Holiday Homes in Midway

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Midway

Our top choices for Midway holiday homes

Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
Fridge, microwave, oven, stovetop

Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock

2.0 star property
9.6 out of 10, Exceptional, (12)
"Enjoyed our stay "
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock
Charming & Modern Home / Prime Location / Sleeps 8
Fridge, microwave, oven, stovetop

Charming & Modern Home / Prime Location / Sleeps 8

9.2 out of 10, Wonderful, (7)
"Great stay and the property was pictured exactly how it was. Perfect for our family as we visited our oldest who is living in Winston-Salem."
Charming & Modern Home / Prime Location / Sleeps 8
Spacious Townhouse In High Point Near HPU & Furniture Market
Fridge, microwave, oven, stovetop

Spacious Townhouse In High Point Near HPU & Furniture Market

2.0 star property
9.4 out of 10, Exceptional, (6)
"A beautiful updated townhouse. The master bedroom gave spa by vibe. enjoyable"
The price is AU$470
includes taxes & fees
23 Aug - 24 Aug
Spacious Townhouse In High Point Near HPU & Furniture Market
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!
Pool

Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

8.8 out of 10, Excellent, (21)
"This was in a great location for us while visiting our son for family weekend at High Point. The house is extremely comfortable and clean with everything we needed. Thank you! "
The price is AU$405
includes taxes & fees
1 Sept - 2 Sept
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!
Family Sized Home sleeps 12 w/ king bed, near hospitals huge fenced yard
Smart TV

Family Sized Home sleeps 12 w/ king bed, near hospitals huge fenced yard

9.0 out of 10, Wonderful, (2)
"The fenced in yard was ginormous and flat. My two dogs loved the extra room to run and play fetch. The fence was a little broken in places but not enough that my dogs could get out (even if they tried). The tub in the master bedroom was very nice! Overall the house was comfortable and clean"
Family Sized Home sleeps 12 w/ king bed, near hospitals huge fenced yard
Charming 3-bedroom house in Winston-Salem with AC, WiFi
Exterior detail

Charming 3-bedroom house in Winston-Salem with AC, WiFi

10.0 out of 10, Exceptional, (1)
"One of the cleanest homes I’ve ever rented. The hostess was very attentive!"
Charming 3-bedroom house in Winston-Salem with AC, WiFi
Quiet, newly renovated. Near everything!
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (10)
"My son was graduating from NC state but lives in Winston Salem. This was the perfect spot for 5 adults and served as a great base camp. There were many small touches included and communication was immediate. We would definitely stay here again! "
The price is AU$429
includes taxes & fees
24 Aug - 25 Aug
Quiet, newly renovated. Near everything!
Pet-Friendly Paradise w/ Private Dock in Lexington
Outdoor dining

Pet-Friendly Paradise w/ Private Dock in Lexington

10.0 out of 10, Exceptional, (4)
"This was the perfect getaway for my solo retreat - just me and my pup! The place was spacious and comfortable. And I really appreciated the workout nook! I loved spending mornings and evenings looking out at the lake. It was a wonderful stay!"
Pet-Friendly Paradise w/ Private Dock in Lexington
High ceiling house close to downtown
3 bedrooms, free WiFi

High ceiling house close to downtown

7.8 out of 10, Good, (8)
"Our stay was excellent! The host was very courteous and helped out a lot. The house was very clean and the beds very comfortable. My family and I really enjoyed our trip and we would recommend this property to those who want a comfortable stay at a great price."
The price is AU$303
includes taxes & fees
24 Aug - 25 Aug
High ceiling house close to downtown
3 bed 2 bath single level home in Kernersville
Smart TV

3 bed 2 bath single level home in Kernersville

9.6 out of 10, Exceptional, (32)
"Great location, private fenced in yard, just as described."
The price is AU$411
includes taxes & fees
24 Aug - 25 Aug
3 bed 2 bath single level home in Kernersville
BRAND NEW 3 Bedroom, 2.5 Bath House
Smart TV, books, video library

BRAND NEW 3 Bedroom, 2.5 Bath House

10.0 out of 10, Exceptional, (8)
"I stayed at the beautiful house for three nights in May 2025. It is clean beyond words. Completely spotless. The home is brand new and has everything you could possibly need. The furniture is comfortable (and lovely) and the beds are perfect. There is a high chair and pack n play for little ones. The kitchen has everything you could need and the owners left some thoughtful snacks for us on arrival. I have stayed at a lot of VRBO homes and other rentals by owner. This is the one of the nicest...
BRAND NEW 3 Bedroom, 2.5 Bath House
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Smart TV

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

10.0 out of 10, Exceptional, (63)
"House was perfection, and awesome location close to everything. "
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Interior

Cozy cottage nestled in the woods near WILLSTELLA Farm Venue

10.0 out of 10, Exceptional, (94)
"Vanstella was everything we expected, but so much more.It is such a quaint, cozy home and the accommodations were amazing! The beds were so comfortable and the surrounds, so peaceful. We loved it and will be booking again!"
Cozy cottage nestled in the woods near WILLSTELLA Farm Venue
Grand Luxury Home 6BR/4BA.Close Dntown/Coliseum/HP Mkts.Lge Kitch.Outdoor Areas.
Exterior

Grand Luxury Home 6BR/4BA.Close Dntown/Coliseum/HP Mkts.Lge Kitch.Outdoor Areas.

9.8 out of 10, Exceptional, (152)
"!"
Grand Luxury Home 6BR/4BA.Close Dntown/Coliseum/HP Mkts.Lge Kitch.Outdoor Areas.
Cozy, Quiet and Well Appointed Dual Master w/ 2.5 ba Townhome 4 miles to GSO!!
Fridge, microwave, oven, stovetop

Cozy, Quiet and Well Appointed Dual Master w/ 2.5 ba Townhome 4 miles to GSO!!

4.0 star property
10.0 out of 10, Exceptional, (16)
"Great, quiet and comfortable"
Cozy, Quiet and Well Appointed Dual Master w/ 2.5 ba Townhome 4 miles to GSO!!
Comfortable, covenient, quaint
Fridge, microwave, oven, stovetop

Comfortable, covenient, quaint

10.0 out of 10, Exceptional, (27)
"Great location for our visit in the NC Piedmont area. "
Comfortable, covenient, quaint
Spacious Modern Home near Furniture Market
Interior

Spacious Modern Home near Furniture Market

9.0 out of 10, Wonderful, (2)
"Good location, close to good dining .House had lots of different seating areas with views, but an Ikea showroom, uncomfortable. Beds and shower were good. Kitchen ware fair. Not bad for the price."
Spacious Modern Home near Furniture Market
Private pier, dock, fire pit and access to boat access on High Rock lake
Property grounds

Private pier, dock, fire pit and access to boat access on High Rock lake

9.8 out of 10, Exceptional, (58)
"We enjoyed the stay . A great location and house to relax and enjoy the lake. The owner and the host was very friendly and very courteous. Hope to stay there again sometime."
Private pier, dock, fire pit and access to boat access on High Rock lake
Spacious Home Great for Holidays;Sleeps 20;Hot Tub; Gym; Pool; Game Room;
Fridge, microwave, oven, stovetop

Spacious Home Great for Holidays;Sleeps 20;Hot Tub; Gym; Pool; Game Room;

9.6 out of 10, Exceptional, (5)
"This house was absolutely perfect for our stay! It was spotless, beautifully decorated, and had everything we could possibly need.We especially loved the outdoor space—it was peaceful, private, and perfect for relaxing. You can tell the owners really care about the property and guest experience.We couldn’t have asked for a better place to stay. Would 100% book this home again!"
The price is AU$1,125
includes taxes & fees
9 Sept - 10 Sept
Spacious Home Great for Holidays;Sleeps 20;Hot Tub; Gym; Pool; Game Room;
Renowned historic home downtown/across from park
Fridge, microwave, oven, stovetop

Renowned historic home downtown/across from park

10.0 out of 10, Exceptional, (47)
"Beautiful "
Renowned historic home downtown/across from park
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

Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

10/10 Excellent
"Another very enjoyable stay at Grandover. Unfortunately, it was pouring rain during our stay so my husband couldn’t golf and we couldn’t use the pool. However, we used the hot tub and enjoyed meeting some of the other guests as we relaxed there. Dinner at Finials was as delicious as the other times. I especially recommend the filet mignon followed by the blond brownie dessert. Room was clean and comfortable. A special shout out to our server at Finials and the long lady at the casual food counter by the game room. Terrific service and just really pleasant people. Will be returning to Grandover again. "
Jerri 2-night trip
Posted 2 days ago
Grandover Resort & Spa, a Wyndham Grand Hotel