
includes taxes & fees
15 Sept - 16 Sept
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
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

La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

10/10 Excellent
"I loved the convenience of the location and it is a beautiful hotel"
Amy Marie 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Winston-Salem

Find out more about Midway

Everything you need to know about Midway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Midway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Midway holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Midway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Midway holiday rentals we have selected for you start as low as AU$133 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Midway rentals

At Expedia, we put the best Midway holiday 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 holiday.

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 holiday rentals in Midway?

Yes, there are holiday rentals close to the most popular sights in Midway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Midway has to offer?

Cozy 2-bedroom bungalow in lovely Winston-Salem: This holiday home rental outside of Midway is equipped with a BBQ, 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 holiday rentals will I find in Midway?

With 3 Expedia holiday rentals, you're guaranteed 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 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 wider area.

What’s a holiday rental in Midway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Midway. Holiday rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.