Search Holiday Rentals in Pinecrest

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Pinecrest holiday rentals

In-room dining
Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.0 star property
Winston-Salem
8.0 out of 10, Very good, (1)
"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...
United States
Rami
The price is ฿3,664
฿8,185 total
includes taxes & fees
21 Dec - 22 Dec
Heated Pool King Bed Jacuzzi Bath Arcade
Fridge, microwave, oven, stovetop
Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
3.5 star property
Winston-Salem
The price is ฿3,173
฿11,456 total
includes taxes & fees
21 Dec - 22 Dec
Arcade Kid Friendly Firepit Grill HotTub
Exterior
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.0 star property
Winston-Salem
8.0 out of 10, Very good, (1)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
The price is ฿3,369
฿8,540 total
includes taxes & fees
31 Dec - 1 Jan 2026
King Beds Hot Tub Arcade Grill & Firepit
House (3 Bedrooms) | Interior
Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is ฿5,005
฿14,318 total
includes taxes & fees
21 Dec - 22 Dec
Cozy Cottage: Nature-filled Winston-salem Retreat!
Exterior
The Ardmore Executive Suite

The Ardmore Executive Suite

The Ardmore Executive Suite
3.5 star property
Winston-Salem
6.0 out of 10, (3)
"Very clean and nice setup "
United States
Nicholas
The price is ฿2,578
฿5,274 total
includes taxes & fees
17 Dec - 18 Dec
The Ardmore Executive Suite
House | Terrace/patio
Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
3.5 star property
Winston-Salem
The price is ฿4,760
฿13,217 total
includes taxes & fees
17 Dec - 18 Dec
Winston Sleeps 16 - 2 Kitchens Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pinecrest Hotel Reviews

Holiday Inn Express Winston-Salem Medical Center Area by IHG

Holiday Inn Express Winston-Salem Medical Center Area by IHG

10/10 Excellent
"The room was clean, the staff was friendly and efficient. Swift was in charge of setting up breakfast and greeting everyone. He was very friendly and helpful. What a great way to start the day, thanks swift. "
Dawn 1-night trip
Posted 3 days ago
Holiday Inn Express Winston-Salem Medical Center Area by IHG

Find out more about Pinecrest

Search for holiday rentals in Pinecrest on Expedia! You can easily find your home rentals, villas, holiday apartments in Pinecrest using one of the methods below:

  • View our selection of featured holiday rentals in Pinecrest
  • Use the map to find apartments and other holiday homes in the Pinecrest neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pinecrest while they last

Look no further and take a look at our great range of rental properties in Pinecrest!

Frequently asked questions

Can I find a holiday rental in Pinecrest?

Yes, there are holiday rentals close to the most popular sights in Pinecrest, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Pinecrest?

Explore the area and family-friendly sights such as North Carolina Transportation Museum, or get out into nature at a spot like Lake Thom-A-Lex Park. In the wider area, you’ll find Richard Childress Vineyards and Davidson County Historical Museum.

What’s a holiday rental in Pinecrest like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pinecrest. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.