36+ Vacation Rentals Near Winston Salem

NearbyHoliday - Vacation Rentals in Winston Salem

a bedroom with a bed and a ceiling fan at Entire condo in downtown winston in Winston-Salem

From US $223

Entire condo in downtown winston

8.2 (34 Reviews) Apartment

The entire place is yours • Kitchen • Washing machine

Winston Salem Wake Forest Innovation Quarter

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a living room with a leather couch and a kitchen at Winston Ardmore Executive King Bed Suite &hot tub in Winston-Salem

From US $183

Winston Ardmore Executive King Bed Suite &hot tub

9.3 (6 Reviews) Apartment

The entire place is yours • 111 m² size • Breakfast

Winston Salem West End

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a living room with a couch and a coffee table at Classy Catch in Winston-Salem

From US $192

10.0 (3 Reviews) Holiday_home

The entire place is yours • 79 m² size • Free on-site parking

Winston Salem West End

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a living room with a table and a couch at The Frequent Flyer in Winston-Salem

From US $181

The Frequent Flyer

9.8 (13 Reviews) Apartment

The entire place is yours • 93 m² size • Kitchen

Winston Salem West End

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a living room with a couch and a chair at Mid-Century Modern Cottage in Ardmore Area! in Winston-Salem

From US $196

Mid-Century Modern Cottage in Ardmore Area!

8.8 (6 Reviews) Holiday_home

The entire place is yours • 90 m² size • On-site parking

Winston Salem West End

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a bedroom with a bed and a wooden ceiling at 3 Mi to Dtwn Winston-Salem Studio on Miller Park! in Winston-Salem

From US $122

3 Mi to Dtwn Winston-Salem Studio on Miller Park!

9.6 (5 Reviews) Apartment

The entire place is yours • 30 m² size • On-site parking

Winston Salem West End

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Gallery image of Downtown Charm, 3 Bdr, Near Rest and Bars in Winston-Salem

From US $295

Downtown Charm, 3 Bdr, Near Rest and Bars

9.6 (6 Reviews) Villa

The entire place is yours • 144 m² size • Free on-site parking

Winston Salem Wake Forest Innovation Quarter

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a living room with leather furniture and a flat screen tv at Winston-Salem Vacation Rental - Walk Downtown! in Winston-Salem

From US $217

Winston-Salem Vacation Rental - Walk Downtown!

10.0 (3 Reviews) Apartment

The entire place is yours • 115 m² size • Kitchen

Winston Salem Wake Forest Innovation Quarter

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Luxury Places to Stay in Winston Salem

Over 9+ Luxury Places to Stay in or Near Winston Salem

a bedroom with a large bed and a fireplace at The Zevely Inn in Winston-Salem

From US $191

9.4 (50 Reviews) Bed_and_breakfast

Free on-site parking • Balcony • Free WiFi

Winston Salem Wake Forest Innovation Quarter

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a living room with a table and chairs at Kimpton Cardinal Hotel by IHG in Winston-Salem

From US $175

Kimpton Cardinal Hotel by IHG

8.6 (155 Reviews) Hotel

Breakfast • Private parking • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a sign in front of a building with a garden at The Shaffner Inn in Winston-Salem

From US $137

The Shaffner Inn

8.8 (166 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a man and a woman standing at a counter with a dog at Hotel Indigo - Winston-Salem Downtown by IHG in Winston-Salem

From US $135

Hotel Indigo - Winston-Salem Downtown by IHG

8.2 (110 Reviews) Hotel

Breakfast • Private parking • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a rendering of a building in a city at Embassy Suites Winston-Salem in Winston-Salem

From US $112

Embassy Suites Winston-Salem

8.2 (351 Reviews) Hotel

Breakfast • Indoor swimming pool • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a living room with a table and a couch at The Frequent Flyer in Winston-Salem

From US $181

The Frequent Flyer

9.8 (13 Reviews) Apartment

The entire place is yours • 93 m² size • Kitchen

Winston Salem West End

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a building with a flag in front of it at DoubleTree by Hilton Winston Salem - University, NC in Winston-Salem

From US $98

DoubleTree by Hilton Winston Salem - University, NC

8.2 (173 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

North Carolina Winston Salem

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a best western plus sign in front of a building at Best Western Plus University Inn in Winston-Salem

From US $97

Best Western Plus University Inn

7.1 (471 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

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Pet-Friendly Vacation Rentals in Winston Salem

Over 22+ Pet-Friendly Vacation Rentals in or Near Winston Salem

a rendering of a building in a city at Embassy Suites Winston-Salem in Winston-Salem

From US $112

Embassy Suites Winston-Salem Pets allowed

8.2 (351 Reviews) Hotel

Breakfast • Indoor swimming pool • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a living room with a table and chairs at Kimpton Cardinal Hotel by IHG in Winston-Salem

From US $175

Kimpton Cardinal Hotel by IHG Pets allowed

8.6 (155 Reviews) Hotel

Breakfast • Private parking • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a hotel room with two beds and a large window at Winston-Salem Marriott in Winston-Salem

From US $151

Winston-Salem Marriott Pets allowed

7.7 (97 Reviews) Hotel

Breakfast • Restaurant • Pet friendly

Winston Salem Wake Forest Innovation Quarter

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a hotel room with two beds and a desk with two lamps at Quality Inn & Suites Hanes Mall in Winston-Salem

From US $57

Quality Inn & Suites Hanes Mall Pets allowed

6.0 (758 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

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a best western plus sign in front of a building at Best Western Plus University Inn in Winston-Salem

From US $97

Best Western Plus University Inn Pets allowed

7.1 (471 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

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a kitchen with a white refrigerator and a sink at WoodSpring Suites Winston-Salem near Hanes Mall in Winston-Salem

From US $84

WoodSpring Suites Winston-Salem near Hanes Mall Pets allowed

6.9 (196 Reviews) Hotel

Free on-site parking • Pet friendly • Free WiFi

Winston Salem West End

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a man and a woman standing at a counter with a dog at Hotel Indigo - Winston-Salem Downtown by IHG in Winston-Salem

From US $135

Hotel Indigo - Winston-Salem Downtown by IHG Pets allowed

8.2 (110 Reviews) Hotel

Breakfast • Private parking • Restaurant

Winston Salem Wake Forest Innovation Quarter

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Gallery image of Downtown Charm, 3 Bdr, Near Rest and Bars in Winston-Salem

From US $295

Downtown Charm, 3 Bdr, Near Rest and Bars Pets allowed

9.6 (6 Reviews) Villa

The entire place is yours • 144 m² size • Free on-site parking

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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Vacation Rentals in Winston Salem

Over 17+ Vacation Rentals in or Near Winston Salem

a bedroom with a bed and a ceiling fan at Entire condo in downtown winston in Winston-Salem

From US $223

Entire condo in downtown winston

8.2 (34 Reviews) Apartment

The entire place is yours • Kitchen • Washing machine

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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a living room with a leather couch and a kitchen at Winston Ardmore Executive King Bed Suite &hot tub in Winston-Salem

From US $183

Winston Ardmore Executive King Bed Suite &hot tub

9.3 (6 Reviews) Apartment

The entire place is yours • 111 m² size • Breakfast

Winston Salem West End

Best Price Match

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a living room with a couch and a coffee table at Classy Catch in Winston-Salem

From US $192

10.0 (3 Reviews) Holiday_home

The entire place is yours • 79 m² size • Free on-site parking

Winston Salem West End

Best Price Match

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a living room with a table and a couch at The Frequent Flyer in Winston-Salem

From US $181

The Frequent Flyer

9.8 (13 Reviews) Apartment

The entire place is yours • 93 m² size • Kitchen

Winston Salem West End

Best Price Match

View Availability

a living room with a couch and a chair at Mid-Century Modern Cottage in Ardmore Area! in Winston-Salem

From US $196

Mid-Century Modern Cottage in Ardmore Area!

8.8 (6 Reviews) Holiday_home

The entire place is yours • 90 m² size • On-site parking

Winston Salem West End

Best Price Match

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a bedroom with a bed and a wooden ceiling at 3 Mi to Dtwn Winston-Salem Studio on Miller Park! in Winston-Salem

From US $122

3 Mi to Dtwn Winston-Salem Studio on Miller Park!

9.6 (5 Reviews) Apartment

The entire place is yours • 30 m² size • On-site parking

Winston Salem West End

Best Price Match

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Gallery image of Downtown Charm, 3 Bdr, Near Rest and Bars in Winston-Salem

From US $295

Downtown Charm, 3 Bdr, Near Rest and Bars

9.6 (6 Reviews) Villa

The entire place is yours • 144 m² size • Free on-site parking

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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a living room with leather furniture and a flat screen tv at Winston-Salem Vacation Rental - Walk Downtown! in Winston-Salem

From US $217

Winston-Salem Vacation Rental - Walk Downtown!

10.0 (3 Reviews) Apartment

The entire place is yours • 115 m² size • Kitchen

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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Villa Places to Stay in Winston Salem

Over 1+ Villa Places to Stay in or Near Winston Salem

Gallery image of Downtown Charm, 3 Bdr, Near Rest and Bars in Winston-Salem

From US $295

Downtown Charm, 3 Bdr, Near Rest and Bars

9.6 (6 Reviews) Villa

The entire place is yours • 144 m² size • Free on-site parking

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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Hotels in Winston Salem

Over 36+ Hotels in or Near Winston Salem

a banquet hall with white tables and chairs with blue bows at Hawthorne Inn & Conference Center in Winston-Salem

From US $94

Hawthorne Inn & Conference Center

8.4 (1029 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem Wake Forest Innovation Quarter

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a brick building with a sign in front of it at The Historic Brookstown Inn, Trademark Collection by Wyndham in Winston-Salem

From US $127

The Historic Brookstown Inn, Trademark Collection by Wyndham

9.1 (498 Reviews) Hotel

Breakfast • Free on-site parking • Free WiFi

Winston Salem Wake Forest Innovation Quarter

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a building on a city street with a traffic light at Hampton Inn & Suites Winston-Salem Downtown in Winston-Salem

From US $101

Hampton Inn & Suites Winston-Salem Downtown

8.8 (432 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

Winston Salem Wake Forest Innovation Quarter

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a rendering of the exterior of a hotel at Holiday Inn Express Winston-Salem Medical Ctr Area in Winston-Salem

From US $97

Holiday Inn Express Winston-Salem Medical Ctr Area

8.6 (322 Reviews) Hotel

Breakfast • Outdoor swimming pool • Free WiFi

Winston Salem West End

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a living room with a table and chairs at Kimpton Cardinal Hotel by IHG in Winston-Salem

From US $175

Kimpton Cardinal Hotel by IHG

8.6 (155 Reviews) Hotel

Breakfast • Private parking • Restaurant

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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a rendering of a building in a city at Embassy Suites Winston-Salem in Winston-Salem

From US $112

Embassy Suites Winston-Salem

8.2 (351 Reviews) Hotel

Breakfast • Indoor swimming pool • Restaurant

Winston Salem Wake Forest Innovation Quarter

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a patio with tables and chairs on a brick building at Courtyard Winston-Salem Downtown in Winston-Salem

From US $101

Courtyard Winston-Salem Downtown

8.4 (225 Reviews) Hotel

On-site parking • Indoor swimming pool • 2 restaurants

Winston Salem West End

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a hotel exterior at night with cars parked in a parking lot at Best Western Plus Hanes Mall in Winston-Salem

From US $82

Best Western Plus Hanes Mall

6.8 (623 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

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Cheap Places to Stay in Winston Salem

Over 36+ Cheap Places to Stay in or Near Winston Salem

a hotel room with two beds and a desk with two lamps at Quality Inn & Suites Hanes Mall in Winston-Salem

From US $57

Quality Inn & Suites Hanes Mall

6.0 (758 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

Best Price Match

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a swimming pool in the backyard of a house at Americas Best Value Inn Winston-Salem in Winston-Salem

From US $65

Americas Best Value Inn Winston-Salem

5.0 (492 Reviews) Hotel

Free on-site parking • Free WiFi • Private bathroom

Winston Salem Wake Forest Innovation Quarter

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a brown brick building with a sign on it at Clarion Pointe Winston - Salem Downtown in Winston-Salem

From US $73

Clarion Pointe Winston - Salem Downtown

5.0 (10 Reviews) Hotel

Breakfast • Free on-site parking • Pets allowed

Winston Salem West End

Best Price Match

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a hotel exterior at night with cars parked in a parking lot at Best Western Plus Hanes Mall in Winston-Salem

From US $82

Best Western Plus Hanes Mall

6.8 (623 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

Best Price Match

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a kitchen with a white refrigerator and a sink at WoodSpring Suites Winston-Salem near Hanes Mall in Winston-Salem

From US $84

WoodSpring Suites Winston-Salem near Hanes Mall

6.9 (196 Reviews) Hotel

Free on-site parking • Pet friendly • Free WiFi

Winston Salem West End

Best Price Match

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a banquet hall with white tables and chairs with blue bows at Hawthorne Inn & Conference Center in Winston-Salem

From US $94

Hawthorne Inn & Conference Center

8.4 (1029 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem Wake Forest Innovation Quarter

Best Price Match

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a rendering of the front of a courtyard marriott hotel at Courtyard Winston-Salem University in Winston-Salem

From US $95

Courtyard Winston-Salem University

8.5 (98 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

Best Price Match

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a best western plus sign in front of a building at Best Western Plus University Inn in Winston-Salem

From US $97

Best Western Plus University Inn

7.1 (471 Reviews) Hotel

Breakfast • Free on-site parking • Outdoor swimming pool

Winston Salem West End

Best Price Match

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About Winston Salem Vacation Rentals

Looking for places to stay in Winston Salem? Compare top options in North Carolina.

With more than 36 Winston Salem vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Winston Salem.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Winston Salem. Prices average US $142 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in Winston Salem, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in Winston Salem

Category	Count
Cheap Rentals	36
Hotels	36
Hotels with Suites	22
Pet-Friendly	22
Vacation Rentals	17
Luxury Rentals	9
Pool	1
Villa Rentals	1

Use These Quick Filters to Find a Vacation Rental in Winston Salem

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Winston Salem.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Winston Salem. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in Winston Salem

Average temperatures and rainfall by month range to help plan your stay in Winston Salem.

Mar - May

Avg High22°C / 71°F

Avg Low11°C / 51°F

Rainfall95 mm / 3.7 in

Jun - Aug

Avg High30°C / 87°F

Avg Low21°C / 69°F

Rainfall105 mm / 4.1 in

Sep - Nov

Avg High22°C / 72°F

Avg Low12°C / 54°F

Rainfall96 mm / 3.8 in

Dec - Feb

Avg High12°C / 54°F

Avg Low2°C / 36°F

Rainfall97 mm / 3.8 in

Other Places to Stay Near Winston Salem

Winston Salem Vacation Rental Frequently Asked Questions

There are a lot of options in Winston Salem. If you plan on staying in the Winston Salem area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winston Salem: