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
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is AU$457
includes taxes & fees
2 June - 3 June
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

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 stay!"
United States
Anonymous traveller
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

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, (75 reviews)
"Great stay in Pinehurst!"
United States
jb22901
The price is AU$215
includes taxes & fees
11 June - 12 June
Located in # 6 golf community, close to First Health Moore Regional Hospital.

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, (47 reviews)
"We really enjoyed our stay! Super clean and a perfect location… Close to everything. All the amenities were top notch, and the attention to detail was perfect. We had a very late arrival and we appreciated the snacks upon arrival. Most important, we really appreciated the high-level of communication with the host, even having them check in with us periodically if we needed anything."
United States
Sharon
The price is AU$286
includes taxes & fees
11 June - 12 June
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AU$350
includes taxes & fees
2 June - 3 June
The McCaskill Cottage in the Village of Pinehurst!

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

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (19 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$399
includes taxes & fees
30 June - 1 July
The Mulligan Manor - 1BR/1BA Condo in Pinehurst

Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (27 reviews)
"Amazing place!"
United States
Jeremy
The price is AU$478
includes taxes & fees
11 June - 12 June
Isle of the Pines, 1 mile from The Village of 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, (68 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is AU$375
includes taxes & fees
14 June - 15 June
The Perfect Lie in Pinehurst! A golfer's paradise!

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, (48 reviews)
"Great accommodations and communicative host! "
United States
Erica B.
The price is AU$375
includes taxes & fees
2 June - 3 June
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (59 reviews)
"Great location, nice and clean, clear communication - would definitely stay again!"
United States
Rochelle
The price is AU$367
includes taxes & fees
2 June - 3 June
The Lucky Lie - Entire Condo in Pinehurst

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (37 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$217
includes taxes & fees
21 June - 22 June
Loft Cottage on Ridge<br>? Short & Extended Stays?

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (44 reviews)
"Amazing, clean, and welcoming! Impeccable place to stay. Highly recommend."
United States
Paul B.
The price is AU$425
includes taxes & fees
2 June - 3 June
Lakeside Condo on Pinehurst #5

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 Cottage at Knollwood Manor

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"Great central location in a quiet neighborhood. We really enjoyed our stay! "
United States
Leigh M.
The price is AU$370
includes taxes & fees
11 June - 12 June
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

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, (80 reviews)
"Comfortable condo with everything we needed for our weekend stay. "
United States
Betsy S.
The price is AU$278
includes taxes & fees
2 June - 3 June
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

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)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is AU$307
includes taxes & fees
2 June - 3 June
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

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$538
includes taxes & fees
2 June - 3 June
2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

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, (43 reviews)
"Love this place!!!"
United States
Chris B.
The price is AU$289
includes taxes & fees
2 June - 3 June
Upstairs at the Estate - Across from SP Golf Club

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (12 reviews)
"We loved our stay. The place was clean and had everything we needed to rest and enjoy a night away. "
United States
M T.
The price is AU$248
includes taxes & fees
9 June - 10 June
Walkable Cottage, Pet Friendly with Fenced Patio
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$217 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?

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8: This highly rated holiday home rental in Southern Pines is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay. 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. Another good choice for your trip to Southern Pines is The Velvet Pine_ Cozy Rancher_Entire Home_3 minutes from Downtown Southern Pines.

How many holiday rentals are there in Southern Pines?

With 84 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 Hyland Hills Golf Club and Southern 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.