Home Vacation Home Rentals By Owner In Southern Pines, NC

Showing 69 Of 69 Vacation Rentals
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Exceptional(5)

$212.75

/ Nightly
Private Vacation Home

Southern Pines Stunner - Walkable to Downtown!

Southern Pines, North Carolina, United States

30 night minimumbrbrThis stunning home is a block from downtown Southern Pines, filled with natural light and cozy charm. Gather in the sunlit kitchen, unwind by the fire, and let little ones discover the hidden reading nook under the stairs. Stroll downtown for shopping, dining, and family fun, or walk to the park. Take a short drive to golf or explore beautiful Reservoir Park’s trails, lake, and scenic views.brbrHosting as a furnished rental for 3 years with consistent 5-star reviewsbrbrThe spacebrbrFirst Floor:br- Main king bedroom with ensuite bathroom (sleeps 2)br- Half bath in entrancebr- Kitchenbr- Diningbr- Living areabr- Laundry roombr- Kids reading/hideout closet under the stairsbr- Outdoor seating and fire pitbrbrSecond Floor:br- 1 king room (sleeps 2)br- Full bathbr- 1 queen room (sleeps 2)br- Bonus room with 2 single trundles (separately sleeps up to 4), and TV area with sectional couchbr- Full bath adjoining bonus and queen roombr- Desk/work space on stair landing
Bed 4

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Bath 3

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Sleep 10

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Exceptional(4)

$160.71

/ Nightly
Private Vacation Home

Colgan Cottage in Horse Country

Southern Pines, North Carolina, United States

Step into Southern Pines charm with this 2-bedroom, 1.5-bath cottage nestled in the heart of horse country. Tucked away, this shabby chic retreat blends vintage character with cozy comforts, perfect for a peaceful getaway or extended stay. Start your mornings with coffee on the screened porch & end your evenings dining al fresco under the pines. Whether you`re in town for equestrian events, exploring downtown shops or simply recharging, this cottage offers the ideal blend of charm & relaxation.brbrStep into Southern Pines charm with this 2-bedroom, 1.5-bath cottage nestled in the heart of horse country. Tucked away for privacy, this shabby chic retreat blends vintage character with cozy comforts-perfect for a peaceful getaway or extended stay.brbrInside, you`ll find thoughtfully curated antiques, warm wood floors, and a spacious kitchen stocked for home-cooked meals. Both bedrooms are serene and inviting, with soft linens and unique touches throughout.brbrStart your mornings with coffee on the screened porch, and end your evenings dining al fresco under the pines. Whether you`re in town for equestrian events, exploring downtown shops and trails, or simply recharging, this cottage offers the ideal blend of rustic charm and quiet relaxation.brbrHighlights:br– Private setting in Southern Pines equestrian countrybr– Vintage-inspired décor with antique detailsbr– Fully equipped, spacious kitchenbr– Screened porch with outdoor dining areabr– Close to downtown, parks, and riding trailsbrbrBook your stay and experience the slower pace of Southern Pines in style.brbrLockbox on porch.
Bed 2

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Bath 1

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Sleep 3

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$341.26

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Private Vacation Home

Mulligan Fair-Way, a 3 bedroom golfers retreat -Southern Pines.

Southern Pines, North Carolina, United States

Welcome to Mulligan Fair-Way, a golf-inspired retreat in the heart of Southern Pines, where every stay feels like a second shot at unforgettable memories. brJust like golf, the best experiences deserve a mulligan, this is a place guests love coming back to, round after round.brbrPerfectly located near some of the most iconic golf courses in the Sandhills, this home is designed for golfers, friends, and families who appreciate great company, relaxed vibes, and the joy of replaying a great trip.brbrOne King bedroom is on the mail level and the other two bedrooms (one king bed one Queen bed) are upstairs. Enjoy the quiet in this end unit townhouse. Close to shopping, restaurants, downtown Southern Pines and Pinehurst.brThere is a community pool available from Memorial day to Labor day.
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Bath 3

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Sleep 6

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Exceptional(37)

$302.25

/ Nightly
Private Vacation Home

Cozy cottage close to it all - pet friendly!

Southern Pines, North Carolina, United States

Enjoy a premium stay at this centrally located place! Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines!
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Bath 2

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Sleep 4

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Exceptional(21)

$212.44

/ Nightly
Private Vacation Home

Midland Pines Getaway! 3 bedroom stylish & cozy Cottage minutes to golf & dining

Southern Pines, North Carolina, United States

This downtown Southern Pines cottage is just 1 mile from SoPines shops, restaurants, bars & theatre. Relax & unwind in this stylish & cozy 3 bedroom cottage with a King bed in the master bedroom, Queen bed in the 2nd room and 2 twin beds in the 3rd. Each room comes with a 32inch smart TV, bedside lamps, alarm clocks & white noise machine with multiple USB chargers allowing you to get a worry-free, peaceful sleep. Kitchen is well stocked with a full Coffee bar, Washer & Dryer off the kitchen stocked with laundry essentials for your entire. The living room has a Smart TV, cabinet full of games and a peaceful view of the pines in the fully fenced front yard. Relax after a long day on the back deck while playing cornhole, putting games or sitting around the fire pit (firewood supplied) and cooking on the Blackstone grill ( grilling utensils supplied) keep robot & upright vacuum at the home at all times along with cleaning supplies and bathroom necessities for use during your entire stay. This home is perfect for whatever reason brings you to the pines. Whether it's golf, military, family or passing through. Just 3.5 miles to Longleaf Country Club home to US Kids Golf. 1/2 mile to Pine Needles golf club & Mid Pines golf club and 8 miles to Pinehurst Resort! 14 miles to Carolina Horse park, 30 Minutes to Ft Bragg & 1 hour to RDU Airport
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Bath 1

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Sleep 6

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Exceptional(31)

$375.32

/ Nightly
Private Vacation Home

Fire Pit- Pool Table- 8 Beds- Midway House

Southern Pines, North Carolina, United States

The perfect spot to relax & golf- MIDWAY to all Pinehurst/Southern Pines offer!brbrAfter spending a day on one of 25 courses within 5 miles (less than a mile to Mid Pines & Pine Needles), you will it a hole in one whether you hit the town (minutes from Pinehurst Village & downtown Southern Pines) or stay in to grill out, play cornhole & unwind with a drink by the fire pit & a game of pool.brbrAlso a fantastic place for a girls' weekend, or family retreat! 30 minutes to Fort Liberty.
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Bath 2

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Sleep 8

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Exceptional(35)

$168.74

/ Nightly
Private Vacation Home

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

Southern Pines, North Carolina, United States

Welcome to the Oakmont Cottage! Located in the heart of Southern Pines. Just a short walk from the historic downtown, with shops, restaurants & nightlife. Only minutes away from the area's best courses: Southern Pines (5 min) , Mid Pines (5 min), Talamore (6 min), Mid-South (8 min), Pine Needles (8 min), and Pinehurst Resort (11 min). Utilize our exclusive Golf Booking Concierge for advance tee times at over 13 area courses. The perfect space for your next golf trip or southern getaway!brbrSleeps up to eight guests: Master bedroom (King Bed), second bedroom (Queen Bed), third bedroom (Two Full Beds) and a sleeper sofa. Large living room with two couches and a TV. Two full bathrooms for plenty of space to get ready for golf. Full kitchen, fully stocked and spacious dining area. Kick back and relax on the front porch or enjoy yourself well into the evening around the backyard fire pit!
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Sleep 8

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Exceptional(26)

$617.74

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Private Vacation Home

Historic Home w/hot tub, steps from everything!

Southern Pines, North Carolina, United States

Many have called Southern Pines Retreat home throughout its nearly 100 year history. Built in 1928, this Georgian-style home will offer you, your family, your friends, and your furry companions an opportunity to experience the historic charm of Southern Pines and the surrounding areas. The home is located conveniently on the west end of downtown Southern Pines, walkable to all of the dining, shopping, and recreation that Broad Street has to offer, including:brbrRed's Corner outdoor bar and food truck plaza - 1/4 milebrRec Room Arcade Bar - 1/4 milebrHatchet Brewing Company - 1/2 milebrNewly-Renovated Southern Pines Golf Club - 1/2 milebrHeart of Downtown Southern Pines - 3/4 milebrbrThe Southern Pines Retreat is a 4 Bedroom, 3.5 Bathroom home set in a quaint residential area of Southern Pines. Some of the oldest and largest longleaf pines and magnolia trees in the area are here in the yard for you to admire.brbrOur favorite aspects of The Southern Pines Retreat:brbr- The fully-fenced in backyard with covered dining, grill, and hot tubbrbr- The old style architecture of the home truly makes you feel like you're stepping back in time!brbr- The laundry room with built-in dog wash station is a perfect home away from home for your furry friends.brbr- Open concept kitchen and dining areas allow the conversation to flow freely between spacesbrbrHere are just some of the unique features of this stunning property:brbr- Backyard with room to play, cook, eat, and relaxbrbr- Large deck in the backyard overlooking a small grassy area and the hot tubbrbr- Updated master bathroombrbr- Spacious living room with vintage fireplace and mantlebrbr- Six (6) total beds:br2 King, 1 Queen, 1 full, 2 twinbrbr- Spectrum Internet with wi-fi throughout the home and Spectrum streaming on all TVsbrbr- Large 6-seat hot tubbrbr- Large driveway with room for several vehiclesbrbrWe offer laundry detergent, a fully stocked kitchen including cookware, spices and pantry items, hand soap, shampoo/conditioner, body wash and toilet paper and paper towels to get you started.brbrWe do not allow events or parties of any kind. We have a strict maximum of 10 guests. Please, under no circumstances, can there be more than 10 guests in the home at a time.brbrWe will consider your 4 legged canine family members on a case-by-case basis and a $200 pet fee. Please tell us about your pup. We will consider up to 2 dogs and kindly ask that no dogs be allowed in or on any of the furniture and kenneled/crated if left home alone. Please note - we can not accept your feline family members as guests at this time. No cats allowed in the home.brbrSleeping Accommodations:brbrMaster Bedroom (upstairs): 1 King Bed with large private full bath, including dual vanities, a walk in shower and soaking tubbrbrBedroom #2 (upstairs): 1 King Bed, shared full bath in hallwaybrbrBedroom #3 (upstairs): 2 Twin Beds (trundle) and 1 Full Bed, shared full bath in hallwaybrbrBedroom #4 (main level) - private suite with Queen bed and full bathbrbrbrEarly Check-in and/or late Check-Out may be arranged for additional $100 fees each (subject to availability).
Bed 4

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Sleep 10

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$417.99

/ Nightly
Private Vacation Home

Golf, Ride & More! Luxe Home in Southern Pines

Southern Pines, North Carolina, United States

Located in Private Gated Community & Prestigious Golf Club | Community Pool | 5 Mi to DowntownbrbrElevate your Sandhills retreat at this Southern Pines vacation rental! Perfect for fun-loving families or friends, the home features on-site entertainment. Tee off at world-class golf courses or horseback ride throughout the Walthour-Moss Foundation! After your adventures, fire up the grill for a backyard BBQ or spark a friendly competition in the game room. The ultimate getaway starts here!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 twin bedsbrbrINDOOR LIVINGbr- 4 Smart TVs w/ cable, fireplacebr- 2 dining tables, breakfast barbr- Game room w/ shuffleboard, air hockey table & video arcade machinebr- Books, board gamesbrbrOUTDOOR LIVINGbr- Covered back patio w/ seatingbr- Covered front porch w/ seatingbr- Gas grill, spacious yardbr- Community poolbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Dishware/flatware, cooking basics, spicesbr- Keurig coffee maker (starter pods provided)br- Blender, microwave, toaster, ice makerbrbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Linens/towels, iron/boardbr- Washer/dryer (detergent provided)br- Trash bags, paper towelsbr- Hair dryer, complimentary toiletriesbrbrFAQbr- 3 exterior security cameras (facing out)brbrACCESSIBILITYbr- 2-story home, exterior steps requiredbr- 1st-floor bedroom & full bathroombrbrPARKINGbr- Garage (2 vehicles)br- Driveway (2 vehicles)brbr-- THE LOCATION --brbr- Proximity to wedding & event venuesbr- Near golf courses: Pinehurst No. 2, Pine Needles Lodge & Golf Club, Southern Pines Golf Club, Mid Pines Inn & Golf Club, Talamore Golf Resort & The Country Club of Whispering Pinesbr- 5 miles to downtown Southern Pines: The Sunrise Theater, shops, boutiques, restaurants, cafes & essentialsbr- 5 miles to Reservoir Park: wooded park w/ lake, trails, picnic areas & disc golf coursebr- 7 miles to Weymouth Woods - Sandhills Nature Preservebr- 7 miles to Walthour-Moss Foundation & 18 miles to Carolina Horse Park Foundationbr- 71 miles to Raleigh-Durham International Airport & 110 miles to Charlotte Douglas International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires exterior steps to enter; there is a bedroom and a full bathroom on the 1st floorbr- Your safety matters. This property features 3 exterior security cameras: 1 camera is above the garage facing the driveway, 1 camera is next to the front door facing the front entry area, and 1 camera is on the back deck facing the backyard. These cameras are outward facing and do not look into any interior spaces. They record sound and video continuously
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View 73 Private vacation home

Home Most popular vacation rentals in Southern Pines

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$1048.41

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Private vacation home

Spacious Historic Manor with Chef's Kitchen • Horse-Friendly

Southern Pines, North Carolina, United States

Bed 7

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Bath 6

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Sleep 18

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$1153.56

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Private vacation home

New! Insane Golf Retreat & Simulator - Bogey Bunks

Southern Pines, North Carolina, United States

Bed 5

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Bath 3

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Sleep 16

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$1605.71

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Private vacation home

Simulator & Unbeatable Golf Experience On 2 Acres!

Southern Pines, North Carolina, United States

Bed 6

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Bath 3

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Sleep 18

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$1803.45

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Private vacation home

Luxury Golf Retreat - Simulator & Short Game Setup

Southern Pines, North Carolina, United States

Bed 6

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Bath 4

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Sleep 18

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$1975.75

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Private vacation home

Birdie House - Pinehurst

Southern Pines, North Carolina, United States

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Bath 4

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Sleep 12

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$209.07

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Hotel

The Jefferson Inn • Downtown Southern Pines • Premium King Suite

Southern Pines, North Carolina, United States

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Bath 1

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Sleep 2

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$193.04

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Villa

Reynolds Villa- Golf/Couples Retreat

Southern Pines, North Carolina, United States

Bed 2

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Bath 2

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Sleep 5

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$195.88

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Condo

Spacious Golf Front Getaway in the Pines! 2BR/2BA-Short Commute to Fort Bragg

Southern Pines, North Carolina, United States

Bed 2

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Bath 2

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Sleep 6

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$199.12

/ Nightly
Apartment

Slate at The Shire 255 - Unit C - Downtown!

Southern Pines, North Carolina, United States

Bed 2

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Bath 1

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Sleep 4

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$199.39

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Hotel

The Jefferson Inn, Downtown Southern Pines, King Bed

Southern Pines, North Carolina, United States

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Bath 1

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Sleep 2

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