Pinecrest Vacation Rentals

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Our top choices for Pinecrest vacation rentals

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
$505 nightly
The price is $540
May 13 - May 14
Total with taxes and fees
Cozy Cottage: Nature-filled Winston-salem Retreat!

Modern Comfort Meets Relaxation- Spa Style Master with a Jacuzzi& Outdoor Oasis

Modern Comfort Meets Relaxation- Spa Style Master with a Jacuzzi& Outdoor Oasis
Thomasville
10.0 out of 10, Exceptional, (30 reviews)
"Great location, property and facilities. Will book to stay again."
United States
James D.
$426 nightly
The price is $481
May 13 - May 14
Total with taxes and fees
Modern Comfort Meets Relaxation- Spa Style Master with a Jacuzzi& Outdoor Oasis

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

Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV
Lexington
10.0 out of 10, Exceptional, (45 reviews)
"Host was awesome....even put up a Christmas tree and decorations to really make us feel at home."
United States
Darren W.
$359 nightly
The price is $384
May 13 - May 14
Total with taxes and fees
Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV

Dockside Dream – Your Perfect Waterfront Escape on High Rock Lake

Dockside Dream – Your Perfect Waterfront Escape on High Rock Lake
Lexington
10.0 out of 10, Exceptional, (5 reviews)
"Blake was awesome with answering questions prior to our stay and was very responsive. This home was stocked with everything you need! From beautiful long stem wine glasses, soft tissues in every bathroom, a gym, extra cozy blankets and towels, coffee bar and two kitchens to cook out of, plus robes in the bathrooms. "
United States
Christine M.
$794 nightly
The price is $850
May 13 - May 14
Total with taxes and fees
Dockside Dream – Your Perfect Waterfront Escape on High Rock Lake

Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill
Lexington
10.0 out of 10, Exceptional, (26 reviews)
"Very nice property "
United States
Crystal G.
$359 nightly
The price is $384
May 13 - May 14
Total with taxes and fees
Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

2-bedroom cottage perfect for Furniture Market

2-bedroom cottage perfect for Furniture Market
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"Nice stay. Would recommend for your visit to the area."
United States
Charles G.
$257 nightly
The price is $290
May 19 - May 20
Total with taxes and fees
2-bedroom cottage perfect for 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
$231 nightly
The price is $261
May 19 - May 20
Total with taxes and fees
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Spacious Townhouse In High Point Near HPU & Furniture Market

Spacious Townhouse In High Point Near HPU & Furniture Market
High Point
9.0 out of 10, Wonderful, (12 reviews)
"Very nice and clean townhome in a decent neighborhood of High Point. Convenient for our son's graduation!"
United States
Jeffrey
$271 nightly
The price is $298
May 13 - May 14
Total with taxes and fees
Spacious Townhouse In High Point Near HPU & Furniture Market

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, (11 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.
$267 nightly
The price is $301
May 20 - May 21
Total with taxes and fees
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

70" TV, pool table, darts, 10 minutes from Wildlife Boat Ramp + Board & Batten

70" TV, pool table, darts, 10 minutes from Wildlife Boat Ramp + Board & Batten
Lexington
10.0 out of 10, Exceptional, (25 reviews)
"Great location "
United States
Charlene N.
$341 nightly
The price is $364
May 16 - May 17
Total with taxes and fees
70" TV, pool table, darts, 10 minutes from Wildlife Boat Ramp + Board & Batten

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and secluded but still close to the city. Thank you"
United States
Michael S.
$213 nightly
The price is $241
May 13 - May 14
Total with taxes and fees
The Red Door Cabin

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.
$162 nightly
The price is $173
May 13 - May 14
Total with taxes and fees
Mary's Country Cottage Escape

New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat

New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
High Point
10.0 out of 10, Exceptional, (64 reviews)
"Great property!! Will definitely stay here again when we are in the vicinity. "
United States
Barbara W.
$410 nightly
The price is $439
May 13 - May 14
Total with taxes and fees
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
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
$277 nightly
The price is $313
May 13 - May 14
Total with taxes and fees
King Beds Hot Tub Arcade Grill & Firepit

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.
$217 nightly
The price is $245
May 13 - May 14
Total with taxes and fees
The Hot Tub Hideaway

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, (19 reviews)
"Wonderful stay! "
United States
Hannah J.
$211 nightly
The price is $238
May 13 - May 14
Total with taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (27 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
$236 nightly
The price is $267
May 19 - May 20
Total with taxes and fees
Quiet, newly renovated. Near everything!

2 Stunning Lakefront Homes: Docks/Fire Pits/Kayaks

2 Stunning Lakefront Homes: Docks/Fire Pits/Kayaks
Lexington
10.0 out of 10, Exceptional, (9 reviews)
"Great accommodations, exactly as depicted. Would definitely stay again, Thanks! "
United States
Bryan W.
$695 nightly
The price is $744
May 14 - May 15
Total with taxes and fees
2 Stunning Lakefront Homes: Docks/Fire Pits/Kayaks

Lakefront Paradise with Spectacular Views!

Lakefront Paradise with Spectacular Views!
Lexington
10.0 out of 10, Exceptional, (4 reviews)
"Awesome sunsets, peaceful, serene, and very relaxing when you need a place to refresh your body and soul!"
United States
David W. C.
$516 nightly
The price is $552
May 13 - May 14
Total with taxes and fees
Lakefront Paradise with Spectacular Views!

Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
Spencer
10.0 out of 10, Exceptional, (15 reviews)
"The place was awesome! I loved the quietness and small town charm. "
United States
Davie O.
$283 nightly
The price is $320
May 13 - May 14
Total with taxes and fees
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
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 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Pinecrest in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $130 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby: This vacation home rental outside of Pinecrest is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 larger area, you’ll find Center 64 West and Richard Childress Vineyards.

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.