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
9 Feb - 10 Feb
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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$2,115 total
includes taxes & fees
9 Feb - 10 Feb
The Loft and Mane Cottage - Romantic Getaway
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
10 Feb - 11 Feb
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
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
9 Feb - 10 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$680
HK$1,845 total
includes taxes & fees
19 Feb - 20 Feb
The Lucky Lie - Entire Condo in Pinehurst
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$2,145 total
includes taxes & fees
9 Feb - 10 Feb
The Perfect Lie in Pinehurst! A golfer's paradise!
Exterior detail

The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (17 reviews)
"Love it, was perfect for us. "
United States
Creative Technical Solutions
The price is HK$625
HK$1,513 total
includes taxes & fees
11 Feb - 12 Feb
The Cottage at Knollwood Manor
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$1,722 total
includes taxes & fees
17 Feb - 18 Feb
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Property grounds

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (57 reviews)
"Very adorable. Wish we could have stayed longer!"
United States
Anonymous traveller
The price is HK$1,016
HK$1,757 total
includes taxes & fees
9 Feb - 10 Feb
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Interior

11 E Pinehurst Manor

11 E Pinehurst Manor
Pinehurst
9.6 out of 10, Exceptional, (54 reviews)
"Nice place "
United States
john w.
The price is HK$742
HK$1,734 total
includes taxes & fees
9 Feb - 10 Feb
11 E Pinehurst Manor
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)
"All was very good. Communications with the host were excellent."
United States
Catherine S.
The price is HK$641
HK$1,580 total
includes taxes & fees
23 Feb - 24 Feb
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
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
18 Feb - 19 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
10.0 out of 10, Exceptional, (11 reviews)
"Adorable cottage! It was a great location. "
United States
Sharon B.
The price is HK$667
HK$2,122 total
includes taxes & fees
18 Feb - 19 Feb
The McCaskill Cottage in the Village of Pinehurst!
Fridge, microwave, oven, stovetop

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (7 reviews)
"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$577
HK$2,012 total
includes taxes & fees
9 Feb - 10 Feb
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
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$1,872 total
includes taxes & fees
9 Feb - 10 Feb
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Property grounds

Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (32 reviews)
"We had a one night stay in this lovely loft. It was very clean and nicely appointed. The location was great for walking to town."
United States
Melissa D.
The price is HK$484
HK$1,115 total
includes taxes & fees
16 Feb - 17 Feb
Loft Cottage on Ridge<br>? Short & Extended Stays?
Exterior

Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (36 reviews)
"Check in was smooth, clean, spacious, beds were comfortable"
United States
Christine M.
The price is HK$711
HK$1,587 total
includes taxes & fees
2 Mar - 3 Mar
Upstairs at the Estate - Across from SP Golf Club
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
9 Feb - 10 Feb
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Fridge, microwave, oven, stovetop

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (93 reviews)
"Great house, great location, wonderful value!"
United States
Joachim S.
The price is HK$844
HK$3,594 total
includes taxes & fees
9 Feb - 10 Feb
NEW! Pinehurst Eight Sleeps 10!
Outdoor dining

Newly Renovated Property.

Newly Renovated Property.
Pinehurst
10.0 out of 10, Exceptional, (134 reviews)
"Great place"
United States
Darron G.
The price is HK$977
HK$2,269 total
includes taxes & fees
9 Feb - 10 Feb
Newly Renovated Property.
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 2 weeks 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 82 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.