Southern Pines, North Carolina Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Southern Pines, North Carolina on RentalSaver.com!

Southern Pines Rentals

From $310 per night (USD)
VRBO
Charming Downtown Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful rest ...
From $310 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Downtown Townhome; Walk to Dine & Shop on Broad St
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Elevate your next visit to North Carolina by staying in this newly constructed 3-bedroom, 2.5-bathroom Southern Pines to ...
From $370 per night (USD)
Expedia
From $314 per night (USD)
VRBO
SoPi Cottage - Walk to Town - King Bed
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located on a quiet street, walking distance from downtown Southern Pines, this contemporary living space has everything ...
From $314 per night (USD)
VRBO
From $153 per night (USD)
Expedia
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautifully upgraded condo offers the perfect blend of privacy, luxury, and location, making it the best choice for ...
From $153 per night (USD)
Expedia
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VRBO
Charming Southern Pines Abode - Walk to Dtwn!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Discover your North Carolina haven at this updated 2-bedroom, 1.5-bathroom vacation rental. Located a short stroll from ...
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VRBO
$4bed\/3.5 Bath\/Sleeps 8+\/Billiards Table\/Pinehurst No. 6$
From $363 per night (USD)
VRBO
4bed\/3.5 Bath\/Sleeps 8+\/Billiards Table\/Pinehurst No. 6
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This spacious home is in the village of Pinehurst. Only 10 minutes from Downtown and 15 minutes to Southern Pines. The c ...
From $363 per night (USD)
VRBO
From $1446 per night (USD)
VRBO
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26
Bedrooms:
7
Bathrooms:
6
Sleeps:
26
Summary: The Ramsey Cottage on Pinehurst No. 9 offers the perfect getaway! Experience luxury in this home that sleeps 26 ...
From $1446 per night (USD)
VRBO
$Reynolds Villa- Golf\/Couples Retreat$
From $267 per night (USD)
Expedia
Reynolds Villa- Golf\/Couples Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
**AVAILABLE DURING THE 2024 US OPEN IN PINEHURST - MESSAGE US FOR DETAILS AND PRICING** This Newly remodeled NON SMOKI ...
From $267 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Luxurious Pinehurst Home close to everything.
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
"Magnolia Pines" is a gorgeous Pinehurst home perfect for large groups and family reunions. "Magnolia Pines" has 5 bedro ...
From $720 per night (USD)
VRBO
From $518 per night (USD)
Expedia
A Cinderella Story -Downtown Southern Pines
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to A Cinderella Story, our cozy historic 4 bedroom cottage equipped with everything you need for your home away ...
From $518 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Only 1 block from downtown Southern Pines and 1 block to the park! Perfect location to walk to a local restaurants, brew ...
From $356 per night (USD)
VRBO
From $1441 per night (USD)
Expedia
Kenwood Villa - Spectacular Golf Views - Sleeps 22
Bedrooms:
9
Bathrooms:
8
Sleeps:
22
Summary: Experience luxury in the Kenwood Villa that sleeps 22+ with breathtaking golf views. Great Location in a privat ...
From $1441 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Historic Hidden Gem - Downtown Southern Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This special home is over 100 years old and nestled in historic downtown Southern Pines. Secluded on a private, wooded ...
From $306 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Downtown So. Pines - sleeps 8, walk to town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Southern Pines, North Carolina! Located a short walk from the quaint downtown, and close to numerous local go ...
From $223 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Stunning Golf Views on Pinehurst National No. 9. A Luxurious Retreat Awaits.
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Welcome to your luxurious retreat at Pinehurst National No. 9! Nestled alongside the picturesque 9th hole, this exquisit ...
From $513 per night (USD)
VRBO
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Expedia
Squires Manor on No. 6 in VOP
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Less than two miles from the Historic Village of Pinehurst. Stunning views of course No. 6, on the tee box of hole #10. ...
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Expedia
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VRBO
Golf cottage for 2024 US Open in Pinehurst NC
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Charming 2 bedroom 2 bath house for rent during the 2024 US Open in Pinehurst, NC. You will be only 2.5 miles from the ...
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VRBO
From $287 per night (USD)
Expedia
Charming May Street Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Experience the charm of Southern Pines in our tranquil single-family home, complete with a cozy fireplace, first-floor p ...
From $287 per night (USD)
Expedia
From $595 per night (USD)
VRBO
The Cowboy
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Cowboy, hosted by Isle of the Pines Property Group – a striking home seamlessly blending modern-western d ...
From $595 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Walk to Downtown - Par for the Course #1 - Golfer's Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover our cozy three-bedroom home in Golf Town, perfect for a guy's golf weekend or a family vacation. Located steps ...
From $250 per night (USD)
Expedia
$Nice 2 bedroom flat w\/pool. Pet friendly! Available for US Open$
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VRBO
Nice 2 bedroom flat w\/pool. Pet friendly! Available for US Open
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the comforts of home in this spacious new 2nd floor 2 bed, 2 bath condo, located only minutes from the country clu ...
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VRBO
From $331 per night (USD)
Expedia
Ace on Ashe - 4 bedroom home in Downtown Southern Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Classic charm meets modern comfort. This delightful home features a large front porch, fenced backyard with a patio, & f ...
From $331 per night (USD)
Expedia
From $1207 per night (USD)
VRBO
New! Insane Golf Retreat & Simulator - Bogey Bunks
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
This house was built from the ground up to create the perfect golf trip to accomodate several foursomes with everything ...
From $1207 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Two blocks from downtown! Charming, cozy home close to everything!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Consider this your home-away-from-home! Enjoy your visit to the "land of the pines" by staying in the Timeless Tudor. C ...
From $453 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Mulligan Manor in Downtown Southern Pines – the perfect retreat for your golf getaway or retreat to Downtown ...
From $394 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Slate at The Shire 255 - Unit C - Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unbeatable Location! In the heart of downtown, The Shire 225 is the perfect retreat for families or traveling profession ...
From $277 per night (USD)
Expedia
From $362 per night (USD)
VRBO
4 Bedroom, Pet Friendly, Downtown Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax and enjoy the charms of downtown Southern Pines living at the 1950s Charm House. Located on a quiet street, a quic ...
From $362 per night (USD)
VRBO
From $226 per night (USD)
Expedia
'Sandhills Sanctuary' Home Near Golfing!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Walk to Pool Park | Family Friendly | Newly Renovated Planning a golf-centric getaway with your family or friends? Look ...
From $226 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience the perfect blend of historic charm and modern comfort in our restored 1920s Serenity Pines cottage, nestled ...
From $422 per night (USD)
VRBO
From $305 per night (USD)
VRBO
9th Tee Condo Summary
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this charming 2-bedroom, 2-bath condo nestled in the desirable Longleaf Country Club, just minutes f ...
From $305 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Club Cottage Summary:
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this charming 2-bedroom, 2-bath condo nestled in the desirable Longleaf Country Club, just minutes f ...
From $305 per night (USD)
VRBO
From $396 per night (USD)
Expedia
NEW LISTING - Spacious and Luxurious 2BR Condominium (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located in the gated community of Pinehurst National No. 9 with views of the 5th and 6th holes at Pinehurst National No. 9.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
MINIMUM AGE LIMIT FOR RENTERS IS 21 NO PETS ALLOWED The BIRKDALE-A CONDOMINIUM is adjacent to the Pinehurst National No ...
From $396 per night (USD)
Expedia
From $1116 per night (USD)
VRBO
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Bedrooms:
7
Bathrooms:
5
Sleeps:
16
One-of-a-kind historical estate overlooking the 15th fairway of the Donald Ross designed Mid Pines Golf Course in Southe ...
From $1116 per night (USD)
VRBO
From $789 per night (USD)
Expedia
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
MINIMUM AGE LIMIT FOR RENTERS IS 21 NO PETS ALLOWED The Batten Rental Cottage is located next door to the Property Mana ...
From $789 per night (USD)
Expedia
$Million Dollar View w\/ 3 masters + Peloton on Pinehurst No. 9$
From $438 per night (USD)
VRBO
Million Dollar View w\/ 3 masters + Peloton on Pinehurst No. 9
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
This all-ensuite 3 bed/3.5 bath cottage offers beautiful views overlooking the 8th Hole of Pinehurst National, the prest ...
From $438 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
MINIMUM AGE LIMIT FOR RENTERS IS 21 NO PETS ALLOWED The Andrews Cottage is located a few homes down from the Property M ...
From $795 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Bicycle Lane Bugalow- nestled between golfing and equestrian communities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Treat your family (including your fur babies) to the perfect getaway and experience the best in Southern Pines. This ce ...
From $242 per night (USD)
VRBO
From $1023 per night (USD)
VRBO
Fire Pit- Pool Table- 8 Beds- Midway House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The perfect spot to relax & golf- MIDWAY to all Pinehurst/Southern Pines offer! After spending a day on one of 25 cours ...
From $1023 per night (USD)
VRBO
$Southern Pines Getaway w\/Hot Tub, Fire Pit & Pool$
From $729 per night (USD)
VRBO
Southern Pines Getaway w\/Hot Tub, Fire Pit & Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Large 4 bedroom and 3 bathroom secluded home in Southern Pines with a swimming pool, hot tub and very spacious backyard ...
From $729 per night (USD)
VRBO
From $364 per night (USD)
VRBO
The Gallery - 2 bd Boutique Southern Pines Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a uniquely designed experience at this centrally-located place - whether in town for golfing, riding, or simply en ...
From $364 per night (USD)
VRBO
From $267 per night (USD)
VRBO
MCM Spanish Revival Estate across street from Southern Pines Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This 1928 historic estate is located across the street from the newly renovated Southern Pines Golf Club, a Donald Ross ...
From $267 per night (USD)
VRBO
From $193 per night (USD)
VRBO
3 Bed 2.5 Bath home in Pinehurst No. 6
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come enjoy this beautiful home just steps from Pinehurst Resort's beautiful No. 6 golf course. It is only a 5-10 minute ...
From $193 per night (USD)
VRBO
From $226 per night (USD)
VRBO
AVAILABLE FOR US OPEN Beautiful Suite on Pine Needles Golf Course, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quiet and beautiful wooded area with Pine Needles golf course out the back window. Screened in porch. Private access, pr ...
From $226 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
House is located on Pine Needles golf course hole #16. Enjoy coffee & cocktails on the enclosed porch or deck while wat ...
From $425 per night (USD)
Expedia
From $364 per night (USD)
VRBO
The Pinecone Cottage - a Southern Pines escape
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Nestled within the charming town of Southern Pines, this picturesque house offers a serene escape in the heart of the Sa ...
From $364 per night (USD)
VRBO
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Expedia
Private US OPEN Retreat; minutes from the action!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Your PRIVATE retreat from a fun filled day at the US OPEN. MINUTES from Pinehurst #2, Pinehurst Village and Southern Pin ...
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Expedia
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VRBO
US Open! Golf Community, Sleeps 8, Minutes from Pinehurst #2.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This gorgeous newly renovated 4 bedroom, 2.5 bathroom home is located only 10 minutes to all of the US Open Festivities! ...
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VRBO
From $309 per night (USD)
Expedia
The Pine Needles Haven, < .5miles from Pine Needles Golf Course! - Monthly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Pine Needles Haven is located in the prestigious Knollwood Heights just minute from Pine Needles Golf Course! A fami ...
From $309 per night (USD)
Expedia
From $127 per night (USD)
VRBO
The Cottage on Grove located < .5 miles from Pine Needs Golf Course! - Monthly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Cottage on Grove is an attached basement with a private entrance located in the prestigious Knollwood Heights commun ...
From $127 per night (USD)
VRBO
From $128 per night (USD)
Expedia
The Knollwood Inn located less than .5 miles from Pine Needles Golf Course!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Knollwood Inn is an attached private entrance apartment located in the prestigious Knollwood Heights community. The ...
From $128 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Blue Beauty
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Walkable to Downtown! Stay comfortably in Southern Pines at this 4-bedroom house on Illinois Street. Each bedroom featu ...
From $498 per night (USD)
VRBO
From $512 per night (USD)
Expedia
The Palmer Retreat on the Green-HotTub,SaltWaterPool,FirePit,Family,Events
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Free: Hot Tub Free: Saltwater Pool Free: Complimentary Wine Free: Coffee & Tea Bar Free: Snacks Free: Wifi Free: Parking ...
From $512 per night (USD)
Expedia
$Golf Front Longleaf Condo2BR\/2BA$
From $332 per night (USD)
VRBO
Golf Front Longleaf Condo2BR\/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
All new furnishings in this golf front Longleaf condo! Located on the 9th fairway of Longleaf Golf and Family Club. Be ...
From $332 per night (USD)
VRBO
From $2052 per night (USD)
Expedia
The Perfect Golf Trip House
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to the home of American golf—our flagship Pinehurst property and the ultimate golf trip headquarters. Designed f ...
From $2052 per night (USD)
Expedia
From $469 per night (USD)
VRBO
May Street Charmer
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stay steps from downtown Southern Pines in this charming 2017-built home! Enjoy modern, state-of-the-art details, 3 spac ...
From $469 per night (USD)
VRBO
From $295 per night (USD)
Expedia
The Elm at Ducks Landing
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Make yourself at home at Ducks Landing, where a selection of private townhomes awaits your family's next vacation. Our a ...
From $295 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Hunter House - Southern Pines
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to your new home away from home. This delightful property boasts a generous living area, an impeccable kitchen, ...
From $420 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Bourbon & Bubbles, hosted by Isle of the Pines Property Group! This stunning home beautifully combines chic ...
From $648 per night (USD)
Expedia
From $187 per night (USD)
VRBO
The Cottage at Knollwood Manor
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Relax at The Cottage, a private getaway situated on the Knollwood Manor estate next to the 15th Fairway of Mid Pines Gol ...
From $187 per night (USD)
VRBO
From $537 per night (USD)
Expedia
19th Hole - Downtown, Park, Pickleball, Sim Access
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
The 19th Hole is a 4 bed, 3.5 bath brand new house minutes from world class golf courses. The property features tasteful ...
From $537 per night (USD)
Expedia
From $36 per night (USD)
VRBO
Private Room & Bathroom in Southern Pines with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this private 1-bedroom with en-suite bath in Southern Pines. This marvelous property features a co ...
From $36 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Updated, Fenced, Pet Friendly Downtown Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax and enjoy the charms of downtown Southern Pines living at the 1950s Charm Cottage. Located on a quiet street, a qu ...
From $165 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Enjoy your stay overlooking Hole 6 on Pinehurst National #9.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
With a private deck you can enjoy watching golfers and take in the beautiful scenery. Two queen size beds, a pull out co ...
From $172 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Serene South Henley: Short Drive to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located a short 2-minute drive from downtown, you're close to local restaurants, shops, and cultural attractions. Explor ...
From $419 per night (USD)
Expedia
From $304 per night (USD)
VRBO
The Clubhouse Summary
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Summary--This beautiful apartment in Southern Pines has 3 bedrooms, 3 bathrooms, and a very comfortable full be ...
From $304 per night (USD)
VRBO
From $170 per night (USD)
Expedia
New Pines Retreat - Brand New Home!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome! This beautiful 3-bedroom, 2.5-bath home is located in Southern Pines, one of three North Carolina communities k ...
From $170 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Midland Pines Getaway! 3 bedroom stylish & cozy Cottage minutes to golf & dining
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This downtown Southern Pines cottage is just 1 mile from SoPines shops, restaurants, bars & theatre. Relax & unwind in t ...
From $185 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Cozy Southern Pines Retreat 1 Mi to Downtown!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Surrounded by world-class golf courses and boasting easy access to several museums, shops, and dining spots, this 3-bedr ...
From $233 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Southern Pines Stunner
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This stunning home is just a block from downtown Southern Pines and basks in natural light. Gather with family and frien ...
From $426 per night (USD)
VRBO
From $459 per night (USD)
Expedia
The Flat Coat Cottage: Downtown Southern Pines
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Steps from downtown! This beautifully updated Downtown home stands out with its high end finishes and unique location. L ...
From $459 per night (USD)
Expedia
From $243 per night (USD)
VRBO
UnForegettable Southern Pines
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Perfectly located to enjoy all that Southern Pines and Pinehurst have to offer⛳️ Sleeps up to 8 with 4 Queen Sealy Postu ...
From $243 per night (USD)
VRBO
$The Bungalow on Connecticut w\/E scooter rental$
From $264 per night (USD)
Expedia
The Bungalow on Connecticut w\/E scooter rental
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Summary--The Bungalow on Connecticut is a 3 bed 2 bath tucked away in the heart of Southern Pines, walking dist ...
From $264 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Adorable 1 bedroom guest house in Southern Pines
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Blackwell Lodge is a unique place has a style all its own. Need a space to stay close to downtown Southern Pines and ...
From $138 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Golf Front Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located steps from the Longleaf Golf Course and the National Headquarters for the U.S. Kids Golf Training Academy, this ...
Click For Pricing
Expedia
From $424 per night (USD)
VRBO
Standard Suite - 2 Queens · The Jefferson Inn Rm. 9
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the historic Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC! Room 9 is one of our loveliest sui ...
From $424 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Deluxe Guestroom-2 Queens · The Jefferson Inn Rm. 14
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC! Room 14 is a well appointed, spacious room ...
From $424 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Stunning Golf Front!Pinehurst #9-Villages of Pinehurst. Pinehurst Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stunning Golf Front Condo at Prestigious Pinehurst #9 overlooking #5 Green and #6 Teebox on Jack Nicklaus’s Signature ...
From $231 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Standard Guest Room- 2 Queens · The Jefferson Inn Rm. 13
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the historic Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC Room 13 is one of our lovely standa ...
From $424 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Deluxe Guestroom-2 Queens · The Jefferson Inn Rm. 12
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC! Room 12 is a spacious deluxe guestroom feat ...
From $424 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Deluxe Guestroom - 2 Queens · The Jefferson Inn Rm. 5
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Room 5 at The Jefferson Inn, a deluxe guest room featuring two Queen beds. This spacious, well appointed gue ...
From $420 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Standard Guestroom - 1 King · The Jefferson Inn Rm. 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC. Room 6 is a spacious standard guest room fe ...
From $424 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Deluxe Guest Room - 1 King + · The Jefferson Inn Rm. 7
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC Room 7 is one of our spacious Deluxe Guest ...
From $424 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Deluxe Guestroom - 2 Queens · The Jefferson Inn Rm. 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Jefferson Inn & 1901 Lounge, in beautiful Southern Pines, NC. Room 4 is a deluxe guest room that feature ...
From $358 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Standard Guestroom (ADA) - 1 King · The Jefferson Inn Rm. 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Jefferson Inn & 1901 Lounge in beautiful Southern Pines, NC! Room 8 is an ADA accessible standard guestr ...
From $424 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Junior Suite - 1 King · The Jefferson Inn Rm. 15
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Jefferson Inn & 1901 Lounge located in beautiful Southern Pines, NC! Room 15 is our Junior Suite, featur ...
From $424 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Deluxe King Suite · The Jefferson Inn Rm. 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Jefferson Inn and 1901 Lounge! Room 1 offers our most prestigious accommodations, and is our largest and ...
From $424 per night (USD)
Expedia
From $424 per night (USD)
VRBO
The Jefferson Inn Rm. 2 | Standard Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Jefferson Inn & 1901 Lounge, located in beautiful Southern Pines, NC! At approximately 500 square feet, ...
From $424 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Standard King Guestroom · The Jefferson Inn Rm. 10
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Jefferson Inn & 1901 Lounge! Room 10 is a standard guest room featuring a king bed. This guestroom featu ...
From $420 per night (USD)
Expedia
From $424 per night (USD)
VRBO
11-Standard Guest Room - 2 Queens · The Jefferson Inn Rm. 11
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Jefferson Inn, Room 11! A Standard guest room featuring two queen beds newly refreshed as of March 2023. ...
From $424 per night (USD)
VRBO
$Southern Pines Vacation Rental w\/ Deck & Grill!$
From $217 per night (USD)
Expedia
Southern Pines Vacation Rental w\/ Deck & Grill!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your next North Carolina retreat awaits at this 3-bedroom, 2-bath Southern Pines vacation rental! This home features a c ...
From $217 per night (USD)
Expedia
$\Peace On Wheels\ Sleeps 4 Comfortably w\/Outside Entertainment$
From $136 per night (USD)
VRBO
\"Peace On Wheels\" Sleeps 4 Comfortably w\/Outside Entertainment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
About this space **YOU MUST BOOK A SITE AT A LOCAL CAMPGROUND BEFORE BOOKING** ***You pick out any Camp site, we will dr ...
From $136 per night (USD)
VRBO
$Walkable Downtown SP Craftsman\n$
From $530 per night (USD)
VRBO
Walkable Downtown SP Craftsman\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Make your trip EASY by staying at this downtown Southern Pines home. Walkable, well-appointed, clean, and comfortable, t ...
From $530 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Slice of Seclusion in Downtown Southern Pines
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your Slice of Seclusion in the middle of all the action! This charming one bedroom apartment will be your oas ...
From $127 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Solitude at The Shire 255 - Unit D - Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unbeatable location! Nestled in the back of the main residence, this cozy, detached cottage makes for the perfect getawa ...
From $216 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Walkable to Downtown Southern Pines - Local Gem
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location, location, location! Steps from Downtown Southern Pines! This charming property is situated in the heart of Dow ...
From $328 per night (USD)
VRBO
Click For Pricing
Expedia
Secret Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Two bedroom one bath they can sleep up to six. Tucked away in the middle of a block. Free Wi-Fi and everything in the ki ...
Click For Pricing
Expedia
From $316 per night (USD)
VRBO
Beautiful 1920's Craftsman-Downtown Southern Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Charming 3 bedroom, 2 bathroom house, less than a 10 minute walk to beautiful downtown Southern Pines, and 2 minute walk ...
From $316 per night (USD)
VRBO
$Historic Home w\/hot tub, steps from everything!$
From $867 per night (USD)
Expedia
Historic Home w\/hot tub, steps from everything!
Bedrooms:
0
Bathrooms:
4
Sleeps:
10
Many have called Southern Pines Retreat home throughout its nearly 100 year history. Built in 1928, this Georgian-style ...
From $867 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Cottage on Ridge- Short & Extended Stays
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet cl ...
From $178 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Upstairs at the Estate - Across from SP Golf Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Keep it simple at this peaceful and unique home. Located in the upstairs of "The Estate" and across from a Donald Ross G ...
From $194 per night (USD)
Expedia

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Results: 289 Rentals