Vacation rentals in Winston-Salem - HomeToGo base64Hash Vacation rentals in Winston-Salem - HomeToGo

Vacation rentals in Winston-Salem

Browse 1,074 available vacation homes and compared across 6 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Services

    • WiFi
    • Pool
    • Kitchen
    • TV
    • Air conditioning
    • Washing machine
    • Hot tub
    • Parking
    • Yard
    • Microwave
    • Balcony/patio
    • Dishwasher
    • Fireplace
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • Wheelchair access
    • No pets

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Winston-Salem

Discover your ideal Winston-Salem vacation rental with real-time comparisons of 1,074 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Winston-Salem
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with BBQ, terrace & yard

Winston-Salem, Winston, North Carolina, United States
This cozy cabin in Winston-Salem offers a fireplace, kitchen, yard, and pet-friendly features for a memorable family getaway.
from $215
per night
Outstanding(46 ratings)
from $215
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 3 bedrooms

House with patio

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem accommodates six guests and offers a perfect base for exploring the vibrant local scene.
from $262
per night
Outstanding(31 ratings)
from $262
per night
View deal
Condo Winston-Salem
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped pleasant condo | Perfect for remote work

Winston-Salem, Winston, North Carolina, United States
This cozy condo in Winston-Salem features a fireplace, kitchen, and parking, perfect for a getaway with friends or family.
from $211
per night
Outstanding(43 ratings)
from $211
per night
View deal
House Winston-Salem
House ∙ 5 guests ∙ 3 bedrooms

Family-friendly house with yard & terrace | Good for workation

Winston-Salem, Winston, North Carolina, United States
This Winston-Salem house rental features a fireplace, kitchen, yard, and parking, perfect for a family getaway with five guests.
from $174
per night
Outstanding(28 ratings)
from $174
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 3 bedrooms

House with patio

Winston-Salem, Winston, North Carolina, United States
This Winston-Salem house rental accommodates six guests, features a kitchen, allows pets, and offers convenient parking.
from $125
per night
Outstanding(4 ratings)
from $125
per night
View deal
House Winston-Salem
House ∙ 8 guests ∙ 4 bedrooms

House with terrace & yard | Good for workation

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem features a fireplace, kitchen, and yard, perfect for family gatherings with parking for all.
from $178
per night
Outstanding(32 ratings)
from $178
per night
View deal
Condo Winston-Salem
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with 2 bedrooms for 4 persons

Winston-Salem, Winston, North Carolina, United States
from $153
per night
Outstanding(23 ratings)
from $153
per night
View deal
House Winston-Salem
House ∙ 12 guests ∙ 5 bedrooms

Vacation home | Pet-friendly

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem accommodates 12 guests, featuring a kitchen, fireplace, parking, and is pet-friendly.
from $166
per night
Very good(8 ratings)
from $166
per night
View deal
House Winston-Salem
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with grill, patio & yard | Perfect for remote work

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem features a fireplace, kitchen, yard, and balcony, perfect for family gatherings of up to 10.
from $327
per night
Outstanding(103 ratings)
from $327
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 2 bedrooms

House with patio & garden

Winston-Salem, Winston, North Carolina, United States
This Winston-Salem house rental features a yard, kitchen, and parking, perfect for a family getaway with pets.
from $240
per night
Outstanding(63 ratings)
from $240
per night
View deal
Cabin Winston-Salem
Cabin ∙ 8 guests ∙ 4 bedrooms

Cabin with BBQ, garden & terrace | Nature view

Winston-Salem, Winston, North Carolina, United States
This cabin in Winston-Salem offers a fireplace, kitchen, yard, and parking, accommodating up to 8 guests for a perfect getaway.
from $248
per night
Outstanding(87 ratings)
from $248
per night
View deal
House Winston-Salem
House ∙ 9 guests ∙ 4 bedrooms

Children-friendly vacation home with terrace, yard & BBQ | Suitable for remote work | Pet-friendly

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem features a yard, fireplace, and kitchen, accommodating up to 9 guests and pets.
from $276
per night
Outstanding(35 ratings)
from $276
per night
View deal
House Winston-Salem
House ∙ 5 guests ∙ 2 bedrooms

Children-friendly vacation home with garden, terrace & grill | Good for workation | Pets allowed

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem features a yard, fireplace, and kitchen, making it perfect for a family getaway with pets.
from $140
per night
Outstanding(14 ratings)
from $140
per night
View deal
House Winston-Salem
House ∙ 10 guests ∙ 6 bedrooms

Child-friendly vacation home with grill, terrace & yard | Nature view | Good for workation

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem features a kitchen, yard, and parking, perfect for families of up to 10 guests.
from $483
per night
Outstanding(37 ratings)
from $483
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant house | Pet-friendly

Winston-Salem, Winston, North Carolina, United States
This house rental in Winston-Salem features a kitchen, accommodates up to six guests, and welcomes pets for a memorable stay.
from $78
per night
Excellent(22 ratings)
from $78
per night
View deal

Vacation rentals and apartments with air conditioning

House Winston-Salem
from $354
per night
House ∙ 9 guests ∙ 4 bedrooms

Fully equipped ample vacation home with BBQ & yard | City view | Good for workation | Pet-friendly

5.0
Outstanding(33 ratings)
Winston-Salem, Winston, North Carolina, United States
Air conditioning
View deal
House Winston-Salem
from $98
per night
House ∙ 4 guests ∙ 2 bedrooms

Nice vacation home with patio | Pets allowed

5.0
Outstanding(7 ratings)
Winston-Salem, Winston, North Carolina, United States
Air conditioning
View deal
House Winston-Salem
from $111
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with 2 bedrooms for 4 persons

Winston-Salem, Winston, North Carolina, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House Winston-Salem
from $452
per night
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly beautiful vacation home with barbecue, patio & garden

5.0
Outstanding(102 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony/Patio
View deal
House Winston-Salem
from $150
per night
House ∙ 11 guests ∙ 4 bedrooms

House with grill & terrace

4.8
Outstanding(18 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony/Patio
View deal
Cabin Winston-Salem
from $160
per night
Cabin ∙ 3 guests ∙ 1 bedroom

Cabin with patio | Pet-friendly

5.0
Outstanding(58 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

House Winston-Salem
from $502
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with patio & garden

5.0
Outstanding(24 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony
View deal
Apartment Winston-Salem
from $233
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful holiday apartment with yard | Nature view | Suitable for remote work | Pet-friendly

5.0
Outstanding(3 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony
View deal
House Winston-Salem
from $196
per night
House ∙ 6 guests ∙ 1 bedroom

House with barbecue & garden

4.8
Outstanding(14 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Winston-Salem offering exceptional value for money

House Winston-Salem
from $117
per night
House ∙ 5 guests ∙ 2 bedrooms

Family-friendly lovely house | Pets are welcome

5.0
Outstanding(4 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal
House Winston-Salem
from $112
per night
House ∙ 2 guests ∙ 1 bedroom

House with patio & yard

5.0
Outstanding(41 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal
House Winston-Salem
from $295
per night
House ∙ 10 guests ∙ 4 bedrooms

House with barbecue, yard & terrace

5.0
Outstanding(41 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal

Top-Rated Vacation rentals in Winston-Salem

Book the highest-rated Winston-Salem vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Winston-Salem
from $256
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly house with barbeque

4.9
Outstanding(5 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal
Cabin Winston-Salem
from $173
per night
Cabin ∙ 2 guests ∙ 1 bedroom

Beautiful cabin with jacuzzi | Pets allowed

4.8
Outstanding(52 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal
House Winston-Salem
from $249
per night
House ∙ 6 guests ∙ 3 bedrooms

House with yard | Suitable for remote work | Pet-friendly

4.7
Excellent(39 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal

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Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

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Spend your budget exactly as planned by comparing thousands of providers.

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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Features & Amenities in Winston-Salem

  • Pet-friendly (381)
  • WiFi (982)
  • Pool (393)
  • Kitchen (490)
  • TV (935)
  • Air conditioning (1,029)
  • Washing machine (533)
  • Hot tub (38)
  • Parking (55)
  • No smoking (978)
  • Yard (266)
  • Microwave (749)

You will find a great selection of vacation rentals to book if you are looking for a property offering a pool in Winston-Salem. Hotel room with pools in Winston-Salem are a great option for groups of 11 and usually cost around $194 a night. You can also rent an accommodation providing a pool near the water, which is the case for more than half of the rentals in this destination.

Family-Friendly Vacation rentals in Winston-Salem Steeped in History but Close to the Action

A Winston-Salem vacation rental suits anybody wanting the comforts of home while enjoying Winston-Salem’s fun annual events, historic Old Salem attractions, or entertaining the kids outdoors or in.

Winston-Salem is a city steeped in history and heritage, and it has the landmarks to match. From Moravian cookies and George Washington’s 18th-century watering hole to world-class tennis and breathtaking state parks, Winston-Salem house rentals opens up a world of opportunities for families and independent travelers alike. Ranging from grand suburban period homes to stylish inner-city condos right in the heart of Downtown, a Winston-Salem vacation rental can cater to any style, group size, or budget. Keep an eye out to see if any of Winston-Salem’s fabulous festivals are taking place when you’re in town.

What are the best activities for families in Winston-Salem?

Science, Nature, Animals, and the Outdoors: Family-friendly Activities Around Winston-Salem

A Winston-Salem house rental is a great base for fun family adventures with kids. Learn while having fun at the acclaimed Kaleideum, a hands-on science center and nature park with locations in Downtown and northern Winston-Salem.

Tanglewood Park is another fabulous place to visit with children of all ages. This huge recreation center offers paddleboat rides, fishing, a waterpark, heritage steam train rides, and animal encounters. There’s also the beautiful Tanglewood Park Arboretum and Rose Garden to explore, and the popular Tanglewood Festival of Lights takes place every winter.

For active families who like the outdoors, both Pilot Mountain State Park and Hanging Rock State Park are within an hour’s drive of Winston-Salem. Hanging Rock offers three different hiking trails up to a breathtaking waterfall, or you can choose more challenging hiking, cycling and rock climbing routes at Pilot Mountain. If you need the kids to burn off some energy, Safari Nation Winston-Salem or the Rockin’ Jump Trampoline Park are sure to fit the bill.

What are the must-see attractions in Winston-Salem?

Get a Feel for Winston-Salem’s Rich Heritage

Drink With the Ghost of George Washington

Anybody looking for a Winston-Salem house rental near the Old Salem district south of Downtown will find themselves in good company. At the Salem Tavern turned museum on South Main Street, you can see where George Washington spent two nights in 1791.

Wander Through Old Salem

Other landmarks in the historic district of Old Salem include the old Winkler Bakery, Single Brother’s House, T. Bagge Merchant Store, and the old Moravian Book Shop, while the Old Salem Museum & Gardens sheds light on life in the town during the 18th century.

Uncover Salem’s Colonial Past

The Museum of Reynolda House in Oak Crest, a short drive northwest of the city center, is another important historical site. It houses a colonial and contemporary art museum, as well as the renowned Reynolda Gardens at Wake Forest on the grounds of the former estate. Those really keen on delving into Winston-Salem’s 18th-century heritage can continue out to the Historic Bethabara Park, a living museum of a 1753 Moravian village.

Information about vacation rentals in Winston-Salem

🏡 Vacation rentals available 1,074 rentals
🌙 Nightly prices starting at $69
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 378 homes
🏊 Vacation rentals with pools 427 homes

Frequently Asked Questions

What is the price per night for a vacation home in Winston-Salem?

Prices for vacation rentals in Winston-Salem start from $69 per night. Average prices for house rentals are $372 per night. Apartment rentals in Winston-Salem cost $167 per night on average.

How many vacation homes are available to book in Winston-Salem?

Currently there are 1,074 vacation rentals from 6 different providers in Winston-Salem.

What are the most popular amenities for vacation homes in Winston-Salem?

The most popular amenities for vacation rentals in Winston-Salem include accommodations that have: Internet, Pets allowed, and Pool.

How many vacation rentals with a pool are in Winston-Salem?

Winston-Salem has 427 Hotel room and Apartment rental options on offer to book.

Are pets allowed in vacation homes in Winston-Salem?

Absolutely, currently there are 378 vacation rentals in Winston-Salem that allow pets and the average nightly price is $260.

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