Winston - Salem Vacation Rentals

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Vacation Rentals in Winston - Salem

Kasa Arts District Winston-Salem
2.5 out of 5
511 N Cherry St, Winston-Salem, NC, 27101
Stay at this apartment in Winston-Salem. Enjoy free WiFi, laundry facilities, and a Smart TV. Popular attractions Frank L. Horton Museum Center and Truist Stadium ...
8.6/10 Excellent! (12 reviews)
"Awesome clean place, easy check in and out, and centrally located to tons of shops, breweries, dining options!"

Reviewed on Mar 27, 2023

Kasa Arts District Winston-Salem
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
Stay at this vacation home in King. Enjoy free WiFi, onsite parking, and a garden. Popular attraction Hanging Rock State Park is located nearby. Discover genuine ...
10/10 Exceptional! (59 reviews)
Great weekend get away!
"The host was amazing and provided lots of information for fun things to do in the area. And the location is great! A bonus is that we loved watching the horses. Thank you!"

Reviewed on May 24, 2023

Barn Loft with Mountain Views, minutes from Hanging Rock State Park
La Casita!! COZY, CHARMING near to WFU
The price is $85 per night from May 30 to May 31
$85
per night
May 30 - May 31
Stay at this vacation home in Winston-Salem. Enjoy free WiFi, onsite parking, and a patio. Popular attractions Reynolda House Museum of American Art and Reynolda ...
9.6/10 Exceptional! (29 reviews)
Exactly as described.
"Great place and great hosts. Everything was exactly as expected."

Reviewed on May 13, 2023

La Casita!! COZY, CHARMING near to WFU

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The James Bond Hidden Cottage By Wake Forest U & Downtown - Smashing Location
Stay at this cottage in Winston-Salem. Enjoy free WiFi, a fitness center, and onsite parking. Our guests praise the family amenities in our reviews. Popular ...
10/10 Exceptional! (102 reviews)
Loved our stay at the Bond cottage!
"The Bond cottage exceeded our expectations, even though the listing was already impressive. The location was perfect for the family wedding and the accommodation was clean, cozy, roomy and comfortable. The hosts were welcoming and friendly. We had a great time and the rest of the family was pretty ..."

Reviewed on May 8, 2023

The James Bond Hidden Cottage By Wake Forest U & Downtown - Smashing Location
Farm Retreat With Beautiful Animals!  Bring Apples To Feed!
Stay at this vacation home in Kernersville. Enjoy free WiFi, onsite parking, and a patio. Popular attractions Paul J Ciener Botanical Garden and Korner's Folly ...
9.6/10 Exceptional! (8 reviews)
Perfect!
"We were coming into town for a wedding nearby, and needed a place for 5 people to stay. It was just what we needed! Plenty of room for the girls to get ready, and in a peaceful area!"

Reviewed on May 15, 2023

Farm Retreat With Beautiful Animals! Bring Apples To Feed!
Modern Getaway Cabin
Winston-Salem, NC
Stay at this cabin in Winston-Salem. Enjoy free WiFi, onsite parking, and a patio. Popular attractions Olde Homeplace Golf Club and Bowman Gray Stadium are located ...
10/10 Exceptional! (24 reviews)
Great Experience
"This cabin is super charming, nicely appointed, and in a quiet location. We enjoyed our stay very much and would definitely book here again if in the area."

Reviewed on May 21, 2023

Modern Getaway Cabin
Lillie's Pet Friendly, small fenced area off deck
The price is $75 per night from Jun 13 to Jun 14
$75
per night
Jun 13 - Jun 14
Stay at this vacation home in Mount Airy. Enjoy free WiFi, onsite parking, and an in-room DVD player. Popular attractions Old North State Winery and Brewery ...
10/10 Exceptional! (142 reviews)
Lillie’s House
"Betty is an amazing host and the home is just that… Amazing. Absolutely perfect decor and comfort, proximate to local attractions yet quiet for an evening on the well accessorized deck. The home has everything for a very comfortable stay from the kitchen to the bathroom to the deck with charcoal ..."

Reviewed on May 23, 2023

Lillie's Pet Friendly, small fenced area off deck
Your Mayberry Get-a-Way Cabin
Stay at this cabin in Mount Airy. Enjoy WiFi, onsite parking, and an in-room DVD player. Popular attractions Earle Theatre and Mount Airy Public Library are ...
10/10 Exceptional! (327 reviews)
Birthday weekend
"This was my second weekend stay. I love the peacefulness of this cabin and farm. The owners could not be any better. We never left the property except to pet the donkeys and goats. They als surprised me with a birthday cake which was above and beyond ❤️ We will be back in the near future!"

Reviewed on May 15, 2023

Your Mayberry Get-a-Way Cabin
Three Trails
2 out of 5
101 W Main St, Elkin, NC, 28621
The price is $135 per night from May 29 to May 30
$135
per night
May 29 - May 30
Stay at this apartment in Elkin. Enjoy free WiFi, laundry facilities, and an in-room espresso maker. Popular attractions Elkin City Park and Antique Mall of ...
10/10 Exceptional! (4 reviews)
Cool spot
"Really cool spot. Great location with great food literally across the street! Easy access to room and front entrance. Unfortunately, it was cold and rainy, so we did not get a chance to use the rooftop deck. However, we plan on doing so next time!"

Reviewed on Apr 2, 2023

Three Trails
Cozy cabin in the foothills of North Carolina
The price is $125 per night from Jun 8 to Jun 9
$125
per night
Jun 8 - Jun 9
Stay at this cabin in Elkin. Enjoy onsite parking, a garden, and an in-room DVD player. Our guests praise the helpful staff and the overall value in our reviews. ...
10/10 Exceptional! (318 reviews)
Great time!
"This little place is super cute and cozy. You feel very welcome here. It is a little creepy at night, but when you see it in the day you absolutely fall in love with it. Thank You!"

Reviewed on May 15, 2023

Cozy cabin in the foothills of North Carolina
3 Bedrooms, 3 Bath with Heated Pool, Hot Tub and Jacuzzi perfect for a getaway !
Stay at this family-friendly vacation home in Greensboro. Enjoy free WiFi, private pools, and a water park. Our guests praise the pool in our reviews. Popular ...
9.6/10 Exceptional! (149 reviews)
Wonderful spacious home!
"We had a wonderful weekend with family in town for my daughter’s graduation from Elon! Plenty of space and many amenities included! The pool and hot tub would have been great if the weather was better!"

Reviewed on May 22, 2023

3 Bedrooms, 3 Bath with Heated Pool, Hot Tub and Jacuzzi perfect for a getaway !
Private Apartment with private deck to include seating and grill!!!
Stay at this vacation home in Greensboro. Enjoy free WiFi, a water park, and onsite parking. Popular attractions Safari Nation and Greensboro Arboretum are located ...
9.8/10 Exceptional! (26 reviews)
Great
"Good"

Reviewed on May 25, 2023

Private Apartment with private deck to include seating and grill!!!
Lake Front Home With Beautiful Veiw And Deep Water
Stay at this vacation home in Troutman. Enjoy WiFi, onsite parking, and a garden. Our guests praise the WiFi and the comfy beds in our reviews. Popular attractions ...
9.4/10 Exceptional! (119 reviews)
Great Get A Way
"Excellent location. So fun!! Great meeting place for family"

Reviewed on Apr 12, 2023

Lake Front Home With Beautiful Veiw And Deep Water
Flips Flops & endless lake views | Sleeps 20 | multiple outdoor amenities
Stay at this family-friendly vacation home in Mooresville. Enjoy a water park, WiFi, and onsite parking. Popular attractions Memory Lane Museum and George Pappas' ...
9.6/10 Exceptional! (16 reviews)
Beautiful Home
"A couple families stayed here and it was perfect for our needs. There’s a ton of space and the lake was great."

Reviewed on May 25, 2023

Flips Flops & endless lake views | Sleeps 20 | multiple outdoor amenities
The Cabin on Lake Norman
Mooresville, NC
Stay at this vacation home in Mooresville. Enjoy WiFi, onsite parking, and barbecue grills. Popular attractions Memory Lane Museum and George Pappas' Victory ...
9.8/10 Exceptional! (38 reviews)
Spring Trip
"The cabin was perfect for my husband and I. It was exactly what the description said it would be. Very clean and very relaxing area. It’s not far from stores and restaurants. My husband caught quite a few fish. Thinking of coming back this fall or next spring."

Reviewed on May 16, 2023

The Cabin on Lake Norman
Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
Stay at this family-friendly cabin in Ararat. Enjoy free WiFi, a water park, and onsite parking. Our guests praise the WiFi in our reviews. Popular attractions ...
9.8/10 Exceptional! (228 reviews)
Country cabin
"Beautiful property nestled away in the countryside. Close to nearby state parks (pilot mountain and hanging rock) Had shopping fun in mayberry… enjoyed our stay."

Reviewed on May 16, 2023

Arbor Lane Cabin - authentic & charming tucked away cabin, yet near it all.
Charming 2 Bedroom 1 Bath Farm Style House
The price is $85 per night from May 29 to May 30
$85
per night
May 29 - May 30
Stay at this vacation home in Mount Airy. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Old North State Winery and Brewery and Mount Airy ...
9.8/10 Exceptional! (35 reviews)
Cozy
"Cozy little house that had all the necessities."

Reviewed on May 23, 2023

Charming 2 Bedroom 1 Bath Farm Style House
New Pool  | Fun for Entire Family!Game Room| Lake Bar| Boat rentals
Stay at this family-friendly vacation home in Mooresville. Enjoy private pools, onsite parking, and an arcade/game room. Our guests praise the family amenities ...
9.6/10 Exceptional! (77 reviews)
Reunion
"Beautiful lake and well managed house. Excellent view from master bedroom."

Reviewed on Dec 14, 2022

New Pool | Fun for Entire Family!Game Room| Lake Bar| Boat rentals
Cozy Home in Central Location, Gboro & High Point!
The price is $120 per night from Jun 4 to Jun 5
$120
per night
Jun 4 - Jun 5
Stay at this vacation home in Greensboro. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Wet 'n Wild Emerald Pointe Water Park and Four Seasons ...
10/10 Exceptional! (9 reviews)
Home was clean and very convenient to everything.
"This home was convenient to where we needed to go and was very clean. The set up met our needs."

Reviewed on Apr 30, 2023

Cozy Home in Central Location, Gboro & High Point!
Sunset Serenity / Kayaks Included / Beach Fire Pit / Pier Fishing
Stay at this vacation home in Mooresville. Enjoy free WiFi, onsite parking, and an arcade/game room. Our guests praise the overall value in our reviews. Popular ...
9.8/10 Exceptional! (141 reviews)
Always Enjoyable
"The whole process is excellent. Home owners make you feel welcomed from arrival until departure. House is clean, accomodations are perfect for water activities, lounging and relaxing. Location is perfect for local adventures and dining."

Reviewed on May 2, 2023

Sunset Serenity / Kayaks Included / Beach Fire Pit / Pier Fishing
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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.

Winston - Salem Vacation Rental Travel Info

Other types of properties in Winston - Salem you may be interested in

Best Western Plus Hanes Mall Hotel

Best Western Plus Hanes Mall Hotel

2.5 out of 5
3330 Silas Creek Pkwy, Winston-Salem, NC, 27103
Fully refundableReserve now, pay when you stay
Best Western Plus Hanes Mall Hotel
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St, Winston-Salem, NC, 27101
Fully refundableReserve now, pay when you stay
Hawthorne Inn and Conference Center
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.

Choosing the perfect Winston - Salem (and vicinity) rental

Still deciding where to stay? A vacation rental offers more personal space than a crowded hotel.

All visitors will appreciate the picturesque setting of this forested destination, including foodies, art connoisseurs, and shoppers. Family vacationers will enjoy the area's attractions, such as the concerts and basketball games.

Dining in Winston - Salem (and vicinity)

Winston - Salem (and vicinity) is recognized for its restaurants. If you prefer a home-cooked meal, you'll find that most vacation rentals come with full-size kitchens.

Sightseeing around Winston - Salem (and vicinity)

Top sights around Winston - Salem (and vicinity) include Wake Forest University and High Point University. Dedicate some time to the region's fascinating cultural attractions such as Frank L. Horton Museum Center, Old Salem, and Southeastern Center for Contemporary Art. If you're planning to shop while in town, consider a trip to Hanes Mall. Outdoor enthusiasts will appreciate a jaunt through Reynolda Gardens and Tanglewood Park. While you're living like a local, why not take in a game or event at BB&T Field or Bowman Gray Stadium?

Packing for your Winston - Salem (and vicinity) trip

Still need to prepare for your trip? You can decide what to pack using the following seasonal average temperatures.

  • January–March: 44°F
  • April–June: 67°F
  • July–September: 75°F
  • October–December: 51°F

Booking your rental on Expedia

Easily and safely book a vacation rental in Winston - Salem (and vicinity) on Expedia. We can help you contact the property owner directly to make any special arrangements. You're sure to have a memorable vacation with all of the amenities available in your short-term rental.

Frequently asked questions

Can I find vacation rentals in Winston - Salem?

Yes, we offer vacation rentals in Winston - Salem close to SciWorks, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and lush forest in Winston - Salem. Make sure to also enjoy the college campus and top-notch restaurants during your vacation.

What’s there to see and do in Winston - Salem?

Cultural attractions include Old Salem and Southeastern Center for Contemporary Art, whereas Reynolda Gardens and Tanglewood Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Hanes Mall and Truist Stadium.

What’s a vacation rental in Winston - Salem like?

Vacation rentals are private properties you can stay in for a couple of days or more in Winston - Salem. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.

Recent reviews of Winston - Salem properties
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