Vacation rentals in Southern Pines

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Southern Pines

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guesthouse in Southern Pines
Historic 1921 Southern Pines Carriage House
Modern convenience & Roaring 20's charm at this Tudor Revival Carriage House surrounded by 1 acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Private entrance, patio & living space on a secluded property a mile from downtown Southern Pines' shops & 5 miles from Pinehurst. Enjoy area golf courses or stop in when visiting Penick Village or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO parties, NO ILLEGAL DRUGS.
10 – 17 Apr
4.97 out of 5 average rating, 209 reviews
Guest favourite
Farm stay in Vass
Peaceful Horse Farm Retreat
Anahata is a quiet farm retreat dedicated to peace and healing. You’ll stay in our Hunt Box - a spacious studio apartment over the barn with pasture view and fully equipped kitchen. There is space to roam and animals to greet. Please read the full listing prior to booking to ensure that this is the right place for you. For more pics, check out our Insta @anahatafarm. NO third-party bookings - please do not book this room unless you will be the one staying here. NO SMOKING. All are welcome here.
22 – 29 Aug
4.94 out of 5 average rating, 126 reviews
Guest favourite
Home in Pinehurst
The Knotty But Nice Treehouse of Pinehurst
NOW ACCEPTING US OPEN 2024 RESERVATIONS! Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique-- look no further! Our unique rental is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.
8 – 15 May
4.98 out of 5 average rating, 649 reviews

Popular amenities for Southern Pines holiday rentals

Stay near Southern Pines's top sights

Walmart Supercenter11 locals recommend
Texas Roadhouse4 locals recommend
Chick-fil-A6 locals recommend
Longleaf Golf & Family Club7 locals recommend
Weymouth Woods - Sandhills Nature Preserve43 locals recommend
LongHorn Steakhouse3 locals recommend

Other great holiday rentals in Southern Pines

Guest favourite
Guesthouse in Carthage
Charming 1 bedroom guesthouse on 4 acres, hot tub
17 – 24 Sept
4.99 out of 5 average rating, 147 reviews
Guest favourite
Guesthouse in Southern Pines
The Kensington Cottage
29 Sept – 6 Oct
4.95 out of 5 average rating, 56 reviews
Guest favourite
Guest suite in Pinehurst
Location is everything !
16 – 23 Apr
4.88 out of 5 average rating, 42 reviews
Guest favourite
Guesthouse in Southern Pines
Cozy Getaway in the Pines
17 – 24 May
5.0 out of 5 average rating, 26 reviews
Guest favourite
Campervan/RV in Southern Pines
Airstream in the Pines
18 – 25 Aug
4.92 out of 5 average rating, 73 reviews
Guest favourite
Loft in Southern Pines
The Caddie’s Cottage, a cozy golf retreat.
31 July – 7 Aug
4.96 out of 5 average rating, 54 reviews
Guest favourite
Home in Southern Pines
Cozy 2-bedroom home with charming outdoor space
29 Jan – 5 Feb
4.92 out of 5 average rating, 78 reviews
Guest favourite
Place to stay in Vass
Cozy Cottage On The Water
18 – 25 Aug
4.96 out of 5 average rating, 51 reviews
Guest favourite
Home in Southern Pines
Highland Hideaway/Pool & Fire Pit/$0 Cleaning Fee
23 – 30 Oct
4.93 out of 5 average rating, 71 reviews
Guest favourite
Home in Southern Pines
US Open-Firefly Cottage with Firepit & Patio Swing
10 – 17 Apr
5.0 out of 5 average rating, 94 reviews
Superhost
Condo in Pinehurst
Golf-front Living on No. 5!
18 – 25 May
4.86 out of 5 average rating, 51 reviews
Guest favourite
Cabin in Southern Pines
Cloverfield Barn - Ask me about discounts!
18 – 25 Aug
4.97 out of 5 average rating, 37 reviews

Quick stats about holiday rentals in Southern Pines

Total rentals

330 properties

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

230 properties are a good fit for families

Total number of reviews

10K reviews

Nightly prices starting at

$30 AUD before taxes and fees

Destinations to explore