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Winston-Salem vacation rentals

Vacation rentals in Winston-Salem — enter your dates to book direct

Top-Rated Vacation Homes in Winston-Salem

Browse the highest rated vacation properties in Winston-Salem.

The Brookwood

4 bedrooms2 bathrooms
5
199 reviews

The Polo

4 bedrooms2 bathrooms
4.91
140 reviews

The Cottage

2 bedrooms2 bathrooms
4.97
106 reviews

The Idlewilde

4 bedrooms3 bathrooms
4.96
95 reviews

The Oak Crest

4 bedrooms2 bathrooms
5
25 reviews

Recommended Homes in Winston-Salem

Handpicked properties we think you’ll love in Winston-Salem.

Why visit Winston-Salem

Discover what makes Winston-Salem a perfect vacation rental destination.

Rich Historical Heritage

Winston Salem's Old Salem is a living history museum.

Explore Old Salem Museums & Gardens, just 1.5 miles from downtown, where you can step back into the 18th century with costumed interpreters and preserved structures.

Vibrant Arts Scene

Home to the Southeastern Center for Contemporary Art.

SECCA, a mere 3 miles from the city center, offers rotating exhibits featuring local and national artists, making it a must-visit for art enthusiasts.

Culinary Delights

Local flavors at the Piedmont Triad Farmers Market.

Visit the Piedmont Triad Farmers Market, only 9 miles away, to sample fresh, regional produce and a variety of local delicacies.

Outdoor Adventures

Reynolda Gardens offers tranquility and beauty.

Stroll through Reynolda Gardens, just 2 miles from the city center, offering 129 acres of gardens and trails ideal for relaxation or a leisurely walk.

Where to stay in Winston-Salem

The best areas and neighborhoods for your vacation rental in Winston-Salem.

Downtown

The heart of the city, with a lively arts district and various dining options. Easy access to museums and theaters.

Best for: culture seekers, food lovers, night owls

West End

Historic district featuring charming Victorian homes and close proximity to the Hanes Park and Old Salem.

Best for: history buffs, families, walkers

Ardmore

A friendly residential area known for its early 20th-century architecture and proximity to Wake Forest University.

Best for: families, university visits, quiet stays

Buena Vista

An affluent neighborhood with tree-lined streets and grand houses, close to Reynolda Gardens and shopping areas.

Best for: luxury travelers, garden lovers, shoppers

Browse Winston-Salem rentals by property type

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Browse Winston-Salem rentals by amenity

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Top attractions in Winston-Salem

All within driving distance of Winston-Salem vacation rentals.

Old Salem Museums & Gardens

A living history museum illustrating the culture of the Moravians from the 18th century. · 1.5 miles

Reynolda House Museum of American Art

Features an impressive collection of American art from the colonial period to the present. · 3 miles

Reynolda Gardens

Offers diverse flora and miles of trails for nature walks. · 2 miles

SciWorks Science Center

Interactive science museum and planetarium perfect for family outings. · 6 miles

Southeastern Center for Contemporary Art

Hosts innovative and cutting-edge contemporary art exhibits. · 3 miles

Hanes Mall

One of the largest shopping complexes in the Carolinas, featuring over 200 stores. · 5 miles

Getting to and around Winston-Salem

Winston Salem offers easy access via road and air with convenient public transit options.

Nearby Airports
PIEDMONT TRIAD INTERNATIONAL AIRPORT
Located 25 miles from Winston Salem, offering flights on major airlines.
Public Transit
WSTA BUS SYSTEM
Offers daily routes throughout the city, making it easy to navigate Winston Salem.
Driving
RENTAL CARS
Available at Piedmont Triad International Airport and several locations downtown.

Frequently asked questions

Quick answers about booking vacation rentals in Winston-Salem and what direct booking on Houfy actually means.

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