Pinecrest Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Pinecrest vacation rentals

House | Private kitchen | Fridge, microwave, oven, stovetop
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.0 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
$256 nightly
The price is $290
Jan 18 - Jan 19
Total with taxes and fees
King Beds Hot Tub Arcade Grill & Firepit
Fridge, microwave, oven, stovetop
Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
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.
$114 nightly
The price is $128
Jan 26 - Jan 27
Total with taxes and fees
Updated 1BR cottage on private acre+ lot
Fridge, microwave, oven, stovetop
Spacious Townhouse In High Point Near HPU & Furniture Market

Spacious Townhouse In High Point Near HPU & Furniture Market

Spacious Townhouse In High Point Near HPU & Furniture Market
2.0 star property
High Point
9.0 out of 10, Wonderful, (10 reviews)
"Close to everything but in a quiet area. Highly recommend"
United States
Frederick W.
$270 nightly
The price is $296
Jan 14 - Jan 15
Total with taxes and fees
Spacious Townhouse In High Point Near HPU & Furniture Market
House (3 Bedrooms) | Interior
Bright & Elegant Home in High Point w/ Deck!

Bright & Elegant Home in High Point w/ Deck!

Bright & Elegant Home in High Point w/ Deck!
3.0 star property
High Point
$394 nightly
The price is $422
Feb 1 - Feb 2
Total with taxes and fees
Bright & Elegant Home in High Point w/ Deck!
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout drapes
Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.0 star property
Winston-Salem
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
Heated Pool King Bed Jacuzzi Bath Arcade
Fridge, microwave, oven, stovetop
Chic 2BR/2BA Near Dining & Shops

Chic 2BR/2BA Near Dining & Shops

Chic 2BR/2BA Near Dining & Shops
2.0 star property
Winston-Salem
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.
$238 nightly
The price is $253
Jan 15 - Jan 16
Total with taxes and fees
Chic 2BR/2BA Near Dining & Shops
Outdoor dining
Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill
Lexington
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.
$282 nightly
The price is $302
Jan 14 - Jan 15
Total with taxes and fees
Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill
Smart TV, books
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

70" TV, pool table, darts, 10 minutes from Wildlife Boat Ramp + Board & Batten
Lexington
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.
$248 nightly
The price is $265
Jan 15 - Jan 16
Total with taxes and fees
70" TV, pool table, darts, 10 minutes from Wildlife Boat Ramp + Board & Batten
Outdoor spa tub
Cozy Getaway in Lexington wHtub on VRBO

Cozy Getaway in Lexington wHtub on VRBO

Cozy Getaway in Lexington wHtub on VRBO
2.0 star property
Lexington
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.
$217 nightly
The price is $245
Jan 25 - Jan 26
Total with taxes and fees
Cozy Getaway in Lexington wHtub on VRBO
Property grounds
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

New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
High Point
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.
$406 nightly
The price is $434
Jan 15 - Jan 16
Total with taxes and fees
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
Smart TV, foosball, books, stereo
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
Spencer
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.
$295 nightly
The price is $333
Jan 14 - Jan 15
Total with taxes and fees
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum
Interior
2-Bedroom Walk-up Apartment at the Bonaparte Castle Estate

2-Bedroom Walk-up Apartment at the Bonaparte Castle Estate

2-Bedroom Walk-up Apartment at the Bonaparte Castle Estate
Salisbury
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful location and the owner was very helpful with everything "
United States
Rebecca W.
$296 nightly
The price is $329
Jan 14 - Jan 15
Total with taxes and fees
2-Bedroom Walk-up Apartment at the Bonaparte Castle Estate
Dining
Downtown Charm, 3 Bdr, Near Rest and Bars

Downtown Charm, 3 Bdr, Near Rest and Bars

Downtown Charm, 3 Bdr, Near Rest and Bars
Winston-Salem
9.4 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay…ecotourism need!"
United Kingdom
Patricia K.
$231 nightly
The price is $245
Jan 14 - Jan 15
Total with taxes and fees
Downtown Charm, 3 Bdr, Near Rest and Bars
House (3 Bedrooms) | Interior
Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
$425 nightly
The price is $455
Jan 14 - Jan 15
Total with taxes and fees
Cozy Cottage: Nature-filled Winston-salem Retreat!
Living area
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
Winston-Salem
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 traveler
$197 nightly
The price is $223
Jan 14 - Jan 15
Total with taxes and fees
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
Outdoor dining
Jude's cozy & convenient downtown studio Apt.

Jude's cozy & convenient downtown studio Apt.

Jude's cozy & convenient downtown studio Apt.
High Point
8.8 out of 10, Excellent, (13 reviews)
"Lovely place, host, and location in town!"
United States
Samir B.
$97 nightly
The price is $109
Jan 18 - Jan 19
Total with taxes and fees
Jude's cozy & convenient downtown studio Apt.
Fridge, microwave, oven, stovetop
Cute cottage in a rural setting

Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
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.
$263 nightly
The price is $281
Jan 14 - Jan 15
Total with taxes and fees
Cute cottage in a rural setting
Microwave, oven, stovetop, dishwasher
Rosewood Loft I Upper Suite

Rosewood Loft I Upper Suite

Rosewood Loft I Upper Suite
Winston-Salem
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.
$271 nightly
The price is $306
Jan 14 - Jan 15
Total with taxes and fees
Rosewood Loft I Upper Suite
Interior
Cozy & Convenient Home Across from Thomasville Hospital

Cozy & Convenient Home Across from Thomasville Hospital

Cozy & Convenient Home Across from Thomasville Hospital
Thomasville
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.
$240 nightly
The price is $271
Jan 17 - Jan 18
Total with taxes and fees
Cozy & Convenient Home Across from Thomasville Hospital
TV
Spacious 1king bd/2queen 15mins polar express

Spacious 1king bd/2queen 15mins polar express

Spacious 1king bd/2queen 15mins polar express
Lexington
7.8 out of 10, Good, (13 reviews)
"Had a good stay in the home."
United States
Duncan M.
$213 nightly
The price is $241
Jan 19 - Jan 20
Total with taxes and fees
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.
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Top Pinecrest Hotel Reviews

The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

10/10 Excellent
"Amazing historic hotel "
Laura 1-night trip
Posted 2 days ago
The Historic Brookstown Inn, Trademark Collection by Wyndham

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 $109 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.

Explore a world of travel with Expedia

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?

Quiet, newly renovated. Near everything!: This vacation 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 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.