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Pinecrest Vacation Rentals

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Our top choices for Pinecrest vacation rentals

Cozy studio apartment

Cozy studio apartment
Winston-Salem
The price is CA $64
CA $136 total
includes taxes & fees
Jul 6 - Jul 7
Cozy studio apartment

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 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
The price is CA $225
CA $437 total
includes taxes & fees
Jul 1 - Jul 2
Heated Pool King Bed Jacuzzi Bath Arcade

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (6 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is CA $109
CA $267 total
includes taxes & fees
Jul 11 - Jul 12
La Casita .

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.8 out of 10, Exceptional, (29 reviews)
"Very nice comfortable place that is dog friendly, loved the back porch. Host was very responsive to communication."
United States
Rachel S.
The price is CA $165
CA $379 total
includes taxes & fees
Jun 30 - Jul 1
Quiet, newly renovated. Near everything!

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.
The price is CA $115
CA $401 total
includes taxes & fees
Jun 30 - Jul 1
Cute cottage in a rural setting

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (24 reviews)
"Cute place. "
United States
Sue C.
The price is CA $203
CA $355 total
includes taxes & fees
Jun 30 - Jul 1
The Red Door Cabin

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (33 reviews)
"It was a good stay"
United States
Kim R.
The price is CA $203
CA $355 total
includes taxes & fees
Jun 30 - Jul 1
The Hot Tub Hideaway

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 CA $110
CA $247 total
includes taxes & fees
Jul 6 - Jul 7
Mary's Country Cottage Escape

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Winston-Salem
The price is CA $124
CA $289 total
includes taxes & fees
Jun 30 - Jul 1
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

Chic 2BR/2BA Near Dining & Shops

Chic 2BR/2BA Near Dining & Shops
Winston-Salem
9.6 out of 10, Exceptional, (8 reviews)
"Lovely home very close to Old Salem. We would definitely stay again!"
United States
Sharon H.
The price is CA $134
CA $381 total
includes taxes & fees
Jun 30 - Jul 1
Chic 2BR/2BA Near Dining & Shops

2-bedroom cottage in Winston Salem

2-bedroom cottage in Winston Salem
Winston-Salem
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay. Would recommend for your visit to the area."
United States
Charles G.
The price is CA $177
CA $412 total
includes taxes & fees
Jun 30 - Jul 1
2-bedroom cottage in Winston Salem

Charming 1-bedroom country getaway in serene Salisbury

Charming 1-bedroom country getaway in serene Salisbury
Salisbury
9.8 out of 10, Exceptional, (12 reviews)
"The host was communicative and the property was very enjoyable. Loved the location as well"
United States
Cody B.
The price is CA $141
CA $271 total
includes taxes & fees
Jun 30 - Jul 1
Charming 1-bedroom country getaway in serene Salisbury

The Ardmore Executive Suite

The Ardmore Executive Suite
4.0 star property
Winston-Salem
7.6 out of 10, Good, (5 reviews)
"Still very confused about payment process. Host asked me to send additional money on weird sources. But stay was great!"
United States
Daniel
The price is CA $123
CA $245 total
includes taxes & fees
Jul 14 - Jul 15
The Ardmore Executive Suite

Quit, Cozy, Pet Friendly Condo

Quit, Cozy, Pet Friendly Condo
Winston-Salem
7.8 out of 10, Good, (8 reviews)
"It was sufficient for our short term lodging needs."
United States
Stephanie
The price is CA $92
CA $319 total
includes taxes & fees
Jul 19 - Jul 20
Quit, Cozy, Pet Friendly Condo

Jude's cozy & convenient downtown studio Apt.

Jude's cozy & convenient downtown studio Apt.
High Point
8.8 out of 10, Excellent, (23 reviews)
"Everything was great!"
United States
Emily V.
The price is CA $84
CA $166 total
includes taxes & fees
Jul 5 - Jul 6
Jude's cozy & convenient downtown studio Apt.

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.
The price is CA $155
CA $473 total
includes taxes & fees
Jul 1 - Jul 2
Guest Favorite! Spacious Loft Overlooking NC Transportation Museum

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, (10 reviews)
"Wonderful way out very quiet. Everything you could need for a night or two stay would definitely come again."
United States
Jason M.
The price is CA $203
CA $371 total
includes taxes & fees
Jun 30 - Jul 1
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

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, (1 review)
"The home and location was very nice and spacious. Host was responsive. Highly recommend.We enjoyed fishing at the pond."
United States
J W.
The price is CA $135
CA $401 total
includes taxes & fees
Jun 30 - Jul 1
The Snowman Suite - newly constructed home with a water front view.

Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks

Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks
Clemmons
9.0 out of 10, Wonderful, (6 reviews)
"Good location. Nice kitchen and baths. "
United States
Holly H.
The price is CA $230
CA $454 total
includes taxes & fees
Jun 30 - Jul 1
Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks

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
The price is CA $152
CA $362 total
includes taxes & fees
Jul 1 - Jul 2
4 Beds | King | 85” TV | 5min to WSSU & Downtown
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?

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 Richard Childress Vineyards and Davidson County Historical Museum.

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.