Default HTG hotel image

Midway Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (1 review)
"Very clean and quiet location"
United States
Beth S.
The price is CA $130
CA $366 total
includes taxes & fees
Oct 1 - Oct 2
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 CA $71
CA $187 total
includes taxes & fees
Oct 6 - Oct 7
Updated 1BR cottage on private acre+ lot
Outdoor dining

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 CA $112
CA $271 total
includes taxes & fees
Oct 13 - Oct 14
La Casita .
A two-story house with a brick exterior and a garden with hydrangeas and other greenery.

4. 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 CA $130
CA $268 total
includes taxes & fees
Oct 11 - Oct 12
Mary's Country Cottage Escape
A yellow house with a red door, a brick chimney, and a front yard with small bushes.

5. 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)
"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 traveller
The price is CA $94
CA $258 total
includes taxes & fees
Oct 4 - Oct 5
3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
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 CA $123
CA $283 total
includes taxes & fees
Oct 1 - Oct 2
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.

7. 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.
The price is CA $165
CA $375 total
includes taxes & fees
Oct 4 - Oct 5
Quiet, newly renovated. Near everything!
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 CA $175
CA $409 total
includes taxes & fees
Oct 5 - Oct 6
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
A bedroom with a large window overlooking a forest. There is a bed with pillows and a wooden headboard.

9. 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 CA $203
CA $348 total
includes taxes & fees
Oct 1 - Oct 2
The Hot Tub Hideaway
A small cabin surrounded by trees with a gravel path leading to it.

10. The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (26 reviews)
"Cute place. "
United States
Sue C.
The price is CA $225
CA $380 total
includes taxes & fees
Oct 4 - Oct 5
The Red Door Cabin
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

11. 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 CA $57
CA $206 total
includes taxes & fees
Oct 1 - Oct 2
The Ardmore Executive Suite
A porch with wicker chairs and a table, a birdhouse, and a vase with yellow flowers.

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

Jude's cozy & convenient downtown studio Apt.
High Point
9.0 out of 10, Wonderful, (30 reviews)
"Enjoyed my stay. Everything was great."
United States
Gary M.
The price is CA $106
CA $192 total
includes taxes & fees
Oct 25 - Oct 26
Jude's cozy & convenient downtown studio Apt.
A modern kitchen with wooden cabinets, a built-in microwave, and a large island.

13. 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 CA $203
CA $371 total
includes taxes & fees
Oct 8 - Oct 9
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Interior

14. The Snowman Suite - newly constructed home with a water front view.

The Snowman Suite - newly constructed home with a water front view.
Lexington
10.0 out of 10, Exceptional, (2 reviews)
"By far one of the Best listings we have stayed in. Immaculately clean very homelike and comfortable. We enjoyed prepping meals and were well rested for our next days activities."
United States
lariea c.
The price is CA $150
CA $418 total
includes taxes & fees
Oct 1 - Oct 2
The Snowman Suite - newly constructed home with a water front view.
A stainless steel refrigerator with a water dispenser, built-in oven, and a freezer compartment.

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

Hartman Casita! Quiet neighborhood.1 king Bed!
Winston-Salem
9.8 out of 10, Exceptional, (23 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 CA $257
CA $679 total
includes taxes & fees
Oct 13 - Oct 14
Hartman Casita! Quiet neighborhood.1 king Bed!
A living room with a television, leather sofas, a coffee table, a potted plant, and a chandelier.

16. 4 Beds | King | 85” TV | 5min to WSSU & Downtown

4 Beds | King | 85” TV | 5min to WSSU & Downtown
Winston-Salem
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed our short stay, house is very cute and cozy and well put together "
United States
Anonymous traveller
The price is CA $126
CA $326 total
includes taxes & fees
Oct 11 - Oct 12
4 Beds | King | 85” TV | 5min to WSSU & Downtown
A kitchen with wooden cabinets, a microwave, a coffee maker, and a small island with stools.

17. Quit, Cozy, Pet Friendly Condo

Quit, Cozy, Pet Friendly Condo
Winston-Salem
7.8 out of 10, Good, (8 reviews)
"It was sufficient for our short term lodging needs."
United States
Stephanie
The price is CA $106
CA $337 total
includes taxes & fees
Oct 7 - Oct 8
Quit, Cozy, Pet Friendly Condo
A backyard with a fire pit, wicker furniture, a hot tub, and a hammock.

18. 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.
The price is CA $238
CA $415 total
includes taxes & fees
Oct 1 - Oct 2
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
A spacious living room with a large sectional sofa, a green chair, and a coffee table. A staircase with white railings is visible in the background.

19. Spacious Historical Home 3 mins from Downtown

Spacious Historical Home 3 mins from Downtown
Winston-Salem
9.0 out of 10, Wonderful, (4 reviews)
"This is an amazing property with multiple bedrooms, bathrooms and beds, we book it annually for its convenience and value"
United States
Arthur B.
The price is CA $213
CA $549 total
includes taxes & fees
Oct 5 - Oct 6
Spacious Historical Home 3 mins from Downtown
A bedroom with a bed, two leather chairs, a ceiling fan, and large windows with a view of a fenced yard.

20. 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 CA $243
CA $629 total
includes taxes & fees
Oct 12 - Oct 13
Heated Pool King Bed Jacuzzi Bath Arcade
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Midway Hotel Reviews

Sleep Inn Hanes Mall

Sleep Inn Hanes Mall

10/10 Excellent
"Only the fat man who was in the early morning is not fit to be able to be in very arrogant customer service, they will lose many customers for him. He got angry because he picked up some forks so he could eat"
Luis 2-night trip
Posted 22 hours ago
Sleep Inn Hanes Mall

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Midway vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Midway vacation rentals we have selected for you start as low as CA $128 per night. Entering your travel dates in the search wizard 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.