Vacation Home Rentals By Owner In Southern Pines, NC

$271.53

MCM Spanish Revival Estate across street from Southern Pines Golf Club

Southern Pines, North Carolina, United States

This 1928 historic estate is located across the street from the newly renovated Southern Pines Golf Club, a Donald Ross golf-course. Purposefully designed and furnished to meld Mid-Century Modern and Spanish Revival, The Estate is a stunning get-away.brbrThe spacebrbrA dark and moody library leads through double doors onto a climate-controlled covered porch/ sunroom, featuring floor to ceiling windows, beautiful live plants, and plenty of seating for enjoying coffee in the morning or playing a game of poker around the table. Head inside through either the living room door or the wet-bar area; complete with a standard drip-coffee maker, a K-cup machine, full cocktail set, and all the cocktail/champagne/wine/beer glasses you could possibly need. A 2-seat breakfast table receives plenty of morning sun. A full-size kitchen is equipped with everything necessary for preparing full-course meals (mixing bowls, pots/pans, Victorinox chef knife, cutting boards, etc). Upstairs you will find a King-size bedroom, a Queen-size bedroom, both with ample closet and storage space. Both beds have two end-tables, each with a lamp that has USB charging ports for easy phone charging. The two upstairs bedroom share a full-size bathroom. The downstairs bedroom features a Twin size day-bed, closet, and is adjacent to a partial bathroom(shower, toilet, sink).brbrGuest accessbrbrThere is plenty of parking in the front of the house, and surrounding the house is ample mature landscaping and wildlife. Often sighted on the property is a large family of deer, lots of small wildlife such as squirrels and birds, and even an occasional owl sighting. Outside the large porch/ sunroom is a sidewalk patio, with places to sit and relax as well as an outdoor dining area. Enjoy the outdoors at night with plenty of light provided by string lights controlled by a light switch.brbrOther things to notebrbrThis is a 5000 square foot house built in the 1920`s with several additions made throughout the years. This unit is the primary home, and there are 2 other smaller units on the other side of the house. Both utilize their own private entrances as well as separate designated parking spots.brOur prices include all fees. No hidden fees.br-Please no smoking or open flames inside the housebr-Please treat the house kindly, it is a 1928 home and we`ve done our best to bring it back to life while keeping it`s historic charm and characterbr-Please follow the check-out instructions sent the night before check-out br-There is fire-extinguisher under the kitchen sink, and 2 flashlights in the kitchen drawers incase of a power-outage; please do not remove the flashlights from the unitbr-Please adhere to the local area`s `quiet` hours, which are from 10pm-7am(no hooting and hollering outside at midnight lol)br-Washer and dryer are located in the basement. Feel free to use them both as well as the provided detergent if needed, but please do not overload the washer! The light-switch to the basement is located on the right as soon as you open the door to the basement(in the wet-bar area).br-Enjoy your stay at The Estate!

3

Bed

2

Bath

5

Sleeps

$451.81

/ Nightly

Private Vacation Home

Fine accommodations with a bit of fun! Visit The Tina Marie, Southern Pines, NC

Southern Pines, North Carolina, United States

Downtown Southern Pines is lovely and quaint, yet lively with nightlife, restaurants, theater, breweries, whiskey distillery and tons of golf courses. Nestled in a quiet neighborhood setting, but within walking distance. Rooms (K, Q, Q) are all decorated with its own unique style and character. Each room offers a different experience, but the cozy, comfortable bedding, robes, slippers, and many other treats are the same for all. Includes a complimentary deluxe continental breakfast, coffee/espresso, tea, and a happy hour serving wine, and a selection of different beer from one of our many local breweries. Hospitality and quality is our main goal. You’re invited to be our guest!brbrProperty is a charming Victorian built in 1900. There is a fairly steep staircase (at your own risk), carefully use handrails.brbrAdditional photos coming soon!

Bed

Bath

Sleeps

$419.82

/ Nightly

Private Vacation Home

Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

Southern Pines, North Carolina, United States

Welcome to Bourbon & Bubbles, hosted by Isle of the Pines Property Group!brbrThis stunning home beautifully combines chic modern decor curated from DAHR, a local luxury furniture boutique. With its thoughtfully designed spaces and unique speakeasy vibe, Bourbon & Bubbles offers an unforgettable upscale experience.brbrEvery stay includes a complimentary bottle of BHAWK Bourbon or Prosecco! If you’d prefer a non-alcoholic option, just let us know—we’re happy to accommodate!brThe spacebrbr**Welcome to Bourbon & Bubbles!**brbrLocated in the heart of downtown Southern Pines! Our stunning 2,000 sq ft, two-story home featuring 4 bedrooms and 3 bathrooms. With a split floor plan and an oversized master suite, Bourbon & Bubbles is ideal for couples, families, or groups of up to 8.brbrWe’ve partnered with Birdie & Pine to offer a premium concierge service to help you arrange local private chefs, mobile bartenders, and event coordination. Please let us know in advance if you’d like to take advantage of these services!brbrSleeping Arrangements:brMaster Suite - 1 King (Sleep 2)brBedroom 2 - 1 Queen (Sleeps 2)brBedroom 3 - Queen (Sleeps 2)brBedroom 4 - 2 Fulls (Sleeps 4)brbrLiving Spaces: The stylish living room features a chic sitting area with a gorgeous plush sofa and a smart TV, perfect for relaxing with your favorite movie or playing games with family and friends.brbrKitchen: The fully stocked kitchen comes with all the essentials, including a coffee bar, toaster, blender, crockpot, microwave, and oven.brbrAmenities: Our laundry room is equipped with a washer/dryer, along with complimentary Tide pods and dryer sheets. An iron and ironing board are also provided for your convenience.brbrSpeakeasy: Unwind in our detached garage, transformed into a speakeasy-inspired lounge with seating, karaoke, and a bar for your enjoyment.brbrEvents: We welcome events at our home for a nominal fee and/or security deposit, depending on the type of gathering.brbr

Bed

Bath

Sleeps

$148.45

/ Nightly

Apartment

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Southern Pines, North Carolina, United States

Come Unwind at Tanglewood Farm!brbrWelcome to the Tally Ho Suite! This is a very charming private one bedroom (queen bed), one bath, guest apartment on our beautiful horse farm in Southern Pines, NC. brLocated just 3 miles from the delightfully charming downtown of Southern Pines, and just miles from the golf mecca of Pinehurst. brbrThe suite is appointed with coffee & tea, microwave, small fridge, oven/stove, sink and utensils for cooking at home. Smart TV and central air. brbr*** Announcement: A New Chapter at Tanglewood Farm ***brbrStarting January 1, Tanglewood Farm will be transitioning from a traditional Bed & Breakfast to a short-term vacation rental.brbrGuests can now enjoy private one-bedroom apartments — each with its own charm — and the freedom to relax, cook, and explore at their own pace.brbrWhile our signature hot breakfasts will no longer be included or delivered to rooms, guests can still add fresh pastries, quiches, and other local treats to their stay during booking.brbrWe’re so grateful to everyone who has shared mornings and memories with us over the years. This new chapter brings a more flexible, self-guided experience — the same peaceful Tanglewood, just with a new way to stay.brbrWe can’t wait to welcome you! ***brbrNestled in the beautiful Sandhills Region of North Carolina, Tanglewood Farm is a working equestrian farm and Vacation Rental. The horse facility was once used as a US Olympic training facility, and is now primarily used as an eventing competition training farm. If you stay at Tanglewood Farm, you will most likely get the chance to witness some exciting jump training, as our farm is located next to many training facilities, including some owned by Olympic riders and trainers. brbrTanglewood Farm offers guests peaceful accommodations, breathtaking views of Southern Pines Horse Country and a quiet respite from everyday life. brbrTake a stroll along the farm and observe the horses, chickens and other wildlife in their everyday routines, or relax with a glass of wine and a good book on a patio right outside your door. Spend the day enjoying the highlights of the Sandhills area, including Seagrove Pottery, Weymouth Center, the Pinehurst Harness Track. Shop for art and beautiful clothes in downtown Southern Pines and Pinehurst, go antiquing in Cameron, golfing at one of the hundreds of golf courses, or hiking at Weymouth Woods. End your night with a delicious meal at one of our many fine restaurants. Whatever the season, a myriad of activities await you in Southern Pines --North Carolina's best keep getaway secret!brbrDuring your stay, enjoy fine dining at one of Moore County's gourmet restaurants in Southern Pines, Aberdeen and Pinehurst. The farm is just a three minute drive to the amazing restaurants of downtown Southern Pines. Try Red's Corner Food Truck Park, Ashten's, Chef Warren's or 195 for some amazing locally grown goodness! Grab a local brew at The Bell Tree Tavern or The Sly Fox, and top off your night with some live music at The Jefferson Inn. When you are ready to retire, curl up with a good book or DVD from your en-suite library and drift away to dreamland! brbrDogs are allowed but must be pre-approved. $50 pet fee per dog per stay (2 dog max). Dogs must remain on leash on the premises and cannot be left unattended.brbrChildren are welcome but must be closely attended by guardian at all times. Horses are unpredictable animals and we take everyone's safety very seriously. We ask that they do not run around the horses or barns, as horses tend to spook easily and can injure themselves and others. The kiddos love feeding the chickens and watching them roam free around the farm but please do not feed the horses!br brBringing your horse We rent out stalls for $40/night, includes 2 bags of shavings. We require proof of negative Coggins.brbrbrCheck In Policy: Check in is 3:00 (we will send keycode the morning of your arrival).brCheck Out is 11:00brbrWe do have wi-fi but it can be spotty in this area. Usually it works just fine but at times it can go out temporarily so if you require reliable internet for work, please make note of this disclaimer!

1

Bed

1

Bath

2

Sleeps

$180.8

/ Nightly

Condo

Condo on 9th Hole of Longleaf Golf Club -- Up to 7 guests -- Whirlpool Tub !!

Southern Pines, North Carolina, United States

This Southern Pines condo boasts 2 inviting bedrooms, featuring 2 queen beds and 2 twin beds. Guests can unwind in the soothing bathrooms, one of which includes a jetted bathtub and a separate shower. The brilliant living room offers a cozy futon, perfect for relaxing after a day of exploring. With heating and AC, the space stays comfortable year-round. Whether you’re here for a quick getaway or an extended stay, this delightful condo provides a welcoming retreat that feels like a home away from home. Our place is equipped for both long or short stays to make your visit one to remember.brbrThis condo is centrally located in the Sandhills area offering convenient access to both Pinehurst and Southern Pines golf courses. Just a short walking distance out the back door to the clubhouse and practice areas of Longleaf Golf Club.brbrThe condo features two patios, one covered and one uncovered with two tables for outdoor eating in the morning or evening. The covered patio includes a TV for watching your favorite golf event.

Bed

Bath

Sleeps

$180.47

/ Nightly

Apartment

Tanglewood Farm -Horse & Hound Suite 1 BR/2BA Private Apt on Horse Farm

Southern Pines, North Carolina, United States

Come Unwind at Tanglewood Farm!brbrWelcome to the Horse & Hound Suite at Tanglewood Farm. Please check out our stunning one bedroom, 2 bath private apartment on our beautiful horse farm in Southern Pines, NC...horse and golf mecca of North Carolina! We offer a very beautiful one bedroom apartment, with king bed & bead boarded ceiling, sleeper sofa, vaulted wood-beamed ceilings in the family room, 2 private bathrooms, patio, smart TV, full private kitchen, coffee pot, toaster, pots & pans...everything you need to make you feel at home!brbrbr*** Announcement: A New Chapter at Tanglewood Farm ***brbrStarting January 1, Tanglewood Farm will be transitioning from a traditional Bed & Breakfast to a short-term vacation rental.brbrGuests can now enjoy private one-bedroom apartments — each with its own charm — and the freedom to relax, cook, and explore at their own pace.brbrWhile our signature hot breakfasts will no longer be included or delivered to rooms, guests can still add fresh pastries, quiches, and other local treats to their stay during booking.brbrWe’re so grateful to everyone who has shared mornings and memories with us over the years. This new chapter brings a more flexible, self-guided experience — the same peaceful Tanglewood, just with a new way to stay.brbrWe can’t wait to welcome you! ***brbrNestled in the beautiful Sandhills Region of North Carolina, Tanglewood Farm is a working equestrian farm and vacation rental. The horse facility was once used as a US Olympic training facility, and is now primarily used as an eventing competition training farm. If you stay at Tanglewood Farm, you will most likely get the chance to witness some exciting jump training, as our farm is located next to many training facilities, including some owned by Olympic riders and trainers. brbrTanglewood Farm offers guests peaceful accommodations, breathtaking views of Southern Pines Horse Country and a quiet respite from everyday life. brbrTake a stroll along the farm and observe the horses, chickens and other wildlife in their everyday routines, or relax with a glass of wine and a good book on a patio right outside your door. Spend the day enjoying the highlights of the Sandhills area, including Seagrove Pottery, Weymouth Center, the Pinehurst Harness Track. Shop for art and beautiful clothes in downtown Southern Pines and Pinehurst, go antiquing in Cameron, golfing at one of the hundreds of golf courses, or hiking at Weymouth Woods. End your night with a delicious meal at one of our many fine restaurants. Whatever the season, a myriad of activities await you in Southern Pines --North Carolina's best keep getaway secret!brbrDuring your stay, enjoy fine dining at one of Moore County's gourmet restaurants in Southern Pines, Aberdeen and Pinehurst. The farm is just a three minute drive to the amazing restaurants of downtown Southern Pines. Try Red's Corner Food Truck Park, Ashten's, Chef Warren's or 195 for some amazing locally grown goodness! Grab a local brew at The Bell Tree Tavern or The Sly Fox, and top off your night with some live music at The Jefferson Inn. When you are ready to retire, curl up with a good book or DVD from your en-suite library and drift away to dreamland! brbrDogs are allowed but must be pre-approved. $50 pet fee per dog per stay (2 dog max). Dogs must remain on leash on the premises and cannot be left unattended.brbrChildren are welcome but must be closely attended by guardian at all times. Horses are unpredictable animals and we take everyone's safety very seriously. We ask that they do not run around the horses or barns, as horses tend to spook easily and can injure themselves and others. The kiddos love feeding the chickens and watching them roam free around the farm but please do not feed the horses!br brBringing your horse We rent out stalls for $40/night, includes 2 bags of shavings. We require proof of negative Coggins.brbrbrCheck In Policy: Check in is 3:00 (we will send keycode the morning of your arrival).brCheck Out is 11:00brbrWe do have wi-fi but it can be spotty in this area. Usually it works just fine but at times it can go out temporarily so if you require reliable internet for work, please make note of this disclaimer!

1

Bed

2

Bath

4

Sleeps

$251.0

/ Nightly

Private Vacation Home

Golf, Ride & More! Home in Dtwn Southern Pines

Southern Pines, North Carolina, United States

Pet Friendly w/ Fee | Fenced Yard w/ Games | Walkable Downtown LocationbrbrWith a movie and game room, a large furnished yard, and a prime location in downtown Southern Pines, this vacation rental is the ultimate base for a fun-filled trip with family and friends. Enjoy walking to local restaurants and shops, then return to your amenity-packed retreat for a cookout on the deck or s'mores by the fire. Your Sandhills sanctuary awaits — start planning your stay today!brbr-- THE PROPERTY --brbrOUTDOOR LIVINGbr- Furnished deck, gas grill (propane provided)br- Screened gazebo w/ seating & putting greenbr- Wood-burning fire pit (bring your own wood)br- Yard gamesbr- Large, pet-friendly fenced backyardbr- Front patio w/ bench swing br- Garage game room w/ foosball table, video arcade machine & movie projectorbrbrINDOOR LIVINGbr- 2 living areas, 2 TVsbr- Books, board gamesbr- Dining tablebr- WorkspacebrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Dishware/flatware, cooking basics, spicesbr- 12-cup drip coffee maker (starter coffee & filters provided)br- Electric kettle, microwavebr-Air FyerbrbrACCESSIBILITYbr- Single-story home, 2 steps to enterbrbrPARKINGbr- Front of garage (2 vehicles)br- Parking pad (2 vehicles)br- 30’ RV pad available w/ 30-amp electrical hookup (dumping prohibited)br- Garage unavailablebrbr-- THE LOCATION --brbr- Located about 0.7 miles from downtown Southern Pines, within walking distance of shops, bars, fine dining, restaurants, train station & Downtown Parkbr- Golf within 2 miles: Mid Pines Inn & Golf Club, Pine Needles Lodge & Golf Club & Southern Pines Golf Clubbr- 1.5 miles to Red's Corner food truck parkbr- 1.5 miles to Rec Room Bar and Arcade: family arcadebr- 3 miles to Weymouth Woods - Sandhills Nature Preservebr- 5 miles to Walthour-Moss Foundationbr- 6 miles to World Golf Hall of Famebr- 15 miles to Carolina Horse Park Foundationbrbr-- 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, cats & 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 single-story home requires 2 steps to enterbr- There is a long-term tenant on-site, in the next-door duplex with a separate entrance. Guests will have the whole unit, driveway, and yard to themselvesbr- The fireplace is for decorative purposes only and is not available for guest usebr- The garage is not available for parkingbr-Cushions for outdoor furniture are located in the deck box just to the side of the deck stairs. Please return them before you leave.br- Your safety matters. This property features 3 exterior security cameras: 1 camera is next to the front door facing the front entry area, 1 camera is above the garage facing the parking area, and 1 camera is above the garage facing the back deck and backyard. These cameras are outward falling and do not look into any interior spaces. They record sound and video continuously

Bed

Bath

Sleeps

$193.04

/ Nightly

Cottage

Chestnut and Bay - perfect for equine and golf events - ask about discount

Southern Pines, North Carolina, United States

Chestnut and Bay Guest Cottage. Subdued luxury in the middle of Horse Country. Situated on 45 acres at the edge of the storied Hunt Trial Field but only 2miles to downtown Southern Pines and 8 to Pinehurst. Enjoy and relax in our 3 bedroom, 2 bath guest cottage. Fully renovated with oversized gourmet kitchen, separate dining area, in-home laundry, den with working gas fireplace, living room, two decks and covered front porch. Perfect for decompressing and minutes from the world-class attractions of Southern Pines and Pinehurst. Pets allowed with prior approval.

Bed

Bath

Sleeps

$1048.41

/ Nightly

Private Vacation Home

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

Southern Pines, North Carolina, United States

This enormous Southern Pines house boasts 7 inviting bedrooms, including 4 king beds, 3 queen beds, and 2 twin beds (bunk beds). Bring the whole family together in our stately yet cozy historic manor, situated peacefully among mature longleaf pines. Built in 1916, the home was made for hosting, historically serving as a bed & breakfast, nightclub, and even a speakeasy! Now, with 7 bedrooms, 6.5 bathrooms, and many comfortable lounging areas, the manor is the perfect place for large groups (up to 18 guests) to spend time together. On-site stalls for horse boarding are also available at a rate of $30 per horse per night.brbrVeteran owned and self-managed!brbrThis property is hosted by us, Triss and Nick, a husband-and-wife team who own and manage the property. No property management companies or AI chatbots. Both Army veterans, we are longtime residents of Southern Pines and still reside in the neighborhood. We lived in the manor while getting it ready to rent out, and we're excited to share it with the community now.brbrMax occupancy is 18 guests (and children under 2 years of age do not count towards the occupancy limit). We look forward to welcoming you!brbrPlease read the full listing and house rules prior to booking.brbrMy favorite features:br• Exquisitely appointed chef's kitchen with 2 ovensbr• 7 bedrooms, of which 4 are king bed suitesbr• Board game cabinet in lounge areabr• Jacuzzi tub in master bathroombr• Multiple indoor and outdoor hangout areasbr• Massive DVD collection and cozy blankets to watch them withbr• Luxurious decor that honors the home's historybrbrLocal attractions:br• 5-minute walk to Hyland Hills Golf Clubbr• 10-minute drive to downtown Southern Pines & 15-20 minutes to downtown Pinehurstbr• 15-20 minute drive to world-renowned golf clubs like Pinehurst No. 2, home of the US Openbr• 1-minute drive (yes, one minute!) to Walthour Moss Foundation (outdoor equestrian facility and equine hospital)brbrTHE SPACE:brThe house is equipped with central heating and air conditioning. Each floor has its own thermostat.brbrHi-speed WiFi is available throughout the house, strengthened by special routers to ensure there are no weak signal areas.brbrFIRST FLOOR: 2 bedrooms, 2.5 bathrooms, full kitchen, dining room, game room/lounge, living room, piano room, entryway seating areabrbrSECOND FLOOR: 5 bedrooms, 4 bathroomsbrbrEXTERIOR:br• Front: 2 outdoor seating lounge areas, huge secluded front yardbr• Rear: 2 separate patios with outdoor seating; one of the patios has a fire pitbr• Carport/driveway: Parking for up to 10 cars is available, with 4 covered spots in the carport. There is also ample room for parking of horse trailers.br• Adjacent to house: Large side yard and active horse stables and pastures; please note that guests are not permitted to interact with resident horses without the express prior permission of the stable manager. Guests wishing to board their horses may do so at a rate of $30 per horse per night; up to 3 stalls are available. Please mention in your booking request if you wish to book stalls.brbr4 SMART TVs in one downstairs bedroom, one upstairs bedroom, primary living room, and kitchen; huge DVD collection in living roombrbrLIVING ROOM (PRIMARY): Gas fireplace, smart TV, huge DVD collection and DVD player, baby grand pianobrbrLIVING ROOM (SECONDARY): Bar, bar cart with wine decanter and cocktail shaker, board game cabinet, coat rack with umbrellasbrbrPRIMARY BEDROOM + BATHROOM (downstairs): King bed, huge walk-in closet with dresser, huge master bathroom with walk-in shower and Jacuzzi tub, blackout shades, vanitiesbrbrSECOND BEDROOM + BATHROOM (downstairs): Queen bed, smart TV, closet, dresser, dedicated workspace (with desk, chair, mouse, mousepad, desk lamps, and external monitor), sitting area, attached full bathroombrbrTHIRD BEDROOM + BATHROOM (upstairs): King bed, sitting area, walk-in closet, dresser, vanity, attached full bathroombrbrFOURTH BEDROOM + BATHROOM (upstairs): King bed, closet, 2 dressers, attached three-quarters bathroom (bathtub only; no shower)brbrFIFTH BEDROOM + BATHROOM (upstairs): Queen bed, walk-in closet, dresser, desk and chair, attached full bathroombrbrSIXTH BEDROOM (upstairs): 2 queen beds, 2 twin beds (bunk beds), beanbag chairs, children's toys and books (Note: This bedroom is the only one with no attached bathroom)brbrSEVENTH BEDROOM + BATHROOM (upstairs): King bed, dresser, desk, sitting area, vanity, attached full bathroom, baby changing table, 32-in TCL Roku TVbrbrKITCHEN: This home's kitchen is a chef's dream!br• Appliances: Gas stove with two cooktops, two ovens, dishwasher, fridge/freezer, microwavebr• Small appliances: Water boiler, coffeemaker, kettlebr• Butcher's blockbr• Plates, bowls, cutlery, glassware, can opener, whisk, spatulas, wine openers, measuring cups/spoons, wide variety of cooking utensils, cutting boards, sharp knivesbr• Good quality pots, pans, mixing bowls, baking sheetsbr• Coffee, tea, hot chocolatebr• Cooking necessities: olive oil, salt & pepper, vinegar, condiments, TONS of spices, baking ingredientsbr• Small smart TV above fridgebr• Gas fireplacebr• Seating for 8 people (4 chairs at island; 4 chairs at table)br• Fire extinguisher under sinkbr• Cleaning products under sinkbrbrDINING ROOM: Seats 8, with 7 extra chairs available in the front hall closet. Folding table is available upon request.brbrBATHROOMS: All bathrooms are appointed with shampoo, conditioner, shower gel, cotton pads, Q-tips, bath towels, hand towels, washcloths, and makeup towels. A hair dryer and straightener are located in the upstairs bedroom/bathroom near the linen closet.brbrLAUNDRY ROOM: Top-loading washer and dryer, iron, ironing board, laundry basket, liquid laundry detergent, sink, mop & bucketbrbrFRONT HALL CLOSETS: Contain brooms, vacuums, first aid kit, extra linens, beach towels, pack-n-playbrbrOther Miscellaneous Notes:br• Garbage pick-up is on Tuesdays. Please place only bagged trash (no loose items) in the trashcans.br• An ADA-compliant portable (foldable) wheelchair ramp is stored in the front hall closet and can be set out for your arrival upon request.br• Plenty of (free) parking is available in the carport, in front of the carport, and on the circular driveway in front of the house. Cars should not block access to the pasture adjacent to the carport.br• We request that guests remove their shoes at the door to help preserve our home's floors and carpets.brbr--------------------------------------------------------------brbrHOUSE RULES:brbrNo pets allowed: Due to the presence of active horse stables onsite, we unfortunately cannot accommodate pets. In the event that guests bring unauthorized pets, the reservation will be terminated immediately, and guests will be asked to leave, with no refunds. (Note: this policy does not apply to horses, which can be boarded at the on-site stable for an additional cost of $30 per horse per night.)brbrNo parties or events. In the event of a party, the reservation will be terminated immediately, with no refunds. brbrSouthern Pines noise ordinances dictate no loud noises between the hours of 11pm-7am on weekdays and 11pm-10am on weekends and holidays.brbrSmoking is prohibited anywhere on the property, including outside.brbrPlease note that guests do not have access to the gated pool area, the basement, the attic, and locked owners' closets.brbrMax occupancy is 18 guests (not including children under 2 years of age).brbrRule violations will result in immediate termination of the reservation, with no refunds given. Any damage caused from violation of the rules (including odors, additional cleaning needs, property damage, fines, etc.) will incur additional fees for remediation.

Bed

Bath

Sleeps

$447.48

/ Nightly

Private Vacation Home

ThePalmerRetreat-CentralDr•SaltWaterPool•HotTub•FirePit•MinsToDT.SP/Pinehurst

Southern Pines, North Carolina, United States

Welcome to The Palmer – A Stunning 3-Bedroom, 2.5-Bath Retreat!brbrStep into comfort and charm at The Palmer—your ideal escape for relaxation, fun, and connection.brbrStart your mornings with coffee at the bistro table for two on the front porch, or sway gently on the classic porch swing as the day begins. Both the front and back porches feature cozy lounge areas, perfect for unwinding with a book, a glass of wine, or great conversation.brbrTake a dip in the saltwater pool(plenty of pool toys) or the private hot tub is for late-night relaxation under the stars.brbrIn the backyard, beautifully illuminated for outdoor evenings. You’ll find a hammock for lazy afternoons, extra seating for lounging, a firepit for roasting marshmallows, and plenty of games to enjoy with friends and family—croquet, horseshoes, disc golf, and cornhole are all ready for you. The spacious back deck includes a BBQ grill and an outdoor dining area, perfect for evening cookouts and casual meals.brbrConveniently located just minutes from downtown Southern Pines and Pinehurst, The Palmer offers easy access to local dining, boutique shopping, and over 40 premier golf courses nearby—making it a golfer’s dream and a perfect base for exploring the area.brbrWhether you're planning a romantic retreat, family vacation, or a celebration with friends, The Palmer is thoughtfully designed to help you relax, recharge, and create unforgettable memories.

3

Bed

2

Bath

6

Sleeps

$248.9

/ Nightly

Private Vacation Home

The Downtown Pines Retreat - 3BR Southern Pines Townhome

Southern Pines, North Carolina, United States

Welcome to Bradford Village Townhomes—your ideal Downtown Southern Pines getaway. This comfortable, well-appointed townhome features a bright, open living space, a fully equipped kitchen, and cozy bedrooms designed for relaxation.brStart your mornings at the dedicated coffee bar before heading out to explore or hit the course.brbrSleeping Arrangements:brBedroom 1: KingbrBedroom 2: Two TwinsbrBedroom 3: Full Bunk BedbrbrStep outside to enjoy pickleball courts just behind the home, or take a quick trip into downtown Southern Pines for shopping, dining, and entertainment. You’ll be conveniently located near local favorites like Betsy’s Crepes (0.7 miles), Bell Tree Tavern (0.9 miles) and Red's Corner (0.3 miles). Golfers will also appreciate the proximity to top courses including Southern Pines Golf Club (~1 mile), Pine Needles (~3 miles), and Longleaf Golf & Family Club (~4 miles).brbrWhether you're here for a weekend escape or an extended stay, this location puts you close to it all.brbrParking Note:brParking is limited. There is one garage space suitable for a compact vehicle and one driveway spot. Please do not park in business-designated spaces during the day. Additional parking is available across the street in the public lot or behind the neighborhood near the park.

Bed

Bath

Sleeps

$375.18

/ Nightly

Cottage

SoPi Cottage - Walk to Town - King Bed

Southern Pines, North Carolina, United States

Located on a quiet street, walking distance from downtown Southern Pines, this contemporary living space has everything to make you feel at home.brbrPick from your favorite TV shows and movies on Youtube TV, Netflix, Hulu, Disney+ & ESPN +.brbrThis house includes a well equipped kitchen, new appliances, large fenced in backyard, furnished patio, queen beds, and more! Pets happily welcomed with pre approval and pet fee.

Bed

Bath

Sleeps

$296.18

/ Nightly

Private Vacation Home

Charming Downtown Cottage

Southern Pines, North Carolina, United States

Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful restaurants, shops and breweries Downtown Southern Pines has to offer, and only minutes from some of the country's best golf courses! This 2 bedroom 1 bathroom home has all you will need in this home away from home. Enjoy the outdoor patio, walk around and take in the beautiful sights of this charming Southern town. Just minutes from world-renowned Pinehurst and Pinehurst Village.

Bed

Bath

Sleeps

$385.27

/ Nightly

Private Vacation Home

The Pinecone Cottage - a Southern Pines escape

Southern Pines, North Carolina, United States

Nestled within the charming town of Southern Pines, this picturesque house offers a serene escape in the heart of the Sandhills region of North Carolina. With its inviting facade and lush surroundings, this property embodies the perfect blend of comfort and natural beauty. In this house, you'll find not just a home, but a true escape that allows you to embrace the beauty of the Sandhills region while enjoying all the comforts of modern living. Welcome to your slice of paradise in Southern Pines.

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$231.29

/ Nightly

Private Vacation Home

The Fox Downtown-outdoor playhouse & indoor gym! Walking distance to downtown

Southern Pines, North Carolina, United States

Welcome to Your Downtown Family-Friendly Retreat!brbrA cozy, fun, and family-friendly home just a block from shops and dining. Enjoy a stocked kitchen, designated workspace, and comfy beds.brbrKids love the outdoor playhouse and space to explore, while adults appreciate the peaceful vibes, charming decor, and prime location. brbrWith a workout station, outdoor dining, and thoughtful touches throughout, it’s the perfect spot to relax, connect, and feel right at home.brbrFirst Floor: br- Half bath in entrancebr- Kitchen/Diningbr- Living areabr- Laundry roombr- Pantrybr- Attach garage with workout area (treadmill, cable system, and TV)br- Outdoor seatingbr- Magical outdoor playhouse (classroom themed converted shed)brbrSecond Floor:br- Main king bedroom with ensuite bathroom (sleeps 2)br- 1 queen room (sleeps 2)br- 1 double twin room (sleeps 2)br- Full bathbr- Desk/work space on stair landing

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$212.75

/ Nightly

Private Vacation Home

Southern Pines Stunner - Walkable to Downtown!

Southern Pines, North Carolina, United States

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

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$157.07

/ Nightly

Apartment

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Southern Pines, North Carolina, United States

Come Unwind at Tanglewood Farm brbrWelcome to the Fox Den Suite. This is a private apartment that offers a luxurious king size bed, master bath, living room, kitchen with bar seating, and patio on a 10.5 acre horse farm in Southern Pines, NC. The suite is appointed with coffee & tea, microwave, small fridge, oven/stove, sink and utensils for cooking at home. Smart TV and central air. brbr*****Announcement: A New Chapter at Tanglewood Farm ****brbrStarting January 1, Tanglewood Farm will be transitioning from a traditional Bed & Breakfast to a short-term vacation rental.brbrGuests can now enjoy private one-bedroom apartments — each with its own charm — and the freedom to relax, cook, and explore at their own pace.brbrWhile our signature hot breakfasts will no longer be included or delivered to rooms, guests can still add fresh pastries, quiches, and other local treats to their stay during booking.brbrWe’re so grateful to everyone who has shared mornings and memories with us over the years. This new chapter brings a more flexible, self-guided experience — the same peaceful Tanglewood, just with a new way to stay.brbrWe can’t wait to welcome you! brbrNestled in the beautiful Sandhills Region of North Carolina, Tanglewood Farm is a working equestrian farm and vacation rental. The horse facility was once used as a US Olympic training facility, and is now primarily used as an eventing competition training farm. If you stay at Tanglewood Farm, you will most likely get the chance to witness some exciting jump training, as our farm is located next to many training facilities, including some owned by Olympic riders and trainers. brbrTanglewood Farm offers guests peaceful accommodations, breathtaking views of Southern Pines Horse Country and a quiet respite from everyday life. brbrTake a stroll along the farm and observe the horses, chickens and other wildlife in their everyday routines, or relax with a glass of wine and a good book on a patio right outside your door. Spend the day enjoying the highlights of the Sandhills area, including Seagrove Pottery, Weymouth Center, the Pinehurst Harness Track. Shop for art and beautiful clothes in downtown Southern Pines and Pinehurst, go antiquing in Cameron, golfing at one of the hundreds of golf courses, or hiking at Weymouth Woods. End your night with a delicious meal at one of our many fine restaurants. Whatever the season, a myriad of activities await you in Southern Pines --North Carolina's best keep getaway secret!brbrDuring your stay, enjoy fine dining at one of Moore County's gourmet restaurants in Southern Pines, Aberdeen and Pinehurst. The farm is just a three minute drive to the amazing restaurants of downtown Southern Pines. Try Red's Corner Food Truck Park, Ashten's, Chef Warren's or 195 for some amazing locally grown goodness! Grab a local brew at The Bell Tree Tavern or The Sly Fox, and top off your night with some live music at The Jefferson Inn. When you are ready to retire, curl up with a good book or DVD from your en-suite library and drift away to dreamland! brbrDogs are allowed but must be pre-approved. $50 pet fee per dog per stay (2 dog max). Dogs must remain on leash on the premises and cannot be left unattended.brbrChildren are welcome but must be closely attended by guardian at all times. Horses are unpredictable animals and we take everyone's safety very seriously. We ask that they do not run around the horses or barns, as horses tend to spook easily and can injure themselves and others. The kiddos love feeding the chickens and watching them roam free around the farm but please do not feed the horses!br brBringing your horse We rent out stalls for $40/night, includes 2 bags of shavings. We require proof of negative Coggins.brbrbrCheck In Policy: Check in is 3:00 (we will send keycode the morning of your arrival).brCheck Out is 11:00brbrWe do have wi-fi but it can be spotty in this area. Usually it works just fine but at times it can go out temporarily so if you require reliable internet for work, please make note of this disclaimer!

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$173.51

/ Nightly

Apartment

The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!

Southern Pines, North Carolina, United States

Escape to a charming apartment in the heart of Southern Pines, where comfort meets convenience. The Downtown Pines Hideaway offers a modern, peaceful retreat in a spacious location, perfect for those seeking a stylish, clean, and fully furnished stay. Just a short walk to downtown Southern Pines, you'll have easy access to local dining, shopping, and all the charm the area has to offer.brbrThis beautifully appointed two-bedroom, two-bath apartment is the only unit in the complex featuring its own washer and dryer, offering added convenience during your stay. Thoughtfully designed and furnished by the local boutique furniture store, DAHR, the apartment provides a stylish, clean, and welcoming atmosphere with all the amenities you need for a seamless experience.brbrWhether you're here for a weekend getaway or an extended visit, you'll find everything you need to feel right at home. Step outside and enjoy the vibrant downtown area, with local shops, dining, and attractions just a short walk away. After a day of exploring, return to the peaceful comfort of Downtown Pines Hideaway, where you can unwind and relax in a serene, refreshing environment.brbrBook your stay today and experience the perfect blend of city convenience and tranquil comfort!

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$160.71

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Private Vacation Home

Colgan Cottage in Horse Country

Southern Pines, North Carolina, United States

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

2

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1

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3

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$341.26

/ Nightly

Private Vacation Home

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

Southern Pines, North Carolina, United States

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

3

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3

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6

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Vacation Home Rentals By Owner In Southern Pines, NC

$271.53

$451.81

$419.82

$148.45

$180.8

$180.47

$251.0

$193.04

$1048.41

$447.48

$248.9

$375.18

$296.18

$385.27

$231.29

$212.75

$157.07

$173.51

$160.71

$341.26

Rent a place that suits your needs

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