Winston-Salem holiday homes
We found 623 holiday rentals — enter your dates for availability
If you are looking to stay near Winston-Salem, NC (INT-Smith Reynolds), scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, which might include a fireplace and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Winston-Salem, NC (INT-Smith Reynolds)
Showing deals for:1 Aug - 8 Aug
Image gallery for Relaxing Getaway w/ Salt Pool,HotTub,Fire Pit, Foosball. Private Luxury / HPU
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Relaxing Getaway w/ Salt Pool,HotTub,Fire Pit, Foosball. Private Luxury / HPU
High Point, NC
7% off
Price is NZ$8,273
NZ$8,273
NZ$1,182 per night
includes taxes & fees
Image gallery for Discover "RusticParaiso": Spacious Elegance and Serene Urban Countryside Retreat
1010 out of 10 rating
Exceptional
(19 reviews)
Discover "RusticParaiso": Spacious Elegance and Serene Urban Countryside Retreat
Greensboro, NC
28% off
Price is NZ$9,908
NZ$9,908
NZ$1,415 per night
includes taxes & fees
Image gallery for Cozy, Quiet and Well Appointed Dual Master w/ 2.5 ba Townhome 4 miles to GSO!!
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy, Quiet and Well Appointed Dual Master w/ 2.5 ba Townhome 4 miles to GSO!!
Greensboro, NC
8% off
Price is NZ$2,299
NZ$2,299
NZ$328 per night
includes taxes & fees
Image gallery for Midcentury Poolside Retreat Near Greensboro/High Point/Winston Salem
1010 out of 10 rating
Exceptional
(21 reviews)
Midcentury Poolside Retreat Near Greensboro/High Point/Winston Salem
Jamestown, NC
8% off
Price is NZ$11,791
NZ$11,791
NZ$1,684 per night
includes taxes & fees
Image gallery for Fully Renovated Home Near HPU, Furniture Mkt, GSO Aquatic Center & Wyndham
1010 out of 10 rating
Exceptional
(25 reviews)
Fully Renovated Home Near HPU, Furniture Mkt, GSO Aquatic Center & Wyndham
Jamestown, NC
8% off
Price is NZ$10,802
NZ$10,802
NZ$1,543 per night
includes taxes & fees
Image gallery for Upscale City Cottage Getaway
1010 out of 10 rating
Exceptional
(18 reviews)
Upscale City Cottage Getaway
Winston-Salem, NC
12% off
Price is NZ$2,837
NZ$2,837
NZ$405 per night
includes taxes & fees
Image gallery for Cozy and Convenient Furnished Townhome w/view
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Cozy and Convenient Furnished Townhome w/view
High Point, NC
7% off
Price is NZ$2,192
NZ$2,192
NZ$313 per night
includes taxes & fees
Image gallery for Stunning Penthouse 15-B Located In Historic Market Square.
1010 out of 10 rating
Exceptional
(14 reviews)
Stunning Penthouse 15-B Located In Historic Market Square.
High Point, NC
8% off
Price is NZ$12,606
NZ$12,606
NZ$1,801 per night
includes taxes & fees
Image gallery for Hikers Nest At Pilot Mountain
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Hikers Nest At Pilot Mountain
Pinnacle, NC
8% off
Price is NZ$1,821
NZ$1,821
NZ$260 per night
includes taxes & fees
Image gallery for The Farmhouse Retreat near Furniture Mkt and HPU
9.69.6 out of 10 rating
Exceptional
(48 reviews)
The Farmhouse Retreat near Furniture Mkt and HPU
High Point, NC
7% off
Price is NZ$2,285
NZ$2,285
NZ$326 per night
includes taxes & fees
Image gallery for Brand New House <5 min to HPU & Market
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Brand New House <5 min to HPU & Market
Jamestown, NC
16% off
Price is NZ$4,356
NZ$4,356
NZ$622 per night
includes taxes & fees
Image gallery for Modern Decor House in quiet and safe neighborhood
9.49.4 out of 10 rating
Exceptional
(31 reviews)
Modern Decor House in quiet and safe neighborhood
High Point, NC
11% off
Price is NZ$4,298
NZ$4,298
NZ$614 per night
includes taxes & fees
Image gallery for Perfect for Furniture Market, spacious one level ranch.
1010 out of 10 rating
Exceptional
(28 reviews)
Perfect for Furniture Market, spacious one level ranch.
Winston-Salem, NC
8% off
Price is NZ$5,264
NZ$5,264
NZ$752 per night
includes taxes & fees
Image gallery for Spacious Rental: Gas-log Fireplace: 7 min to HPU: 6 min to HP Furniture Market
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Spacious Rental: Gas-log Fireplace: 7 min to HPU: 6 min to HP Furniture Market
High Point, NC
6% off
Price is NZ$4,535
NZ$4,535
NZ$648 per night
includes taxes & fees
Image gallery for Majestic Getaway Cabin near Wake Forest University
1010 out of 10 rating
Exceptional
(63 reviews)
Majestic Getaway Cabin near Wake Forest University
Winston-Salem, NC
16% off
Price is NZ$3,750
NZ$3,750
NZ$536 per night
includes taxes & fees
Image gallery for Vintage Modern Synthesis in the Heart of Winston-Salem
1010 out of 10 rating
Exceptional
(37 reviews)
Vintage Modern Synthesis in the Heart of Winston-Salem
Winston-Salem, NC
8% off
Price is NZ$2,164
NZ$2,164
NZ$309 per night
includes taxes & fees
Image gallery for Cozy Cottage near the Dan River
1010 out of 10 rating
Exceptional
(28 reviews)
Cozy Cottage near the Dan River
Madison, NC
12% off
Price is NZ$1,760
NZ$1,760
NZ$251 per night
includes taxes & fees
Image gallery for Captains Quarters - Historical Home Downtown Rental
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Captains Quarters - Historical Home Downtown Rental
Winston-Salem, NC
8% off
Price is NZ$1,288
NZ$1,288
NZ$184 per night
includes taxes & fees
Image gallery for Garden Cottage - Where Something is Always in Bloom.
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Garden Cottage - Where Something is Always in Bloom.
Kernersville, NC
7% off
Price is NZ$1,183
NZ$1,183
NZ$169 per night
includes taxes & fees
Image gallery for Near Wake Forest University, high ceilings, lovely 4 bedroom 3 bath
1010 out of 10 rating
Exceptional
(6 reviews)
Near Wake Forest University, high ceilings, lovely 4 bedroom 3 bath
Winston-Salem, NC
12% off
Price is NZ$6,321
NZ$6,321
NZ$903 per night
includes taxes & fees
Image gallery for Centrally Located Cozy House,2 king beds,Game Room
1010 out of 10 rating
Exceptional
(11 reviews)
Centrally Located Cozy House,2 king beds,Game Room
Greensboro, NC
8% off
Price is NZ$5,228
NZ$5,228
NZ$747 per night
includes taxes & fees
Image gallery for 6 Bedroom, 3 Bath Remodeled House in Quiet Neighborhood. 10 min to WF University
1010 out of 10 rating
Exceptional
(11 reviews)
6 Bedroom, 3 Bath Remodeled House in Quiet Neighborhood. 10 min to WF University
Winston-Salem, NC
16% off
Price is NZ$5,312
NZ$5,312
NZ$759 per night
includes taxes & fees
Image gallery for Treetop - 3 King Suites- sister property next door #1559015
1010 out of 10 rating
Exceptional
(15 reviews)
Treetop - 3 King Suites- sister property next door #1559015
King, NC
8% off
Price is NZ$4,250
NZ$4,250
NZ$607 per night
includes taxes & fees
Image gallery for Stylish Serenity - Spacious townhouse minutes from PTI and downtown Greensboro.
1010 out of 10 rating
Exceptional
(10 reviews)
Stylish Serenity - Spacious townhouse minutes from PTI and downtown Greensboro.
Greensboro, NC
8% off
Price is NZ$4,081
NZ$4,081
NZ$583 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Winston-Salem
2 BR Trendy Apt Walking Distance to Hospital
Sleeps 4 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
NY STYLE TOWNHOME WITH THE FEEL OF A 5-STAR HOTEL. DOWNTOWN H PT. MARKET CENTER
Sleeps 10 · 3 bedrooms · 3 bathrooms
8.08.0 out of 10
Very goodvery good
4 reviews(4 reviews)
Comfortable, covenient, quaint
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Renovated historic Craftsman bungalow near Winston Salem and mountain activities
Sleeps 5 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Quaint 2 bed 1 bath cottage style home
Sleeps 5 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
33 reviews(33 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value