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 $295 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 $295 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Downtown Townhome; Walk to Dine & Shop on Broad St
Bedrooms:
2
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 $259 per night (USD)
VRBO
From $220 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 $220 per night (USD)
VRBO
From $126 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 $126 per night (USD)
Expedia
From $368 per night (USD)
VRBO
4bed/3.5 Bath/Sleeps 8+/Billiards Table/Pinehurst No. 6
Bedrooms:
3
Bathrooms:
4
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 $368 per night (USD)
VRBO
From $190 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 $190 per night (USD)
Expedia
From $715 per night (USD)
VRBO
Luxurious Pinehurst Home close to everything.
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
"Magnolia Pines" is a gorgeous Pinehurst home perfect for large groups and family reunions. "Magnolia Pines" has 5 bedro ...
From $715 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Bedrooms:
3
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 $300 per night (USD)
Expedia
From $447 per night (USD)
VRBO
A Cinderella Story -Downtown Southern Pines
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Welcome to A Cinderella Story, our cozy historic 4 bedroom cottage equipped with everything you need for your home away ...
From $447 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Historic Hidden Gem - Downtown Southern Pines
Bedrooms:
1
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 $210 per night (USD)
Expedia
From $197 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 $197 per night (USD)
VRBO
Click For Pricing
Expedia
Squires Manor on No. 6 in VOP
Bedrooms:
3
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
From $506 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 $506 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Fast Walk to Downtown - Par for the Course #1 - Golfer's Retreat
Bedrooms:
2
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 $268 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Ace on Ashe - Home in Downtown Southern Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located just a couple of blocks from local favorites like Betsy’s Crepes, Rec Room, Chapman’s, SoPies, Swank Coffee, Amo ...
From $286 per night (USD)
Expedia
From $944 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 $944 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $332 per night (USD)
VRBO
Charming, cozy home close to everything downtown! Perfect for large groups!
Bedrooms:
2
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 $332 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Mulligan Manor in Downtown Southern Pines – the perfect retreat for your golf getaway or retreat to Downtown ...
From $203 per night (USD)
Expedia
From $162 per night (USD)
VRBO
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 $162 per night (USD)
VRBO
From $163 per night (USD)
VRBO
'Sandhills Sanctuary' Home Near Golfing!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Walk to Pool Park | Family Friendly | Newly Renovated Planning a golf-centric getaway with your family or friends? Look ...
From $163 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the perfect blend of historic charm and modern comfort in our restored 1920s Serenity Pines cottage, nestled ...
From $388 per night (USD)
VRBO
From $229 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 $229 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course
Bedrooms:
6
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 $695 per night (USD)
VRBO
From $693 per night (USD)
Expedia
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9
Bedrooms:
4
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 $693 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9
Bedrooms:
3
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 $423 per night (USD)
VRBO
From $660 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:
4
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 $660 per night (USD)
Expedia
From $245 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 $245 per night (USD)
VRBO
From $3225 per night (USD)
VRBO
Fire Pit- Pool Table- 8 Beds- Midway House
Bedrooms:
2
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 $3225 per night (USD)
VRBO
From $86 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 $86 per night (USD)
VRBO
From $304 per night (USD)
Expedia
The Pinecone Cottage - a Southern Pines escape
Bedrooms:
3
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 $304 per night (USD)
Expedia
Click For Pricing
VRBO
US Open! Golf Community, Sleeps 8, Minutes from Pinehurst #2.
Bedrooms:
2
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! ...
Click For Pricing
VRBO
From $212 per night (USD)
Expedia
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 $212 per night (USD)
Expedia
From $255 per night (USD)
VRBO
The Gallery - 2 bd Boutique Southern Pines Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a uniquely designed experience at this centrally-located place - whether in town for golfing, riding, or simply en ...
From $255 per night (USD)
VRBO
From $154 per night (USD)
Expedia
The Cottage at Knollwood Manor
Bedrooms:
1
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 $154 per night (USD)
Expedia
From $383 per night (USD)
VRBO
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 $383 per night (USD)
VRBO
From $441 per night (USD)
Expedia
19th Hole - Downtown, Park, Pickleball, Sim Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The 19th Hole is a 4 bed, 3.5 bath newly constructed home located near the heart of downtown Southern Pines! We are walk ...
From $441 per night (USD)
Expedia
From $297 per night (USD)
VRBO
The Palmer Retreat on the Green-HotTub,SaltWaterPool,FirePit,Family,Events
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Palmer – A Stunning 3-Bedroom, 2.5-Bath Retreat! Step into comfort and charm at The Palmer—your ideal es ...
From $297 per night (USD)
VRBO
From $407 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 $407 per night (USD)
Expedia
From $417 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 $417 per night (USD)
VRBO
From $201 per night (USD)
Expedia
The Elm at Ducks Landing
Bedrooms:
2
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 $201 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Hunter House - Southern Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to your new home away from home. This delightful property boasts a generous living area, an impeccable kitchen, ...
From $446 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Golf Front Longleaf Condo2BR/2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
All new furnishings in this golf front Longleaf condo! Located on the 9th fairway of Longleaf Golf and Family Club. Be ...
From $200 per night (USD)
Expedia
From $371 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 $371 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Downtown Corner Cottage is a dog-friendly home in the vibrant historic district of So Pines! Minutes from world-class go ...
From $359 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Quirky Cottage - Downtown Southern Pines
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Your Southern Pines getaway awaits at this delightful and spacious 4-bedroom house. With a mix of 1 king, 3 queen, 1 ful ...
From $374 per night (USD)
VRBO
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 $230 per night (USD)
VRBO
Serene South Henley: Short Drive to Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Only two minutes from downtown, you’ll be right by local restaurants, shops, and cultural spots. Spend the day on one of ...
From $230 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Updated, Fenced, Pet Friendly Downtown Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax and experience the best of Southern Pines from this beautifully updated cottage, perfectly situated for exploring ...
From $176 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Cozy Southern Pines Retreat 1 Mi to Downtown!
Bedrooms:
2
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 $224 per night (USD)
VRBO
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
From $190 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 $190 per night (USD)
VRBO
From $207 per night (USD)
Expedia
UnForegettable Southern Pines
Bedrooms:
2
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 $207 per night (USD)
Expedia
From $231 per night (USD)
VRBO
The Clubhouse Summary
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Make yourself at home in this beautifully renovated 3BR/3BA apartment in Southern Pines, hosted by Military Fir ...
From $231 per night (USD)
VRBO
From $177 per night (USD)
Expedia
New Pines Retreat - Brand New Home!
Bedrooms:
2
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 $177 per night (USD)
Expedia
From $317 per night (USD)
VRBO
The Flat Coat Cottage: Downtown Southern Pines
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Steps from downtown! This beautifully updated Downtown home stands out with its high end finishes and unique location. L ...
From $317 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The Downtown Lodge promises a central location in downtown Southern Pines and near Pinehurst. The heart of this residenc ...
From $171 per night (USD)
Expedia
From $372 per night (USD)
VRBO
3BR, 3.5BA Cottage in Pinehurst, NC
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to our charming golf cottage in Pinehurst, NC! Nestled in the gated Pinehurst#9 community, this 3-BR, 3.5-bathro ...
From $372 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Pinehurst Manor - Beautifully renovated 2B/2B Townhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully renovated townhome in Pinehurst Manor. Our location near the traffic circle makes reaching all your destinat ...
From $531 per night (USD)
VRBO
From $204 per night (USD)
VRBO
9 Pinehurst Golf-Front Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Beautiful golf-front condo located in the prestigious gated community of Pinehurst National #9. 2 bedroom 2 bath - total ...
From $204 per night (USD)
VRBO
From $634 per night (USD)
VRBO
Pet friendly Plant Paradise with Pool near Pinehurst
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy this 3 bedroom, plant filled peaceful paradise. Fully stocked, cozy, pet friendly, and 10 minutes to Pinehurst. Cu ...
From $634 per night (USD)
VRBO
$Location is a golfer's paradise and less than 10min from downtown Pinehurst!\n$
From $213 per night (USD)
VRBO
Location is a golfer's paradise and less than 10min from downtown Pinehurst!\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Accommodating up to 6 guests in exceptional comfort, our 3-bedroom, 2-bath Charming Pines Hideaway is ideally located wi ...
From $213 per night (USD)
VRBO
Click For Pricing
Expedia
2024 US Open Home for Rent. Three miles to Pinehurst #2!
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Beautiful home in the heart of Southern Pines, located just three miles from Pinehurst #2. Large house with flowing floo ...
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Expedia
Click For Pricing
VRBO
Elegant golf get-away 4 minutes to Pinehurst. Surrounded by Golf Opportunities!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Play the links or visit (4 miles) historic Pinehurst or Southern Pines. Relax in elegant, spacious home. Enjoy the outdo ...
Click For Pricing
VRBO
From $526 per night (USD)
Expedia
The Dogwood - Downtown Southern Pines
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to The Dogwood — the perfect gathering spot for large groups of family or friends visiting the area. With five ...
From $526 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Oakmont Cottage! Located in the heart of Southern Pines. Just a short walk from the historic downtown, wi ...
From $151 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Slice of Seclusion in Downtown Southern Pines
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in the center of Downtown Southern Pines in this charming basement-level 1-bedroom apartment. Just steps from shops ...
From $136 per night (USD)
Expedia
From $223 per night (USD)
VRBO
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 $223 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Maine Avenue: Downtown Southern Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location! Steps from Downtown Southern Pines! This charming property is situated in the heart of Downtown Southern Pines ...
From $315 per night (USD)
Expedia
From $209 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 $209 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 $315 per night (USD)
VRBO
Beautiful 1920's Craftsman-Downtown Southern Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom, 2 bathroom house, less than a 10 minute walk to beautiful downtown Southern Pines, and 2 minute walk ...
From $315 per night (USD)
VRBO
From $293 per night (USD)
Expedia
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 $293 per night (USD)
Expedia
From $326 per night (USD)
VRBO
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 $326 per night (USD)
VRBO
From $289 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 $289 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $307 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 $307 per night (USD)
Expedia
From $288 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 $288 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Peaceful Southern Pines Home w/ Pool + Yard!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Treat your family to an unforgettable vacation at this 4-bedroom, 3.5-bath home in Southern Pines. The vacation rental's ...
From $460 per night (USD)
VRBO
From $548 per night (USD)
VRBO
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 $548 per night (USD)
VRBO
From $129 per night (USD)
Expedia
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 $129 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Cozy 2-bedroom bungalow with WiFi, AC in welcoming Southern Pines
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Southern Pines, this delightful bungalow is the perfect retreat for guests seeking a pleasant getaway. With 2 ...
From $299 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 2-bedroom townhome in Downtown Southern Pines.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Downtown Southern Pines with easy access to Broad Street's shops, restaurants and breweries. This updated 2/2 has a spa ...
Click For Pricing
Expedia
From $145 per night (USD)
VRBO
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to a charming apartment in the heart of Southern Pines, where comfort meets convenience. The Downtown Pines Hidea ...
From $145 per night (USD)
VRBO
From $208 per night (USD)
Expedia
New Listing!! #9 Golf-Front 2Bedroom Condo!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Welcome to this charming condo in Pinehurst. The unit is located on the main floor and is equipped with brand new furnit ...
From $208 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Southern Pines Stunner - secret reading nook! Walkable to Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This stunning home is a block from downtown Southern Pines, filled with natural light and cozy charm. Gather in the sunl ...
From $446 per night (USD)
VRBO
From $724 per night (USD)
VRBO
Fire Pit + Patio: Spacious Southern Pines Retreat
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4.5 Acres | Private Pool | Game Room | Dog Friendly w/ Fee Your next fun-filled North Carolina adventure awaits at this ...
From $724 per night (USD)
VRBO
From $288 per night (USD)
VRBO
The Fox Downtown-outdoor playhouse & indoor gym! Walking distance to downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Your Downtown Family-Friendly Retreat! A cozy, fun, and family-friendly home just a block from shops and din ...
From $288 per night (USD)
VRBO
From $235 per night (USD)
VRBO
The Maine House - Downtown Southern Pines
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Updated Mid Century charmer steps to downtown Southern Pines and minutes from world-class Pinehurst golfing. Walk to loc ...
From $235 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Cozy downtown cottage close to the park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Listing description Enjoy this cozy updated home in Southern Pines. Close to the park / pickleball courts, and easily ge ...
From $237 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Central LocationI Two Master King Suites I Games I 3 King bedrooms
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
You’ll feel like you’re in a tree house in this home-away-from-home! House sits on a hill and the pine trees through eac ...
From $428 per night (USD)
Expedia

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Results: 223 Rentals