Book Holiday Homes in Winston-Salem

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Featured Holiday Homes in Winston-Salem

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot

Winston-Salem
The price is NZ$320 per night from 21 Sept to 22 Sept
NZ$320
21 Sept - 22 Sept
includes taxes & fees
Stay at this vacation home in Winston-Salem. Enjoy free breakfast, a garden, and patios. Popular attractions Hanes Mall and Bowman Gray Stadium are located ...
Opens in a new windowUpdated 1BR cottage on private acre+ lot
The Cook's Wall Cabin

The Cook's Wall Cabin

Germanton
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 ...
Opens in a new windowThe Cook's Wall Cabin
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

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

Greensboro
The price is NZ$533 per night from 9 Oct to 10 Oct
NZ$533
9 Oct - 10 Oct
includes taxes & fees
Stay at this vacation home in Greensboro. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald ...
Opens in a new window⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
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Cozy 2-bedroom bungalow in lovely Winston-Salem

Cozy 2-bedroom bungalow in lovely Winston-Salem

Winston-Salem
The price is NZ$428 per night from 19 Oct to 20 Oct
NZ$428
19 Oct - 20 Oct
includes taxes & fees
Stay at this vacation home in Winston-Salem. Enjoy laundry facilities and air conditioning. Popular attractions Hanes Mall and Truist Stadium are located ...
Opens in a new windowCozy 2-bedroom bungalow in lovely Winston-Salem
Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard

Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard

Greensboro
Book a stay at this golf vacation home in Greensboro. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions First Horizon Coliseum ...
Opens in a new windowSports Bar + Work Center + 6 TVs + Fully Fenced Backyard
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, laundry facilities, and patios. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald ...
Opens in a new windowThe Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
Renowned historic home downtown/across from park

Renowned historic home downtown/across from park

Winston-Salem
Stay at this vacation home in Winston-Salem. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Hanes Mall and Joe White ...
Opens in a new windowRenowned historic home downtown/across from park
Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

Lexington
Stay at this vacation home in Lexington. Enjoy free WiFi, a water park, and a garden. Popular attractions High Rock Lake and Carolina Lily are located ...
Opens in a new windowNewly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

Lexington
Stay at this vacation home in Lexington. Enjoy a garden, laundry facilities, and patios. Popular attractions High Rock Lake and Lexington Golf Club are located ...
Opens in a new windowLakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
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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
647 Holiday Homes
Lowest Price
NZ$133
Highest Price
NZ$533
Popular accommodation
Updated 1BR cottage on private acre+ lot, The Cook's Wall Cabin , ⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close , Cozy 2-bedroom bungalow in lovely Winston-Salem, Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard, The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges. , Renowned historic home downtown/across from park, Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby, Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

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$162 per night from 6 Oct to 7 Oct
NZ$162
6 Oct - 7 Oct
includes taxes & fees
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 ...
Opens in a new windowHawthorne Inn and Conference Center
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$145 per night from 28 Sept to 29 Sept
NZ$145
28 Sept - 29 Sept
includes taxes & fees
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 ...
Opens in a new windowBest Western Plus University Inn
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$182 per night from 28 Sept to 29 Sept
NZ$182
28 Sept - 29 Sept
includes taxes & fees
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 ...
Opens in a new windowComfort Suites Hanes Mall
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Sleep Inn Hanes Mall

Sleep Inn Hanes Mall

2.5 out of 5
1985 Hampton Inn Ct, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 5 Oct to 6 Oct
NZ$133
5 Oct - 6 Oct
includes taxes & fees
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 ...
Opens in a new windowSleep Inn Hanes Mall
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.