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Southern Pines Vacation Rentals

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Vacation Rentals in Southern Pines

Property grounds
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
10.0 out of 10, Exceptional, (16)
"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Outdoor dining
Charming, newly updated Downtown Cottage
9.8 out of 10, Exceptional, (26)
"Great location. Close walking distance to the local eateries and shops. We had a great time here."
The price is $149
$314 total
includes taxes & fees
May 27 - May 28
Charming, newly updated Downtown Cottage
Pool
Peaceful Southern Pines Home w/ Pool + Yard!
9.4 out of 10, Exceptional, (20)
"To say this property meets all of the printed expectations is a simple response. ABOVE AND BEYOND what we expected! Plenty of comfort upgrades, little notes to help at each area we may have had issues and quick response from property helped us to settle in quickly and enjoy the lovely weather and quiet neighborhood!"
Peaceful Southern Pines Home w/ Pool + Yard!
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Property grounds
Loft Cottage on Ridge<br>? Short & Extended Stays?
10.0 out of 10, Exceptional, (7)
"A delightful little loft apartment in a perfect location. It had everything required for a month long stay while working in the area. Megan was fantastic with her communication, including suggestions for places to eat, drink, and things to see and do in the area. Will definitely book again when I’m back in Southern Pines."
The price is $74
$153 total
includes taxes & fees
May 30 - May 31
Loft Cottage on Ridge<br>? Short & Extended Stays?
Fridge, microwave, oven, stovetop
52 Longleaf - Rented during 2024 Open
9.2 out of 10, Wonderful, (35)
"Very quiet and cozy townhouse no amenities such as pool or guest house but my stay didn't require that. Enjoyed the serenity and was a good place to enjoy the unique North Carolina countryside."
52 Longleaf - Rented during 2024 Open
1 bedroom, desk, travel crib, WiFi
Cottage on Ridge- Short & Extended Stays
10.0 out of 10, Exceptional, (15)
"Cute place and perfect for an overnight stay in the area. The cottage had everything we needed, except for soap in the shower. Would stay there again, if in the area."
The price is $83
$172 total
includes taxes & fees
May 27 - May 28
Cottage on Ridge- Short & Extended Stays
Pool
Mystical Cottage in Southern Pines
9.8 out of 10, Exceptional, (36)
"The house was very comfortable and had everything we needed (except the WiFi wasn’t working but we lived without it). The location was great. Very close to our friends and the golf courses we were playing."
Mystical Cottage in Southern Pines
Interior
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
10.0 out of 10, Exceptional, (29)
"The stay was wonderful. Tyler was such a great host. We will certainly stay here again!"
The price is $525
$972 total
includes taxes & fees
May 26 - May 27
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Aerial view
Upstairs at the Estate - Across from SP Golf Club
9.8 out of 10, Exceptional, (14)
"I stayed for work in a rapid, dynamic schedule. The hostess was very kind and worked with me for my needs. She also was very responsive."
The price is $93
$209 total
includes taxes & fees
May 26 - May 27
Upstairs at the Estate - Across from SP Golf Club
Aerial view
Suite Cypress Golf Hideaway. Minutes from Downtown
9.6 out of 10, Exceptional, (12)
"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 $141
$366 total
includes taxes & fees
May 26 - May 27
Suite Cypress Golf Hideaway. Minutes from Downtown
Fridge, microwave, oven, stovetop
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
10.0 out of 10, Exceptional, (26)
"We had the best time! The house was absolutely perfect. No details were left unturned. Excellent parking for large trucks and close to the horse show. Loved it!"
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Fridge, microwave, oven, stovetop
Southern Pines Getaway w/Theater, Fire Pit & Pool
10.0 out of 10, Exceptional, (12)
"Fantastic time at a great property. The location was perfect and the host were second to none. Would highly recommend this property."
Southern Pines Getaway w/Theater, Fire Pit & Pool
Fridge, microwave, oven, stovetop
Guest House on 7 acres in horse country
10.0 out of 10, Exceptional, (5)
"The property was clean and very spacious! The owners are a joy; great communicators, helped us out by lending us chairs since we forgot ours, and provided us with delicious fresh eggs and a beer sampler that helped us decide which local places to eat! The dogs are so friendly and will only visit you if you want them to! This was a gem to discover because it’s one of the only places to stay close to the Carolina horse park, and it is a wonderful place to stay!"
Guest House on 7 acres in horse country
Private kitchen | Fridge, microwave, oven, stovetop
Modern Luxury 5BR House in Downtown Southern Pines
10.0 out of 10, Exceptional, (6)
"Family and friends gathering for southern Pines wedding. Two blocks from our venue and everything was in order. Large spacious area/great room /kitchenfor the family to gather. Lots of bedroom space all very clean and tidy."
The price is $265
$667 total
includes taxes & fees
May 28 - May 29
Modern Luxury 5BR House in Downtown Southern Pines
Interior
Golf Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
10.0 out of 10, Exceptional, (2)
"Enjoyed our stay over the Christmas holiday. We choose the house based on its location. It’s easily walkable to downtown Southern Pines and a short drive to Pinehurst. The house is nicely decorated, bedrooms comfy and equally sized, kitchen well equipped, and the hot tub was very relaxing. The bathrooms are updated. The backyard is huge and would be a nice place to hang out in good weather. Check-out was simple. Hosts were quick to respond to communication. Great experience overall!"
The price is $125
$249 total
includes taxes & fees
May 29 - May 30
Golf Retreat -Walk or Bike to Downtown - Golf, Breweries, Restaurants!
Fridge, microwave, oven, stovetop
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
10.0 out of 10, Exceptional, (1)
"Door handle for tbe master loose master toilet almost overflowed had to plunge it. Other than that good place to stay"
The price is $115
$303 total
includes taxes & fees
May 27 - May 28
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Private kitchen
The Pine Needles Haven, < .5miles from Pine Needles Golf Course! - Monthly!
10.0 out of 10, Exceptional, (4)
"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!
Exterior
Beautiful 1920's Craftsman-Downtown Southern Pines
10.0 out of 10, Exceptional, (44)
"Would definitely stay here again"
The price is $140
$319 total
includes taxes & fees
Jun 1 - Jun 2
Beautiful 1920's Craftsman-Downtown Southern Pines
Property grounds
Reynolds Villa- Golf/Couples Retreat
10.0 out of 10, Exceptional, (13)
"Wonderful stay! Great setup and exactly as advertised. Enjoyed easy communication with the host, would highly recommend, and will look to stay here again."
Reynolds Villa- Golf/Couples Retreat
Interior
Cozy Southern Pines Retreat 1 Mi to Downtown!
3.5 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Don't see what you're looking for?
See all available properties in 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.

Southern Pines Vacation Rental Travel Info

Number of vacation rentals
49
Popular accommodation
Southern Pines private vacation homes
Known landmarks
Pine Needles Golf Club, Mid Pines Golf Club and Southern Pines Golf Club
International airports
Charlotte, NC (CLT-Charlotte-Douglas Intl.) and Raleigh, NC (RDU-Raleigh - Durham Intl.)

Other types of properties in Southern Pines you may be interested in

Outdoor banquet area
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
2.0 star property
6.6 out of 10, (695)
"Very polite front desk help. Clean and safe feel to it. Great value for the money spent."
The price is $66
$72 total
includes taxes & fees
May 27 - May 28
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
In-room safe, desk, laptop workspace, iron/ironing board
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
2.5 star property
7.6 out of 10, Good, (823)
"Great value for the price. Only downfall was the AC didn't cool very well."
The price is $79
$87 total
includes taxes & fees
May 25 - May 26
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
In-room safe, desk, laptop workspace, blackout drapes
Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (696)
"Friendly and helpful staff, quiet and clean."
The price is $108
$119 total
includes taxes & fees
May 27 - May 28
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.

Everything you need to know about Southern Pines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Pines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Pines vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southern Pines vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Pines. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southern Pines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southern Pines rentals

At Expedia, we put the best Southern Pines vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southern Pines rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Pines vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Pines. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Charming, newly updated Downtown Cottage: Visitors like this Southern Pines vacation home rental. It is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Other favorite homes for rent in Southern Pines are ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK! and Loft Cottage on Ridge
? Short & Extended Stays?.

How many vacation rentals are there in Southern Pines?

With 111 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?

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

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.

Recent reviews of Southern Pines properties
Expedia verified reviews

Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel

Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel

5/5 Excellent
"Friendly and helpful staff, quiet and clean."
A verified traveler stayed at Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel
Posted 3 days ago
Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel