Book Holiday Homes in Winston-Salem

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Featured Holiday Homes in Winston-Salem

Cute townhouse with Pool centrally located in the Triad.

Cute townhouse with Pool centrally located in the Triad.

Greensboro
The price is AU$517 per night from 5 May to 6 May
AU$517
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Greensboro, you'll be within a 10-minute drive of Old Mill of Guilford and Piedmont Triad Farmers Market.
Cute townhouse with Pool centrally located in the Triad.
Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!

Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!

High Point
With a stay at this vacation home in High Point, you'll be within a 15-minute drive of High Point University and First Horizon Coliseum.
Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!
The Cook's Wall Cabin

The Cook's Wall Cabin

Germanton
This vacation home is 1.5 mi (2.4 km) from Hanging Rock State Park and 5.7 mi (9.2 km) from Camp Hanes Upper Lake.
The Cook's Wall Cabin
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Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro

Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro

2 out of 5
Greensboro
The price is AU$636 per night from 29 Apr to 30 Apr
AU$636
includes taxes & fees
29 Apr - 30 Apr
When you stay at this vacation home in Greensboro, you'll be within a 10-minute drive of Old Mill of Guilford and All-A-Flutter Butterfly Farm.
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

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

Winston-Salem
Located in Winston-Salem, this vacation home is within a 15-minute drive of Hanes Mall and Wake Forest University.
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

Greensboro
With a stay at this vacation home in Greensboro (Hunter Hills), you'll be a 3-minute drive from First Horizon Coliseum and 8 minutes from Wet 'n Wild Emerald ...
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
"High Rock Haven"3bed/3 bath house on High Rock Lake - amazing Games room, deck.

"High Rock Haven"3bed/3 bath house on High Rock Lake - amazing Games room, deck.

Lexington
With a stay at this vacation home in Lexington, you'll be on the waterfront, and 9.4 mi (15.1 km) from Lexington Golf Club and 9.4 mi (15.2 km) from Smith Avenue ...
"High Rock Haven"3bed/3 bath house on High Rock Lake - amazing Games room, deck.
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
The price is AU$358 per night from 28 Apr to 29 Apr
AU$358
includes taxes & fees
28 Apr - 29 Apr
With a stay at this vacation home, you'll be centrally located in Winston-Salem, within a 15-minute drive of Hanes Mall and Wake Forest University.
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Bright, colorful home near Market & HPU

Bright, colorful home near Market & HPU

High Point
The price is AU$526 per night from 5 May to 6 May
AU$526
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in High Point, you'll be on a lake, within a 10-minute drive of High Point University and Oak Hollow Lake.
Bright, colorful home near Market & HPU
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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.

Winston-Salem Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winston-Salem vacation homes are the perfect way for you to wing it.

Holiday houses in Winston-Salem let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winston-Salem in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winston-Salem adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winston-Salem with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winston-Salem vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Winston-Salem Holiday Homes essential information

Accommodation
619 Holiday Homes
Lowest Price
AU$145
Highest Price
AU$636
Popular accommodation
Cute townhouse with Pool centrally located in the Triad., Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!, The Cook's Wall Cabin , Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro, Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem, ⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close , "High Rock Haven"3bed/3 bath house on High Rock Lake - amazing Games room, deck., Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!, Bright, colorful home near Market & HPU

Top trending hotels in Winston-Salem

Courtyard by Marriott Winston-Salem University

Courtyard by Marriott Winston-Salem University

3 out of 5
3111 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 27 Apr to 28 Apr
AU$176
includes taxes & fees
27 Apr - 28 Apr
When you stay at Courtyard by Marriott Winston-Salem University in Winston-Salem, you'll be in the historical district, within a 15-minute drive of Wake Forest ...
Courtyard by Marriott Winston-Salem University
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 30 Apr to 1 May
AU$166
includes taxes & fees
30 Apr - 1 May
When you stay at Hawthorne Inn and Conference Center in Winston-Salem, you'll be in the historical district, within a 10-minute drive of Hanes Mall and Wake ...
Hawthorne Inn and Conference Center
Comfort Suites Hanes Mall

Comfort Suites Hanes Mall

2.5 out of 5
200 Capitol Lodging Ct, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 4 May to 5 May
AU$166
includes taxes & fees
4 May - 5 May
When you stay at Comfort Suites Hanes Mall in Winston-Salem, you'll be in the business district, within a 15-minute drive of Hanes Mall and Wake Forest ...
Comfort Suites Hanes Mall
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Best Western Plus University Inn

Best Western Plus University Inn

3.5 out of 5
3050 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 4 May to 5 May
AU$145
includes taxes & fees
4 May - 5 May
With a stay at Best Western Plus University Inn, you'll be centrally located in Winston-Salem, a 1-minute drive from Wake Forest University and 10 minutes from ...
Best Western Plus University Inn
Don't see what you're looking for?
See all available properties in Winston-Salem
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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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^Subject to availability and chosen travel dates.