Photo by Eric Mondres

Holiday Rentals in Southern Pines

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Holiday Rentals in Southern Pines

Peaceful Southern Pines Home w/ Pool + Yard!
9.6 out of 10, Exceptional, (29)
"My family and I thoroughly enjoyed our stay here. Pristine, spacious and comfortable. "
Peaceful Southern Pines Home w/ Pool + Yard!
Hot Tub Golf Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
10.0 out of 10, Exceptional, (3)
"Had a very enjoyable stay at this house in Southern Pines. Location was perfect for taking walks into town for dining, shopping and exploring. Having the bikes to use was a bonus. The yard was beautiful and peaceful and the hot tub was a lot of fun and very relaxing. The interior was clean and decorated nicely. The layout of the house feels a little disjointed. Would be great to have furnishings in the room with the fireplace. Disappointed we couldn’t use that room or the fireplace. And maybe...
Hot Tub Golf Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
Cottage on Ridge- Short & Extended Stays
9.8 out of 10, Exceptional, (20)
"Nice little place, not far from downtown Southern Pines "
The price is €176
includes taxes & fees
4 Dec - 5 Dec
Cottage on Ridge- Short & Extended Stays
Loft Cottage on Ridge<br>? Short & Extended Stays?
10.0 out of 10, Exceptional, (13)
"Meghan was a wonderful host! She responded to every question very quickly. We enjoyed our stay. The loft cottage was adorable and in a perfect location. I would definitely stay here again when I come back to North Carolina! Super cute decor….. "
The price is €133
includes taxes & fees
6 Nov - 7 Nov
Loft Cottage on Ridge<br>? Short & Extended Stays?
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
10.0 out of 10, Exceptional, (3)
"Beautiful home. Location was peaceful and quiet. "
The price is €287
includes taxes & fees
6 Nov - 7 Nov
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Beautiful 1920's Craftsman-Downtown Southern Pines
10.0 out of 10, Exceptional, (52)
"We came into southern pines to visit friends and family. The cottage was in a great location and very clean "
The price is €297
includes taxes & fees
5 Nov - 6 Nov
Beautiful 1920's Craftsman-Downtown Southern Pines
The Pinecone Cottage - a Southern Pines escape
10.0 out of 10, Exceptional, (1)
"Great house and location. Host was very accommodating. "
The Pinecone Cottage - a Southern Pines escape
Upstairs at the Estate - Across from SP Golf Club
9.8 out of 10, Exceptional, (20)
"Great location for this well appointed and super comfortable property!"
The price is €178
includes taxes & fees
5 Nov - 6 Nov
Upstairs at the Estate - Across from SP Golf Club
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
10.0 out of 10, Exceptional, (34)
"The house was perfect. We had no idea this place had so much history! Plenty of room for our 14 guests, both inside (Dining table sat all of us comfortably too!) and on the back patio/yard. The owner was helpful and sent a message during our stay, to see if we needed anything. You won’t be disappointed. We found a gem and will definitely book this again in the future. "
The price is €1,018
includes taxes & fees
17 Nov - 18 Nov
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Suite Cypress Golf Hideaway. Minutes from Downtown
9.4 out of 10, Exceptional, (14)
"The townhouse is an end unit which provides additional privacy. It was furnished nicely and was neat and clean. The check in and out processes were easy. Overall, this is a great rental close to many golf courses, restaurants, and shopping."
The price is €338
includes taxes & fees
24 Nov - 25 Nov
Suite Cypress Golf Hideaway. Minutes from Downtown
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
10.0 out of 10, Exceptional, (34)
"Great location near downtown Southern Pines, spacious with lovely screened porch. Would stay here again. "
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Cozy Southern Pines Retreat 1 Mi to Downtown!
9.2 out of 10, Wonderful, (13)
"Loved the home! Decor was beautiful. Felt like home away from home! Great location. The added touch of fresh flowers were so sweet. The only thing that I would change would be to add a TV in any bedroom for the littles to watch because papaw bored them with news and football when they couldn’t go outside! "
Cozy Southern Pines Retreat 1 Mi to Downtown!
Downtown Townhome; Walk to Dine & Shop on Broad St
9.8 out of 10, Exceptional, (56)
"We stayed at a house that was three bedrooms and 2 1/2 bath. There was also a two car garage. Everything was very clean. We had everything we needed for our stay and I can’t wait to go back. The location was in walking distance to down town Southern Pines. It was just what we were looking for. "
Downtown Townhome; Walk to Dine & Shop on Broad St
Historic Home w/hot tub, steps from everything!
10.0 out of 10, Exceptional, (18)
"Beautiful and spotless historic home located in a very central location with lots of things to do. The owner was incredibly helpful, and made our stay even more special. Would definitely re-book for future trip"
The price is €636
includes taxes & fees
2 Dec - 3 Dec
Historic Home w/hot tub, steps from everything!
Downtown So. Pines - sleeps 8, walk to town.
10.0 out of 10, Exceptional, (12)
"Great place to stay for our family. Grandkids loved the large yard. Place looked recently remodeled. Very clean; comfortable beds; good kitchen. Definitely would stay again."
The price is €280
includes taxes & fees
13 Nov - 14 Nov
Downtown So. Pines - sleeps 8, walk to town.
Southern Pines Getaway w/Theater, Fire Pit & Pool
10.0 out of 10, Exceptional, (15)
"Six guys in year 25 of annual golf trip. Host was responsive and the property was perfect for us. Great location near several good courses and close to Southern Pines restaurants. Would book again. "
Southern Pines Getaway w/Theater, Fire Pit & Pool
SoPi Cottage - Walk to Town - King Bed
10.0 out of 10, Exceptional, (24)
"Great house, location, amenities and communication. Will definitely book again. "
SoPi Cottage - Walk to Town - King Bed
The Pine Needles Haven, < .5miles from Pine Needles Golf Course! - Monthly!
10.0 out of 10, Exceptional, (6)
"Very nicely remodeled and decorated. Water and snacks upon arrival. Even shower amenities in the bathroom. Super clean and comfortable. I don't know if it was just me, but the digital key pad was a little tricky to initially light up to see the numbers. The only feedback I have to give is to include information about the other rentals on the property and to mark designated areas for parking for each rental. When I pulled up there were two cars in the driveway, spread out, taking up most of the...
The Pine Needles Haven, < .5miles from Pine Needles Golf Course! - Monthly!
Cozy Southern Pines Retreat 1 Mi to Downtown!
2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
"Peace On Wheels" Sleeps 4 Comfortably w/Outside Entertainment
10.0 out of 10, Exceptional, (1)
"Had a short 2 night stay. Host was extremely helpful in arranging entire camping experience."
"Peace On Wheels" Sleeps 4 Comfortably w/Outside Entertainment
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 Southern Pines you may be interested in

SureStay Plus Hotel by Best Western Southern Pines Pinehurst
2.5 star property
7.6 out of 10, Good, (910)
"Continental breakfast=cold breakfast"
The price is €71
includes taxes & fees
12 Nov - 13 Nov
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst
2.0 star property
7.6 out of 10, Good, (895)
"We have used the property in the past. No problems"
The price is €71
includes taxes & fees
6 Nov - 7 Nov
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst
Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (741)
"As good as advertised"
The price is €116
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel
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

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?

Peaceful Southern Pines Home w/ Pool + Yard!: This highly rated holiday home rental in Southern Pines offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable 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.

How many holiday rentals are there in Southern Pines?

With 92 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?

Explore the area and cultural attractions such as Seagrove Pottery of the Sandhills, or visit one of the family-friendly sights such as Carolina Horse Park. Other places in town to visit include Pine Needles Golf Club and Pinehurst No. 9.

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.