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Pinecrest Holiday Rentals

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Our top choices for Pinecrest holiday rentals

1. Charming 1-bedroom farm guesthouse in Lexington with WiFi and AC

Charming 1-bedroom farm guesthouse in Lexington with WiFi and AC
Lexington
10.0 out of 10, Exceptional, (17 reviews)
"This was very nice, we really loved staying here!"
United States
Lisa R.
The price is NZ$310
includes taxes & fees
27 Oct - 28 Oct
Charming 1-bedroom farm guesthouse in Lexington with WiFi and AC

2. Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (30 reviews)
"The cottage was very cozy and clean, and the amenities provided were helpful! It was conveniently located for all the places we had to go and in a quiet neighborhood."
United States
Joanne A.
The price is NZ$270
includes taxes & fees
22 Oct - 23 Oct
Updated 1BR cottage on private acre+ lot

3. Cozy1King1Queen1.5bth2min Frm UpTown

Cozy1King1Queen1.5bth2min Frm UpTown
Lexington
8.4 out of 10, Very good, (8 reviews)
"Nice place "
United States
Kenny S.
The price is NZ$464
includes taxes & fees
12 Oct - 13 Oct
Cozy1King1Queen1.5bth2min Frm UpTown

4. 1 king/2queen bd home next to big park

1 king/2queen bd home next to big park
Lexington
7.8 out of 10, Good, (24 reviews)
"The property was great for what we needed, saved us money from staying at a hotel, close to shops, food etc, great park across the street for kids to play in."
United States
Clay R.
The price is NZ$360
includes taxes & fees
3 Nov - 4 Nov
1 king/2queen bd home next to big park

5. The Lexington Wall, Lexington nc

The Lexington Wall, Lexington nc
Lexington
9.6 out of 10, Exceptional, (4 reviews)
"Great place for our family "
United States
Linda G.
The price is NZ$598
includes taxes & fees
2 Nov - 3 Nov
The Lexington Wall, Lexington nc

6. Spacious 1king bd/2queen 15mins polar express

Spacious 1king bd/2queen 15mins polar express
Lexington
7.8 out of 10, Good, (16 reviews)
"Had a good stay in the home."
United States
Duncan M.
The price is NZ$482
includes taxes & fees
18 Oct - 19 Oct
Spacious 1king bd/2queen 15mins polar express

7. The Calm Brick Retreat- Cozy Home w/ Deck & Yard

The Calm Brick Retreat- Cozy Home w/ Deck & Yard
Winston-Salem
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and quiet location"
United States
Beth S.
The price is NZ$512
includes taxes & fees
27 Oct - 28 Oct
The Calm Brick Retreat- Cozy Home w/ Deck & Yard

8. Westside Escape of Lexington

Westside Escape of Lexington
Lexington
The price is NZ$562
includes taxes & fees
2 Nov - 3 Nov
Westside Escape of Lexington

9. The Frog Suite - Water Front View

The Frog Suite - Water Front View
Lexington
The Frog Suite - Water Front View

10. Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.0 out of 10, Good, (10 reviews)
"Place was dusty and dirty. The siding was falling off the house. There were bees going into the siding of the house to their nest inside the walls. Place was run down. Couldn't stay there and host wouldn't refund us."
United States
Vanessa A.
The price is NZ$507
includes taxes & fees
12 Oct - 13 Oct
Cute cottage in a rural setting

11. The Snowman Suite - newly constructed home with a water front view.

The Snowman Suite - newly constructed home with a water front view.
Lexington
10.0 out of 10, Exceptional, (2 reviews)
"By far one of the Best listings we have stayed in. Immaculately clean very homelike and comfortable. We enjoyed prepping meals and were well rested for our next days activities."
United States
lariea c.
The price is NZ$620
includes taxes & fees
10 Nov - 11 Nov
The Snowman Suite - newly constructed home with a water front view.

12. Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
Spencer
10.0 out of 10, Exceptional, (17 reviews)
"The place was awesome! I loved the quietness and small town charm. "
United States
Davie O.
The price is NZ$572
includes taxes & fees
21 Oct - 22 Oct
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

13. Mary's Country Cottage Escape

Mary's Country Cottage Escape
High Point
10.0 out of 10, Exceptional, (15 reviews)
"Great stay!"
United States
Henri H.
The price is NZ$324
includes taxes & fees
27 Oct - 28 Oct
Mary's Country Cottage Escape

14. Small piece of heaven on the lake - King suite

Small piece of heaven on the lake - King suite
Richfield
8.4 out of 10, Very good, (9 reviews)
"Very nice host. Very clean and comfortable accommodation. Only issue was not having a light on the back side of the home to see how to get in."
United States
Sharon H.
The price is NZ$428
includes taxes & fees
12 Oct - 13 Oct
Small piece of heaven on the lake - King suite

15. Uptown Lexington Stay, Vineyards & Shopping Nearby

Uptown Lexington Stay, Vineyards & Shopping Nearby
Lexington
10.0 out of 10, Exceptional, (4 reviews)
"You can’t go wrong if you want to be in Lexington."
United States
michael h.
The price is NZ$834
includes taxes & fees
12 Oct - 13 Oct
Uptown Lexington Stay, Vineyards & Shopping Nearby

16. La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Quiet area, cozy rooms and good location. Loved staying here!"
United States
Jessica R.
The price is NZ$351
includes taxes & fees
12 Oct - 13 Oct
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

17. La Casita .

La Casita .
Winston-Salem
9.4 out of 10, Exceptional, (14 reviews)
"The location was perfect for what we needed."
United States
Giuliana
The price is NZ$341
includes taxes & fees
12 Oct - 13 Oct
La Casita .

18. Cozy Thomasville Stay-Fast WiFi & Private Carport

Cozy Thomasville Stay-Fast WiFi & Private Carport
Thomasville
10.0 out of 10, Exceptional, (2 reviews)
"This duplex was a clean & comfy space! The owner makes staying at this location very easy by providing the perfect amount of amenities, great communication and clear expectations. We were brought to town for the Miss NC pageant, and although our evenings were full, we were able to enjoy some exploring of local antiques and thrift stores! This location is easily accessible to anything needed! Highly recommend this cute little space that has big perks! Thank you Eduardo for all you did to make our...
United States
Caren W.
Cozy Thomasville Stay-Fast WiFi & Private Carport

19. 330 Acres Amazing Views, Trails, Camping, Hunting, ATV Family Friends Memories

330 Acres Amazing Views, Trails, Camping, Hunting, ATV Family Friends Memories
Lexington
The price is NZ$8,392
includes taxes & fees
12 Oct - 13 Oct
330 Acres Amazing Views, Trails, Camping, Hunting, ATV Family Friends Memories

20. Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV

Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV
Lexington
10.0 out of 10, Exceptional, (54 reviews)
"The house was immaculate and spacious! Beautiful view of the lake, and so relaxing! All the amenities that we needed. We would definitely vacation here again."
United States
Jennifer
The price is NZ$724
includes taxes & fees
26 Oct - 27 Oct
Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV
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.
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Top Pinecrest Hotel Reviews

Find out more about Pinecrest

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pinecrest holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pinecrest. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pinecrest. Seeing all the best attractions is bound to make you fall in love with Pinecrest. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pinecrest short-term rentals, that won’t be hard to do.

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?

Cozy 2-bedroom bungalow in lovely Winston-Salem: This holiday home rental outside of Pinecrest is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 Weathervane Winery.

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.