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

Vacation rentals in Winston-Salem

Browse 1,046 available vacation homes and compared across 9 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+

  • Booking Options

    • Instant Booking

  • 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 1,046 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Winston-Salem
House ∙ 8 guests ∙ 3 bedrooms

House with patio & yard

Winston-Salem, Winston, North Carolina, United States
from $511
per night
Outstanding(39 ratings)
from $511
per night
View deal
House Winston-Salem
House ∙ 2 guests ∙ 1 bedroom

Family-friendly wonderful vacation home with yard, grill & private pool | City view | Perfect for remote work | Pet-friendly

Winston-Salem, Winston, North Carolina, United States
from $176
per night
Outstanding(76 ratings)
from $176
per night
View deal
Apartment Winston-Salem
Apartment ∙ 4 guests ∙ 2 bedrooms

Child-friendly rental apartment

Winston-Salem, Winston, North Carolina, United States
from $161
per night
Excellent(31 ratings)
from $161
per night
View deal
House Winston-Salem
House ∙ 5 guests ∙ 3 bedrooms

House with garden & barbecue | Water view

Winston-Salem, Winston, North Carolina, United States
from $196
per night
Outstanding(1 rating)
from $196
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with 2 rooms for 6 persons

Winston-Salem, Winston, North Carolina, United States
from $125
per night
from $125
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 1 bedroom

Big house with hot tub, yard & pool | City view | Dogs allowed

Winston-Salem, Winston, North Carolina, United States
from $130
per night
Very good(2 ratings)
from $130
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 2 bedrooms

House with patio & garden

Winston-Salem, Winston, North Carolina, United States
from $192
per night
Outstanding(55 ratings)
from $192
per night
View deal
House Winston-Salem
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with terrace

Winston-Salem, Winston, North Carolina, United States
from $116
per night
Outstanding(65 ratings)
from $116
per night
View deal
Apartment Winston-Salem
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with yard & patio | City view

Winston-Salem, Winston, North Carolina, United States
from $96
per night
Outstanding(141 ratings)
from $96
per night
View deal
House Winston-Salem
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbecue, patio & yard

Winston-Salem, Winston, North Carolina, United States
from $178
per night
Outstanding(44 ratings)
from $178
per night
View deal
House Winston-Salem
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped vacation home with pool & patio

Winston-Salem, Winston, North Carolina, United States
from $196
per night
Very good(2 ratings)
from $196
per night
View deal
House Winston-Salem
House ∙ 8 guests ∙ 2 bedrooms

Children-friendly nice house | Nature view | Pet-friendly

Winston-Salem, Winston, North Carolina, United States
from $130
per night
Outstanding(25 ratings)
from $130
per night
View deal
House Winston-Salem
House ∙ 5 guests ∙ 3 bedrooms

Family-oriented vacation home with yard

Winston-Salem, Winston, North Carolina, United States
from $158
per night
Outstanding(4 ratings)
from $158
per night
View deal
House Winston-Salem
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with barbeque

Winston-Salem, Winston, North Carolina, United States
from $197
per night
from $197
per night
View deal
Cabin Winston-Salem
Cabin ∙ 4 guests ∙ 2 bedrooms

Child-friendly beautiful cottage

Winston-Salem, Winston, North Carolina, United States
from $139
per night
Outstanding(38 ratings)
from $139
per night
View deal

Vacation rentals with a balcony

House Winston-Salem
from $161
per night
House ∙ 5 guests ∙ 3 bedrooms

House with yard | Perfect for remote work

5.0
Outstanding(36 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony
View deal
House Winston-Salem
from $271
per night
House ∙ 10 guests ∙ 5 bedrooms

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

4.9
Outstanding(102 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony
View deal
House Winston-Salem
from $214
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio & yard | Nature view

5.0
Outstanding(68 ratings)
Winston-Salem, Winston, North Carolina, United States
Balcony
View deal
See all offers

Vacation Rentals With Fireplaces

House Winston-Salem
from $341
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden, barbeque & terrace | Good for workation

5.0
Outstanding(3 ratings)
Winston-Salem, Winston, North Carolina, United States
Fireplace
View deal
House Winston-Salem
from $192
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly nice house

5.0
Outstanding(2 ratings)
Winston-Salem, Winston, North Carolina, United States
Fireplace
View deal
House Winston-Salem
from $115
per night
House ∙ 4 guests ∙ 2 bedrooms

House with terrace & BBQ | Nature view | Suitable for remote work

5.0
Outstanding(54 ratings)
Winston-Salem, Winston, North Carolina, United States
Fireplace
View deal
See all offers

Vacation rentals and apartments with air conditioning

Apartment Winston-Salem
from $113
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Family-oriented lovely apartment | Pets allowed

4.9
Outstanding(29 ratings)
Winston-Salem, Winston, North Carolina, United States
Air conditioning
View deal
House Winston-Salem
from $494
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with patio & garden

4.9
Outstanding(39 ratings)
Winston-Salem, Winston, North Carolina, United States
Air conditioning
View deal
House Winston-Salem
from $457
per night
House ∙ 13 guests ∙ 4 bedrooms

Children-friendly vacation home with BBQ, garden & patio | City view | Pets allowed

5.0
Outstanding(45 ratings)
Winston-Salem, Winston, North Carolina, United States
Air conditioning
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 $239
per night
House ∙ 4 guests ∙ 2 bedrooms

House with pool

Winston-Salem, Winston, North Carolina, United States
View deal
House Winston-Salem
from $152
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with 2 rooms for 6 persons

5.0
Outstanding(104 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal
House Winston-Salem
from $109
per night
House ∙ 6 guests ∙ 3 bedrooms

House with yard | Lake view

4.5
Excellent(62 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 $159
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with pool & barbeque

5.0
Outstanding(1 rating)
Winston-Salem, Winston, North Carolina, United States
View deal
House Winston-Salem
from $178
per night
House ∙ 6 guests ∙ 3 bedrooms

House with patio, yard & BBQ | Suitable for remote work

4.8
Outstanding(9 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal
Cabin Winston-Salem
from $173
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cabin with terrace

4.7
Excellent(7 ratings)
Winston-Salem, Winston, North Carolina, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

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

Price clarity, no surprises

Price clarity, no surprises

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

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

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 (354)
  • WiFi (995)
  • Pool (417)
  • Kitchen (468)
  • TV (913)
  • Air conditioning (1,000)
  • Washing machine (537)
  • Hot tub (37)
  • Parking (55)
  • No smoking (975)
  • Yard (269)
  • Microwave (735)

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 4 and usually cost around $182 a night. You can also rent an accommodation providing a pool near the water, which is the case for many 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 1,046 rentals
🌙 Nightly prices starting at $66
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 348 homes
🏊 Vacation rentals with pools 411 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 $66 per night. Average prices for house rentals are $333 per night. Apartment rentals in Winston-Salem cost $146 per night on average.

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

Currently there are 1,046 vacation rentals from 10 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 411 Hotel room and Apartment rental options on offer to book.

Are pets allowed in vacation homes in Winston-Salem?

Absolutely, currently there are 348 vacation rentals in Winston-Salem that allow pets and the average nightly price is $231.

Top cities to visit

Most Popular Destinations

Show more
image-tag