Vacation Rentals By Owner In Southern Pines, NC

$314.2

Downtown Southern Pines Living — 4BR at Ace on Ashe

Southern Pines, North Carolina, United States

This charming home blends classic character with modern updates. Enjoy mornings on the large front porch, a fenced backyard with a patio for hanging out, and an open, easygoing layout that works well for groups. The main floor includes one bedroom and a full bathroom, along with original heart pine floors and thoughtful details that give the home its warmth and personality. Upstairs, you’ll find three additional bedrooms and a spacious bathroom with double vanities and a clawfoot tub. The upstairs level is accessed by staircases located on both sides of the home.brbrThe kitchen is fully updated and well-equipped, with nice finishes throughout the home that make it comfortable and inviting without feeling overdone.brbrLocated just a couple of blocks from downtown Southern Pines favorites like Betsy’s Crepes, Rec Room, Chapman’s, SoPies, Amor Ciego, Embers BBQ, and more, you’ll be able to walk to coffee, shopping, food, and fun. Golfers will love being less than 2 miles from Pine Needles, Mid Pines, and Southern Pines Golf Club—three of North Carolina’s top courses.brbrOur team also offers concierge services to help make your stay easy. From tee times and dinner reservations to grocery delivery, just let us know what you need and we’re happy to help.brbrBed Setup:brDownstairsbrBedroom 1 - 2 TwinsbrbrBedroom 2 - 1 KingbrBedroom 3 - 1 KingbrBedroom 4 - 2 Twins

Bed

Bath

Sleeps

$272.3

/ Nightly

Private Vacation Home

Pet-Friendly w/ Fire Pit, Huge Fenced Backyard

Southern Pines, North Carolina, United States

This cozy, dog-friendly home has everything you need for a brief trip or extended stay. Drive just 10 minutes to renowned golf courses and easily access the charm of downtown Southern Pines a short mile away. It has ample parking on site with room for RVs. Enjoy the large porches and huge fenced backyard where you can play lawn games and cozy up to the fire pit on cooler nights. This home is a true gem and we are so pleased to share it with you!brbrFor non-urgent questions or concerns, please contact us through the communication platform you used to book the stay.brbrFor emergencies related to your stay, please dial our cell phones.brbrWe live about an hour away, so it's possible that my parents who live 5 minutes away could chip in to assist if necessary.brbrEmergency contact details are on the refrigerator for easy viewing and access once in the home.brbrThe street itself is a charming mix of different homes and families, many that have been there for generations. With some lovely horse farms nearby it has a country feel despite being so close to downtown.brbrDown the road is Manly Presbyterian Church, which has been serving the community for 140 years. It's also where my grandparents met!! (4 min walk.)brbrOne more block down Yadkin Rd and you can take in the breathtaking views of expansive horse farms and big skies.brbrTurn the other direction and you can cross the train tracks to the local brewery, Southern Pines Brewing Company (8 min walk). BHAWK distillery is a short drive down the road.brbrbrThe entire home and huge private backyard are available for guest use. brbrThere is a small garage located next to the home where guests can access backyard games. The garage is not available for parking cars.brbrThe other side of the double lot (separated by a fence) has a large garage and old greenhouse. This second lot and its buildings are not available for guest use but the view of the trees and flowers can be enjoyed from the home and outdoor spaces.brbrThis charming home is single-story and situated on a massive double lot. On one side attached to the home is a flat backyard where you can enjoy the fire pit or play outdoor games such as disc golf, croquet, corn hole, soccer, and more. The second lot is full of pine trees and azaleas. Though guests will not have access to the second lot, they can enjoy the flora from the porches and several large windows in the home. brbrThe cozy living room has one large chaise sectional and overlooks the front porch through the large window. The living room includes a 52 Smart TV where you can log into just about any app you choose.brbrThere are four bedrooms, with five total beds:br-The primary bedroom includes a queen bed, stylish barn doors, a walk-in closet, and en suite bathroom with double vanity.br-The second bedroom is large and includes a queen bed, large dresser, and two small closets.br-The third bedroom has a bunk bed with a full-sized bed on the bottom and a twin on top, as well as a dresser and large closet. br-The fourth bedroom has a dedicated workspace, a closet with dresser, and a comfortable twin-sized daybed. It has one large (dreamy) window overlooking the backyard. brbrBathrooms:br-The primary bedroom has an en suite bathroom with shower and double vanity. One step in required.br-The full bathroom has a generous double vanity, a bathtub with shower, and a toilet separated by a privacy wall. It has lots of storage to hold toiletries for multiple people.brbrThe kitchen has everything you could want for an extended stay and for those who want to take advantage of some home cooking. It includes a K-pod coffee machine for single servings or a pot of coffee. Multiple flavors of coffee are available.brbrThe dining nook overlooks the back deck and features a large window with views of the second wooded lot. It includes a table that seats six, with two folding chairs to add seating as needed. Swinging doors off the dining room lead to the laundry area.brbrTiny guests (aka babies and kids) are welcome here - a high chair and toys are available, please advise if you need the high chair in advance. The littles will love the trains!brbrThe property is just over one hour from Raleigh Durham International Airport (RDU). brbrIt is mere minutes from the local train station where you can disembark from your Amtrak and stumble straight into the charm of downtown Southern Pines. brbrA car is the easiest way to access downtown (4 minute drive), though it would be possible for more active guests to bike, jog, or walk. brbrAIR CONDITIONING: Fantastic A/C keeps you cool even on the most humid days! We use a Nest thermostat. You can adjust it yourself, and we are glad to update the schedule of the air conditioning to temperatures and timing that feel good to you.brbrGOLF: We are minutes by car from some of the best golf courses in the country. There are over 40 nearby golf courses throughout the area!br14 minutes to Pinehurst No. 2br8 minutes to U.S. Kids Golf Academy at Longleafbr5 minutes to Pine Needles Lodge and Golf Clubbr5 minutes to Mid Pines Inn and Golf ClubbrbrTRAINS: The passing trains are a feature of the home. Though we have never woken up to the sound of a passing train, please be aware that you could hear one or more trains during night hours. We provide earplugs and a sound machine as a courtesy but please bring whatever you need for you and your littles to sleep comfortably. (The train goes right through downtown, so this is a common noise heard throughout town - but not everybody gets to wave at the trains like we do!)brbrPRE-ARRIVAL FORM: In order to better understand the details of your party and to ensure you have seen and agree to the rules of the home, you will receive a pre-arrival form upon booking. We will not share your personal PIN to access the home until this pre-arrival form is received. brbrKEYLESS ENTRY: We are a keyless home. Your personal PIN to enter the home will open the front and back doors throughout your stay. The PIN will not work outside of your booking dates.brbrKIDS & BABIES: We offer lots of toys for babies and toddlers! Just leave them out to be cleaned if used. We also have a baby tub, toddler toilet, and booster seat. If you need to use a high chair during your stay, please let us know ahead of time. We do not currently offer a pack n play. Check out local gear renting businesses, there are lots!brbrPET REQUIREMENTS: We are happy to host your furry friend so long as they fit the following profile. Dogs that demonstrate anxious behavior (scratching at floors or doors, excessive barking, breaking blinds or window treatments to look out windows) or those who are not housebroken are not a good fit.br-One dog allowed 40lbs or less with disclosure. Pet fee of $50 plus taxes applies.br-Dog must be non-aggressive and fully housebroken.br-Dog should be kept in a crate inside the home when guests are not present. br-Dog is not allowed directly on furniture without being on top of a sheet or blanket.br-The backyard is fully fenced in but it may not be 'dog proof' depending on the agility of the dog. Dog must be observed while in the backyard.brbrIf you bring a pet on property without disclosing or otherwise are found to break these pet rules above you will be charged a fee of $200 in addition to the $50 pet fee. Thank you for minding these pet rules! brbrCANCELLATIONS: We strongly recommend purchasing travel insurance to cover your costs in the event you need to cancel your stay beyond the cancellation window. Travelers must cancel by 11:59 p.m. Eastern Time on the final day of the refund window.

Bed

Bath

Sleeps

$356.85

/ Nightly

Private Vacation Home

The Flat Coat Cottage: Downtown Southern Pines

Southern Pines, North Carolina, United States

Steps from shopping and dining! This beautifully updated Downtown home stands out with its high end finishes and unique location. Located Downtown Southern Pines, this home offers a fantastic opportunity for those craving walkability. Quaint coffee shops, trendy breweries, and delectable dining options are at your fingertips. After you`ve explored downtown, come home and relax on the spacious back deck with a cold drink and enjoy the peaceful surroundings. Featuring high end finishes and stylish, modern décor, this house is the perfect place to enjoy your time in the land of the pines!brbrEarly check-in subjected to availability with an additional fee: brUp to 2 hours for $50brUp to 4 Hours for $80brbrUnauthorized pets will incur an additional pet fee.brbrNearby Attractions:brbr- Carolina Horse Park Foundation (13.8 miles)brbrAt Stay Well Vacation Rentals, we are experts in prioritizing the guest experience through unparalleled customer service. We are a locally owned management company and take your vacations seriously. We appreciate how expensive it can be to travel, not only financially but also in cost of vacation days. We want to ensure you have the best vacation possible and we are dedicated to delivering that experience to each guest.brEnjoy this space, we have curated the perfect space for a family getaway. brbrNo cats permitted on property, unauthorized pets will incur additional fees. EV charging available for $20/day.

Bed

Bath

Sleeps

$696.87

/ Nightly

Private Vacation Home

Fire Pit + Patio: Spacious Southern Pines Retreat

Southern Pines, North Carolina, United States

4.5 Acres | Private Pool | Game Room | Dog Friendly w/ FeebrbrYour next fun-filled North Carolina adventure awaits at this secluded Southern Pines vacation rental! With a private pool, fenced-in yard, and prime location surrounded by serene nature trails, world-class golfing, and more, this 4-bedroom, 4.5-bath house makes the perfect destination for a memorable retreat with family or friends. Be sure to check out downtown shops and eateries before returning home to unwind by the fire pit.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 2 twin bedsbr- Bedroom 4: 1 queen bedbrbrINDOOR LIVINGbr- Smart TVs w/ cablebr- Theater room w/ projector screenbr- Luxury massage chairbr- Pool table, dartboardbr- Fireplace, dining table br- En-suite bathrooms, walk-in closetbr- Walk-in shower, freestanding bathtubbrbrOUTDOOR LIVINGbr- Private pool w/ waterslide, hot tubbr- Wood-burning fire pitbr- Putting greenbr- Furnished patio & pergolabr- Fenced-in yard w/ hammockbrbrKITCHENbr- Refrigerator, stove/oven, microwave, dishwasherbr- Drip coffee maker, toasterbr- Island w/ bar seating, dishware & flatware, cooking basicsbrbrGENERALbr- Self check-in, free WiFibr- Washer & dryer, laundry detergentbr- Iron/board, trash bags/paper towelsbr- Towels/linens, complimentary toiletries, hair dryerbr- Central heating & A/C, ceiling fansbrbrFAQbr- 1 exterior security camera (facing out)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- 2-level house, 2 steps required to enterbr- All bedrooms & full bathrooms on main floorbrbrPARKINGbr- Driveway (8 vehicles)brbr-- THE LOCATION --brbr- Near golf courses & hikingbr- 1 mile to Weymouth Woods Sandhills Nature Preservebr- 3 miles to Downtown Southern Pines: restaurants & cafes, shopsbr- 3 miles to Southern Pines Golf Clubbr- 6 miles to Mid Pines Inn & Golf Clubbr- 6 miles to Pine Needles Resortbr- 7 miles to Reservoir Park: fishing, trails, disc golfbr- 8 miles to Pinehurst Resortbr- 72 miles to Raleigh-Durham Int’l 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- Pet friendly w/ $300 fee (+ fees & taxes, dogs only)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-level house requires using 2 steps to enter. Upon entry, all of the bedrooms and full bathrooms are accessible on the main floorbr- Your safety matters. This property features 1 exterior security camera located on the back patio facing the outdoor entry. It does not look into any interior spaces. The camera records video and sound when activated by motion

4

Bed

4

Bath

8

Sleeps

$805.75

/ Nightly

Private Vacation Home

Golf & Hunting Retreat - Luxury Historic Barn Near Pinehurst

Southern Pines, North Carolina, United States

The Lodge at Twin Fields Farm | Luxury Historic Barn StaybrbrExperience an unforgettable stay at The Lodge at Twin Fields Farm, a beautifully renovated historic barn listed on the National Register of Historic Places. Blending refined luxury with authentic countryside charm, this one-of-a-kind lodge is ideal for golf getaways, bachelor weekends, hunting trips, and group retreats.brbrThe lodge features three distinct luxury suites:brbrThe Foxhound Suite – Four single beds, kitchenette, and private en-suite bathroombrbrThe Thoroughbred Suite – Four single beds, kitchenette, and private en-suite bathroombrbrThe Albatross Suite – An exclusive king suite with a private en-suite bathroombrbrDesigned for comfort and flexibility, the property offers two state-of-the-art, fully equipped kitchens, perfect for group meals or entertaining. Original barn stalls have been thoughtfully preserved, adding character and delivering an authentic farm-stay atmosphere without sacrificing modern amenities.brbrWhen you book The Lodge at Twin Fields Farm, you’ll enjoy exclusive access to the entire building—both floors of this spacious historic barn. Guests have access to five bedrooms, multiple living spaces, and two full kitchens, ensuring privacy, convenience, and room to relax.brbrEquestrian-Friendly StaybrTwin Fields Farm welcomes guests traveling with horses. Advance inquiry is required, as availability is limited. The property is within walking distance of the Walthour-Moss Foundation, making it an ideal location for equestrian enthusiasts.brbrWhether you’re planning a weekend escape or a memorable group stay, The Lodge at Twin Fields Farm offers a rare combination of history, luxury, and countryside charm.

Bed

Bath

Sleeps

$168.04

/ Nightly

Condo

The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!

Southern Pines, North Carolina, United States

The Wanderlust Bungalow on May is a centrally located condo in the middle of Downtown Southern Pines. The Wanderlust is walking distance to Broad Street and everything that is has to offer and just a few blocks from Connecticut Street for a short commute to Fort Liberty. Lastly, a short 5 minute drive to hop on over to Pinehurst and enjoy any of the local courses. This is the perfect property for anyone with a wanderlust!brbrThe Wanderlust Bungalow on May is a condo located right in Downtown Southern Pines. We pride ourselves on the inviting space that we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, and so much more. We want you to feel like you have walked into your home away from home.brbrThe Wanderlust is a 1200 square foot, 2 bedroom and 2 bathroom condo with a great view of downtown Southern Pines. The first bedroom offers a king bed with an en-suite bathroom and the second bedroom offers a queen bed with an en-suite bathroom. Both bedrooms can comfortably sleep two and the living room can accommodate a queen size air mattress to sleep two.brbrThe living space calls your name with its boho-chic sitting area , gorgeous leather sofa, and large smart TV. Feel free to kick back with your favorite movie or help yourself to the patio located right off the living room. The kitchen is fully stocked with essential items to include a coffee bar, toaster, microwave, oven, and other additional amenities. You will also find an iron and ironing board, in case you decide to hit the course.brbr**Please read additional rules/things to note in the listing before booking!**brbrYou will have access to the whole unit, as well as the shared washer/dryer located right outside of the unit. The washer/dryer is only shared with the neighboring unit.brbrOther things to note -br- No smoking is allowed in the unit / Fee of $500br- Pets are allowed on a case by case basis with approval from the owner / Please include in your message the type of dog and weight / Fee of $200 per Petbr- Any guests not included in the listing count are not allowed overnight / Fee of $100 per guestbr- The laundry room is located in a shared space right outside the unitbr- There is a dedicated parking lot for the unit for all guests

Bed

Bath

Sleeps

$421.07

/ Nightly

Private Vacation Home

The Cowboy

Southern Pines, North Carolina, United States

Welcome to The Cowboy, hosted by Isle of the Pines Property Group – a striking home seamlessly blending modern-western decor in a prime location near downtown Southern Pines. This thoughtfully designed home offers a unique atmosphere, embodying a luxury cowboy vibe!brbrWe pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so much more!

Bed

Bath

Sleeps

$179.65

/ Nightly

Private Vacation Home

Convenient Cottage in the Pines

Southern Pines, North Carolina, United States

This SMOKE-FREE property is an excellent 3BR 2BA base camp for anyone golfing, working, or traveling in the Southern Pines or Pinehurst area. The master suite is immaculate as are the two full bathrooms, with modern fixtures and a clean, bright ambiance. Enjoy a dining room illuminated by evening sunlight. Walk across the original pine floors and find a well-appointed kitchen. Take a pause in the sunny breakfast room surrounded by walls of windows: the perfect place to work, gather, or just reset. brbrDid we mention golf Take a look at our proximity to these great courses:br· 4 minutes (1.3 miles) to Pine Needles Golf Clubbr· 4 minutes (2.0 miles) to Mid Pines Inn & Golf Clubbr· 5 minutes (2.3 miles) to Talamore Golf Resortbr· 5 minutes (2.8 miles) to Longleaf Golf & Family Clubbr· 7 minutes (4.4 miles) to Hyland Golf Clubbr· 8 minutes (4.1 miles) to Pinehurst No. 9br· 9 minutes (4.0 miles) to Forest Creek Golf Clubbr· 9 minutes (4.7 miles) to Southern Pines Golf Clubbr· 10 minutes (5.0 miles) to The Country Club of N.C.br· 11 minutes (5.4 miles) to Pinehurst No. 2

Bed

Bath

Sleeps

$461.04

/ Nightly

Private Vacation Home

Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages

Southern Pines, North Carolina, United States

House is located on Pine Needles golf course hole #16. Enjoy coffee & cocktails on the enclosed porch or deck while watching golfers play the par 3. brThis 4 King Bedroom (each with TVs) 2 Bath is perfect for golf foursomes, equestrian or visiting families. Enjoy a game of pool or poker and evenings around the gas fire pit. brPlay golf at over 40 courses in the Sandhills. br7 minutes to the charming downtown of Southern Pines and 10 minutes to Pinehurst for boutique shopping and a buzzing dining district. The reservoir for hiking and water activities is 2 minutes away.

Bed

Bath

Sleeps

$259.16

/ Nightly

Private Vacation Home

Downtown Townhome; Walk to Dine & Shop on Broad St

Southern Pines, North Carolina, United States

Elevate your next visit to North Carolina by staying in this newly constructed 3-bedroom, 2.5-bathroom Southern Pines townhouse. Boasting 1,600 square feet of luxurious living space, this vacation rental home is just steps away from boutique shops and fine dining restaurants along Broad Street. Spend your days strolling around the quaint town, enjoying some tee time, or unwinding on the private deck in the backyard and enjoying a relaxing day outdoors.brbr-- THE PROPERTY --brbr200 Mbps Fiber-Optic WiFi | 2 Smart TVs w/ Roku | Remote Work FriendlybrbrThis well-appointed home offers a stress-free getaway for families and friends. Enjoy 200 Mbps fiber internet and Rokus in the living room and bedroom suite for an easy transition from work to play. It's the perfect spot to stream your favorite apps and relax in a convenient location!brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Queen-Sized Beauty rest Air MattressbrbrINDOOR LIVING: Open-concept living area, modern decor & furnishings, 2 flat-screen TVs, PlayStation 4, en-suite bathroomsbrOUTDOORS: Spacious deck w/ outdoor dining table, forest viewsbrKITCHEN: Fully equipped, stainless steel appliances, granite countertops, wood table w/ seating for 6, kitchen island, Keurig coffee maker, blender, knife set, 2 Smart TVs w/ Roku (upstairs bedroom suite & living room)brGENERAL: Linens/towels, washer/dryer, complimentary toiletries, suitable for children & elderly, ceiling fans, central heat, hair dryer, doorbell camera (facing out), 200 Mbps fiber-optic WiFibrPARKING: Garage (2 vehicles), driveway (1 vehicle)brbr-- THE LOCATION --brbrTHINGS TO SEE & DO: Sunrise Theater (1.1 miles), Reservoir Park (4.8 miles), Sandhill Horticultural Gardens (5.8 miles), The Splash Pad (6.7 miles), Black Rock Winery (11.2 miles), Rockingham Speedway (20.0 miles), Aloha Safari Zoo (26.2 miles), Uwharrie National Forest (32.6 miles), Morrow Mountain State Park (55.4 miles)brGOLF COURSES: Southern Pines Golf Club (1.1 miles), Pine Needles Golf Course (2.9 miles), Talamore Golf Course (2.9 miles), Hyland Golf Club (4.7 miles), Pinehurst Resort Golf Course (5.6 miles)brBREWERIES: Hatchet Brewing Company (0.3 miles), Southern Pines Brewing Company (2.3 miles), Railhouse Brewery (3.9 miles), Pinehurst Brewing Company (6.3 miles)brAIRPORTS: Fayetteville Regional Airport (39.5 miles), Raleigh-Durham International Airport (69.9 miles)brbr-- 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- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed

Bed

Bath

Sleeps

$474.04

/ Nightly

Private Vacation Home

Blue Beauty

Southern Pines, North Carolina, United States

Walkable to Downtown! Stay comfortably in Southern Pines at this 4-bedroom house on Illinois Street. Each bedroom features a queen bed for a good night's sleep. Enjoy the beautiful living room with 2 sofa beds for extra guests. With 3 bathrooms equipped with a bathtub and shower, getting ready is a breeze. This gorgeous property also offers amenities like AC, WiFi, and a fitness room. Make your holiday one for the books with a stay at our place.

Bed

Bath

Sleeps

$445.28

/ Nightly

Private Vacation Home

19th Hole - Pickelball, Park, Walk to Downtown

Southern Pines, North Carolina, United States

The 19th Hole is a 4 bed, 3.5 bath home located near the heart of downtown Southern Pines. Enjoy the convenience of being within walking distance to restaurants, pubs, & shops, while also being steps away from a beautiful park featuring a playground & pickleball courts!brbrThe property features tastefully sourced furnishings and decor that is designed to create a relaxing contemporary aesthetic that can be enjoyed by guests of all ages.brbrThis home is designed to bring people together in the large open common spaces, while giving each guest privacy when needed. The house can comfortably sleep 12.brbrEven the most discerning of chefs will fall in love with the large kitchen, with high-end stainless steel appliances, where any meal can be prepared for the entire group.brbrThe property offers a fenced in backyard, including Adirondack chairs with a propane firepit, dining table and grill for cooking where you can kick back and relax after a long day.brbrRight next to our property, you’ll find a fantastic public park that’s completely free for our guests to enjoy. The park features a variety of amenities, including: Modern playground equipment for kids, Pickleball courts, Volleyball court, Basketball court, Tennis courts and much more.brbrEven better — we provide sports equipment for your use, so you can jump right into the fun without bringing your own gear! It’s the perfect spot for outdoor fun and a bit of friendly competition—just steps from your stay.brbr-----------------------------------------------------------------brbrMore about the bedrooms:brbrBedroom #1 (Queen Room) - Sleeps 4br2nd floor. Includes 2 Queen beds (Nectar Premier Hybrid 13 Mattress), 3 nightstands, bedside lamps with USB ports, closet, black-out cellular shades and a private office. Shared hallway bathroom.brbrBedroom #2 - Sleeps 2br2nd floor. Includes King bed (Nectar Premier Hybrid 13 Mattress), 2x nightstands, bedside lamps with USB ports, smart TV, closet, black-out cellular shades and a private office. Shared hallway bathroom.brbrBedroom #3 (Master Suite) - Sleeps 2 br1st floor. Includes King bed (Nectar Premier Hybrid 13 Mattress), 2x nightstands, bedside lamps with USB ports, smart TV, attached private master-suite with shower, duel vanities, walk-in closet, and black-out cellular shades.brbrBedroom #4 (Master Suite) - Sleeps 4 br2nd floor. Includes King bed (Nectar Premier Hybrid 13 Mattress), 2x nightstands, bedside lamps with USB ports, smart TV, dresser, and bunk beds (children preferred; top bunk max weight 200lbs). Includes attached private master-suite, with shower/tub, and black-out cellular shades.brbrGuests will have full access to all 4 bedrooms, 3.5 bathrooms, the open concept kitchen/living room, loft area and outdoor patio space.brbrWe also provide the following items for your stay:brbr- Wifi internet access is provided (via Spectrum speeds up to 1 Gig)br- 5x smart TVsbr- Bluetooth Record Playerbr- Pack 'n' Play, high chair & baby monitorbr- Hair dryers br- Sound machines in each bedroombr- Shampoo, conditioner, and body wash in each bathroombr- Other common toiletries in case you forgot somethingbr- Multiple smoke/carbon monoxide detectorsbr- Fire extinguishersbr- First-aid kitsbr- Each bed includes cotton sheets, pillows, a comforter, foldable luggage storage racks plus extra blankets and pillowsbr- Ceiling fans in each bedroom, plus portable desk fans for usebr- Crock pot, blender, Insta Pot, popcorn maker, hand mixerbr- Electric tea kettle - teas and honey sticks to get you startedbr- Toasterbr- 12 cup coffee maker - coffee & creamers to get you startedbr- Iron / iron board & portable steamerbr- Ample plates, bowls, glasses, coffee mugs, and silverware for all guestsbr- Various Baking Sheets, serving platters, and bowlsbr- Plastic dinnerware & drinkware for kidsbr- Cooking spices, foil and Tupperware for cookingbr- Wine bottle openerbr- Heating pad & touchless thermometer br- Plenty of towels for all guests br- Various board gamesbr- Washer/Dryer for clothesbr- Sports equipment to use for amenities at Memorial Parkbrbrbr-----------------------------------------------------------------brbrWhy you should consider staying with us:brbr1. We love our home - We are not just home-owners trying to offset our mortgage costs with the occasional short-term guest. We personally use our home often and treat our guests as if we were staying there. We strive to create an exceptional and memorable experience with each and every stay.brbr2. We believe communication is key -- From your initial booking request, through the day you check-out, we are available to answer any and all questions or concerns. We also provide detailed documentation needed to access the property, including driving directions, access codes, and an on-site welcome guide.brbr3. We Self and Co-Host -- This means you wont be speaking with some property management company staffer who has never stayed at the home, and who may not be familiar with the Southern Pines area.brbr4. Amenities -- We go above and beyond to provide many extra kitchen and bath accessories as we want to make sure that you have what you need to enjoy your stay. brbr5. Beds -- We believe that a poor night's sleep can really undercut one's vacation. That is why we invest in high-quality mattresses, pillows, and sheets for each and every room. All of our mattresses are brand new as of 2024.brbr6. Furnishings and Decor -- Our property has been carefully designed to create a feel that is functional, inviting, and enjoyable for guests of all ages.brbrDepending on traffic, our home is 1hr 10min drive from Raleigh-Durham International Airport.brbrAs stated our house is directly next to Memorial Park.brFree admission to:brBallfield - LightedbrBaseball / SoftballbrBasketball Court - Outdoor, LightedbrBocce Ball CourtbrFootball FieldbrGreenspace / Open Play AreabrHorseshoesbrPickleball Court - Outdoor, LightedbrPicnic TablesbrPicnic Tables with Grills - OutdoorbrPlayground EquipmentbrRacquetball Courts - Outdoor, LightedbrRestroomsbrShuffleboard CourtsbrTennis Courts - Outdoor, LightedbrVolleyball Court - Outdoor, Sandbr brRestaurants/pubs within walking distance:brBeefeaters 0.3mbrSpice Cafe 0.3mbr715 Bar & Grill 0.4mbrThe Sly Fox Pub 0.4mbrHatchet Brewing Company 0.4mbrRec Room Bar and Arcade 0.4mbrJava Bean Roasting Company 0.4mbrRed's Corner 0.5mbrPony Espresso 0.5mbrTaqueria La Mexicana 0.5mbrVito's Ristorante & Pizzeria 0.5mbrScott's Table 0.5mbrSouthern Pines Growler 0.5mbrSouthern Prime Steakhouse 0.6mbrbrWalkable Spas:brRevive Spa & Lash Lounge 0.3mbrVenus Skincare Spa 0.5mbrBody Harmony Southern Pines 0.6mbrbrDrive to these local golf courses:brSouthern Pines Golf Club 1.1mbrMid Pines Inn and Golf Club 2.4mbrPine Needles Lodge & Golf Club 2.5mbrKnollwood Fairways & Driving 2.4mbrTalamore Golf Course 2.9mbrLongleaf Golf & Family Club 3.4mbrPinehurst Golf Courses between 4-8mbrbrGrocery stores:brNature's Own Market 0.7mbrLowes Foods of Southern Pines 1.3mbrFood Lion 1.8mbrWalmart Supercenter 2.3mbrbrNOTE: if you are shipping items to the house, only UPS and FedEx will be able to complete the delivery. Do not ship items via USPS to the house.

Bed

Bath

Sleeps

$304.3

/ Nightly

Apartment

Adorable 1 bedroom guest house in Southern Pines

Southern Pines, North Carolina, United States

The Blackwell Lodge is a unique place has a style all its own. Need a space to stay close to downtown Southern Pines and the Pinehurst area brKeep it simple at this peaceful and centrally-located guest house. One bedroom efficiency features a full-size washer and dryer, full bath, Kitchenette with a sink, induction cooktop, counters/ cabinets and mini fridge. There is a desk area to to work as well. Enjoy walking downtown and bikes for guests to use as well. This guest house is stylish and beautifully decorated for your stay!

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Bath

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$229.38

/ Nightly

Villa

Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!

Southern Pines, North Carolina, United States

Welcome to Mulligan Manor in Downtown Southern Pines – the perfect retreat for your golf getaway or retreat to Downtown Southern Pines! Just a short stroll from shops and restaurants, our cozy home comfortably accommodates up to 6 guests. You`ll be ideally situated near renowned courses like Pinehurst 1-10, Talamore & Arnies Mid South, Newly designed Southern Pines, Mid Pines & Pine Needle..... a golf mecca! brbrInside, our fully equipped kitchen, complete with a waffle iron ensures hearty breakfasts before hitting the greens. After your game, unwind with our selection of games, poker set, and corn hole. Your golf vacation starts here – book your stay now and tee off in style!brbrThis home is centrally located in the heart of Southern Pines, you`ll be walking distance to all of the best shops, dining and local activities; you`ll be able to explore the town like a local. Vitos Ristorante and Pizzeria is an easy breezy 0.2 mile walk away along with a handful of others along downtowns Broad Street! Carolina Horse Park Foundation (13.6 miles)brbrDon`t miss your chance to experience Southern Pines in this stunning townhome. Book your stay now!brbrYou will have full access to the entire home during your stay, as well as the back patio. You can find yourself enjoying a freshly brewed coffee while looking up at the blissful breeze move through the pine trees above.brbrA quiet and comfortable community, where the neighbors will treat you like one of their own.brbrAt Stay Well Vacation Rentals, we are experts in prioritizing the guest experience through unparalleled customer service. We are a locally owned management company and take your vacations seriously. We appreciate how expensive it can be to travel, not only financially but also in cost of vacation days. We want to ensure you have the best vacation possible and we are dedicated to delivering that experience to each guest.brEnjoy this space, we have curated the perfect space for a family getaway. brbrNo cats permitted on property, unauthorized pets will incur additional fees. EV charging available for $20/day.

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Bath

Sleeps

$367.25

/ Nightly

Private Vacation Home

The Velvet Pine_ Cozy Rancher_Entire Home_3 minutes from Downtown Southern Pines

Southern Pines, North Carolina, United States

Welcome to The Velvet Pine: our Cozy 3 Bedroom Rancher [with additional Queen pullout sleeper], and 2 Full Baths. We are snuggled in a quiet neighborhood adjacent to downtown southern pines. Restaurants, shops, ice cream, breweries, and more are a 3-minute drive or 15-minute walk away! (cross Indiana Ave and turn left). Our home is stocked with amenities to help make your stay convenient and memorable. Such as a fully stocked kitchen, coffee station, comfortable beds, basic soaps and shampoos, hair dryer, toilet paper and fresh towels in the bathrooms, fresh linens on beds. (extras in the hall closet) We also have a pull-down ironing board & iron next to the washer and dryer, wireless internet, Roku TV, central heating and air, a fitness room, and a furnished back deck with a private woodsy view. We hope you have a wonderful time as our guest and get to fully enjoy everything our beautiful town has to offer!

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Sleeps

$226.13

/ Nightly

Private Vacation Home

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Southern Pines, North Carolina, United States

Experience the perfect blend of historic charm and modern comfort in our restored 1920s Serenity Pines cottage, nestled in the heart of Southern Pines. This charming home combines its original character with tasteful modern touches, including plush linens, towels, and extra amenities. Enjoy the convenience of being just 3 blocks from downtown's restaurants, shops, and breweries. Unwind on our spacious deck or stroll through the picturesque neighborhood. Whether you're in town for golfing, riding, or simply soaking up the southern charm, Serenity Pines cottage has everything you need for a dream stay. Come and indulge in its warmth for yourself!

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$198.5

/ Nightly

Cottage

The Cottage at Knollwood Manor

Southern Pines, North Carolina, United States

Relax at The Cottage, a private getaway situated on the Knollwood Manor estate next to the 15th Fairway of Mid Pines Golf Course. This quaint and cozy cottage is stocked with all of the necessities and conveniences to relax in The Pines and is situated at the ideal location for easy access to all local attractions.brKing bedroom and on-suite full bathroom, full kitchen, living room and small dining area, washer, dryer, separate half bathroom, and various other unique features and amenities. Also included is a futon and chaise couch to sleep 4 people if needed.brSecurity and Safety measures are in place, to include deadbolt locks, CO and smoke alarms, outdoor lighting, fire extinguisher, first aid kit, and outdoor security cameras to monitor entrance, driveway and parking areas.

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$171.77

/ Nightly

Guest House

Solitude at The Shire 255 - Unit D - Downtown!

Southern Pines, North Carolina, United States

Unbeatable location! Nestled in the back of the main residence, this cozy, detached cottage makes for the perfect getaway. This property features all the conveniences of home, just smaller scale! Enjoy easy access from the blue stone gravel drive, as well as dedicated parking for guests - with plenty of auxiliary parking if you have more than one vehicle, as well as street parking available in case you need it. Enjoy exploring a variety of charming restaurants, boutiques, and breweries, all within walking distance. brbrWhen we say walking distance from downtown, we mean it! Below are a few of our favorite local spots worth checking out: brbr- 400` to The Jefferson Inn (live music on the weekends)br- 0.2 miles to Southern Pines Brewing Company (frosé and local beer on tap) br- 0.2 miles to Ashtens br- 0.2 miles to The Bell Tree Tavern br- 0.3 miles to Southern Pines Growler br- 0.3 miles to So Pines Pizza br- 0.4 miles to Southern Prime Steakhouse (fancy dinner) br- 0.6 miles to Betsy`s Crepes (the best breakfast spot around, in our humble opinion) br- 1 miles to Sly Fox (the butter chicken dish is to die for - don`t take my word for it)br-Carolina Horse Park Foundation (13.7 miles)br- The list goes on and on... brbrEV Charging is available just a short walk (0.2 miles) from the property at the Southern Pines Library.brbrEnjoy exploring a variety of charming restaurants, boutiques, and breweries, all within walking distance. Plan ahead and book the entire Shire retreat, made up of three luxury spaces, this property can sleep up to 10 guests. Add privacy and comfort to any family vacation or work trip. We look forward to welcoming you soon! A quick walk to local coffee shops and brew pubs. Street parking available.brbrWe offer discounts for weekly and monthly stays. Reach out directly to inquire.brbrThe Shire 255 is managed by Stay Well Vacation Rentals, a locally owned company offering a personalized experience and deep knowledge of the area. We live and work right here in Moore County and love interacting with our guests. As local Realtors, we`re happy to offer insights or recommendations about the area. Feel free to reach out anytime – we`re just a message away!brEnjoy this space, we have curated the perfect space for a family getaway. brbrNo cats permitted on property, unauthorized pets will incur additional fees. EV charging available for $20/day.

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$302.14

/ Nightly

Private Vacation Home

Entire Home - Walkable to Downtown Southern Pines - Local Gem

Southern Pines, North Carolina, United States

Location! Steps from Downtown Southern Pines! This charming property is situated in the heart of Downtown Southern Pines, allowing you the convenience of being steps away from many coffee shops, vibrant restaurants, and a variety of unique shops. Whether you`re coming to town for work, to visit family or friends, you will feel right at home at Maine Avenue. brbrStay Well Vacation Rentals is proudly locally owned, offering a personalized experience and a deep knowledge of the area. We live and work right here in Moore County and love interacting with our guests. As local Realtors, we`re happy to offer insights or recommendations about the area. Feel free to reach out anytime – we`re just a message away!brbr★ LIVING ROOM ★brEnjoy a peaceful evening at home, nestled in a cozy, comforting space.brbr- Comfortable Sofa with Pillows & Blankets br- Additional Seating for Extra Comfort br- Smart TV With Netflix, Hulu, Amazon Downloaded!br- Large Windowsbr- Stylish Decor brbr★ KITCHEN ★brFully equipped kitchen for an easy choice between dining in or eating out!br br- Refridgerator br- Microwave br- Stovebr- Ovenbr- Drip Coffee Machinebr- Coffee Groundsbr- To-go Coffee Cupsbr- Wine Glasses br- Dishes & Silverwarebr- Large Sinkbrbr★ DINING AREA ★brEnjoy being together, sit over the table for a board game or a nice meal as you laugh and compare your favorite memories from your stay. brbr- Quaint Circular Dining Table br- Seating For 4 Guestsbr- Table Mats brbrbr★ BEDROOMS ★brEach bedroom has been curated to ensure that your stay is filled with comfort. brbr- Luggage Racks br- Pristine Linen and Blanketsbr- Throw Blankets and Pillowsbr- Additional Storage br- Stylish Decorbr- Night Stands With Lampsbrbr☆ SLEEPING ARRANGEMENTS - 3 BEDROOMS ☆brMaster Bedroom: Queen BedbrBedroom 2: Queen BedbrBedroom 3: Queen BedbrbrEnjoy the convenience of seamlessly blending work and play, with a dedicated desk and chair in Guest Bedroom #1.brbr★ BATHROOM ★brStocked with all of your essential needs, you will be able to pack light for your upcoming stay!brbr- Showerbr- Bathtub br- Vanitybr- Mirrorbr- Toiletbr- Towelsbr- Hair Dryerbr- Essential Toiletriesbr- Soaps & Suds Provided brbr★ OUTDOOR AREA ★brEnjoy the seclusion of your own private oasis right outside of the living roombr- Fenced Yard br- Seating For 4 On The Patiobrbr★ LOCAL FEATURES ★br- Walkable Local Favorites: br ⋆ Ashtens - A fine dining experiencebr ⋆ Swank Coffee Shoppe - Known for their coffee, baked goods and local treasures!br- The Ice Cream Parlor: 0.4 Miles br- Rec Room Bar & Arcade: 1.3 Milsbr-Carolina Horse Park Foundation (13.8 miles)brbrWe are here to ensure you have a comfortable and enjoyable stay! Feel free to reach out to me anytime if you need assistance, recommendations, or have any questions during your visit. We respect your privacy, but we`ll be happy to help in any way I can to make your stay memorable. Safe travels, and we look forward to hosting you! Book your stay today and immerse yourself in the charm of Southern Pines with Stay Well!brbrAt Stay Well Vacation Rentals, we are experts in prioritizing the guest experience through unparalleled customer service. We are a locally owned management company and take your vacations seriously. We appreciate how expensive it can be to travel, not only financially but also in cost of vacation days. We want to ensure you have the best vacation possible and we are dedicated to delivering that experience to each guest.brEnjoy this space, we have curated the perfect space for a family getaway. brbrNo cats permitted on property, unauthorized pets will incur additional fees. EV charging available for $20/day.

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Bath

Sleeps

$134.97

/ Nightly

Apartment

Slice of Seclusion in Downtown Southern Pines

Southern Pines, North Carolina, United States

Stay in the center of Downtown Southern Pines in this charming basement-level 1-bedroom apartment. Just steps from shops, dining, and breweries, the space offers a cozy living room, full kitchen, and private courtyard for fresh air and relaxation. Ideal for guests who want walkable access to everything downtown has to offer, with a comfortable retreat to return to at the end of the day.brbrYou’ll have full access to this private basement-level 1-bedroom, 1-bath apartment located directly under Monkees Boutique. The apartment features a well-equipped kitchen, a comfortable living room with natural light from courtyard windows, and a spacious bedroom with plenty of storage. Outside, enjoy your own brick courtyard with seating - perfect for a quiet morning coffee or evening glass of wine.brbrYou’ll have the entire apartment and courtyard to yourself. A key code will be provided prior to your arrival to retrieve the physical key from the lockbox.brbrWe’re available if you need us! Reach out anytime during your stay for recommendations, assistance, or questions. While we respect your privacy, we’re here to help make your visit smooth and enjoyable.brbrDowntown Southern Pines is known for its walkable charm, filled with local boutiques, cozy cafés, craft breweries, and an excellent mix of dining options. The area also draws visitors for its history, equestrian culture, and access to world-class golf. Whether you’re here to shop, dine, or explore the outdoors, you’ll be right in the middle of it all.brbrHighlights nearby:brbr- Weymouth Woods Sandhills Nature Preserve – 2.5 milesbr- Carolina Horse Park Foundation – 13.7 milesbr- Pinehurst Resort Golf – 6 milesbrbrThis apartment is in the heart of downtown, making it easy to explore on foot. Coffee shops, restaurants, and shopping are just steps away.brbrThis is a basement-level apartment located right in the heart of Downtown Southern Pines. The space is cozy, private, and full of charm, but please be aware that it’s situated below street level.brbrParking is street parking only and works on a first come, first served basis. Once parked, you’ll love how walkable the downtown area is - with shops, cafés, and breweries just steps away.brEnjoy this space, we have curated the perfect space for a family getaway. brbrNo pets are permitted on property, unauthorized pets will incur additional fees.

1

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1

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2

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