Southern Pines Holiday Rentals

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Our top choices for Southern Pines holiday rentals

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.6 out of 10, Exceptional, (17 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is AU$473
includes taxes & fees
12 May - 13 May
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (70 reviews)
"Great stay in Pinehurst!"
United States
jb22901
The price is AU$215
includes taxes & fees
27 Apr - 28 Apr
Located in # 6 golf community, close to First Health Moore Regional Hospital.

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (34 reviews)
"Host was very welcoming and a great communicator. Place was very clean and perfect for my needs."
United States
Dennis C.
The price is AU$212
includes taxes & fees
21 Apr - 22 Apr
Loft Cottage on Ridge<br>? Short & Extended Stays?

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (57 reviews)
"Great location, nice and clean, clear communication - would definitely stay again!"
United States
Rochelle
The price is AU$331
includes taxes & fees
19 Apr - 20 Apr
The Lucky Lie - Entire Condo in Pinehurst

The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (65 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is AU$394
includes taxes & fees
27 Apr - 28 Apr
The Perfect Lie in Pinehurst! A golfer's paradise!

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (44 reviews)
"10/10. We loved the property and the host did a great job communicating with us. Great location to Pinehurst!!Everything was clean and we loved the snacks they provided. We would definitely stay here again"
United States
Jeanine P.
The price is AU$280
includes taxes & fees
20 Apr - 21 Apr
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful cozy place close to Pinehurst City Center. Had a lovely time. Would gladly stay here again. "
United States
Martha B.
The price is AU$329
includes taxes & fees
28 Apr - 29 Apr
The Mulligan Manor - 1BR/1BA Condo in Pinehurst

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Pinehurst
9.0 out of 10, Wonderful, (60 reviews)
"Great condo! Quiet community. Great place to relax and unwind. Will stay again."
United States
Larry S.
The price is AU$291
includes taxes & fees
28 Apr - 29 Apr
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (18 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
The price is AU$282
includes taxes & fees
30 Apr - 1 May
The Cottage at Knollwood Manor

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (74 reviews)
"Great place excellent time."
United States
Vincent M.
The price is AU$284
includes taxes & fees
12 May - 13 May
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Gene's Green - Mins from downtown!

Gene's Green - Mins from downtown!
Pinehurst
10.0 out of 10, Exceptional, (41 reviews)
"Excellent location! Great stay! "
United States
Mitchell B.
The price is AU$506
includes taxes & fees
29 Apr - 30 Apr
Gene's Green - Mins from downtown!

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (37 reviews)
"The home was nice and just what we needed. The flexibility of the host was extremely helpful!"
United States
tricia y.
The price is AU$422
includes taxes & fees
22 Apr - 23 Apr
Lakeside Condo on Pinehurst #5

2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

2 Br Condo on resort Property access to members benefits pool/hottub/golf cart
Pinehurst
8.0 out of 10, Very good, (2 reviews)
"We had a fantastic stay at this condo! We were here for 10 days while attending the US Kids World Championships, and it was the perfect base. The location is spot on, everything we needed was close by, and the condo had everything to make our stay comfortable. We would definitely return and highly recommend it!"
United Kingdom
James B.
The price is AU$508
includes taxes & fees
29 Apr - 30 Apr
2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (75 reviews)
"We had an amazing stay at the Tally Ho Suite at Tanglewood Farm. It was the perfect size for two people and we loved how it was decorated. Close to everything you need in Southern Pines, so it was very convenient."
United States
ava l.
The price is AU$307
includes taxes & fees
23 Apr - 24 Apr
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (57 reviews)
"Clean, easy to find and get into our room. Really nice, definitely will stay again! Our dog liked it too "
United States
Katrina M.
The price is AU$317
includes taxes & fees
27 Apr - 28 Apr
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Walking distance to The Pinehurst Clubhouse

Walking distance to The Pinehurst Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (68 reviews)
"Accommodations were perfect for girls weekend "
United States
angie b.
The price is AU$383
includes taxes & fees
17 May - 18 May
Walking distance to The Pinehurst Clubhouse

The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!

The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
Southern Pines
10.0 out of 10, Exceptional, (12 reviews)
"Clean, well maintained place to stay. "
United States
Pedro M.
The price is AU$414
includes taxes & fees
29 Apr - 30 Apr
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!

Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!

Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!
Pinehurst
10.0 out of 10, Exceptional, (83 reviews)
"From the moment we inquired about this property the owner was professional, prompt and helpful. The house was neat and clean and had the most beautiful architecturally interesting bathrooms we’ve ever seen! Very near the darling town of Pinehurst this is a must stay!!"
United States
Gari B.
The price is AU$451
includes taxes & fees
22 Apr - 23 Apr
Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!

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, (41 reviews)
"Love this place!!!"
United States
Chris B.
The price is AU$304
includes taxes & fees
20 Apr - 21 Apr
Upstairs at the Estate - Across from SP Golf Club

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (46 reviews)
"Return visit, we had a great stay!"
United States
Angela D.
The price is AU$344
includes taxes & fees
4 May - 5 May
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
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

Find out more about Southern Pines

Everything you need to know about Southern Pines holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Pines holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southern Pines holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Pines holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Pines holiday rentals we have selected for you start as low as AU$212 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southern Pines rentals

At Expedia, we put the best Southern Pines holiday 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 holiday.

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 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 side Paradise near Fort Bragg, Pinehurst, Southern Pines, hot tub & Golf!: This holiday home rental outside of Southern Pines is located next to a golf course, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Southern Pines?

With 83 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.