Holiday Rentals in Pinecrest

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Our top choices for Pinecrest holiday rentals

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (22 reviews)
"Such a great place to stay. Everything we needed, we had. I would highly recommend this and would stay again. "
United States
Zack W.
The price is €122
includes taxes & fees
5 May - 6 May
Updated 1BR cottage on private acre+ lot

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is €164
includes taxes & fees
3 May - 4 May
La Casita .

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and secluded but still close to the city. Thank you"
United States
Michael S.
The price is €214
includes taxes & fees
30 Apr - 1 May
The Red Door Cabin

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
10.0 out of 10, Exceptional, (1 review)
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Small piece of heaven on the lake - King suite

Small piece of heaven on the lake - King suite
Richfield
7.8 out of 10, Good, (6 reviews)
"John is an excellent host! We had a great stay, caught a lot of small fish off the pier, but no big ones - this time! this was our dogs first vacation, and it was the perfect stay for her too... there's a fenced in yard, so she could do her thing, off leashwe'll certainly be back to stay again! "
United States
Billie Jo W.
The price is €211
includes taxes & fees
30 Apr - 1 May
Small piece of heaven on the lake - King suite

Spacious Townhouse In High Point Near HPU & Furniture Market

Spacious Townhouse In High Point Near HPU & Furniture Market
High Point
9.2 out of 10, Wonderful, (11 reviews)
"Close to everything but in a quiet area. Highly recommend"
United States
Frederick W.
The price is €266
includes taxes & fees
4 May - 5 May
Spacious Townhouse In High Point Near HPU & Furniture Market

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.6 out of 10, Exceptional, (8 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is €224
includes taxes & fees
7 May - 8 May
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (25 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
The price is €228
includes taxes & fees
1 May - 2 May
Quiet, newly renovated. Near everything!

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (32 reviews)
"It was a good stay"
United States
Kim R.
The price is €214
includes taxes & fees
30 Apr - 1 May
The Hot Tub Hideaway

Jude's cozy & convenient downtown studio Apt.

Jude's cozy & convenient downtown studio Apt.
High Point
8.8 out of 10, Excellent, (21 reviews)
"Super cute apartment! It was perfect for our quick stay for an event. "
United States
Jen M.
The price is €115
includes taxes & fees
5 May - 6 May
Jude's cozy & convenient downtown studio Apt.

Charming 1-bedroom country getaway in serene Salisbury

Charming 1-bedroom country getaway in serene Salisbury
Salisbury
9.8 out of 10, Exceptional, (8 reviews)
"This was a very nice property to stay at, the owner is very welcoming. I loved the design of the place and it was also very clean place would def vacay here again! "
United States
Alyssa
The price is €163
includes taxes & fees
30 Apr - 1 May
Charming 1-bedroom country getaway in serene Salisbury

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Winston-Salem
9.6 out of 10, Exceptional, (18 reviews)
"Wonderful stay! "
United States
Hannah J.
The price is €209
includes taxes & fees
3 May - 4 May
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.6 out of 10, Good, (9 reviews)
"It was really nice especially communication and help from the host who helped us with some lost items after we left"
United States
Seli J.
Cute cottage in a rural setting

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Winston-Salem
9.8 out of 10, Exceptional, (51 reviews)
"We had a very relaxing stay here. The hot tub was lovely and the property was very close to a lot of shopping/restaurants. "
United States
Taylor E.
The price is €234
includes taxes & fees
3 May - 4 May
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!
High Point
9.0 out of 10, Wonderful, (34 reviews)
"The host was welcoming, the property was exactly as advertised. We liked the proximity to restaurants and grocery stores and downtown. The beds were comfortable and we loved the fenced in back yard for our pups. "
United States
Rick W.
The price is €242
includes taxes & fees
4 May - 5 May
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

1 king/2queen bd home next to big park

1 king/2queen bd home next to big park
Lexington
7.6 out of 10, Good, (22 reviews)
"Very spacious, clean and organized. Host responds very quickly. Would definitely stay here again if we visit the area again. "
United States
Jessica A.
The price is €174
includes taxes & fees
5 May - 6 May
1 king/2queen bd home next to big park

Mary's Country Cottage Escape

Mary's Country Cottage Escape
High Point
10.0 out of 10, Exceptional, (14 reviews)
"Great stay!"
United States
Henri H.
The price is €160
includes taxes & fees
4 May - 5 May
Mary's Country Cottage Escape

4 Beds | King | 85” TV | 5min to WSSU & Downtown

4 Beds | King | 85” TV | 5min to WSSU & Downtown
Winston-Salem
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed our short stay, house is very cute and cozy and well put together "
United States
Anonymous traveller
4 Beds | King | 85” TV | 5min to WSSU & Downtown

Luxury 3BR Townhome - Sleep 6

Luxury 3BR Townhome - Sleep 6
Winston-Salem
9.2 out of 10, Wonderful, (47 reviews)
"The amenities were great as was the location for us."
United States
jeanne k.
Luxury 3BR Townhome - Sleep 6

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
Winston-Salem
9.6 out of 10, Exceptional, (9 reviews)
"Host was fantastic!! Couldn't have asked for a better experience. Everything I needed was readily accessible. Looking forward to my next stay!!"
United States
mike j.
The price is €271
includes taxes & fees
6 May - 7 May
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore
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

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, apart-hotels, 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 €122 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?

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby: This holiday home rental outside of Pinecrest is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 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.