Photo by Eric Mondres

Southern Pines Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Southern Pines holiday rentals

Property grounds
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, (67)
"Great stay in Pinehurst!"
United States
jb22901
The price is HK$506
HK$1,187 total
includes taxes & fees
2 Jan - 3 Jan 2026
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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, (50)
"Very nice stay. Communication with the owner was A. Highly recommend!"
United States
Sonia I.
The price is HK$661
HK$1,812 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Lucky Lie - Entire Condo in 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, (64)
"Great place excellent time."
United States
Vincent M.
The price is HK$635
HK$1,511 total
includes taxes & fees
21 Dec - 22 Dec
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Interior
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)
"Great golf stay"
United States
Patrick K.
The price is HK$637
HK$2,490 total
includes taxes & fees
21 Dec - 22 Dec
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Fridge, microwave, oven, stovetop
The Cottage at Knollwood Manor

Cottage in West Southern Pines

The Cottage at Knollwood Manor
2.0 star property
9.8 out of 10, Exceptional, (14)
"Love it, was perfect for us. "
United States
Creative Technical Solutions
The price is HK$677
HK$1,556 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Cottage at Knollwood Manor
3 bedrooms, WiFi, bed sheets
Gene's Green - Mins from downtown!

Condo in Pinehurst

Gene's Green - Mins from downtown!
10.0 out of 10, Exceptional, (37)
"Loved Gene’s Greens! Roomy kitchen and master bedroom. Great location. Condo was perfect for our family!"
United States
Kaylan L.
The price is HK$723
HK$2,832 total
includes taxes & fees
20 Dec - 21 Dec
Gene's Green - Mins from downtown!
Property grounds
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Apartment in Southern Pines

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
9.8 out of 10, Exceptional, (73)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is HK$934
HK$1,626 total
includes taxes & fees
21 Dec - 22 Dec
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Fridge, microwave, oven, stovetop
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, (58)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is HK$871
HK$2,054 total
includes taxes & fees
20 Dec - 21 Dec
The Perfect Lie in Pinehurst! A golfer's paradise!
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, (36)
"Great! Nice host and place"
United States
Tim K.
The price is HK$635
HK$1,511 total
includes taxes & fees
23 Dec - 24 Dec
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
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, (9)
"It was a perfect stay. It had everything I needed. Hosts were great communicators. Perfect for a short stay in pinehurst and close to the hospital and downtown. Will stay there again if I am in town. "
United States
Denise
The price is HK$739
HK$2,140 total
includes taxes & fees
21 Dec - 22 Dec
The McCaskill Cottage in the Village of Pinehurst!
Interior
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Apartment in Pinehurst

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
10.0 out of 10, Exceptional, (6)
"My family and I really enjoyed our stay. We would book again when we return for a future trip to Pinehurst. "
United States
RANDY H.
The price is HK$639
HK$2,014 total
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Fridge, microwave, oven, stovetop
11 E Pinehurst Manor

Condo in Pinehurst

11 E Pinehurst Manor
9.6 out of 10, Exceptional, (54)
"Nice place "
United States
john w.
The price is HK$747
HK$1,727 total
includes taxes & fees
4 Jan - 5 Jan 2026
11 E Pinehurst Manor
Property grounds
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)
"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$975
HK$3,562 total
includes taxes & fees
21 Dec - 22 Dec
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Property grounds
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Apartment in Southern Pines

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
10.0 out of 10, Exceptional, (56)
"Tanglewood Farm B&B is wonderful! From the tranquil setting to the cozy apartment to the horses and free range chickens to the delicious quiche and weekend breakfast, 10/10 recommend!"
United States
Jean P.
The price is HK$1,011
HK$1,749 total
includes taxes & fees
7 Jan - 8 Jan 2026
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Outdoor dining
The Tin Cup on Pinehurst #5

Holiday Home in Pinehurst

The Tin Cup on Pinehurst #5
9.6 out of 10, Exceptional, (38)
"Host was accommodating as needed and fantastic location"
United States
Jan R.
The price is HK$958
HK$3,544 total
includes taxes & fees
21 Dec - 22 Dec
The Tin Cup on Pinehurst #5
Smart TV
Putt in the Pines

Holiday Home in Aberdeen

Putt in the Pines
9.8 out of 10, Exceptional, (17)
"We needed a stop on our way to the beach and picked Putt in the Pines because of the location and accommodating us having our dog. Everything was very nice and a lot more relaxing than a hotel. "
United States
Bob M.
Putt in the Pines
Terrace/patio
Loft Cottage on Ridge<br>? Short & Extended Stays?

Holiday Home in Southern Pines

Loft Cottage on Ridge<br>? Short & Extended Stays?
10.0 out of 10, Exceptional, (29)
"Great little place. Great location. "
United States
Lorie T.
The price is HK$482
HK$1,106 total
includes taxes & fees
21 Dec - 22 Dec
Loft Cottage on Ridge<br>? Short & Extended Stays?
Interior
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)
"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$735
HK$1,767 total
includes taxes & fees
20 Dec - 21 Dec
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Interior
NEW! Pinehurst Eight Sleeps 10!

Holiday Home in Pine Hurst

NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (93)
"This is a great house to stay at when in Pinehurst. Our family enjoyed our stay."
United States
Robert D.
The price is HK$1,159
HK$3,791 total
includes taxes & fees
21 Dec - 22 Dec
NEW! Pinehurst Eight Sleeps 10!
Private kitchen
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!

Apartment in Southern Pines

The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
10.0 out of 10, Exceptional, (9)
"Walkable to downtown and perfect weekend getaway location!"
United States
Scott B.
The price is HK$958
HK$2,790 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
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 Southern Pines Hotel Reviews

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

10/10 Excellent
"Clean, comfortable room and delicious breakfast too!"
Deborah 2-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Southern Pines by IHG

Find out more about Southern Pines

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

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

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

Frequently asked questions

Are there holiday rentals in Southern Pines?

Yes, there are holiday rentals close to the most popular sights in Southern Pines, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.

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

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst: This highly rated holiday home rental in Southern Pines offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Southern Pines?

With 84 Expedia holiday rentals, you're guaranteed to find just the right place for your Southern Pines stay.

What can I see and do in Southern Pines?

Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Southern Pines Golf Club and Mid Pines Golf Club.

What are holiday rentals like in Southern Pines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southern Pines. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.