Vacation Rentals in Southern Pines, North Carolina

34 Properties Available

Bourbon & Bubbles with Speakeasy & Hot Tub  in Downtown Southern Pines! Private vacation home
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
$615 / night
View Details
19th Hole - Pickelball, Park, Walk to Downtown Private vacation home
19th Hole - Pickelball, Park, Walk to Downtown
$538 / night
View Details
SoPi Home With a Relaxing Pool and Fire Pit Private vacation home
SoPi Home With a Relaxing Pool and Fire Pit
$518 / night
View Details
Peaceful Southern Pines Home w/ Pool + Yard! Private vacation home
Peaceful Southern Pines Home w/ Pool + Yard!
$518 / night
View Details
A Cinderella Story -Downtown Southern Pines Private vacation home
A Cinderella Story -Downtown Southern Pines
$481 / night
View Details
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines Private vacation home
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
$424 / night
View Details
Modern Luxury 5BR House in Downtown Southern Pines Private vacation home
Modern Luxury 5BR House in Downtown Southern Pines
$350 / night
View Details
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See! Private vacation home
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
$337 / night
View Details
The Pinecone Cottage - a Southern Pines escape Private vacation home
The Pinecone Cottage - a Southern Pines escape
$287 / night
View Details
Downtown So. Pines - sleeps 8, walk to town. Private vacation home
Downtown So. Pines - sleeps 8, walk to town.
$278 / night
View Details
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst Private vacation home
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
$277 / night
View Details
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines! Apartment
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
$274 / night
View Details
The Maine House - Downtown Southern Pines Private vacation home
The Maine House - Downtown Southern Pines
$250 / night
View Details
Heart of Downtown- Near golfing, bars, and restaurants! Private vacation home
Heart of Downtown- Near golfing, bars, and restaurants!
$215 / night
View Details
Mystical Cottage in Southern Pines Cottage
Mystical Cottage in Southern Pines
$207 / night
View Details
Sleeps 8! Southern Pines Private vacation home
Sleeps 8! Southern Pines
$200 / night
View Details
Tanglewood Farm B&B - Tally Ho Suite 1 BR\/1BA Private Apartment on Horse Farm Apartment
Tanglewood Farm B&B - Tally Ho Suite 1 BR\/1BA Private Apartment on Horse Farm
$193 / night
View Details
Entire Home - Walkable to Downtown Southern Pines - Local Gem Private vacation home
Entire Home - Walkable to Downtown Southern Pines - Local Gem
$190 / night
View Details
Midland Pines Getaway! 3 bedroom stylish & cozy Cottage minutes to golf & dining Private vacation home
Midland Pines Getaway! 3 bedroom stylish & cozy Cottage minutes to golf & dining
$189 / night
View Details
Renovated Golf Front! Short commute to Ft.Bragg - Pets Allowed Upon Approval Condo
Renovated Golf Front! Short commute to Ft.Bragg - Pets Allowed Upon Approval
$185 / night
View Details
Tanglewood Farm B&B-Horse & Hound Dog Friendly1 BR\/2BA Private Apt on Horse Farm Apartment
Tanglewood Farm B&B-Horse & Hound Dog Friendly1 BR\/2BA Private Apt on Horse Farm
$180 / night
View Details
New Pines Retreat - Brand New Home! Private vacation home
New Pines Retreat - Brand New Home!
$165 / night
View Details
Residence Inn by Marriott Southern Pines\/Pinehurst NC Hotel
Residence Inn by Marriott Southern Pines\/Pinehurst NC
$161 / night
View Details
Loft Cottage on Ridge<br>? Short & Extended Stays? Private vacation home
Loft Cottage on Ridge<br>? Short & Extended Stays?
$139 / night
View Details
Holiday Inn Express Hotel & Suites Southern Pines by IHG Hotel
Holiday Inn Express Hotel & Suites Southern Pines by IHG
$134 / night
View Details
Condo in the Pines! 2BR 2BA. Sleeps 4.  Military discount available! Condo
Condo in the Pines! 2BR 2BA. Sleeps 4. Military discount available!
$103 / night
View Details
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst Hotel
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
$71 / night
View Details
Birdsong House-Heart of Downtown Southern Pines\n Private vacation home
Birdsong House-Heart of Downtown Southern Pines\n
$0 / night
View Details
Charming Southern Pines Abode - Walk to Dtwn! Apartment
Charming Southern Pines Abode - Walk to Dtwn!
$0 / night
View Details
Downtown Southern Pines Townhome With Deck! Apartment
Downtown Southern Pines Townhome With Deck!
$0 / night
View Details
Downtown Southern Pines Townhome with Deck! Private vacation home
Downtown Southern Pines Townhome with Deck!
$0 / night
View Details
Historic Carriage House Southern Pines - Weymouth Private vacation home
Historic Carriage House Southern Pines - Weymouth
$0 / night
View Details
Pine Needles Lodge & Golf Club Hotel
Pine Needles Lodge & Golf Club
$0 / night
View Details
'sandhills Sanctuary' Home Near Golfing! Cottage
'sandhills Sanctuary' Home Near Golfing!
$0 / night
View Details