Pinecrest Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Pinecrest

Jude's cozy & convenient downtown studio Apt.

9.0 out of 10, Wonderful, (4)
"Lovely place, host, and location in town!"
The price is ¥7,897
¥16,323 total
includes taxes & fees
Jul 20 - Jul 21
Jude's cozy & convenient downtown studio Apt.

Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

8.8 out of 10, Excellent, (21)
"This was in a great location for us while visiting our son for family weekend at High Point. The house is extremely comfortable and clean with everything we needed. Thank you! "
The price is ¥14,930
¥37,826 total
includes taxes & fees
Jul 15 - Jul 16
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

Hidden Gem

The price is ¥85,550
¥129,106 total
includes taxes & fees
Jul 22 - Jul 23
Hidden Gem

Clean Comfy Cottage - Near Downtown High Point Furniture Market, Hospitals & HPU

10.0 out of 10, Exceptional, (1)
"All in all a great experience. Had a few minor issues upon arrival but Sam our host took care of everything. House had everything we needed for our weekend celebration of our daughter’s High Point University commencement."
The price is ¥46,797
¥97,943 total
includes taxes & fees
Jul 22 - Jul 23
Clean Comfy Cottage - Near Downtown High Point Furniture Market, Hospitals & HPU

Spacious Townhouse In High Point Near HPU & Furniture Market

2.0 star property
9.4 out of 10, Exceptional, (6)
"Thank you "
The price is ¥15,136
¥43,515 total
includes taxes & fees
Jul 21 - Jul 22
Spacious Townhouse In High Point Near HPU & Furniture Market

Game room, great for families, centrally located in Piedmont Triad

10.0 out of 10, Exceptional, (2)
"Our team of interior designers stayed at this home while in the area for High Point Market. It was clean and comfortable, and Michelle was a wonderful host - incredibly responsive. "
The price is ¥26,650
¥62,251 total
includes taxes & fees
Jul 13 - Jul 14
Game room, great for families, centrally located in Piedmont Triad

Lakefront cottage- RAMP ACCESS, gas fire pit, hammock, kayaks & gorgeous views!

3.0 star property
10.0 out of 10, Exceptional, (14)
"We had an amazing time at this cute and cozy lake house! It is obvious that Brad and Jen put a lot of love and care into everything! We cant wait to come back!"
The price is ¥30,930
¥67,679 total
includes taxes & fees
Jul 23 - Jul 24
Lakefront cottage- RAMP ACCESS, gas fire pit, hammock, kayaks & gorgeous views!

Three bedroom 5 minutes to state university & town, 10 min to baptist hospital

8.4 out of 10, Very Good, (14)
"I loved everything about this property."
The price is ¥9,871
¥29,663 total
includes taxes & fees
Jul 21 - Jul 22
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital

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

10.0 out of 10, Exceptional, (1)
"We enjoyed our short stay, house is very cute and cozy and well put together "
The price is ¥13,061
¥33,974 total
includes taxes & fees
Jul 14 - Jul 15
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

The Lexington Wall, Lexington nc

8.0 out of 10, Very Good, (1)
"Shower's should have something for no slip in shower. No bath rug, toilet paper holder was broke, no hot water in kitchen sink. If I wanted to use dishwasher no soap. Wasn't told what our key pad was. The text I received was enjoy our stay & numbers . So I guessed the 4 numbers & it worked. It was a good stay but little things . "
The price is ¥19,189
¥42,833 total
includes taxes & fees
Jul 14 - Jul 15
The Lexington Wall, Lexington nc

1 king/2queen bd home next to big park

7.4 out of 10, Good, (16)
"Very spacious in a great location for our needs."
The price is ¥10,398
¥28,111 total
includes taxes & fees
Jul 20 - Jul 21
1 king/2queen bd home next to big park

Hartman Casita! Quiet neighborhood.1 king Bed!

9.8 out of 10, Exceptional, (18)
"From beginning to end everything has been great "
The price is ¥31,137
¥71,811 total
includes taxes & fees
Aug 9 - Aug 10
Hartman Casita! Quiet neighborhood.1 king Bed!

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

9.8 out of 10, Exceptional, (39)
"We had a great stay! The property manager had great communication and it was very clean! "
The price is ¥19,611
¥36,538 total
includes taxes & fees
Jul 20 - Jul 21
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

9.6 out of 10, Exceptional, (15)
"Wonderful stay! "
The price is ¥16,452
¥34,290 total
includes taxes & fees
Jul 11 - Jul 12
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Updated 1BR cottage on private acre+ lot

10.0 out of 10, Exceptional, (5)
"The place was supuer nice and clean! "
The price is ¥6,821
¥18,805 total
includes taxes & fees
Jul 14 - Jul 15
Updated 1BR cottage on private acre+ lot

Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

9.4 out of 10, Exceptional, (12)
"This space was perfect for three friends in town for a quick overnight stay. Plenty of space for everyone, very clean and well equipped."
The price is ¥13,205
¥38,225 total
includes taxes & fees
Jul 13 - Jul 14
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

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

10.0 out of 10, Exceptional, (33)
"The property was exactly as described and the hosts were extremely responsive and helpful!"
The price is ¥34,549
¥62,472 total
includes taxes & fees
Jul 16 - Jul 17
Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV

Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

10.0 out of 10, Exceptional, (19)
"We very much enjoyed the tranquility of the property. Everything was perfect and we were able to enjoy the beautiful sunrise and sunset "
The price is ¥34,549
¥62,472 total
includes taxes & fees
Jul 16 - Jul 17
Lakefront Retreat: Kayaks, Dock, Fire Pit & Grill

Winston Salem: Heated Pool, Arcade, & Jacuzzis

The price is ¥49,356
¥94,654 total
includes taxes & fees
Jul 13 - Jul 14
Winston Salem: Heated Pool, Arcade, & Jacuzzis

3-bedroom house in charming Winston-Salem with WiFi and AC!

The price is ¥20,327
¥43,130 total
includes taxes & fees
Jul 20 - Jul 21
3-bedroom house in charming Winston-Salem with WiFi and AC!
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.
Save an average of 15% on thousands of hotels when you're signed in

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 The Candy Factory, or get out into nature at a spot like Radcliff Park. In the larger area, you’ll find Richard Childress Vineyards and Weathervane Winery.

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.