Pinecrest Holiday Rentals

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Holiday Rentals in Pinecrest

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (107)
"Fine stay"
Cozy guest suite in Winston Salem

Quiet, newly renovated. Near everything!

9.6 out of 10, Exceptional, (5)
"Wonderful property in a quiet, safe neighborhood within 10 minutes of almost everything in Winston-Salem. Good walking area (albeit hilly). Home was recently renovated with a very nice kitchen and bathrooms, one with a walk-in shower. Owner has stocked almost every amenity under the sun from K-Cups with creamer, sugar and Sweet and Low to wrapped toothbrushes and toothpaste, shampoo, body wash, and conditioner. Frequent travelers will even appreciate the high quality of the toilet paper...
The price is AU$421
includes taxes & fees
9 Mar - 10 Mar
Quiet, newly renovated. Near everything!

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

10.0 out of 10, Exceptional, (28)
"Clean. Backyard is cool. Fenced in but if you have an escape artist dog I wouldn’t leave them out there unattended. Lots of cats around fyi"
The price is AU$373
includes taxes & fees
3 Mar - 4 Mar
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Lakefront Home with Saltwater Pool, Hot Tub, Firepit, Kayaks. Pet Friendly

10.0 out of 10, Exceptional, (31)
"This place had all of the convenience of home and then some. Beautiful sun room that overlooks the pool area and river. Our stay was short so we did not get a chance to use the hot tub but it was sanitized and ready to go. Very nice neighborhood. Kevin was very quick to respond and super accommodating. We would highly recommend this property. "
Lakefront Home with Saltwater Pool, Hot Tub, Firepit, Kayaks. Pet Friendly

The Farmhouse Retreat near Furniture Mkt and HPU

9.6 out of 10, Exceptional, (41)
"We had a great stay. Beautiful home, very clean and owners were very accommodating! We will be back in the future! "
The price is AU$569
includes taxes & fees
13 Mar - 14 Mar
The Farmhouse Retreat near Furniture Mkt and HPU

Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

9.8 out of 10, Exceptional, (132)
"Wonderful time!"
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

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

10.0 out of 10, Exceptional, (3)
"House was clean and well organized. We were visiting colleges and the house is in a great location for visiting Wake Forest and still have quick access to the interstate for visiting other nearby schools from the same house. "
The price is AU$420
includes taxes & fees
2 Mar - 3 Mar
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

The Ardmore Executive Suite

3.5 star property
The price is AU$346
includes taxes & fees
9 Mar - 10 Mar
The Ardmore Executive Suite

Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

10.0 out of 10, Exceptional, (49)
"This property is lovely, clean, and spacious. This was our second stay and will definitely return."
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem

The Lakeview House - access to pier/dock, fire pit and lake access

9.8 out of 10, Exceptional, (102)
"This property was perfect for visiting the area to watch family members play baseball. The house is spacious and well equipped for what you need. Alfred is great to work answering questions and providing information. Definitely would book again when back in the area."
The Lakeview House - access to pier/dock, fire pit and lake access

The Hot Tub Hideaway

9.8 out of 10, Exceptional, (13)
"We really enjoyed our stay in the tiny home. It wasn't so small we were in each other's way and really enjoyed our weekend away here"
The price is AU$434
includes taxes & fees
2 Mar - 3 Mar
The Hot Tub Hideaway

Lakefront w/Game Room, Kayaks and More!

10.0 out of 10, Exceptional, (19)
"The house was beautiful and a great location"
Lakefront w/Game Room, Kayaks and More!

A Slice of Salisbury, Pool,Hot Tub, 10 acres

A Slice of Salisbury, Pool,Hot Tub, 10 acres

Enjoy the beautiful sunsets and lake views from every room and deck!

10.0 out of 10, Exceptional, (129)
"beautiful views all around, it was a perfect getaway to unwind clear your head. The kids loved it and even though we were there in the winter and were unable to enjoy the lake to the fullest the view was outstanding. The house was perfectly laid out for a family function with plenty of room. We truly enjoyed ourselves and it was perfect"
Enjoy the beautiful sunsets and lake views from every room and deck!

Adorable 3 bed+ 2 bath home @ High Rock Lake

9.6 out of 10, Exceptional, (24)
"My son and I were looking for a quiet getaway to do some songwriting, reading, and just chilling around the fire pit. This place was perfect. We had a tiny glitch with the lock at check-in, but it was resolved immediately. We would absolutely consider renting here again!"
Adorable 3 bed+ 2 bath home @ High Rock Lake

2-Bedroom Walk-up Apartment on the Bonaparte Castle Estate.

9.8 out of 10, Exceptional, (7)
"This place was perfect for a couples weekend. It was very clean and the rooms are decorated nicely. Host was very responsive with requests /questions. Will absolutely stay here again."
The price is AU$375
includes taxes & fees
1 Apr - 2 Apr
2-Bedroom Walk-up Apartment on the Bonaparte Castle Estate.

The Red Door Cabin

10.0 out of 10, Exceptional, (11)
"Perfect place to stay off the beaten path. Beautiful cabin for a weekend getaway. "
The price is AU$434
includes taxes & fees
2 Mar - 3 Mar
The Red Door Cabin

Shalimar Estates @ Emerywood and Downtown/HPU

9.6 out of 10, Exceptional, (9)
"I picked this place for me and my friends to all come together to celebrate my birthday; we live all over the place, so High Point was a good halfway point for us all. The home was gorgeous and very spacious! There wasn't a moment where we felt like there weren't enough things to do. It was an amazing place and there's a lot of care put into this home."
The price is AU$1,823
includes taxes & fees
1 Apr - 2 Apr
Shalimar Estates @ Emerywood and Downtown/HPU

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

10.0 out of 10, Exceptional, (11)
"Very clean, pretty, and close to few restaurants and stores. Had a great time. we are in our 60's but the steps to the upper loft did not bother us but we where only there for two nights. Great place to say to visit downtown. No TV but it was nice to just relax. I would stay here again."
The price is AU$416
includes taxes & fees
2 Mar - 3 Mar
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Cozy Townhome in a Great Location

9.8 out of 10, Exceptional, (22)
"Check in was very easy convenient. House was exactly as described, very welcoming felt like being at home. Will definitely be back. "
Cozy Townhome in a Great Location
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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Other types of properties in Pinecrest you may be interested in

Comfort Suites Hanes Mall

2.5 star property
8.8 out of 10, Excellent, (1002)
"Staff at desk , was very friendly."
The price is AU$161
includes taxes & fees
23 Mar - 24 Mar
Comfort Suites Hanes Mall

La Quinta Inn & Suites by Wyndham Winston-Salem

2.5 star property
7.0 out of 10, Good, (1003)
"Very smooth check in. Friendly professional staff helpful & accommodating"
The price is AU$155
includes taxes & fees
9 Mar - 10 Mar
La Quinta Inn & Suites by Wyndham Winston-Salem

Springhill Suites by Marriott Winston-Salem Hanes Mall

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Check-in was slow. I had to find someone after 5 minutes of waiting. Everything else was fine. Loved the hotel. will stay here every time I'm in W-S."
The price is AU$194
includes taxes & fees
9 Mar - 10 Mar
Springhill Suites by Marriott Winston-Salem Hanes Mall
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.

Frequently asked questions

Can I find a holiday rental in Pinecrest?

Yes, there are holiday rentals close to the most popular sights in Pinecrest, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pinecrest has to offer?

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!: This holiday home rental outside of Pinecrest is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

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 wider area, you’ll find Richard Childress Vineyards and Weathervane Winery.

What’s a holiday rental in Pinecrest like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pinecrest. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.