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Pinecrest Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Pinecrest vacation rentals

1. Charming 4-bedroom house in Winston-Salem near hospitals, downtown,universities

Charming 4-bedroom house in Winston-Salem near hospitals, downtown,universities
Winston-Salem
$346 nightly
The price is $391
Sep 1 - Sep 2
Total with taxes and fees
Charming 4-bedroom house in Winston-Salem near hospitals, downtown,universities

2. Modern Retreat Hot Tub Bar Patio HPU

Modern Retreat Hot Tub Bar Patio HPU
2.0 star property
High Point
$731 nightly
The price is $824
Aug 27 - Aug 28
Total with taxes and fees
Modern Retreat Hot Tub Bar Patio HPU

3. Prime location near downtown-minutes to Market area, Truist Point, and HPU

Prime location near downtown-minutes to Market area, Truist Point, and HPU
High Point
$258 nightly
The price is $290
Aug 27 - Aug 28
Total with taxes and fees
Prime location near downtown-minutes to Market area, Truist Point, and HPU

4. 3-bedroom house in fabulous Winston-Salem with cool AC breeze

3-bedroom house in fabulous Winston-Salem with cool AC breeze
Winston-Salem
$303 nightly
The price is $342
Sep 3 - Sep 4
Total with taxes and fees
3-bedroom house in fabulous Winston-Salem with cool AC breeze

5. Westside Escape of Lexington

Westside Escape of Lexington
Lexington
$318 nightly
The price is $322
Aug 27 - Aug 28
Total with taxes and fees
Westside Escape of Lexington

6. 3 bed 3 bath home •Fenced in yard •King bed

3 bed 3 bath home •Fenced in yard •King bed
Thomasville
$229 nightly
The price is $259
Sep 14 - Sep 15
Total with taxes and fees
3 bed 3 bath home •Fenced in yard •King bed

7. Uptown Lexington Stay, Vineyards & Shopping Nearby

Uptown Lexington Stay, Vineyards & Shopping Nearby
Lexington
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here while visiting family I. Town and this was a perfect location. The house is beautiful and exactly as described. The kitchen had everything needed to prepare a family meal. The host was very responsive. I look forward to staying again when I return next year."
United States
ELAINE E.
$429 nightly
The price is $484
Aug 31 - Sep 1
Total with taxes and fees
Uptown Lexington Stay, Vineyards & Shopping Nearby
A modern kitchen with a coffee bar, white marble countertop, and a dining area with patterned tablecloths and chairs.

8. Cozy1King1Queen1.5bth2min Frm UpTown

Cozy1King1Queen1.5bth2min Frm UpTown
Lexington
8.4 out of 10, Very Good, (8 reviews)
"Nice place "
United States
Kenny S.
$232 nightly
The price is $263
Aug 30 - Aug 31
Total with taxes and fees
Cozy1King1Queen1.5bth2min Frm UpTown

9. 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.
$296 nightly
The price is $299
Aug 31 - Sep 1
Total with taxes and fees
The Snowman Suite - newly constructed home with a water front view.
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.

10. 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, (23 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.
$180 nightly
The price is $203
Aug 30 - Aug 31
Total with taxes and fees
1 king/2queen bd home next to big park
A modern kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a dishwasher.

11. The Lexington Wall, Lexington nc

The Lexington Wall, Lexington nc
Lexington
9.4 out of 10, Exceptional, (3 reviews)
"Great place for our family "
United States
Linda G.
$310 nightly
The price is $315
Sep 10 - Sep 11
Total with taxes and fees
The Lexington Wall, Lexington nc
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

12. 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.
$315 nightly
The price is $318
Aug 27 - Aug 28
Total with taxes and fees
Junior Justice the Smokey
A wooden door with a sign reading "WELCOME" and two wall-mounted lanterns.

13. 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, (15 reviews)
"This was very nice, we really loved staying here!"
United States
Lisa R.
$160 nightly
The price is $171
Aug 30 - Aug 31
Total with taxes and fees
Charming 1-bedroom farm guesthouse in Lexington with WiFi and AC

14. The Frog Suite - Water Front View

The Frog Suite - Water Front View
Lexington
$326 nightly
The price is $329
Aug 31 - Sep 1
Total with taxes and fees
The Frog Suite - Water Front View
A deck with a fire feature and string lights, surrounded by trees.

15. High Rock lakefront escape-dock, firepit, kayak, paddle board, fishing, swimming

High Rock lakefront escape-dock, firepit, kayak, paddle board, fishing, swimming
Lexington
10.0 out of 10, Exceptional, (8 reviews)
"This location and host was everything we could have asked for and more. Any/everything you'd need as right there and accessible for you. We can't wait to come back"
United States
Shon B.
$386 nightly
The price is $413
Aug 30 - Aug 31
Total with taxes and fees
High Rock lakefront escape-dock, firepit, kayak, paddle board, fishing, swimming
A cozy outdoor seating area with a fire pit, a glass of wine, and a view of a lake at sunset.

16. Lakefront cottage-gas fire pit, hammock, kayaks & gorgeous views!

Lakefront cottage-gas fire pit, hammock, kayaks & gorgeous views!
Lexington
10.0 out of 10, Exceptional, (24 reviews)
"We came up for the furniture market and very much enjoyed staying on the lake. The property is beautiful and very nicely set up. We will definitely be back"
United States
Cathy J.
$478 nightly
The price is $511
Sep 8 - Sep 9
Total with taxes and fees
Lakefront cottage-gas fire pit, hammock, kayaks & gorgeous views!
A river dock with a boat, a wooden walkway, and houses in the background.

17. 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.
$496 nightly
The price is $531
Aug 27 - Aug 28
Total with taxes and fees
Lakefront Paradise with Spectacular Views!
A covered porch with stone walls and a wooden ceiling, featuring a door and two windows with shutters.

18. 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, (32 reviews)
"Great location, property and facilities. Will book to stay again."
United States
James D.
$426 nightly
The price is $481
Aug 27 - Aug 28
Total with taxes and fees
Modern Comfort Meets Relaxation- Spa Style Master with a Jacuzzi& Outdoor Oasis
A covered outdoor deck with a wooden table and chairs, overlooking a lake and surrounded by trees.

19. Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill
Lexington
10.0 out of 10, Exceptional, (28 reviews)
"Property was clean and welcoming to pets. Lake was very peaceful."
United States
Edward H.
$364 nightly
The price is $389
Aug 30 - Aug 31
Total with taxes and fees
Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill
A house with a fire pit in the backyard, surrounded by chairs and a covered patio area.

20. 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, (69 reviews)
"This property is a great place to stay! Very comfortable including the new couch from the last time we stayed here."
United States
Jason S.
$415 nightly
The price is $444
Aug 30 - Aug 31
Total with taxes and fees
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat
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

Hampton Inn Winston-Salem Hanes Mall

Hampton Inn Winston-Salem Hanes Mall

10/10 Excellent
"Enjoyed a few days stay while dropping our daughter at WF. The hotel was in good condition, clean and room was well appointed. Enjoyed the breakfast and staff was very sweet and attentive."
Lisa 3-night trip
Posted 2 hours ago
Hampton Inn Winston-Salem 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, 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 $134 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?

Private Dock! Lakefront Family Escape in Salisbury: This vacation home rental outside of Pinecrest is located on a lake and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Boone's Cave Park.

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.