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Pinecrest Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pinecrest vacation rentals

A wooden door with a sign reading "WELCOME" and two wall-mounted lanterns.

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 CA $117
CA $246 total
includes taxes & fees
Oct 27 - Oct 28
Charming 1-bedroom farm guesthouse in Lexington with WiFi and AC
A modern living room with a black sofa, a coffee table, and a grey armchair. There is a ceiling fan, a lamp, and a window with patterned curtains.

2. 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 CA $110
CA $287 total
includes taxes & fees
Nov 3 - Nov 4
1 king/2queen bd home next to big park
A kitchen with white cabinets, a granite countertop, a stove, and a microwave. There is a hanging light fixture and a window with blinds.

3. 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 CA $86
CA $204 total
includes taxes & fees
Oct 26 - Oct 27
Updated 1BR cottage on private acre+ lot
A dining area with a coffee bar, a chandelier, and a plant on the table.

4. 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 CA $162
CA $371 total
includes taxes & fees
Oct 19 - Oct 20
Cozy1King1Queen1.5bth2min Frm UpTown
A kitchen with white cabinets, a granite countertop, and a black stove.

5. Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.4 out of 10, Good, (11 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 CA $120
CA $407 total
includes taxes & fees
Oct 19 - Oct 20
Cute cottage in a rural setting
A modern kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a dishwasher.

6. 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 CA $171
CA $487 total
includes taxes & fees
Nov 2 - Nov 3
The Lexington Wall, Lexington nc
A modern living room with a ceiling fan, a flat-screen TV, a stone coffee table, a potted plant, and a sliding glass door leading to a balcony.

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 CA $130
CA $367 total
includes taxes & fees
Oct 19 - Oct 20
The Calm Brick Retreat- Cozy Home w/ Deck & Yard
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

8. Junior Justice the Smokey

Junior Justice the Smokey
Lexington
10.0 out of 10, Exceptional, (1 review)
"This was is a new build, quiet and very clean."
United States
Palatka P.
The price is CA $177
CA $489 total
includes taxes & fees
Nov 1 - Nov 2
Junior Justice the Smokey
Living Room

9. Westside Escape of Lexington

Westside Escape of Lexington
Lexington
The price is CA $191
CA $456 total
includes taxes & fees
Nov 2 - Nov 3
Westside Escape of Lexington
A two-story house with a brick exterior and a garden with hydrangeas and other greenery.

10. 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 CA $108
CA $244 total
includes taxes & fees
Oct 26 - Oct 27
Mary's Country Cottage Escape
Spacious kitchen with an island, a coffee station with a mini refrigerator.

11. 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 CA $245
CA $685 total
includes taxes & fees
Oct 27 - Oct 28
Uptown Lexington Stay, Vineyards & Shopping Nearby
A covered outdoor seating area with stone walls and metal furniture, overlooking a lake with docks.

12. 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, (11 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 CA $148
CA $366 total
includes taxes & fees
Oct 27 - Oct 28
Small piece of heaven on the lake - King suite
A cozy living room with a brick wall, two windows with blinds, a brown leather armchair, a green sofa, a wooden coffee table, and a wicker chair.

13. Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
Spencer
10.0 out of 10, Exceptional, (18 reviews)
"The place was awesome! I loved the quietness and small town charm. "
United States
Davie O.
The price is CA $154
CA $492 total
includes taxes & fees
Nov 10 - Nov 11
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
A yellow house with a red door, a brick chimney, and a front yard with small bushes.

14. 3 Mi to Dtwn Winston-Salem: Studio on Miller Park!

3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
Winston-Salem
9.8 out of 10, Exceptional, (27 reviews)
"What a cute and very clean place to stay! The room is located right at a beautiful park with a walking/running path and wooded trails. Shops are very close by and the neighborhood is cute and safe. Would definitely stay here again. "
United States
Anonymous traveller
The price is CA $100
CA $265 total
includes taxes & fees
Nov 2 - Nov 3
3 Mi to Dtwn Winston-Salem: Studio on Miller Park!
A building with a metal exterior and a grassy area in front.

15. 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 CA $5,656
CA $6,892 total
includes taxes & fees
Oct 19 - Oct 20
330 Acres Amazing Views, Trails, Camping, Hunting, ATV Family Friends Memories
Outdoor dining

16. 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 CA $112
CA $274 total
includes taxes & fees
Oct 20 - Oct 21
La Casita .
Private kitchen

17. The Frog Suite - Water Front View

The Frog Suite - Water Front View
Lexington
The price is CA $296
CA $619 total
includes taxes & fees
Oct 23 - Oct 24
The Frog Suite - Water Front View
A covered outdoor deck with a wooden lattice railing, a grill, and two wicker chairs with cushions.

18. Private Cozy 2-bedroom mobile home in wonderful Mocksville NC

Private Cozy 2-bedroom mobile home in wonderful Mocksville NC
Mocksville
The price is CA $141
CA $399 total
includes taxes & fees
Oct 29 - Oct 30
Private Cozy 2-bedroom mobile home in wonderful Mocksville NC
A deck with outdoor furniture, a fire pit, and a view of a lake surrounded by trees.

19. Charming 1-bedroom country getaway in serene Salisbury

Charming 1-bedroom country getaway in serene Salisbury
Salisbury
9.6 out of 10, Exceptional, (15 reviews)
"We had a great stay and appreciated the snacks after a long drive in!"
United States
Savannah W.
The price is CA $134
CA $264 total
includes taxes & fees
Oct 27 - Oct 28
Charming 1-bedroom country getaway in serene Salisbury
A modern kitchen with white subway tiles, stainless steel appliances, and grey cabinetry.

20. 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 CA $126
CA $289 total
includes taxes & fees
Oct 20 - Oct 21
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
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

WoodSpring Suites Winston-Salem near Hanes Mall

WoodSpring Suites Winston-Salem near Hanes Mall

8/10 Good
"Our first time at an extended stay and we were pleasantly surprised. The hotel was newer and clean. The staff was super nice and professional. But definitely missed having breakfast included in stay and bed could have been more comfortable."
Brooks 3-night trip
Posted 19 hours ago
WoodSpring Suites Winston-Salem near Hanes Mall

Find out more about Pinecrest

Everything you need to know about Pinecrest vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pinecrest vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pinecrest vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pinecrest vacation rentals we have selected for you start as low as CA $343 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 vacation 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 vacation.

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 vacation rental in Pinecrest?

Yes, you can find vacation rentals near top attractions in Pinecrest, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pinecrest?

Cozy 2-bedroom bungalow in lovely Winston-Salem: This vacation home rental outside of Pinecrest is equipped with a barbecue grill, 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 larger area, you’ll find Richard Childress Vineyards and Weathervane Winery.

What’s a vacation rental in Pinecrest like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Pinecrest. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a small group gathering.