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Southern Pines Vacation Rentals

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Check prices for these dates

Tonight
Aug 9 - Aug 10
Tomorrow
Aug 10 - Aug 11
Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24

Vacation Rentals in Southern Pines

Peaceful Southern Pines Home w/ Pool + Yard!
Terrace/patio

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
TV

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is ￥12,115
￥25,574 total
includes taxes & fees
Aug 10 - Aug 11
Cottage on Ridge- Short & Extended Stays
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Interior

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 ￥177,288
￥271,413 total
includes taxes & fees
Aug 10 - Aug 11
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
The Cottage at Knollwood Manor
Fridge, microwave, oven, stovetop

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 ￥14,479
￥30,553 total
includes taxes & fees
Aug 25 - Aug 26
The Cottage at Knollwood Manor
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Terrace/patio

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
Exterior

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!
Fridge, microwave, oven, stovetop

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!
Fridge, microwave, oven, stovetop

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 ￥20,093
￥51,031 total
includes taxes & fees
Sep 7 - Sep 8
Cypress Creek golf retreat. Pool and minutes from downtown!
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

9.8 out of 10, Exceptional, (46)
"Perfect location with everything we needed close by. "
The price is ￥22,013
￥45,179 total
includes taxes & fees
Aug 29 - Aug 30
Charming Downtown Cottage
Golf Front Longleaf Condo2BR/2BA
Fridge, microwave, oven, stovetop

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. "
The price is ￥23,804
￥50,312 total
includes taxes & fees
Aug 22 - Aug 23
Golf Front Longleaf Condo2BR/2BA
New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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.
Fridge, microwave, oven, stovetop

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!
Dining tables

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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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!
Outdoor dining

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
Exterior detail

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (70)
"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 ￥20,211
￥45,472 total
includes taxes & fees
Aug 19 - Aug 20
Beautiful 1920's Craftsman-Downtown Southern Pines
Loft Cottage on Ridge<br>? Short & Extended Stays?
Terrace/patio

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

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is ￥10,490
￥22,390 total
includes taxes & fees
Aug 10 - Aug 11
Loft Cottage on Ridge<br>? Short & Extended Stays?
Simulator & Unbeatable Golf Experience On 2 Acres!
Fridge, microwave, oven, stovetop

Simulator & Unbeatable Golf Experience On 2 Acres!

2.5 star property
10.0 out of 10, Exceptional, (6)
"Great amenities and great location!"
Simulator & Unbeatable Golf Experience On 2 Acres!
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

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

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

10/10 Excellent
"Beautiful stay! "
Jennifer K. 2-night trip
Posted 2 days ago
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Frequently asked questions

Are there vacation rentals in Southern Pines?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Southern Pines, or you can select a secluded option if you want a relaxing place to 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 vacation home rentals in Southern Pines?

Peaceful Southern Pines Home w/ Pool + Yard!: Visitors like this Southern Pines vacation home rental. It offers a fireplace, a selection of games, and a barbecue grill 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 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 vacation rentals are there in Southern Pines?

With 103 Expedia vacation rentals, you're sure 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 vacation rentals like in Southern Pines?

Vacation rentals are private accommodations you can stay in for a couple days or more in Southern Pines. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.