Pinecrest Vacation Rentals

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Our top choices for Pinecrest vacation rentals

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
The price is CA $189
CA $420 total
includes taxes & fees
Feb 8 - Feb 9
King Beds Hot Tub Arcade Grill & Firepit

Bright & Elegant Home in High Point w/ Deck!

Bright & Elegant Home in High Point w/ Deck!
3.0 star property
High Point
The price is CA $167
CA $578 total
includes taxes & fees
Feb 22 - Feb 23
Bright & Elegant Home in High Point w/ Deck!

2-bedroom Goat Cottage in Winston-Salem

2-bedroom Goat Cottage in Winston-Salem
Winston-Salem
10.0 out of 10, Exceptional, (1 review)
"Host was very responsive! Place was clean and orderly, and goats were adorable! Would stay again."
United States
R S.
The price is CA $108
CA $314 total
includes taxes & fees
Feb 22 - Feb 23
2-bedroom Goat Cottage in Winston-Salem

Cozy Thomasville Stay-Fast WiFi & Private Carport

Cozy Thomasville Stay-Fast WiFi & Private Carport
Thomasville
10.0 out of 10, Exceptional, (2 reviews)
"This duplex was a clean & comfy space! The owner makes staying at this location very easy by providing the perfect amount of amenities, great communication and clear expectations. We were brought to town for the Miss NC pageant, and although our evenings were full, we were able to enjoy some exploring of local antiques and thrift stores! This location is easily accessible to anything needed! Highly recommend this cute little space that has big perks! Thank you Eduardo for all you did to make our...
United States
Caren W.
The price is CA $113
CA $275 total
includes taxes & fees
Feb 17 - Feb 18
Cozy Thomasville Stay-Fast WiFi & Private Carport

BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"

BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"
Lexington
10.0 out of 10, Exceptional, (7 reviews)
"Wow!! What a great home. It was immaculate...the beds were so comfortable. I was there for market. Long days and to come to this wonderful home was just what was needed. I highly recommend it. The host lives just up the hill and available if I needed anything. I didn't because everything was already perfect. I woul d certainly stay again!! "
United States
suellen s.
The price is CA $128
CA $321 total
includes taxes & fees
Feb 11 - Feb 12
BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"

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, (62 reviews)
"We really like the location a lot for our visit. Home was very clean and had plenty of space for us. Communication was great by the owners. "
United States
Chris G.
The price is CA $322
CA $604 total
includes taxes & fees
Feb 9 - Feb 10
New Country Cottage, 3BR 2.5 BA, Ensuite Master on Main, Relax Rewind Repeat

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (19 reviews)
"Overall, excellent stay! Very accommodating, host. It was a clean, beautiful cottage in a safe area. I thoroughly enjoyed my stay!"
United States
Ryan T.
The price is CA $81
CA $196 total
includes taxes & fees
Feb 17 - Feb 18
Updated 1BR cottage on private acre+ lot

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, (10 reviews)
"Close to everything but in a quiet area. Highly recommend"
United States
Frederick W.
The price is CA $142
CA $410 total
includes taxes & fees
Feb 8 - Feb 9
Spacious Townhouse In High Point Near HPU & Furniture Market

Cute cottage in a rural setting

Cute cottage in a rural setting
Clemmons
7.6 out of 10, Good, (8 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.
The price is CA $110
CA $384 total
includes taxes & fees
Feb 7 - Feb 8
Cute cottage in a rural setting

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.
The price is CA $154
CA $376 total
includes taxes & fees
Feb 7 - Feb 8
Cozy & Convenient Home Across from Thomasville Hospital

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
10.0 out of 10, Exceptional, (50 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 CA $207
CA $372 total
includes taxes & fees
Feb 9 - Feb 10
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is CA $242
CA $648 total
includes taxes & fees
Feb 11 - Feb 12
Cozy Cottage: Nature-filled Winston-salem Retreat!

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

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.4 out of 10, Exceptional, (6 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is CA $196
CA $355 total
includes taxes & fees
Feb 11 - Feb 12
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

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, (32 reviews)
"Great option close to High Point University! It’s spacious and clean with lots of amenities."
United States
Eric F.
The price is CA $153
CA $372 total
includes taxes & fees
Feb 9 - Feb 10
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

Charming 1-bedroom country getaway in serene Salisbury

Charming 1-bedroom country getaway in serene Salisbury
Salisbury
9.6 out of 10, Exceptional, (5 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 CA $130
CA $255 total
includes taxes & fees
Feb 8 - Feb 9
Charming 1-bedroom country getaway in serene Salisbury

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)
"The property is a hidden gem. The spaciousness is unmatched. Loved the theme and character. Our son goes to Livingstone college so the location was convenient. The Italian restaurant down stairs was a pleasant bonus."
United States
Michael T.
The price is CA $149
CA $457 total
includes taxes & fees
Feb 11 - Feb 12
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

Downtown Charm, 3 Bdr, Near Rest and Bars

Downtown Charm, 3 Bdr, Near Rest and Bars
Winston-Salem
9.4 out of 10, Exceptional, (21 reviews)
"We had a fantastic stay in this very lovely home. The host was very communicative and we did not have any problems."
United States
Adam
The price is CA $122
CA $356 total
includes taxes & fees
Feb 9 - Feb 10
Downtown Charm, 3 Bdr, Near Rest and Bars

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, (5 reviews)
"We really enjoyed this cozy comfortable pet friendly place. It was quite, clean and had everything we needed! Central location to all restaurants and other places. We will rebook if needed. The host was easy to reach and responded timely. Great spot and very clean!"
United States
kevin C.
The price is CA $158
CA $380 total
includes taxes & fees
Mar 2 - Mar 3
Charming 2-bed, 2 full bath lower level studio with WiFi, AC in Ardmore

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.
The price is CA $200
CA $434 total
includes taxes & fees
Feb 7 - Feb 8
Rosewood Loft I Upper Suite

Cozy Getaway in Lexington wHtub on VRBO

Cozy Getaway in Lexington wHtub on VRBO
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.
The price is CA $185
CA $415 total
includes taxes & fees
Feb 10 - Feb 11
Cozy Getaway in Lexington wHtub on VRBO
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pinecrest. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Leeloo’s on the Lake – Sleeps 12: This vacation home rental outside of Pinecrest is located on a lake and has a fireplace, a patio, 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. You can relax into your vacation with a garden and a selection of games.

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 West Ninth Avenue 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.