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Southern Pines Holiday Rentals

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Check prices for these dates

Tonight
1 Nov - 2 Nov
Tomorrow
2 Nov - 3 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Holiday Rentals in Southern Pines

Fridge, microwave, oven, stovetop
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
9.8 out of 10, Exceptional, (16)
"Renting this property was an awesome experience for my mother’s 80th birthday celebration"
United States
Philip & Della H.
The price is HK$9,323
HK$14,273 total
includes taxes & fees
10 Nov - 11 Nov
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Fridge, microwave, oven, stovetop
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
10.0 out of 10, Exceptional, (46)
"We had a great stay while our daughters were showing at the Carolina horse Park, which was about 15 minutes away. It was the perfect location! It was very clean and comfortable and had everything we needed! We would stay again next time!"
United States
Charlotte G.
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Terrace/patio
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
2.0 star property
9.8 out of 10, Exceptional, (10)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
United States
Ian Z.
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Property grounds
Reynolds Villa- Golf/Couples Retreat
Reynolds Villa- Golf/Couples Retreat
10.0 out of 10, Exceptional, (17)
"I could not wait to write my review for this place! It was n end the best stays we’ve had ever. It’s immaculate, fully stocked, great location, and the host is really responsive. We were so impressed and will definitely book it again. "
United States
Kelly P.
Reynolds Villa- Golf/Couples Retreat
Fridge, microwave, oven, stovetop
Cypress Creek golf retreat. Pool and minutes from downtown!
Cypress Creek golf retreat. Pool and minutes from downtown!
9.4 out of 10, Exceptional, (22)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
United States
douglas a.
The price is HK$762
HK$2,411 total
includes taxes & fees
3 Nov - 4 Nov
Cypress Creek golf retreat. Pool and minutes from downtown!
Fridge, microwave, oven, stovetop
The Cottage at Knollwood Manor
The Cottage at Knollwood Manor
2.0 star property
10.0 out of 10, Exceptional, (12)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
United States
Sue R.
The price is HK$606
HK$1,444 total
includes taxes & fees
3 Nov - 4 Nov
The Cottage at Knollwood Manor
Fridge, microwave, oven, stovetop
SoPi Cottage - Walk to Town - King Bed
SoPi Cottage - Walk to Town - King Bed
10.0 out of 10, Exceptional, (30)
"Great place, Great location!"
United States
Joseph P.
SoPi Cottage - Walk to Town - King Bed
Exterior
Beautiful 1920's Craftsman-Downtown Southern Pines
Beautiful 1920's Craftsman-Downtown Southern Pines
10.0 out of 10, Exceptional, (71)
"We had a really nice time at this property. It was clean and comfortable and the location is great. I would stay here again for sure."
United States
Chris W.
The price is HK$1,007
HK$2,390 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful 1920's Craftsman-Downtown Southern Pines
Fridge, microwave, oven, stovetop
Simulator & Unbeatable Golf Experience On 2 Acres!
Simulator & Unbeatable Golf Experience On 2 Acres!
2.5 star property
10.0 out of 10, Exceptional, (8)
"Great amenities and great location!"
United States
Tom B.
Simulator & Unbeatable Golf Experience On 2 Acres!
Property grounds
The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!
The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!
2.0 star property
10.0 out of 10, Exceptional, (6)
"The apartment was so clean and welcoming. Very spacious and comfortable. The patio was a very relaxing place to sit and read. The best part was the location. Only three blocks from all the restaurants and shops downtown. The neighborhood in the surrounding area is beautiful. My only suggestion would be some heavier curtains or blinds for the bedroom to provide a little more privacy, and maybe a small dresser or chest to put clothes in. Other than that we really enjoyed our stay!"
United States
Ann C.
The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!
TV
Cottage on Ridge- Short & Extended Stays
Cottage on Ridge- Short & Extended Stays
9.8 out of 10, Exceptional, (35)
"Would definitely stay again! Very nice, clean and great location!"
United States
Tracy T.
The price is HK$637
HK$1,345 total
includes taxes & fees
6 Nov - 7 Nov
Cottage on Ridge- Short & Extended Stays
Fridge, microwave, oven, stovetop
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
9.0 out of 10, Wonderful, (16)
"Everything was clean and comfortable. "
United States
Robert J.
The price is HK$769
HK$2,171 total
includes taxes & fees
2 Nov - 3 Nov
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Terrace/patio
Historic Home w/hot tub, steps from everything!
Historic Home w/hot tub, steps from everything!
10.0 out of 10, Exceptional, (22)
"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$3,108
HK$6,735 total
includes taxes & fees
5 Nov - 6 Nov
Historic Home w/hot tub, steps from everything!
Fridge, microwave, oven, stovetop
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
10.0 out of 10, Exceptional, (6)
"We had a wonderful stay and loved that the home was so easily set up to have our dogs. We were able to walk to the restaurant and the dive bar from the house. House was perfectly clean. We could fit three cars in the driveway without disrupting the side walk. Great communication with the owner/management as well. Thank you for letting us stay!"
United States
Jessica B.
The price is HK$971
HK$2,898 total
includes taxes & fees
19 Nov - 20 Nov
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
TV
Upstairs at the Estate - Across from SP Golf Club
Upstairs at the Estate - Across from SP Golf Club
10.0 out of 10, Exceptional, (34)
"We were visiting family in Southern Pines and this place was convenient to food and drinks and the quaint town! Clean spaces and easy check in. "
United States
Ben and Joy H.
The price is HK$645
HK$1,534 total
includes taxes & fees
17 Nov - 18 Nov
Upstairs at the Estate - Across from SP Golf Club
Dining
This is it! | Pool | Golf | Convenient to Town
This is it! | Pool | Golf | Convenient to Town
10.0 out of 10, Exceptional, (16)
"The location of the property is close to stores for food and general shopping and Downtown Southern Pines has the charm of a quaint town. There’s also restaurants and shops to visit."
United States
Tracey S.
This is it! | Pool | Golf | Convenient to Town
Interior
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
10.0 out of 10, Exceptional, (37)
"From the booking to the access, the stay and check out was great!"
United States
Ebony C.
The price is HK$3,489
HK$6,744 total
includes taxes & fees
3 Nov - 4 Nov
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Terrace/patio
The Flat Coat Cottage: Downtown Southern Pines
The Flat Coat Cottage: Downtown Southern Pines
10.0 out of 10, Exceptional, (27)
"The house was perfect for our stay. We hope to book again in the future! "
United States
Victoria A.
The Flat Coat Cottage: Downtown Southern Pines
Fridge, microwave, oven, stovetop
The Dogwood - Downtown Southern Pines
The Dogwood - Downtown Southern Pines
10.0 out of 10, Exceptional, (9)
"Wonderful stay. Great house"
United States
James S.
The Dogwood - Downtown Southern Pines
Fridge, microwave, oven, stovetop
Ace on Ashe - Home in Downtown Southern Pines
Ace on Ashe - Home in Downtown Southern Pines
2.0 star property
10.0 out of 10, Exceptional, (4)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great house for golf or family and it’s a perfect location relative to downtown. Management is responsive and house has been upgraded. Kitchen and bathrooms are brand new."
United States
Mitch L.
Ace on Ashe - Home in 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

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10/10 Excellent
"Fantastic house in Southern Pines!"
Troy V. 2-night trip
Posted 3 days ago
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

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 79 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.