Photo by Nikki Benson

Pinehurst Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Pinehurst holiday rentals

TV
Gene's Green - Mins from downtown!

Condo in Pinehurst

Gene's Green - Mins from downtown!
10.0 out of 10, Exceptional, (37 reviews)
"everything was wonderful"
United States
Greg W.
The price is HK$673
HK$2,857 total
includes taxes & fees
13 Jan - 14 Jan
Gene's Green - Mins from downtown!
Desk, iron/ironing board, free WiFi, bed sheets
The Lucky Lie - Entire Condo in Pinehurst

Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
9.6 out of 10, Exceptional, (52 reviews)
"It was a lovely stay at the Lucky Lie! Super clean and the beds were amazingly comfortable. Wonderful communication with the host as well."
United States
Kelly K.
The price is HK$663
HK$1,762 total
includes taxes & fees
13 Jan - 14 Jan
The Lucky Lie - Entire Condo in Pinehurst
Smart TV
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Condo in Pinehurst

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and many helpful items for our stay.Extra towels and blankets, coffee every detail was noticed and I thank you"
United States
Melissa T.
The price is HK$740
HK$1,894 total
includes taxes & fees
14 Jan - 15 Jan
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
TV
Beautiful 1 Bed Condo on Pinehurst Course No.5!

Holiday Home in Pinehurst

Beautiful 1 Bed Condo on Pinehurst Course No.5!
9.0 out of 10, Wonderful, (17 reviews)
"This property was perfect for our last minute trip to the Pinehurst area. Easy parking and great communication for easy access at check in time. We will definitely stay here again if it is available on our next trip."
United States
Michael
The price is HK$456
HK$1,484 total
includes taxes & fees
13 Jan - 14 Jan
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Free WiFi, bed sheets
Located in # 6 golf community, close to First Health Moore Regional Hospital.

Apartment in Pinehurst

Located in # 6 golf community, close to First Health Moore Regional Hospital.
10.0 out of 10, Exceptional, (68 reviews)
"Great stay in Pinehurst!"
United States
jb22901
The price is HK$507
HK$1,189 total
includes taxes & fees
30 Jan - 31 Jan
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Private kitchen
The McCaskill Cottage in the Village of Pinehurst!

Holiday Home in Old Town Pinehurst

The McCaskill Cottage in the Village of Pinehurst!
9.8 out of 10, Exceptional, (10 reviews)
"Adorable cottage! It was a great location. "
United States
Sharon B.
The price is HK$741
HK$2,193 total
includes taxes & fees
21 Jan - 22 Jan
The McCaskill Cottage in the Village of Pinehurst!
1 bedroom, desk, iron/ironing board, free WiFi
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Apartment in Pinehurst

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
10.0 out of 10, Exceptional, (66 reviews)
"Great place excellent time."
United States
Vincent M.
The price is HK$663
HK$1,603 total
includes taxes & fees
25 Jan - 26 Jan
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Dining
The Mulligan Manor - 1BR/1BA Condo in Pinehurst

Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"Excellent stay. Looking forward to coming back. "
United States
Chris H.
The price is HK$663
HK$1,780 total
includes taxes & fees
13 Jan - 14 Jan
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Outdoor dining
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Holiday Home in Pinehurst

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
2.0 star property
9.0 out of 10, Wonderful, (14 reviews)
"Great location, awesome food places & love that the golf course was right there!! Place was clean & cute "
United States
Nicole B.
The price is HK$646
HK$1,659 total
includes taxes & fees
13 Jan - 14 Jan
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Dining
The Perfect Lie in Pinehurst! A golfer's paradise!

Condo in Pinehurst

The Perfect Lie in Pinehurst! A golfer's paradise!
9.8 out of 10, Exceptional, (60 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is HK$873
HK$2,123 total
includes taxes & fees
13 Jan - 14 Jan
The Perfect Lie in Pinehurst! A golfer's paradise!
Dining
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Condo in Pinehurst

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
9.6 out of 10, Exceptional, (15 reviews)
"Great golf stay"
United States
Patrick K.
The price is HK$638
HK$2,457 total
includes taxes & fees
13 Jan - 14 Jan
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Fridge, microwave, oven, stovetop
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Condo in Pinehurst

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
9.8 out of 10, Exceptional, (37 reviews)
"Great! Nice host and place"
United States
Tim K.
The price is HK$636
HK$1,555 total
includes taxes & fees
13 Jan - 14 Jan
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Terrace/patio
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳

Holiday Home in Pinehurst

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
9.2 out of 10, Wonderful, (11 reviews)
"Perfect for our group of 5"
United States
Kim S.
The price is HK$674
HK$2,603 total
includes taxes & fees
13 Jan - 14 Jan
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
Fridge, microwave, oven, stovetop
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Holiday Home in Pine Hurst

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
10.0 out of 10, Exceptional, (50 reviews)
"Everythibg was perfect!!!"
United States
Dominic R.
The price is HK$892
HK$3,633 total
includes taxes & fees
13 Jan - 14 Jan
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Dining
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Condo in Pinehurst

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
10.0 out of 10, Exceptional, (42 reviews)
"Everything was great Location was perfect for our golf overnight!"
United States
Maria M.
The price is HK$702
HK$1,805 total
includes taxes & fees
13 Jan - 14 Jan
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pool
NEW LISTING! Pinehurst Tee Time Retreat

Condo in Pinehurst

NEW LISTING! Pinehurst Tee Time Retreat
9.8 out of 10, Exceptional, (6 reviews)
"Great location !!Great condo !!"
United States
Eric Z.
The price is HK$851
HK$2,688 total
includes taxes & fees
13 Jan - 14 Jan
NEW LISTING! Pinehurst Tee Time Retreat
Interior
2BD Pinehurst Golf Condo on Fairway of No. 3. Near Village, Resort & Fair Barn

Condo in Pinehurst

2BD Pinehurst Golf Condo on Fairway of No. 3. Near Village, Resort & Fair Barn
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic communication and responsiveness. Wonderful property. We thoroughly enjoyed our stay!"
United States
Elliott A.
The price is HK$926
HK$2,183 total
includes taxes & fees
16 Jan - 17 Jan
2BD Pinehurst Golf Condo on Fairway of No. 3. Near Village, Resort & Fair Barn
Smart TV
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

Holiday Home in West End

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
9.8 out of 10, Exceptional, (39 reviews)
"We really enjoyed staying at this property. It was clean, had everything that we needed and was very convenient to Pinehurst and Southern Pines. We are definitely planning on returning."
United States
Arlesia D.
The price is HK$783
HK$3,492 total
includes taxes & fees
13 Jan - 14 Jan
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Property grounds
Stunning Lake front views in Pinehurst with a pool!

Condo in Pinehurst

Stunning Lake front views in Pinehurst with a pool!
10.0 out of 10, Exceptional, (96 reviews)
"Great location. Spacious. Peaceful lake views. Very accommodating and responsive host."
United States
Melissa S.
The price is HK$702
HK$2,158 total
includes taxes & fees
13 Jan - 14 Jan
Stunning Lake front views in Pinehurst with a pool!
Terrace/patio
Great golf property - walking distance to Pinehurst Resort

Condo in Pinehurst

Great golf property - walking distance to Pinehurst Resort
10.0 out of 10, Exceptional, (103 reviews)
"Nice place great for golf trip"
United States
Eric M.
The price is HK$1,013
HK$2,281 total
includes taxes & fees
13 Jan - 14 Jan
Great golf property - walking distance to Pinehurst Resort
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 Pinehurst Hotel Reviews

Comfort Inn Pinehurst - Southern Pines

Comfort Inn Pinehurst - Southern Pines

10/10 Excellent
"clean big room"
Harley 1-night trip
Posted 5 days ago
Comfort Inn Pinehurst - Southern Pines

Find out more about Pinehurst

Search for holiday rentals in Pinehurst on Expedia! You can easily find your home rentals, villas, holiday apartments in Pinehurst using one of the methods below:

  • View our selection of featured holiday rentals in Pinehurst
  • Use the map to find apartments and other holiday homes in the Pinehurst neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pinehurst while they last

Look no further and take a look at our great range of rental properties in Pinehurst!

Frequently asked questions

Can I find holiday rentals in Pinehurst?

Yes, there are holiday rentals close to the most popular sights in Pinehurst, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Pinehurst. Make sure you have time to check out the golf courses and gardens during your trip.

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

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table: This highly rated holiday home rental in Pinehurst is located next to a golf course, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and an arcade/games room. Some other top choices in Pinehurst are Large House w/ Private pool - perfect for Golfing Groups 12 beds and Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub.

How many holiday rentals are there in Pinehurst?

With 247 Expedia holiday rentals, you're guaranteed to find just the right place for your Pinehurst stay.

What can I see and do in Pinehurst?

Pinehurst Lake and Reservoir Park are a couple of lovely local spots to get outside and enjoy nature. Pinehurst Resort and Pinehurst No. 9 are other places to visit while you're in town.

What are holiday rentals like in Pinehurst?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pinehurst. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.