Vacation Home Rentals By Owner In Southern Pines, NC

$521.49

This is it! | Pool | Golf | Convenient to Town

Southern Pines, North Carolina, United States

Welcome to Lazy Afternoon in the Pines! We are nestled in a family friendly neighborhood in Moore County. Our location can't be beat. We are just a 5 minute drive from Downtown Southern Pines, 15 minutes from Pinehurst, and 25 minutes from Ft. Bragg. Access the Home of American Golf from this spacious 5 bedroom 2.5 bath home. For the non-golfer, the home is equipped with every amenity you would expect from your own home plus Ping-Pong, darts, swimming pool, and local hiking trails. brbrSEASON UPDATESbrbrSpring is coming. One of our favorite times of year! With spring comes the pollen. Please note we try our best to maintain the outdoor space put the pollen is a force of nature.brbrTHE SPACE brbrPreviously our family home, we spent the better part of 3 years updating this house before being moved (again) by the military. We have the space for everyone to have privacy but you are all going to want to spend your time together in the new kitchen, game room, or in the pool. We hope this feels like home to you too! brbrLIVING SPACES brbrAs you pull up to Lazy Afternoon you will notice the long driveway that can accommodate up to 4 vehicles. The front door opens to a large dining room and large living room with all new furnishings. The open concept kitchen and living room allows for you to host several people without feeling to confined. Kick back with your drink of choice and watch your favorite sporting event or movie on the large Smart TV or just cozy up to the gas fireplace on the couch. The garage is just off the kitchen and is home to our Ping-Pong table. brbrCOOKING AND DINING brbrThe kitchen is the hub and central to everything on the main level. The big bay window looks out to the back deck and private pool. Prepare snacks for the kids after pool time or get dinner ready in this fully equipped kitchen. All stainless appliances and InstaPot make meal prep and planning a breeze. brbrBEDROOMS AND BATHROOMS brbrThe primary bedroom suite is the only bedroom on the main level. Just off the kitchen, this master bedroom is going to be the one you want! King bed, dual nightstands, large walk-in closet, and master bathroom with heated floors and a giant shower. brbrThe remaining 4 guests bedrooms are just upstairs. 2 rooms have queen beds and 2 rooms have king beds. All king bedrooms have wall mounted Smart TVs. All Bedrooms have nightstands with USB and power plugins. The upstairs has 1 full bath with tub/shower, and dual vanity. brbrOUTDOOR AMENITIES brbrIf you are here in the warmer months, the pool and the expansive backyard are going to be the star of the show. Be the judge of the kids cannon ball contest from our pool house bar or watch the game on the Smart TV at the pool house deck. During halftime play some darts in the pool house! Our July guests can check to see if the fruit is ripe on our 2 backyard peach trees. There is comfortable outdoor seating for all on the deck with outdoor BBQ.brbrCHECK-IN / CHECK-OUT brbr• Check-in Time: 4:00 PM br• Check-Out Time: 10:00 AM brbrNote: We don't pre-approve early check-in or late check-out. If the property is ready prior to 4 PM on your check-in date, we'll notify you of the early access. Due to our very tight cleaning schedule, we don't offer late check-outs. If you need additional time, please consider adding an additional night to your reservation. brbrNo Check-in or Check-out on the following holidays: brbr⌀ Easter Sunday br⌀ July 4th br⌀ Thanksgiving Day br⌀ Christmas Day br⌀ New Year's Day brbrCANCELLATION POLICY & TRIP INSURANCE brbrWe encourage all guests to purchase travel insurance to cover any unforeseen circumstances that will affect their trip. No refunds will be given due to weather, natural disasters, travel delays, or cancellations. No exceptions will be made to the cancellation policy in place at the time of booking. brbrWe have partnered with RentalGuardian to give our guests easy access to travel insurance choices when they book with us. We do not sell travel insurance nor receive a commission; this is fully for the benefit of our guests.

Bed

Bath

Sleeps

$249.54

/ Nightly

Private Vacation Home

UnForegettable Southern Pines

Southern Pines, North Carolina, United States

Perfectly located to enjoy all that Southern Pines and Pinehurst have to offer⛳️ Sleeps up to 8 with 4 Queen Sealy Posturpedic beds with luxury linens. All the bedrooms have 43 smart TVs and charging ports for your electronics. A 65 smart TV in the living room is just the place to watch your favorite movies and sports. Fully stocked kitchen. Outdoor seating on the front porch and back deck. Seasonal community pool. Garage game room including 10ft putting green, foosball and darts.

Bed

Bath

Sleeps

$521.39

/ Nightly

Private Vacation Home

Peaceful Southern Pines Home w/ Pool + Yard!

Southern Pines, North Carolina, United States

Treat your family to an unforgettable vacation at this 4-bedroom, 3.5-bath home in Southern Pines. The vacation rental's gourmet kitchen is the perfect place to whip up breakfast for the day ahead. Come afternoon, relax poolside while the kids enjoy the backyard. Tee off at Southern Pines Golf Club, admire the beauty of the Sandhill Horticultural Gardens, and catch a flick at the Sunrise Theater. In the evening, head downtown for local fare and a drink at Hatchet Brewing Company.brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | ~ 3 Mi to Downtown | High-Speed Internet Access brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bunk Bed | Additional Sleeping: Twin Air Mattress, Toddler MattressbrbrINDOOR LIVING: High chair, Smart TV, office w/ monitor, board games, fireplace, dining tablebrOUTDOOR LIVING: Furnished patio, heated pool (depth 4.0’-8.0’, open May 1st - September 30th), gas grill, private yardbrKITCHEN: Dishwasher, gas stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, spices, blender, coffee grinder, coffee maker, toaster, KitchenAid stand mixer, trash bags & paper towelsbrGENERAL: Free WiFi (230 Mbps), central A/C & heating, in-unit laundry, complimentary toiletries, linens & towels, keyless entry, hair dryer, hangers, iron & boardbrFAQ: 3 stairs for entry, 2-story home, 1st-floor bedroom & bathroom, pet fee (paid pre-trip)brPARKING: Driveway (6 vehicles), free street parking (first-come, first-served), RV/trailer parking allowed on-sitebrbr-- THE LOCATION --brbrTHINGS TO SEE & DO: Reservoir Park (1.7 miles), Sandhill Horticultural Gardens (2.6 miles), Sunrise Theater (2.8 miles), Downtown Southern Pines (2.9 miles), The Splash Pad (5.7 miles), Weymouth Woods - Sandhills Nature Preserve (5.9 miles), Rockingham Speedway (22.5 miles), Aloha Safari Zoo (26.0 miles), Uwharrie National Forest (32.3 miles), Morrow Mountain State Park (56.3 miles)brHIT THE LINKS: Pine Needles Golf Club (1.4 miles), Talamore Golf Course (2.1 miles), Southern Pines Golf Club (4.0 miles), Hyland Golf Club (4.2 miles), Pinehurst Golf Course (6.2 miles)brWINE + BREWS: Southern Pines Brewing Company (2.3 miles), Hatchet Brewing Company (3.3 miles), Pinehurst Brewing Company (6.0 miles), Railhouse Brewery (6.4 miles), Black Rock Winery (8.2 miles) brAIRPORTS: Fayetteville Regional Airport (42.6 miles), Raleigh-Durham International Airport (68.8 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- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires 3 exterior stairs for entry. While there is 1 bedroom and 1 full bathroom on the 1st floor, additional stairs are required to access the 2nd-floor bedroomsbr- NOTE: The seasonal pool is only open from May 1st to September 30thbr- NOTE: The pool is not kept above 80°br- NOTE: The pool is professionally serviced weekly; guests are prohibited from adjusting equipment, settings, valves, timers, or adding chemicals to the poolbr- NOTE: Guests may use the hose to add water to the pool if neededbr- NOTE: Any damages or service calls resulting from tampering with pool equipment will incur additional charges

Bed

Bath

Sleeps

$189.84

/ Nightly

Cottage

Mystical Cottage in Southern Pines

Southern Pines, North Carolina, United States

A warm cozy guest house with an open floor plan, High ceilings, and a wall of glass doors overlooking the pool and jungle like backyard of 3 acres. It has a large separate bath and complete kitchen. It was a perfect place for a completely secluded getaway ... less than 2.5 miles from the center of both Southern Pines and the Village of Pinehurst... 8 minutes from nearly every restaurant in the area. We are pet friendly, but charge a seperate $35 pet cleaning petbrbrThe spacebrbrWhat makes it unique is so close to everything and yet so secluded and jungle-like. It is perfect for gatherings and parties that can be booked as a separate event. I even had one of my son's Rehearsal Dinner there under a large tent in the back yard.brbrGuest accessbrbrIn addition to the Cottage, guests have access to all of the grounds, including use of the pool and patio. On rare occasions, you may be sharing it with myself and family. If you wish exclusive access, that can also be arranged.brbrInteraction with guestsbrbrI am normally available 2 Meet the guests and enjoy sharing local knowledge of the best restaurants and places to go. But I understand if you want complete solitude.brbrOther things to notebrbrParking is as close as 15 Steps to the front door and secluded. mystical Cottage is pet friendly however the response has been so overwhelming that we are finding it necessary to charge an additional and separate pet cleaning fee of $35 if you have questions please give me a call.

Bed

Bath

Sleeps

$1803.45

/ Nightly

Private Vacation Home

Luxury Golf Retreat - Simulator & Short Game Setup

Southern Pines, North Carolina, United States

Welcome to The Albatross – A signature golf trip experience located in the heart of the Pines! Comfortably sleeping 16+ at 4,000 square feet of living space with a custom designed private backyard brbr*Golf Simulator Lounge Experiencebr*Custom Pool & Patiobr*2,500 Sq ft Short Game Complexbr*Massage Chairs to Recoverbr*Outdoor Fire Pit, Wood is Providedbr*Pool Table, NFL Blitz, Arcade Gamesbr*8 Person - Felt Poker Tablebr*Two Refrigeratorsbr*55”+ TV’s in most roomsbrbrWelcome to The Albatross! A signature golf trip experience located in the heart of the Pines! Custom built by golfers, for golfers. Centrally located in the heart of the golfing paradise only minutes away from the top courses in the area. brbrThis house comes designed from the ground up with golf focused amenities to craft your perfect group trip on and off the course. There are several amenity highlights in this vacation rental such as the indoor simulator and training facility. Whether you want to improve your swing, play games like closest to the pin and compete with friends through the night, or simply enjoy playing some of the world`s most famous courses, the simulator is the perfect way to do it in the comfort of your own home. brbrStepping out back into the private outdoor area is a 2,000 sq ft patio & pool that is overlooking a 2,500sq ft short game complex with three tiers of synthetic professional turf to shape shots from, or select from two tee boxes.brbrThe outdoor pool is open year round but not heated. Usually warmer temps from April to October or take the plunge throughout the fall and early spring. And for those who want a little more privacy, the private fenced-in yard provides a secluded oasis perfect for grilling or just hanging out.brbrFor the crisp and cool nights, there is a wood burning fire-pit out back with wood provided at no additional cost. brbrBack Inside, the large open concept kitchen allows you to entertain and even dine at home if you want a break from the hustle and bustle, with double ovens and a fully stocked kitchen. Granite countertops wrap the fully equipped appliances and breakfast bar providing a welcome opportunity for informal dining.brbrThe kitchen is completely stocked with all cooking and dining essentials that you’ll need to create up your favorite family recipes. There is ample seating for everyone in your group to enjoy meals together. There is a formal dining table (seats 10) and bar top seating (seats three) in the kitchen and dining area. Just outside of the kitchen is two outdoor patio dining table (seats 12 total, 6 each), which is perfect for enjoying a morning coffee while overlooking the outdoor estate as your friends warm up on the putting greens.brbrSleeping Accommodations – 16 individual beds.brbr*Bedroom 1 – 4 Queens via Adult Heavy Duty Bunks. En Suite Bathroom. br*Bedroom 2 – 1 Queen br*Bedroom 3 – 1 Queenbr*Bedroom 4 – 2 Fullbr*Bedroom 5 – 2 Twin XLbr*Bedroom 6 - 4 Queenbr*Converted Living Room – 2 Queen Pullout Couches if needed.brbrOverall there are 14 total individual regular beds in the house and 3 Couches. 2 of those couches pullout to convert to queen sleeper sofas bringing the total to 16 total beds if utilizing the pullout couches. brbrAll Bathrooms are equipped with linens, toiletries, and refillable shampoo, body wash & conditioners which are mounted in the showers for your use.brbrEntire Home minus one locked linen / owners closet is available for use. Check in information and codes will be emailed 48 hours prior to check in.brbr**Damage Deposit & Waiver**brWe partner with `Truvi` for our guest screening process and rental agreement waiver. The `Truvi` application will be received digitally just after booking and must be completed by the primary guest listed on the reservation. Please note, your booking is NOT covered until these requirements are fulfilled. brbrIn this quick process, guests are required to sign a Rental Agreement that outlines the terms of the stay, which includes agreeing to the following:brbr-Abide by our rental terms and conditions.br-Provide a valid government-issued ID and matching credit card before check-in.br-Pay a non-refundable $35 damage waiver through `Truvi`.br-Host is able to extend and add to this to provide total coverage of all property and contents once activated.brbrTogether, this damage waiver covers accidental damage during your stay. Please note, any damage incurred must be reported during your stay to ensure coverage by the waiver. brbrPlease reach out if any questions or you do not feel comfortable with this process.br- Keep Garage Doors & Windows Shut At All times.br- County Quiet hours from 10pm to 8 am outdoors.br- No Unapproved parties or events. br- No Smoking Indoors. $250 cleaning service applied to resolve odor.

Bed

Bath

Sleeps

$1975.75

/ Nightly

Private Vacation Home

Birdie House - Pinehurst

Southern Pines, North Carolina, United States

Summary:brbrWelcome to the original Birdie House in the home of American golf—our flagship Pinehurst property and the ultimate golf trip headquarters. Designed for players who live for the game, this one-of-a-kind retreat features an elite short-game facility, indoor simulator lounge, curated golf décor and amenities galore. Nestled near the legendary courses of the North Carolina Sandhills, it’s the ultimate destination for those chasing a perfect golf trip.brbrbrbrThe Space:brbrOur 6,000-square-foot short-game complex delivers a tour-caliber practice experience. Built by Celebrity Greens—the team behind backyard greens for Jon Rahm and Max Homa—it features five pin locations, seven tee boxes, and realistic bunkering. The green reacts like a championship surface, and with Callaway wedges and Odyssey putters on hand, you can dial in every shot.brbrbrbrOur simulator lounge pairs the Foresight Falcon launch monitor with PuttView’s augmented reality putting system, creating the most complete indoor golf experience. Finish every hole on a sloped green that mirrors the on-screen shot. With tour-level tracking, real-time putting feedback, and no auto-putts, this setup keeps the competition going long after your round is over.brbrbrbrWith 6 Queen beds and 2 King beds across 5 bedrooms, there is plenty of room for everyone to get a good night's rest.brbrbrbrGuest Access:brbrThe entire property is available for your use. There are 3 locked supply closets throughout the house will will not be accessible during your stay.brbrbrbrThe Neighborhood:brbr3 min:Pine Needlesbrbr5 min:Mid Pinesbrbr6 min:Talamorebrbr7 min:Mid Southbrbr9 min:Forest Creekbrbr22 min:Tobacco RoadbrbrbrbrInteraction with Guests:brbrRyan is your go-to guy on the ground in Pinehurst and is available to ensure your trip is perfect.

4

Bath

12

Sleeps

$437.73

/ Nightly

Private Vacation Home

Horses & Courses - Spacious 4-bedroom house in beautiful Southern Pines

Southern Pines, North Carolina, United States

Welcome to Horses & Courses — a veteran-owned home in Southern Pines created to bring people together, slow things down, and make your stay feel effortless from the moment you arrive.brbrWhether you’re here for a golf trip, family vacation, military TDY, or a quiet weekend away, we wanted this home to feel less like a rental and more like the kind of place you instantly settle into. The home features 4 bedrooms, 3 bathrooms, and enough space for families, golf groups, and friends to comfortably gather while still having room to relax and recharge.brbrMornings here are peaceful — coffee in hand before an early tee time at nearby Pinehurst Resort, walks through the quiet neighborhood, or slow starts before exploring everything Southern Pines has to offer. After a long day, come back to comfortable living spaces, cozy bedrooms, and a home designed for good conversations, shared meals, and unwinding together.brbrAs a veteran-owned and operated property, hospitality matters deeply to us. We’ve tried to create the kind of experience we would want for our own family and friends — clean, comfortable, welcoming, and genuine.brbrWe’re proud to share this home and this community with our guests, and we hope Horses & Courses becomes part of the memories you make while visiting the Sandhills.

Bed

Bath

Sleeps

$1451.0

/ Nightly

Villa

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Southern Pines, North Carolina, United States

Nestled on a serene horse farm, Twin Fields Manor is perfect for groups of up to 20.brEnjoy a massive saltwater pool, farm animals to see and pet, and a state-of-the-art kitchen ideal for hosting. Just 5 minutes from Downtown Southern Pines and 15 minutes from Pinehurst Village, it’s the perfect base for golfing foursomes, bachelor/bachelorette parties, and family gatherings.brbrTwin Fields Manor features 7 stunning suites, each with its own en suite bathroom for ultimate privacy. Every suite includes a luxurious king bed, with the option to separate into two single beds to suit single travelers. Four of the suites also feature an additional single bed, providing versatile sleeping arrangements.brbrThe upstairs suites are uniquely named after the original 1960s Kohler bathtubs in their en suite bathrooms. Adding to their charm, these bathrooms open to a private outdoor balcony overlooking the saltwater pool, complete with a spiral staircase leading down to the pool area.brbrAll suites are outfitted with fresh, luxury hospitality-grade linens, premium bathroom amenities, and thoughtful details to ensure a comfortable and elegant stay. Whether you’re hosting a family getaway or a group celebration, these accommodations offer the perfect blend of flexibility and refinement.

Bed

Bath

Sleeps

$243.01

/ Nightly

Private Vacation Home

Serene South Henley: Short Drive to Downtown

Southern Pines, North Carolina, United States

Only two minutes from downtown, you’ll be right by local restaurants, shops, and cultural spots. Spend the day on one of the area’s top golf courses or head out for a scenic walk at Weymouth Woods-Sandhills Nature Preserve. Back at the house, there’s plenty of space to relax and recharge. Whether you’re here for the outdoors, good food, or simply some peace and quiet, our home offers a welcoming retreat where you can make lasting memories with family and friends.brbrWelcome to our charming Southern Pines retreat! This single-level home offers comfort and convenience just a stone`s throw away from downtown. With 4 bedrooms and 2 bathrooms, it`s ideal for families or groups looking to explore the beauty of North Carolina`s Sandhills region!brbrStep inside to discover a cozy living space perfect for relaxing after a day of adventures. The kitchen is fully equipped for whipping up delicious meals, complete with modern appliances and ample counter space. Enjoy your meals in the dining area or sitting around the island. .brbrEach bedroom is designed with your comfort in mind, featuring plush bedding and a closet with ample hangers fro your belongings. The two bathrooms ensure that everyone has their own space to freshen up, whether preparing for a day of golf at nearby Pinehurst or winding down after shopping in downtown Southern Pines.brbrYou will have complete access to the home. We utilize an electronic keypad for access and a code will be sent to you prior to your arrival.brbrNearby Attractions:brbr- Carolina Horse Park Foundation (14.7 miles)brbrWe love interacting with our guests. Looking for area recommendations We`re just a message away.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.

Bed

Bath

Sleeps

$3,116

/ Nightly

Private Vacation Home

Simulator & Unbeatable Golf Experience On 2 Acres!

Southern Pines, North Carolina, United States

Welcome to our luxury estate in the Pines, NC! Comfortably sleeping 16+ at 5,000 square feet of living space, this house is custom packed with insane amenities to create the most epic golf trip experience!brbr*Golf Simulatorbr*Outdoor Poolbr*Chipping Greens w/ 2 Tee Boxes Over a Pondbr*Huge 500 sq ft Professional Putting Greenbr*Massage Chairs, Shuffleboardbr*Fire Pit, Outdoor Diningbr*Pool Table, Ping Pong, NFL Blitz, Darts, Table Gamesbr*Poker Tablebr*Two Refrigeratorsbr*Fire Pitbr*Nine 55 Smart TVsbrbrWelcome to the Fore Seasons! If you're looking for the ultimate golf vacation experience, look no further than this luxurious group golfer vacation rental. Located in the heart of the golfing paradise only 5 miles from Pinehurst Center and just minutes from the restaurants and shops in downtown Southern Pines, this luxury vacation rental offers easy access to some of the best moments you can create in the area.brbrAs for the titled relaunch, the property was formerly one of the top vacation rentals in the area, and the owners are taking over property management directly to offer premium service for our guests starting October 1, 2024. This requires a new listing, but we can assure you that your vacation will be absolutely pristine!brbrThis house comes stocked with amenities to create an amazing experience for your group both on and off the course. One of the main highlights of this vacation rental is the private golf simulator and professional outdoor chipping and putting facility. Whether you want to improve your swing, play games like closest to the pin and compete with friends through the night, or simply enjoy playing some of the world's most famous courses, the simulator is the perfect way to do it in the comfort of your own home.brbrThe outdoor pool is seasonal and open from the months of May to September which is a great place to unwind after a long day on the course. And for those who want a little more privacy, the private fenced-in yard provides a secluded oasis perfect for grilling or just hanging out.brbrBack Inside, the large open concept kitchen allows you to entertain and even dine at home if you want a break from the hustle and bustle, with double ovens and a fully stocked kitchen. Granite countertops wrap the fully equipped appliances and breakfast bar providing a welcome opportunity for informal dining.brbrThe kitchen is completely stocked with all cooking and dining essentials that you’ll need to create up your favorite family recipes. There is ample seating for everyone in your group to enjoy meals together. There is a formal dining table (seats 10) and bar top seating (seats four) in the kitchen and dining area. Just outside of the kitchen is a outdoor patio dining table (seats 6) or an upstairs patio dining table (seats 6), which is perfect for enjoying a morning coffee while overlooking the outdoor estate as your friends warm up on the putting greens.brbrNext to the dining room is a cozy sunroom, which is perfect for enjoying a morning coffee or diving into a good book.brbrbrSleeping Accommodations:brbr*Bedroom 1 - 1 Queen with En Suitebr*Bedroom 2 - 1 King with En Suite, private balconybr*Bedroom 3 - 1 Queenbr*Bedroom 4 - 3 Queensbr*Bedroom 5 - 4 Double Bedsbr*Sunroom is 6th bedroom– 2 Twins via Trundle Bed (separated by a privacy screen)brbrOverall there are 12 total individual beds in the house and 5 couches which can easily sleep together 16+. brbrAll Bathrooms are equipped with linens, toiletries, and refillable shampoo & conditioners mounted in the bathrooms for your use.brbrCheck in information and codes will be emailed 48 hours prior to check in.brbrEntire Home minus one locked linen / owners closet is available for use. Check in information and codes will be emailed 48 hours prior to check in.

Bed

Bath

Sleeps

$362.04

/ Nightly

Private Vacation Home

Charming, cozy home close to everything downtown! Perfect for large groups!

Southern Pines, North Carolina, United States

Consider this your home-away-from-home! Enjoy your visit to the land of the pines by staying in the Timeless Tudor. Capable of comfortably hosting groups of up to 10, this beautifully updated 100 year old home is located just two blocks from downtown Southern Pines and boasts—among its many favorable features—4 comfortable bedrooms, 2 and a half bathrooms, and a private backyard oasis.brbrPlenty of space for larger groups! This home features 4 bedrooms and 2 and a half bathrooms, including a first-floor bedroom (queen) and en suite bathroom. The additional 3 bedrooms (1 king + futon, 1 double, and 1 queen + double) are located on the second floor and share hallway access to the second full bathroom.brbrThe well-appointed kitchen and adjoining dining room are perfect for home cooked meals when not enjoying the nearby restaurants. The large but cozy living room offers plenty of seating for everyone to watch a movie or big game on the 65 smart TV. Just off the living room is the sunroom, which is the perfect place for sipping a cup of coffee in the morning or just enjoying some fresh air!brbrThe private, fenced-in back yard is great for pets and outdoor get-togethers.

Bed

Bath

Sleeps

$120.28

/ Nightly

Private Vacation Home

Sweet Southern Pines Abode w/ Yard & Covered Porch

Southern Pines, North Carolina, United States

Escape reality, relax, and work on your golf game while staying at this cozy 2-bedroom, 2-bathroom home in Southern Pines. Located less than 7 miles from a dozen golf courses, this vacation rental is ideal for travelers looking to spend time out of the house and on the links. After a day working on your tan and perfecting your game at Pine Needles Golf Club, stop by Southern Pines Brewing for a refreshing beverage before making a delicious meal at home in your fully equipped kitchen.brbr-- THE PROPERTY --brbrKeyless Entry | Washer/Dryer | Free WiFi | Long-Term Stays WelcomebrbrThis home is perfect for couples looking for a quick getaway where they can enjoy themselves during the day and return to a welcoming home where they can relax and make meals in solitude.brbrBedroom 1: Queen Bed | Bedroom 2: Queen BedbrbrINDOOR LIVING: Flat-screen Smart TV w/ cable, natural light, ceiling fans, dining table, laptop-friendly workspacebrKITCHEN: Fully equipped w/ stainless steel appliances, granite countertops, glass-top stove, oven, microwave, refrigerator, toaster oven, drip coffee maker, cooking essentials, dishware & flatware, breakfast bar w/ seating for 4, dishwasherbrOUTDOOR LIVING: Covered porch w/ 4 rocking chairs, spacious backyard -great for lawn gamesbrGENERAL: Complimentary toiletries, linens/towels, central heat and A/C, hairdryer, trash bags & paper towelsbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrGOLF COURSES: Pine Needles Lodge & Golf Club (1.7 miles), Southern Pines Golf Club (2.6 miles), Hyland Golf Club (2.8 miles), Talamore Golf Resort (3.4 miles), Longleaf Golf & Family Club (4.1 miles), Pinehurst Resort (6.8 miles)brBREWERIES: Southern Pines Brewing Company (0.6 miles), Hatchet Brewing Company (2.2 miles), Railhouse Brewery (6.3 miles), Pinehurst Brewing Company (6.6 miles)brAREA ATTRACTIONS: Sunrise Theater (1.8 miles), Sandhill Horticultural Gardens (4.5 miles), The Splash Pad (7.0 miles), Black Rock Winery (10.0 miles), Rockingham Dragway (22.5 miles), Aloha Safari Zoo (24.9 miles)brAIRPORT: Fayetteville Regional Airport (41.2 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 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Long term stays (1 month) welcomed but are subject to homeowner approvalbr- NOTE: The workshop on the property has been rented out and is currently being used by an acquaintance of the owners. The garage might be shared during your stay with the individual who rents the workshop on the propertybr- NOTE: This property features 3 exterior security cameras. One is on the front right corner looking at the front yard, the second is on the front left corner pointed at the front door, and the third is located on the back porch looking at the back door. These cameras will be disengaged upon arrival of every guest

Bed

Bath

Sleeps

$341.95

/ Nightly

Private Vacation Home

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

Southern Pines, North Carolina, United States

Only 1 block from downtown Southern Pines and 1 block to the park! Perfect location to walk to a local restaurants, breweries, or shops. 2 story cottage with 3 bedrooms and 3.5 baths. Newly remodeled and newly furnished. Sleeps 9. Pack and play available as well. Plenty of Parking available. Cable/internet provided. Close to golfing, brPinehurst, and all the amenities Moore County has to offer. You won't be disappointed with this location/cottage!

Bed

Bath

Sleeps

$156.85

/ Nightly

Private Vacation Home

Cottage on Ridge- Short & Extended Stays

Southern Pines, North Carolina, United States

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet close enough to walk to all the shops/restaurants downtown or the Weymouth Center for the Humanities. This unit is downstairs with 1 bedroom (Queen) & 1 bath, a full kitchen, a dedicated work space, and shared laundry room in the back of the home. It has a private entrance from the front door. Come stay with us for a short stay or extended stay!brbrQueen size bed, dedicated work space, fully stocked kitchen.brThe wi-fi login information will be sent via the Airbnb app and is also posted in the unit. brbrWe do not have cable in the unit. The unit has a smart TV with access to apps via Wi-Fi such as Netflix, Hulu, Amazon Prime.

Bed

Bath

Sleeps

$182.57

/ Nightly

Private Vacation Home

'Sandhills Sanctuary' Home Near Golfing!

Southern Pines, North Carolina, United States

Walk to Pool Park | Family Friendly | Newly RenovatedbrbrPlanning a golf-centric getaway with your family or friends Look no further than this 2-bedroom, 2.5-bath vacation rental home in Southern Pines. After playing a round at one of the area's 32 world-renowned golf courses, let the kids burn off some energy at the local playground or grab dinner in the quaint downtown area. In the evening, return to your home away from home and recount the day's memories. Book today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 twin bed w/ 1 twin trundle, 1 twin bedbrbrMAIN FEATURESbr- Front porch, private yard (unfenced)br- 3 Smart TVs w/ cablebr- 4-seat dining table & kitchen island w/ 2 barstoolsbrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Microwave, toaster, blenderbr- Drip coffee maker (coffee provided)br- Ice maker, cooking basicsbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFi (laptop friendly)br- Washer & dryer, laundry detergent, iron/boardbr- Central A/C & heating, ceiling fansbr- Linens/towels, complimentary toiletriesbr- Hair dryerbrbrFAQ br- 2 exterior security cameras (facing out)brbrACCESSIBILITYbr- Single-story homebr- Step-free entry via back rampbrbrPARKINGbr- Driveway (6 vehicles)br- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- 3 blocks to Pool Park: seasonal pool & splash pad, playground, green spaces & basketball courtbr- 2 miles to Southern Pines Golf Clubbr- 2 miles to Historic Downtown Southern Pines: breweries, shopping & diningbr- 4 miles to Sandhills Nature Preservebr- 4 miles to Aberdeenbr- 5 miles to Pinehurstbr- 41 miles to Fayetteville Regional Airport & 71 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home offers step-free entry via the back rampbr- Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the back corner of the home facing the backyard, and there is a doorbell device with an exterior security camera facing the front outdoor entry/driveway. The cameras are outward facing and do not look into interior spaces. While guests are in residence, the back camera continuously records video (no sound), and the front camera continuously records video and sound

Bed

Bath

Sleeps

$1153.56

/ Nightly

Private Vacation Home

New! Insane Golf Retreat & Simulator - Bogey Bunks

Southern Pines, North Carolina, United States

This house was built from the ground up to create the perfect golf trip to accomodate several foursomes with everything that is important for your visit to the Pines from golf games, table games, or lounging. Maximize every minute of your next vacation on and off the course. Included is a fully heated/cooled space with a Simulator, Gameroom & Loft. Enjoy a closest to the pin challenge or add some rain insurance in case you need to wait out some weather and still want to get a round in!brbrThe Bogey Bunks sits on 1.9 private acres with no HOA, is equipped with 2 Game rooms, 5 Bedrooms hosting 14 Beds, 3 Full Bathrooms, a Kitchen stocked for 20, and indoor and outdoor dining opportunities.brbrAmenities Included:brIndoor Golf SimulatorbrOutdoor Putting GreenbrOutdoor Fire Pit & PatiobrPool Tablebr8 Person Poker TablebrPing Pong brCoffee BarbrOutdoor Dining & GrillbrString-lights & Patio LightingbrPrivately Tucked 1.9 AcresbrbrThe Simulator is a fully heated/cooled gameroom and loft which is equipped with:br+27 Courses to Playbr+Closets to the Pin Contestsbr+Long Drive Contestsbr+Lefty and Righty Accessibilitybr+Full Club Swing Space with 12' CeilingsbrbrThe sleeping arrangements:brBedroom 1: 2 Queens + En SuitebrBedroom 2: 2 Queen, 2 Twins via TrundlebrBedroom 3: 2 FullsbrBedroom 4: 4 Fulls via Built in BunksbrBedroom 5: 2 FullsbrbrAll bathrooms are stocked with linens, shampoo, conditioner, and toiletries.brbrThis unique stay is the perfect protection against rain delays, friendly competitions, or keeping your swing dialed before your next round.brbrProximity To Popular Courses: brMid Pines: 1 MilebrTalamore: 2.7 MilesbrSouthern Pines: 3 MilesbrMid South: 3.8 MilesbrPinehurst Clubhouse: 5.2 MilesbrTobacco Road: 20.6 Miles brbrProximity To Downtowns:brSouthern Pines: 2 MilesbrVillage of Pinehurst: 5.7 MilesbrbrParking Arrangements: Driveway has plenty of private space. Please do not park in the street. brbrWe hope you enjoy this house as much as we did designing it. Please reach out if any questions!brbrFull House & 1.9 private acres available for your next vacation to the Pines.brbrPlease reach out if any questions here. Same day responsiveness is offered to resolve any concerns during your trip.brbrCheckin & Checkout Instructions will be offered upon successfull reservations. Please reach out if any questions.

Bed

Bath

Sleeps

$236.48

/ Nightly

Condo

Golf Front Longleaf Condo2BR/2BA

Southern Pines, North Carolina, United States

All new furnishings in this golf front Longleaf condo! Located on the 9th fairway of Longleaf Golf and Family Club. Beautifully decorated inside and out with a fabulous outdoor patio where you can enjoy the peacefulness of the Southern Pines/Pinehurst area and watch golfers. Take a short stroll up the 9th fairway to Longleaf`s Clubhouse and enjoy a lunch/dinner/cocktail while taking in the putting course! Centrally located to Pinehurst and Southern Pines...this place is perfect for all!

2

Bed

2

Bath

4

Sleeps

$650.84

/ Nightly

Private Vacation Home

Branch & Pine Retreat with Pool, 1.85 Acres...Central to So Pines & Pinehurst

Southern Pines, North Carolina, United States

brElevated Southern Pines Retreat | Saltwater Pool • Golf • Private OasisbrWelcome to your private Southern Pines escape — set on 1.85 beautifully wooded acres just minutes from Pinehurst, downtown Southern Pines, and some of the area’s most iconic golf destinations.brbrThis elevated brick ranch combines comfort, privacy, and relaxed luxury in a peaceful setting that feels tucked away, yet close to everything. Walk to Pine Needles Lodge & Golf Club and enjoy quick access to Pinehurst golf, charming downtown shops and restaurants, and Reservoir Park.brThe home is designed for gathering and entertaining, with spacious light-filled living areas, an updated open kitchen, multiple dining spaces, and flexible indoor-outdoor living.brbrThe SpacebrChef’s kitchen fully equipped for entertaining, featuring premium appliances, cookware, a coffee maker, and espresso machine.brTwo spacious bedrooms with adjacent private baths offer comfort and privacy for couples or families.brAdditional sunroom retreat with queen sleeper sofa and half bathbrFour TVs, two gas fireplaces, ceiling fans throughout, and central heating & airbrSpacious Carolina room with comfortableseating, dining/game space, and views of the propertybrUpdated kitchen with open-concept flow ideal for entertaining, groups, and familiesbrMultiple indoor gathering spaces perfect for golf trips, couples’ getaways, or extended staysbrbrOutdoor LivingbrStep outside into your own private oasis featuring:brLarge saltwater poolbrEntertaining deck with gas grillbrShuffleboard and cornhole courtbrBeautifully landscaped grounds and stone walkwaysbrPeaceful wooded setting with pool behind a charming white picket fencebrWhether you’re spending the day on the golf course, exploring Southern Pines, or simply relaxing poolside, this home offers the perfect balance of convenience and retreat.brbrPerfect ForbrGolf getawaysbrCouples’ weekendsbrFamily vacationsbrTournament staysbrExtended relaxing retreatsbrRarely do you find this much privacy and outdoor space so close to town. Once you arrive, it’s easy to settle in, unwind, and feel completely at home.

Bed

Bath

Sleeps

$254.64

/ Nightly

Private Vacation Home

Historic Hidden Gem - Downtown Southern Pines

Southern Pines, North Carolina, United States

This special home is over 100 years old and nestled in historic downtown Southern Pines. Secluded on a private, wooded lot just blocks from Broad Street, this unique space offers both privacy and accessibility to local shops, breweries, and community events. Relax at the house and enjoy the comfortable screened in front porch or take a short walk to see all that Southern Pines has to offer!brbrThe perfect blend of modern amenities and historic charm. The home’s original character is tastefully combined with modern comforts including smart televisions, smart thermostat, lamps, and fans in each room. All furniture and kitchen appliances are new and updated. Nightstands in the bedrooms have power outlets and device charging capability. We want everything to be as convenient as possible for our guests!brbrThe home is yours during your stay and we hope you utilize it that way! You will have access to the entire living area which includes the first and second story floors, outdoor patio, and yard. You also have full control of the thermostat as well as a complimentary Netflix subscription on all TVs.

Bed

Bath

Sleeps

$430.59

/ Nightly

Private Vacation Home

The Dogwood - Downtown Southern Pines

Southern Pines, North Carolina, United States

Welcome to The Dogwood — the perfect gathering spot for large groups of family or friends visiting the area. With five bedrooms and three and a half bathrooms, everyone is sure to be comfortable while you're here. Located just a short stroll from downtown Southern Pines, this home is ideally situated in the heart of the sandhills, with everything the area has to offer at your fingertips. The home features a central great room with a large well-appointed kitchen, dining space, and living room that is great for hosting get-togethers, holiday meals, or your not-so-average weekend golf outing. Enjoy a meal or a great conversation around the massive kitchen island. Watch a movie or your favorite team on the large TV over the fireplace. Have a drink while enjoying the flames of the fire table on the front patio. And after a long day of friends, family, and fun, retreat to one of the five cozy bedrooms for a comfortable nights sleep to do it all again tomorrow.

5

Bed

3

Bath

12

Sleeps

Vacation Home Rentals By Owner In Southern Pines, NC

$521.49

$249.54

$521.39

$189.84

$1803.45

$1975.75

$437.73

$1451.0

$243.01

$3,116

$362.04

$120.28

$341.95

$156.85

$182.57

$1153.56

$236.48

$650.84

$254.64

$430.59

Rent a place that suits your needs

Most popular vacation rentals in Southern Pines

$848.21

$1048.41

$1153.56

$1803.45

$1975.75

$206.75

$193.04

$193.04

$195.88

$199.12

Most Popular Cities in North Carolina