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Midway Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Midway vacation rentals

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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.
$242 nightly
The price is $259
Sep 8 - Sep 9
Total with taxes and fees
The Calm Brick Retreat- Cozy Home w/ Deck & Yard
Coffee/tea maker, fridge, microwave, oven

2. Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (28 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.
$116 nightly
The price is $131
Sep 9 - Sep 10
Total with taxes and fees
Updated 1BR cottage on private acre+ lot
4 bedrooms, hypo-allergenic bedding available, in-room safe

3. 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
$401 nightly
The price is $453
Sep 22 - Sep 23
Total with taxes and fees
Heated Pool King Bed Jacuzzi Bath Arcade
Exterior

4. 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
9.6 out of 10, Exceptional, (21 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.
$227 nightly
The price is $257
Sep 7 - Sep 8
Total with taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Outdoor dining

5. 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
$167 nightly
The price is $188
Sep 7 - Sep 8
Total with taxes and fees
La Casita .
Smart TV, fireplace

6. 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.
$222 nightly
The price is $251
Sep 7 - Sep 8
Total with taxes and fees
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Exterior

7. 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.
$161 nightly
The price is $182
Sep 7 - Sep 8
Total with taxes and fees
3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
Coffee/tea maker, fridge, microwave, oven

8. 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
$250 nightly
The price is $266
Sep 7 - Sep 8
Total with taxes and fees
Chic 2BR/2BA Near Dining & Shops
Coffee/tea maker, fridge, microwave, oven

9. Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.6 out of 10, Exceptional, (31 reviews)
"In town for work. Was a Great stay. Staying there again this week"
United States
Natalie K.
$234 nightly
The price is $264
Sep 8 - Sep 9
Total with taxes and fees
Quiet, newly renovated. Near everything!
Private kitchen

10. 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.
$174 nightly
The price is $196
Sep 7 - Sep 8
Total with taxes and fees
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Coffee/tea maker, fridge, microwave, oven

11. Cozy 2-bedroom Cottage in Winston Salem

Cozy 2-bedroom Cottage in Winston Salem
Winston-Salem
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay. Would recommend for your visit to the area."
United States
Charles G.
$255 nightly
The price is $288
Sep 7 - Sep 8
Total with taxes and fees
Cozy 2-bedroom Cottage in Winston Salem
Business Apartment | Private kitchen | Espresso maker, coffee/tea maker, fridge, microwave

12. 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
$179 nightly
The price is $202
Sep 13 - Sep 14
Total with taxes and fees
The Ardmore Executive Suite
Exterior

13. 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.
$162 nightly
The price is $173
Sep 14 - Sep 15
Total with taxes and fees
Mary's Country Cottage Escape
1 bedroom

14. 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.
$219 nightly
The price is $248
Sep 7 - Sep 8
Total with taxes and fees
The Hot Tub Hideaway
Interior

15. 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.
$415 nightly
The price is $444
Sep 8 - Sep 9
Total with taxes and fees
Hartman Casita! Quiet neighborhood.1 king Bed!
House | Terrace/patio

16. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
$431 nightly
The price is $487
Sep 13 - Sep 14
Total with taxes and fees
Winston Sleeps 16 - 2 Kitchens Hot Tub
Exterior

17. The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (24 reviews)
"Cute place. "
United States
Sue C.
$213 nightly
The price is $241
Sep 7 - Sep 8
Total with taxes and fees
The Red Door Cabin
Property grounds

18. Secluded RV Camper Spot

Secluded RV Camper Spot
Thomasville
$52 nightly
The price is $55
Sep 17 - Sep 18
Total with taxes and fees
Secluded RV Camper Spot
Coffee/tea maker, fridge, microwave, oven

19. 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
$256 nightly
The price is $289
Sep 14 - Sep 15
Total with taxes and fees
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
Terrace/patio

20. 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, (56 reviews)
"Enjoyable atmosphere, accommodating host, and a beautiful home overall. I’ll definitely plan another booking with them!"
United States
Brian Z.
$258 nightly
The price is $292
Sep 8 - Sep 9
Total with taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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

Embassy Suites by Hilton Greensboro Airport

Embassy Suites by Hilton Greensboro Airport

10/10 Excellent
"good trip, but the room was warm. we had the thermostat set on 65 and it was 71 in our room."
Bruce 2-night trip
Posted 1 hour ago
Embassy Suites by Hilton Greensboro Airport

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 $90 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 3 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 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.