Southern Pines Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Southern Pines holiday rentals

Free WiFi, bed sheets

Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (68 reviews)
"Great stay in Pinehurst!"
United States
jb22901
The price is HK$508
HK$1,192 total
includes taxes & fees
8 Feb - 9 Feb
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Dining

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.6 out of 10, Exceptional, (16 reviews)
"Great golf stay"
United States
Patrick K.
The price is HK$640
HK$2,577 total
includes taxes & fees
3 Feb - 4 Feb
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Desk, iron/ironing board, free WiFi, bed sheets

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
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$664
HK$1,854 total
includes taxes & fees
3 Feb - 4 Feb
The Lucky Lie - Entire Condo in Pinehurst
Fridge, microwave, oven, stovetop

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (37 reviews)
"Great place.. would stay again. "
United States
Jean B.
The price is HK$615
HK$1,543 total
includes taxes & fees
6 Feb - 7 Feb
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Dining

Knollwood Manor - The Historic Mid Pines Mansion

Knollwood Manor - The Historic Mid Pines Mansion
Southern Pines
10.0 out of 10, Exceptional, (37 reviews)
"The place was just outstanding. The whole family and friend group loved it. "
United States
Galen M.
The price is HK$3,157
HK$6,500 total
includes taxes & fees
3 Feb - 4 Feb
Knollwood Manor - The Historic Mid Pines Mansion
Smart TV, books

The Loft and Mane Cottage - Romantic Getaway

The Loft and Mane Cottage - Romantic Getaway
Pinebluff
10.0 out of 10, Exceptional, (5 reviews)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
United States
keith F.
The price is HK$697
HK$2,106 total
includes taxes & fees
3 Feb - 4 Feb
The Loft and Mane Cottage - Romantic Getaway
TV

Gene's Green - Mins from downtown!

Gene's Green - Mins from downtown!
Pinehurst
10.0 out of 10, Exceptional, (40 reviews)
"everything was wonderful"
United States
Greg W.
The price is HK$675
HK$2,873 total
includes taxes & fees
3 Feb - 4 Feb
Gene's Green - Mins from downtown!
Private kitchen

The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
9.8 out of 10, Exceptional, (10 reviews)
"Adorable cottage! It was a great location. "
United States
Sharon B.
The price is HK$599
HK$2,028 total
includes taxes & fees
3 Feb - 4 Feb
The McCaskill Cottage in the Village of Pinehurst!
Outdoor dining

Newly Renovated Property.

Newly Renovated Property.
Pinehurst
10.0 out of 10, Exceptional, (133 reviews)
"Great place"
United States
Darron G.
The price is HK$977
HK$2,260 total
includes taxes & fees
6 Feb - 7 Feb
Newly Renovated Property.
1 bedroom, desk, iron/ironing board, free WiFi

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (67 reviews)
"Great place excellent time."
United States
Vincent M.
The price is HK$608
HK$1,534 total
includes taxes & fees
4 Feb - 5 Feb
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Property grounds

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (74 reviews)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is HK$938
HK$1,713 total
includes taxes & fees
3 Feb - 4 Feb
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Dining

The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (60 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is HK$875
HK$2,128 total
includes taxes & fees
7 Feb - 8 Feb
The Perfect Lie in Pinehurst! A golfer's paradise!
Exterior

Kenwood Villa - Spectacular Golf Views - Sleeps 22

Kenwood Villa - Spectacular Golf Views - Sleeps 22
Pinehurst
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful and clean property. Great stay "
United States
Bjorn M.
The price is HK$6,485
HK$11,340 total
includes taxes & fees
3 Feb - 4 Feb
Kenwood Villa - Spectacular Golf Views - Sleeps 22
Dining

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
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$703
HK$1,907 total
includes taxes & fees
3 Feb - 4 Feb
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Terrace/patio

Historic Home w/hot tub, steps from everything!

Historic Home w/hot tub, steps from everything!
Southern Pines
9.8 out of 10, Exceptional, (26 reviews)
"We went for a golf trip to Mid Pines with two other couples. The host was great and the house was perfect."
United States
Carl B.
The price is HK$3,516
HK$7,390 total
includes taxes & fees
3 Feb - 4 Feb
Historic Home w/hot tub, steps from everything!
Living area

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
The price is HK$321
HK$1,422 total
includes taxes & fees
10 Feb - 11 Feb
Studio Seven at Pine Valley
Fridge, microwave, oven, stovetop

Private Home in Pinehurst - Super close to the resort and The Village

Private Home in Pinehurst - Super close to the resort and The Village
Pinehurst
10.0 out of 10, Exceptional, (8 reviews)
"This was a clean house, great stay"
United States
Grace O.
The price is HK$2,075
HK$4,967 total
includes taxes & fees
3 Feb - 4 Feb
Private Home in Pinehurst - Super close to the resort and The Village
Dining

The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"Excellent stay. Looking forward to coming back. "
United States
Chris H.
The price is HK$664
HK$1,854 total
includes taxes & fees
3 Feb - 4 Feb
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Exterior

Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
Pinehurst
9.8 out of 10, Exceptional, (37 reviews)
"Great stay for golf team "
United States
Scott K.
The price is HK$6,251
HK$10,542 total
includes taxes & fees
3 Feb - 4 Feb
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
Terrace/patio

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
Pinehurst
9.2 out of 10, Wonderful, (11 reviews)
"Perfect for our group of 5"
United States
Kim S.
The price is HK$676
HK$2,618 total
includes taxes & fees
3 Feb - 4 Feb
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
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

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

10/10 Excellent
"Nice staff. Room overall was pretty nice and clean. "
Jody 1-night trip
Posted 8 days ago
SureStay Plus Hotel by Best Western Southern Pines Pinehurst

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:

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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 81 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 Mid Pines Golf Club and Pine Needles 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.