Pinecrest Holiday Rentals

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pinecrest holiday rentals

4.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"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 NZ$512
includes taxes & fees
18 Jan - 19 Jan
King Beds Hot Tub Arcade Grill & Firepit

Holiday Home in Winston-Salem

Updated 1BR cottage on private acre+ lot
10.0 out of 10, Exceptional, (18 reviews)
"Cutest little place. It was just right for us and the hosts were very responsive."
United States
Wilmarie C.
The price is NZ$234
includes taxes & fees
21 Jan - 22 Jan
Updated 1BR cottage on private acre+ lot
2.0 star property
9.0 out of 10, Wonderful, (10 reviews)
"Close to everything but in a quiet area. Highly recommend"
United States
Frederick W.
The price is NZ$515
includes taxes & fees
13 Jan - 14 Jan
Spacious Townhouse In High Point Near HPU & Furniture Market
3.0 star property
The price is NZ$736
includes taxes & fees
1 Feb - 2 Feb
Bright & Elegant Home in High Point w/ Deck!
4.0 star property
8.0 out of 10, Very good, (1 review)
"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 NZ$499
includes taxes & fees
13 Jan - 14 Jan
Heated Pool King Bed Jacuzzi Bath Arcade

Holiday Home in Winston-Salem

Chic 2BR/2BA Near Dining & Shops
2.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"This house is really fantastic- we had a great stay. Cozy with a great kitchen - ideal location walking distance to several wonderful local establishments with great food options - super nice bathrooms and seriously good space in the bedrooms. We look forward to staying again. "
United States
John L.
The price is NZ$442
includes taxes & fees
15 Jan - 16 Jan
Chic 2BR/2BA Near Dining & Shops
10.0 out of 10, Exceptional, (24 reviews)
"Great location and amazing property on the lake Amenities offered were very nice addition"
United States
Tera G.
The price is NZ$516
includes taxes & fees
18 Jan - 19 Jan
Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill
10.0 out of 10, Exceptional, (23 reviews)
"Everything was great. Easy to find, easy to access, and everything was as described."
United States
Nicholas J.
The price is NZ$517
includes taxes & fees
12 Feb - 13 Feb
70" TV, pool table, darts, 10 minutes from Wildlife Boat Ramp + Board & Batten
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The stay was great , perfect for our little trip . Rooms were comfortable and the kids and wife enjoyed the hot tub . Would definitely stay here again if we find ourselves back in this area . "
United States
Ricky M.
The price is NZ$418
includes taxes & fees
25 Jan - 26 Jan
Cozy Getaway in Lexington wHtub on VRBO
10.0 out of 10, Exceptional, (61 reviews)
"Enjoyed our weekend stay here. Great house, clean and well stocked with everything that we needed! Great location and setting, away from the city but yet still just a short drive to wherever we needed to go. Thank you!"
United States
Rob E.
The price is NZ$752
includes taxes & fees
15 Jan - 16 Jan
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
10.0 out of 10, Exceptional, (12 reviews)
"This place was a lovely retreat and the host was excellent. Overall, we had a wonderful experience."
United States
Amber F.
The price is NZ$572
includes taxes & fees
14 Jan - 15 Jan
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful location and the owner was very helpful with everything "
United States
Rebecca W.
The price is NZ$556
includes taxes & fees
13 Jan - 14 Jan
2-Bedroom Walk-up Apartment at the Bonaparte Castle Estate

Holiday Home in Winston-Salem

Downtown Charm, 3 Bdr, Near Rest and Bars
9.4 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay…ecotourism need!"
United Kingdom
Patricia K.
The price is NZ$441
includes taxes & fees
14 Jan - 15 Jan
Downtown Charm, 3 Bdr, Near Rest and Bars
3.0 star property
The price is NZ$793
includes taxes & fees
13 Jan - 14 Jan
Cozy Cottage: Nature-filled Winston-salem Retreat!
9.4 out of 10, Exceptional, (3 reviews)
"We enjoyed our short stay, house is very cute and cozy and well put together "
United States
Anonymous traveller
The price is NZ$390
includes taxes & fees
13 Jan - 14 Jan
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
8.6 out of 10, Excellent, (12 reviews)
"Lovely place, host, and location in town!"
United States
Samir B.
The price is NZ$191
includes taxes & fees
18 Jan - 19 Jan
Jude's cozy & convenient downtown studio Apt.
7.6 out of 10, Good, (8 reviews)
"Enjoyed staying in North Carolina. The location of the Cottage is great. Close to shopping and different tourist attractions throughout NC. The Cottage could use some updating, but overall it was comfortable, like going to visit Grandma!! Thank you for letting my family and I stay in the Cottage for the week."
United States
Annette B.
The price is NZ$481
includes taxes & fees
16 Jan - 17 Jan
Cute cottage in a rural setting

Holiday Home in Winston-Salem

Rosewood Loft I Upper Suite
10.0 out of 10, Exceptional, (1 review)
"The host was very easy to contact. The space was clean and it was very easy to find things that we needed. We really appreciated the necessities towel bundle. The space felt welcoming and comfortable."
United States
Delores C.
The price is NZ$546
includes taxes & fees
13 Jan - 14 Jan
Rosewood Loft I Upper Suite
10.0 out of 10, Exceptional, (1 review)
"Very clean, simple and quaint. Perfect for our needs. Host always responded promptly. Thanks Nathan!"
United States
Patricia W.
The price is NZ$472
includes taxes & fees
17 Jan - 18 Jan
Cozy & Convenient Home Across from Thomasville Hospital
7.8 out of 10, Good, (13 reviews)
"Had a good stay in the home."
United States
Duncan M.
The price is NZ$412
includes taxes & fees
19 Jan - 20 Jan
Spacious 1king bd/2queen 15mins polar express
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pinecrest Hotel Reviews

Find out more about Pinecrest

Everything you need to know about Pinecrest holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pinecrest holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pinecrest holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pinecrest holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pinecrest. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pinecrest holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pinecrest holiday rentals we have selected for you start as low as NZ$191 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pinecrest rentals

At Expedia, we put the best Pinecrest holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pinecrest rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pinecrest holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pinecrest. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Pinecrest has to offer?

Quiet, newly renovated. Near everything!: This holiday home rental outside of Pinecrest offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Pinecrest?

Explore the area and family-friendly sights such as Richard Childress Racing Museum, or get out into nature at a spot like Lake Thom-A-Lex Park. In the wider area, you’ll find Center 64 West and Richard Childress Vineyards.

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.