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Search Holiday Rentals in Southern Pines

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Check prices for these dates

Tonight
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in Southern Pines

Exterior
Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines
10.0 out of 10, Exceptional, (71)
"Stayed 5 nights, nice place exactly as listed "
United States
Brian B.
The price is 2 980 kr
includes taxes & fees
23 Nov - 24 Nov
Beautiful 1920's Craftsman-Downtown Southern Pines
Fridge, microwave, oven, stovetop
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Southern Pines
9.8 out of 10, Exceptional, (16)
"Beautiful stay! "
United States
Jennifer K.
The price is 17 901 kr
includes taxes & fees
24 Nov - 25 Nov
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
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

Downtown Southern Pines
10.0 out of 10, Exceptional, (6)
"Excellent stay and experience!"
United States
Joe Y.
The price is 3 250 kr
includes taxes & fees
23 Nov - 24 Nov
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
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
Southern Pines
10.0 out of 10, Exceptional, (11)
"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
Fridge, microwave, oven, stovetop
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

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

southern pines
10.0 out of 10, Exceptional, (46)
"Close to everything you need!"
United States
Joshua D.
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Fridge, microwave, oven, stovetop
Simulator & Unbeatable Golf Experience On 2 Acres!

Simulator & Unbeatable Golf Experience On 2 Acres!

2.5 star property
Southern Pines
10.0 out of 10, Exceptional, (8)
"Great house and host. Our group of 12 had a great time. House had everything a golf group needs. "
United States
Evan R.
Simulator & Unbeatable Golf Experience On 2 Acres!
TV
Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays

Southern Pines
9.8 out of 10, Exceptional, (36)
"This was a great cottage to stay that was quiet and amazing "
United States
David L.
The price is 1 677 kr
includes taxes & fees
23 Nov - 24 Nov
Cottage on Ridge- Short & Extended Stays
Fridge, microwave, oven, stovetop
The Flat Coat Cottage: Downtown Southern Pines

The Flat Coat Cottage: Downtown Southern Pines

Southern Pines
9.8 out of 10, Exceptional, (28)
"Great home"
United States
Craig F.
The Flat Coat Cottage: Downtown Southern Pines
Fridge, microwave, oven, stovetop
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

West Southern Pines
9.6 out of 10, Exceptional, (17)
"Nice new place with very comfortable beds and good showers. Had all the key appliances to cook with. "
United States
Tom S.
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
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.

West Southern Pines
9.0 out of 10, Wonderful, (16)
"Everything was clean and comfortable. "
United States
Robert J.
The price is 2 858 kr
includes taxes & fees
20 Nov - 21 Nov
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Dining tables
Location is a golfer's paradise and less than 10min from downtown Pinehurst!

Location is a golfer's paradise and less than 10min from downtown Pinehurst!

Southern Pines
9.8 out of 10, Exceptional, (18)
"Wonderful accommodations in perfect location "
United States
Marsha P.
Location is a golfer's paradise and less than 10min from downtown Pinehurst!
Property grounds
Reynolds Villa- Golf/Couples Retreat

Reynolds Villa- Golf/Couples Retreat

Southern Pines
10.0 out of 10, Exceptional, (18)
"Great location for family stay - enjoyed the condo, pool, and nearby outdoor recreation trails"
United States
Britta S.
Reynolds Villa- Golf/Couples Retreat
TV
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, (34)
"Check in was smooth, clean, spacious, beds were comfortable"
United States
Christine M.
The price is 2 142 kr
includes taxes & fees
15 Dec - 16 Dec
Upstairs at the Estate - Across from SP Golf Club
Fridge, microwave, oven, stovetop
Ace on Ashe - Home in Downtown Southern Pines

Ace on Ashe - Home in Downtown Southern Pines

2.0 star property
Southern Pines
10.0 out of 10, Exceptional, (4)
"Place was awesome and accommodating. Everything was walking distance and golf courses were close by. I would recommend and definitely stay again. "
United States
Andy Z.
Ace on Ashe - Home in Downtown Southern Pines
Exterior
New! Insane Golf Retreat & Simulator - Bogey Bunks

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
Southern Pines
10.0 out of 10, Exceptional, (13)
"Place was perfect for our golf trip weekend. Location, clean, quick responses from host. Would stay again. "
United States
William A.
New! Insane Golf Retreat & Simulator - Bogey Bunks
Property grounds
Blue Beauty

Blue Beauty

Southern Pines
10.0 out of 10, Exceptional, (4)
"Overall great experience. Friendly host, convenient location, comfortable beds. Would stay here again. "
United States
Alan B.
The price is 4 951 kr
includes taxes & fees
1 Dec - 2 Dec
Blue Beauty
Fridge, microwave, oven, stovetop
Entire Home - Walkable to Downtown Southern Pines - Local Gem

Entire Home - Walkable to Downtown Southern Pines - Local Gem

Southern Pines
9.4 out of 10, Exceptional, (6)
"Clean cottage with spacious front and backyard. Super location."
United States
Kathy J.
Entire Home - Walkable to Downtown Southern Pines - Local Gem
Fridge, microwave, oven, stovetop
Ducks Landing Accommodations at Southern Pines Golf Course

Ducks Landing Accommodations at Southern Pines Golf Course

2.0 star property
Aberdeen
10.0 out of 10, Exceptional, (2)
"This unit was very nice and convenient for visiting friends in the area and going to Pinehurst. "
United States
Caroline M.
The price is 4 192 kr
includes taxes & fees
26 Nov - 27 Nov
Ducks Landing Accommodations at Southern Pines Golf Course
Private kitchen
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

Southern Pines
10.0 out of 10, Exceptional, (3)
"This is a great home and good host. Ameeta was very responsive to any of our questions. The home is in great shape as everything is brand new. Next time we return to the area this is definitely a home we would rent again."
United States
Chad C.
The price is 4 505 kr
includes taxes & fees
1 Dec - 2 Dec
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Exterior
Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages

Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages

Southern Pines
10.0 out of 10, Exceptional, (9)
"Perfect spot for my husband and friends for a weekend of golf! "
United States
Steph G.
Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages
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

Residence Inn by Marriott Southern Pines/Pinehurst NC

Residence Inn by Marriott Southern Pines/Pinehurst NC

10/10 Excellent
"Nice property! Clean, great location with wonderful staff. Walking distance to plenty of dining choices and light shopping. We will definitely stay again! "
Kendra 3-night trip
Posted 1 day ago
Residence Inn by Marriott Southern Pines/Pinehurst NC

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.

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 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.