Holiday Rentals in Winston - Salem
United States of America
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A cityscape at dusk with prominent buildings like the Winston Tower and a modern skyscraper.

Winston - Salem Vacation Rentals

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your current months are November, 2026 and December, 2026.

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Our top choices for Winston - Salem holiday rentals

A spacious living area with a kitchen, wooden flooring, and a high ceiling with exposed beams.

A wooden deck with a bird feeder and a bench overlooking a pond surrounded by trees.

A modern kitchen with a wooden island, bar stools, a built-in microwave, and a dishwasher.

A kitchen with a wooden island, stainless steel appliances, and a brick fireplace.

1. Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!

3.0 star property

Winston-Salem

The price is RM1,083

RM1,083

RM2,195 total

includes taxes & fees

12 Nov - 13 Nov

Cozy Cottage: Nature-filled Winston-salem Retreat!

A bedroom with a bed, a television, a ceiling fan, and a large mirror.

A balcony with a wooden railing, wicker furniture, and a view of a residential area with houses and trees.

A dining area with a wooden table set for four, a chandelier, and a view into a living room with a sofa and chairs.

2. Townhome in HOA near HPU & GSO

Townhome in HOA near HPU & GSO

2.0 star property

High Point

The price is RM1,082

RM1,082

RM1,220 total

includes taxes & fees

24 Nov - 25 Nov

Townhome in HOA near HPU & GSO

A modern kitchen with a coffee machine, a refrigerator, and a view of a green landscape through large windows.

A compact kitchen with a microwave, refrigerator, and sink. There is a dining table with two chairs and a sofa with a patterned pillow.

A gym with treadmills, a stationary bike, and a rowing machine.

3. StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport

3.0 star property

Greensboro

9.2 out of 10, Wonderful, (94 reviews)

9.2/10

Wonderful

(94 reviews)

"Good place to stay"

avadhoot

The price is RM288

RM288

RM325 total

includes taxes & fees

15 Nov - 16 Nov

StudioRes by Marriott Greensboro Airport

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

A modern kitchen with granite countertops, stainless steel appliances, and a dining area with black chairs and a table.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a granite countertop.

A two-story house with a front porch, a garage, and a covered entryway.

4. Home 2 Mi to Dtwn Greensboro! Bring Your Pets

Home 2 Mi to Dtwn Greensboro! Bring Your Pets

3.0 star property

Greensboro

The price is RM808

RM808

RM1,470 total

includes taxes & fees

24 Nov - 25 Nov

Home 2 Mi to Dtwn Greensboro! Bring Your Pets

A rustic room with exposed brick walls, a wooden ceiling, a bed with a white headboard, a round wooden table, and large windows with curtains.

A modern living room with a brick wall, a flat-screen TV, a sofa, a coffee table, and a kitchen with stainless steel appliances.

A cozy interior with a large window, a sofa, a chair, and a small table.

A cozy room with a brick wall, a round table with chairs, a sofa, and a TV mounted on the wall.

5. Three Trails Downtown Elkin

Three Trails Downtown Elkin

4.0 star property

Elkin

8.8 out of 10, Excellent, (68 reviews)

8.8/10

Excellent

(68 reviews)

"Perfect location for dinner and wineries. Only complaint is the floors in the apartment and around the building were dirty"

Lorraine

The price is RM629

RM629

RM711 total

includes taxes & fees

24 Nov - 25 Nov

Three Trails Downtown Elkin

A modern kitchen with white cabinetry, a central island, and a dining area with chairs and a table.

A hotel room with a large bed, bedside tables with lamps, a desk, and a chair.

A compact kitchen with a central island, white cabinets, and a dining area with a wooden table and chairs.

A hallway with a grey carpet leading to a living area with a sofa and a fireplace.

6. Amos Dr

Amos Dr

2.0 star property

Greensboro

The price is RM872

RM872

RM1,733 total

includes taxes & fees

12 Nov - 13 Nov

Amos Dr

A modern living room with a dining area, a flat-screen TV mounted on the wall, and a large window offering a view of the outside.

A modern kitchen with stainless steel appliances, a dining area with grey upholstered chairs, and a view of a green lawn through large sliding doors.

A modern living room with a dining area, featuring a marble countertop, grey upholstered chairs, and a flat-screen TV mounted on the wall.

A modern kitchen with stainless steel appliances, a marble countertop, and a dining area with a wooden table and chairs.

7. The Velvet Stay

The Velvet Stay

2.0 star property

Granite Quarry

The price is RM5,818

RM5,818

RM6,574 total

includes taxes & fees

12 Nov - 13 Nov

The Velvet Stay

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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Holiday Apartments in Winston - Salem

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Airbound Trampoline Park
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Bb&T Soccer Park
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Castle McCulloch
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Greensboro Children's Museum
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Visit Deep River
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High Point Holidays
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International Home Furnishings Center
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Jolo Winery and Vineyards
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Kersey Valley Laser Tag
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King Holidays
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Visit Lexington
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North Carolina Transportation Museum
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Novant Health Forsyth Medical Center
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Olde Homeplace Golf Club
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Predator Paintball
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Wake Forest University Baptist Medical Center
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Winston-Salem Holidays
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Car hire Advance
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Salisbury Holiday Rentals
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Things to do in Greensboro
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Winston - Salem Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winston - Salem holiday rentals

1. Cozy Cottage: Nature-filled Winston-salem Retreat!

2. Townhome in HOA near HPU & GSO

3. StudioRes by Marriott Greensboro Airport

4. Home 2 Mi to Dtwn Greensboro! Bring Your Pets

5. Three Trails Downtown Elkin

6. Amos Dr

7. The Velvet Stay

Find holiday rentals that suit your style

Find out more about Winston - Salem

Holiday Apartments in Winston - Salem

Explore a world of travel with Expedia