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Holiday Rentals in Southern Pines

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Holiday Rentals in Southern Pines

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

9.6 out of 10, Exceptional, (13)
"This location and property served our needs very well thank you!"
The price is €1,617
includes taxes & fees
10 Aug - 11 Aug
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is €156
includes taxes & fees
11 Aug - 12 Aug
Cottage on Ridge- Short & Extended Stays

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
The price is €181
includes taxes & fees
25 Aug - 26 Aug
The Cottage at Knollwood Manor

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
9.8 out of 10, Exceptional, (6)
"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."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks

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

10.0 out of 10, Exceptional, (41)
"Staying in Southern Pines is a great choice if visiting the Pinehurst area. Our VRBO was as advertised and we had a perfect stay."
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (20)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
The price is €302
includes taxes & fees
7 Sept - 8 Sept
Cypress Creek golf retreat. Pool and minutes from downtown!

Charming Downtown Cottage

9.8 out of 10, Exceptional, (46)
"Perfect location with everything we needed close by. "
The price is €266
includes taxes & fees
29 Aug - 30 Aug
Charming Downtown Cottage

Golf Front Longleaf Condo2BR/2BA

10.0 out of 10, Exceptional, (2)
"Location can’t be beat - especially if playing Longleaf. Asked manager if there was a blender, and he purchased one and dropped it off. Very responsive. "
Golf Front Longleaf Condo2BR/2BA

New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

10.0 out of 10, Exceptional, (6)
New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

10.0 out of 10, Exceptional, (20)
"Thank you for offering a beautiful relaxing retreat! Close to many amazing golf courses and a nice place to come home to after a round. Close to many great restaurants and shops. "
Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

Downtown So. Pines - sleeps 8, walk to town.

10.0 out of 10, Exceptional, (19)
"Great location, accommodations, and communication from property manager!"
Downtown So. Pines - sleeps 8, walk to town.

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

10.0 out of 10, Exceptional, (14)
"This is the 3rd time I've stayed here!! ABSOLUTELY perfect for my long weekend golf stay. Love the cleanliness, location to nearby towns and golf and of course all the simple little amenities the house offers. Thank you!!!"
Location is a golfer's paradise and less than 10min from downtown Pinehurst!

The Dogwood - Downtown Southern Pines

10.0 out of 10, Exceptional, (9)
"The owners did a great job renovating this property. It’s a very charming place to stay!"
The Dogwood - Downtown Southern Pines

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

9.6 out of 10, Exceptional, (54)
"Great stay . "
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

Charming, cozy home close to everything downtown! Perfect for large groups!

2.0 star property
10.0 out of 10, Exceptional, (10)
"This house was very comfortable. The beds are great and the kitchen as well stocked for cooking meals. The backyard is private and there’s a wonderful patio area to hang outside with family. This was truly a home away from home and within walking distance to all the Restaurants and shops in downtown Southern Pines. We will definitely be visiting here again. "
Charming, cozy home close to everything downtown! Perfect for large groups!

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (69)
"The town is lovely and the house is very close to town and restaurants. We felt that the house needed a bit of work to bring it up to a certain standard of comfort and functionality. "
The price is €271
includes taxes & fees
19 Aug - 20 Aug
Beautiful 1920's Craftsman-Downtown Southern Pines

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

9.4 out of 10, Exceptional, (13)
"Great stay. Home was VERY clean and beds comfy. Enjoyed our stay thoroughly"
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

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

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is €137
includes taxes & fees
11 Aug - 12 Aug
Loft Cottage on Ridge<br>? Short & Extended Stays?
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

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. Another good choice for your trip to Southern Pines is Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst.

How many holiday rentals are there in Southern Pines?

With 103 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.