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 NZ$536 per night from 5 May to 6 May
NZ$536
includes taxes & fees
5 May - 6 May
Stay at this vacation home in Greensboro. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Piedmont Triad Farmers Market and Old Mill ...
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
Book a stay at this family-friendly vacation home in High Point. Enjoy free WiFi, a water park, and a garden. Popular attractions All-A-Flutter Butterfly Farm ...
Spacious 3 level Townhome in prime location! Tvs & fans in all 4 bedrooms!!
The Cook's Wall Cabin

The Cook's Wall Cabin

Germanton
The price is NZ$201 per night from 29 Apr to 30 Apr
NZ$201
includes taxes & fees
29 Apr - 30 Apr
Stay at this vacation home in Stokes County. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Hanging ...
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 NZ$645 per night from 29 Apr to 30 Apr
NZ$645
includes taxes & fees
29 Apr - 30 Apr
Stay at this vacation home in Greensboro. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Piedmont Triad Farmers Market and ...
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
Stay at this vacation home in Winston-Salem. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Hanes Mall and Old Salem are ...
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

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

Greensboro
Stay at this vacation home in Greensboro. Enjoy free WiFi, a garden, and patios. Popular attractions First Horizon Coliseum and AMF All Star Lanes - Greensboro ...
⭐️ 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
Book a stay at this family-friendly vacation home in Lexington. Enjoy free WiFi, a garden, and a pool table. Popular attraction High Rock Lake is located ...
"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 NZ$381 per night from 30 Apr to 1 May
NZ$381
includes taxes & fees
30 Apr - 1 May
Book a stay at this family-friendly vacation home in Winston-Salem. Enjoy free WiFi, private pools, and a water park. Popular attractions Hanes Mall and Bowman ...
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 NZ$560 per night from 5 May to 6 May
NZ$560
includes taxes & fees
5 May - 6 May
Stay at this vacation home in High Point. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Oak Hollow Lake and Oak Hollow Mall are ...
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
NZ$156
Highest Price
NZ$645
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

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 NZ$178 per night from 30 Apr to 1 May
NZ$178
includes taxes & fees
30 Apr - 1 May
Stay at this 3-star hotel in Winston-Salem. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
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 NZ$179 per night from 6 May to 7 May
NZ$179
includes taxes & fees
6 May - 7 May
Book a stay at this business-friendly hotel in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Suites Hanes Mall
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 NZ$156 per night from 4 May to 5 May
NZ$156
includes taxes & fees
4 May - 5 May
Book a stay at this business-friendly hotel in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Plus University Inn
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The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

3.5 out of 5
200 Brookstown Ave, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 4 May to 5 May
NZ$259
includes taxes & fees
4 May - 5 May
Stay at this 3.5-star business-friendly hotel in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Historic Brookstown Inn, Trademark Collection by Wyndham
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.