Book Holiday Homes in Winston-Salem

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Featured Holiday Homes in Winston-Salem

Charming Remodeled 4 Bedroom Home in Downtown High Point

Charming Remodeled 4 Bedroom Home in Downtown High Point

High Point
Stay at this vacation home in High Point. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions World's Largest Chest of Drawers and International ...
Charming Remodeled 4 Bedroom Home in Downtown High Point
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

Greensboro
Stay at this vacation home in Greensboro. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Greensboro Coliseum and White Oak Amphitheatre ...
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
High Point's Gem!  Group Friendly!  Five Bedrooms! Pet Friendly!

High Point's Gem! Group Friendly! Five Bedrooms! Pet Friendly!

2 out of 5
High Point
Book a stay at this family-friendly vacation home in High Point. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions All-A-Flutter Butterfly ...
High Point's Gem! Group Friendly! Five Bedrooms! Pet Friendly!
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Beautiful 3 Bedroom Townhouse

Beautiful 3 Bedroom Townhouse

Greensboro
Stay at this vacation home in Greensboro. Popular attractions Greensboro Coliseum and Safari Nation are located nearby.
Beautiful 3 Bedroom Townhouse
Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home

Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home

Greensboro
The price is NZ$1,046 per night from 30 Dec to 31 Dec
NZ$1,046
includes taxes & fees
30 Dec - 31 Dec
Stay at this vacation home in Greensboro. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Greensboro Coliseum and First National Bank ...
Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home
Mins from PTI Airport/Triad Park/market

Mins from PTI Airport/Triad Park/market

Colfax
Stay at this vacation home in Colfax. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Piedmont Triad Farmers Market and All-A-Flutter ...
Mins from PTI Airport/Triad Park/market
The Lakeview House - access to pier/dock, fire pit and lake access

The Lakeview House - access to pier/dock, fire pit and lake access

Lexington
Stay at this vacation home in Lexington. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions High Rock Lake and Carolina Lily are located ...
The Lakeview House - access to pier/dock, fire pit and lake access
Bright Greensboro Escape ~ 1 Mi to Downtown

Bright Greensboro Escape ~ 1 Mi to Downtown

Greensboro
Stay at this vacation home in Greensboro. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Greensboro Coliseum and Steven Tanger Center ...
Bright Greensboro Escape ~ 1 Mi to Downtown
Shalimar Estates @ Emerywood and Downtown/HPU

Shalimar Estates @ Emerywood and Downtown/HPU

High Point
The price is NZ$1,875 per night from 12 Jan to 13 Jan
NZ$1,875
includes taxes & fees
12 Jan - 13 Jan 2025
Book a stay at this family-friendly vacation home in High Point. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Harvell Park ...
Shalimar Estates @ Emerywood and Downtown/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
489 Holiday Homes
Lowest Price
NZ$127
Highest Price
NZ$1,875
Popular accommodation
Charming Remodeled 4 Bedroom Home in Downtown High Point, The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges. , High Point's Gem! Group Friendly! Five Bedrooms! Pet Friendly!, Beautiful 3 Bedroom Townhouse, Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home, Mins from PTI Airport/Triad Park/market, The Lakeview House - access to pier/dock, fire pit and lake access, Bright Greensboro Escape ~ 1 Mi to Downtown, Shalimar Estates @ Emerywood and Downtown/HPU

Top trending hotels in Winston-Salem

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$134 per night from 25 Dec to 26 Dec
NZ$134
includes taxes & fees
25 Dec - 26 Dec
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
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$151 per night from 24 Dec to 25 Dec
NZ$151
includes taxes & fees
24 Dec - 25 Dec
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
La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

2.5 out of 5
2020 Griffith Rd, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is NZ$127 per night from 30 Dec to 31 Dec
NZ$127
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this business-friendly hotel in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
La Quinta Inn & Suites by Wyndham Winston-Salem
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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$184 per night from 24 Dec to 25 Dec
NZ$184
includes taxes & fees
24 Dec - 25 Dec
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
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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.