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Welcome to the Heartwood Cottage, your perfect getaway in the heart of the Historic Village of Pinehurst! This tastefully decorated and updated 3-bedroom, 2-bathroom 1950's cottage offers cozy comfort and unbeatable convenience—ideal for golf trips, couples' weekends, family vacations, or spa retreats.What You'll Love• Prime location – just a short walk to local restaurants, shops, pubs, and entertainment• Minutes from world-famous Pinehurst golf courses and luxury spa experiences• Just a few minute walk to playgrounds, tennis courts & green walkways• Fully equipped kitchen, comfortable living space, and high-speed Wi-Fi• 3 charming bedrooms with new comfy beds and quality linens (sleeps 6 max)• 2 full bathrooms, perfect for families or groups• Front porch seating area and back porch seating area to enjoy morning coffee or evening cocktailsThe ExperienceWhether you’re teeing off at one of Pinehurst’s legendary courses, unwinding at the spa, or exploring the charming village streets, this cottage is the perfect home base. Enjoy the blend of southern charm and modern comfort in a walkable, peaceful neighborhood.Sleeping ArrangementsBedroom 1: Queen bed with ensuite bath. Main floorBedroom 2: Queen bed. Second floorBedroom 3: Two twin beds. Second floorLocation Highlights• 5 min to Pinehurst Resort & Spa• Walking distance to dining, coffee shops, and boutiques• 10 min to Southern Pines• 75 min to Raleigh-Durham Intl. AirportBook your stay today and experience all that Pinehurst has to offer—relaxation, recreation, and a touch of timeless charm.Check out this video on YouTube. https://www.youtube.com/watch?v=UU7EJfHBsfkAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Style, comfort, location and plenty of room to spread out.Welcome to The Retreat House, located on a 1-acre plot in Pinehurst, NC, just minutes from everything. This restored historic home is filled with charm and character but offers all the modern comforts as well, including ultra-fast gigabit internet, a cozy eat-in kitchen with its own fireplace and TV, and an enormous attached screened-in porch and an outdoor pool.Our home is located conveniently just down the road from historic Pinehurst and within walking distance to several local restaurants, yet completely tucked away on a private road on a fantastic secluded lot.The Retreat House features the original hardwood floors through out the original main part of the home, LVP in the additions and tile in the bathrooms.Here are just some of our unique features of this stunning property:-A commercial-grade golf simulator featuring a 15-foot wide high definition screen, Uneekor EyeXO launch monitor, and GSPro software with hundreds of courses.-Circa 1880s Steinway Square from the original owners is now on display for you to use as the kitchen island...a memorable spot to enjoy your favorite beverage with your group!-Master Shower features our fully remodeled zero-entry shower with waterfall shower head-2 gas fireplaces in the living room and kitchen-12 total beds:2 King, 6 Queen, 2 Twin XL, 2 Twin-Spectrum Gigabit Internet via a mesh network through out the home and Spectrum streaming on all TVs -A total of 9 smart TVs, throughout the home with Spectrum's Sports Package-Enormous screened-in porch with plenty of seating and a ping pong table-The interior of the home has been freshly painted and with new decor, new linens, new furniture, and new sheets and towels.-The exterior (unheated) pool is the perfect place to unwind after a hot dayThe driveway can accommodate at least 10 cars nose to nose in the huge semi-circle driveway.We offer laundry detergent, a fully stocked kitchen including spices and pantry items, hand soap, shampoo/conditioner, body wash and toilet paper and paper towels to get you started.This home is meant to be a quiet escape to relax and get away from it all with your favorite family and/or friends. Ordinances strictly enforce quiet hours from 10pm until 8am. Please be mindful of that if you choose to stay in our home. We do not allow events or parties of any kind. Due to local ordinances, we can accommodate up to 12 adult overnight guests at a time and up to 4 additional children. Under no circumstances can there be more than 16 total guests in the home at a time. Thank you for your cooperation on both items.Sleeping Accommodations:Main House:Master Bedroom: 2 King beds on opposite sides of the enormous room. En-suite bathroom with zero entry shower, double vanity, and separate dressing area.Bedrooms #2 and #3 - 2 Queen Beds with Jack and Jill bathroom - 2 separate vanities, 2 separate toilets, and 1 shared tub/shower comboBedroom #4 - two Twin XL beds with access to full bath in hallwayAddition connected to Main House by Covered Walkway:Bedroom #5 - 2 Queen beds, shared access to full bath in hallwayBedroom #6 - 2 Twin beds, shared access to full bath in hallwaySorry, no pets allowed.Early Check-in and/or late Check-Out may be arranged for additional $250 fees each (subject to availability).About pets:No pets allowed, service animals permitted.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Baby furnishings available upon request..About customRules:NO PARTIES are allowed at The Retreat House. Excessive noise at any time of day, or unapproved visitors will result in eviction..Village of Pinehurst Ordinance stipulates Quiet Hours from 10pm to 7am. Unusually loud disturbances during the daytime are also prohibited.,Home is on a private gravel road. Please drive slowly (15 MPH) on the private gravel road to maintain its integrity and keep pedestrians safe..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Beautiful Lake Pinehurst property only 1-2 miles from the clubhouse at Pinehurst Resort, the "Cradle" par 3, & the Pinehurst Spa. The community of Southern Pines is only a few miles away which offers additional fine dining & shopping.2nd floor condoSwimming Pool in Complex for guests open May-August.Smart TV in living room & primary roomWifiKeurig Coffee MakerMicrowaveStack Washer & Dryer UnitDue to owners allergies, no pets including service animals are allowed.THE SPACE: As you walk into the space, you will be greeted by views of the beautiful Lake Pinehurst from the glass doors off the living room leading to the outdoor patio. The living space is a light and open concept with comfortable seating and a smart tv for relaxing. The kitchen space is clean, new, and has all the amenities you would need for cooking a great meal. There is also complimentary keurig coffee and snacks. The primary bedroom features a king sized bed, smart tv, an office/vanity area, full bathroom, and large closets for storing your belongings. The guest bedroom features 2 full sized beds and a closet. Next door to this bedroom is it's full bathroom. Both bathrooms have complimentary shampoo and body wash along with fresh towels. There is also a stacked washer and dryer for your use. We hope you enjoy your stay!GUEST ACCESS:You have access to the entire 237 condo. Parking is free out front of the condo as you can see in the pictures. You do not need a parking pass.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Tranquil Pinehurst lakefront condo overlooking the #10 green of Pinehurst #5, 3/4 mile from Pinehurst Resort. Renovated June of 2020. Free pool, wifi, cable, parking and washer/dryer. Self checkin with entry door keypad. I am 4 minutes away if any needs arise. This is a completely equipped 2 bedroom, 2 bath condo. Smart televisions in living room and both bedrooms. Each bedroom can have either 1 king bed or 2 twin beds. Hardwood flooring and tile throughout. High end amenities. There is a ring doorbell camera that overlooks the front porch and parking lot. Guest accessThe guests may access the entire condo.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Minors are not to be left unattended No events, parties, non registered guests No smoking on Lakeview property including inside or outside condo.There is a Ring doorbell located on the front porch Railing and porches are to free of towels and personal items Checkout info on counter,The pool is only for guests renting the condo. They may not have other individuals accompany them to the pool. HOA rule..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

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!About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

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!The 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!The 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.About pets:Pets allowed: dogs (limit 2 total).Non-refundable $50 pet fee per pet..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Welcome to our quiet community just minutes from Southern Pines and Pinehurst. We have an attached 900 sq foot in-law apartment with a private entrance. 2 bedrooms, 1 bath, living room, dining room, and kitchenette. Sleeps 4 (we can provide bedding for the couch if necessary, but it is NOT a pull out couch. We can also provide air mattresses for additional sleeping). Bedroom 2 has a queen size Murphy Bed. Please let us know if you would like it pulled down for a bed or left up as a couch/sitting room. Easy access to the area's many golf courses, biking and walking trails, parks, shopping, restaurants, grocery stores, and much more. Hot tub, outdoor dinning, and fire pit areas available. This apartment *IS* attached to our main house, but there is a separate, private entrance for you and your guests to come and go. The kitchenette has a two-burner induction cooktop, microwave, refrigerator, countertop convection oven, and a Keurig coffee maker (there is no dishwasher however). There is a washer/dryer unit. And the shower is *amazing*!! Almost like a car wash. Come and be pampered!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Please understand this is a quiet residential community. If you desire to host a party, THIS IS NOT FOR YOU! Look elsewhere..NO smoking, vaping, or illegal drug use is allowed on this property. Any violations of this policy will result in a *minimum* $500 cleaning fee.,No pets are allowed. There will be a *minimum* $500 cleaning service fee applied to any guest bringing a pet..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

The Putting Green is Here! This is the Perfect Pinehurst Getaway for golfers, families, and big groups alike! Packed with amenities like a relaxation center including a hot tub, sauna, fire pit!And a world class game room with Uneekor golf simulator, foosball, darts, and Golden Tee!You won't want to leave this spacious 6 bed/4 bath home but you're only minutes away from the best golf courses in the world!8 min drive to Pinehurst Resort19 min drive to downtown Southern PinesKey Features: ☀ Sleeps 12, 6 bedrooms, 3 King + 2 Queen + 5 Twin☀ 4 full bathrooms (2 walk-in showers, 2 shower/tub combo)☀ Relaxation Center with hot tub, sauna, and fire pit.☀ World Class game room with golf simulator, golden tee, darts, and poker table.☀ Outdoor Dining Area w/ TV to watch the games!☀ Pet-Friendly! Up to 2 pets any size. $100/stay.☆ BEDROOMS ☆This gorgeous golf getaway accommodates 12 guests in 6 bedrooms. Each bedroom is thoughtfully designed and themed after some of our favorite courses. The lower level accommodates 4 guests across (2) bedrooms:☀ The Master bedroom ("The Augusta") is fitted with a king-size bed + private bathroom.☀ "The Kiwi" bedroom has (2) Twin-size beds. The upper level accommodates another (4) bedrooms:☀ "The Deuce" with a king-size bed and private bathroom. ☀ "The Saint" with a King-size bed. ☀ "The Needles" with (2) Twin-size beds.☀ "The Torrey" with (2) Queen-size beds + (1) Twin-size bed. ☆ BATHROOMS ☆Worry about nothing, there are 4 full bathrooms in this home, each stocked with all the essentials you need for the duration of your stay and more.☆ KITCHEN & LOUNGE ☆The bright and open kitchen is fully equipped with all the appliances, utensils and cookware you need to feel at home. The dining area seats 8 guests with an adjoining kitchen for an additional 4 guests. A separate laundry area with new Whirpool appliances awaits you.The living room is equipped with an HDTV Roku entertainment system, free YouTube TV, and access to all of your other favorite streaming services.☆ GAME ROOM☆This newly converted garage is a modern oasis designed for fun and relaxation. Featuring a state-of-the-art Uneekor Eye XO golf simulator, it's perfect for both seasoned players and beginners. Kick back on the spacious sectional couch, ideal for lounging or enjoying your favorite movies. Challenge friends to a game on the foosball table, ping pong, darts match, or Golden Tee. ☆ OUTSIDE SPACE ☆The exterior area of this home boasts an east-facing large backyard and entertaining space full of evening shade. A covered deck leading from the lounge includes a large seating area and outdoor television. Lounge in the sun on your viewing deck, or relax with some cold brews around our fire pit. Guests also have access to our premier outdoor amenities including a 7-seater hot tub featuring 42 hydrotherapy jets and 4-person barrel sauna. ☆ Book Today & Let Us Take Care Of You In Pinehurst! ☆About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

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.Veteran owned and self-managed!This 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.Max occupancy is 18 guests (and children under 2 years of age do not count towards the occupancy limit). We look forward to welcoming you!Please read the full listing and house rules prior to booking.My favorite features:• Exquisitely appointed chef's kitchen with 2 ovens• 7 bedrooms, of which 4 are king bed suites• Board game cabinet in lounge area• Jacuzzi tub in master bathroom• Multiple indoor and outdoor hangout areas• Massive DVD collection and cozy blankets to watch them with• Luxurious decor that honors the home's historyLocal attractions:• 5-minute walk to Hyland Hills Golf Club• 10-minute drive to downtown Southern Pines & 15-20 minutes to downtown Pinehurst• 15-20 minute drive to world-renowned golf clubs like Pinehurst No. 2, home of the US Open• 1-minute drive (yes, one minute!) to Walthour Moss Foundation (outdoor equestrian facility and equine hospital)THE SPACE:The house is equipped with central heating and air conditioning. Each floor has its own thermostat.Hi-speed WiFi is available throughout the house, strengthened by special routers to ensure there are no weak signal areas.FIRST FLOOR: 2 bedrooms, 2.5 bathrooms, full kitchen, dining room, game room/lounge, living room, piano room, entryway seating areaSECOND FLOOR: 5 bedrooms, 4 bathroomsEXTERIOR:• Front: 2 outdoor seating lounge areas, huge secluded front yard• Rear: 2 separate patios with outdoor seating; one of the patios has a fire pit• 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.• 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.4 SMART TVs in one downstairs bedroom, one upstairs bedroom, primary living room, and kitchen; huge DVD collection in living roomLIVING ROOM (PRIMARY): Gas fireplace, smart TV, huge DVD collection and DVD player, baby grand pianoLIVING ROOM (SECONDARY): Bar, bar cart with wine decanter and cocktail shaker, board game cabinet, coat rack with umbrellasPRIMARY BEDROOM + BATHROOM (downstairs): King bed, huge walk-in closet with dresser, huge master bathroom with walk-in shower and Jacuzzi tub, blackout shades, vanitiesSECOND 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 bathroomTHIRD BEDROOM + BATHROOM (upstairs): King bed, sitting area, walk-in closet, dresser, vanity, attached full bathroomFOURTH BEDROOM + BATHROOM (upstairs): King bed, closet, 2 dressers, attached three-quarters bathroom (bathtub only; no shower)FIFTH BEDROOM + BATHROOM (upstairs): Queen bed, walk-in closet, dresser, desk and chair, attached full bathroomSIXTH 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)SEVENTH BEDROOM + BATHROOM (upstairs): King bed, dresser, desk, sitting area, vanity, attached full bathroom, baby changing table, 32-in TCL Roku TVKITCHEN: This home's kitchen is a chef's dream!• Appliances: Gas stove with two cooktops, two ovens, dishwasher, fridge/freezer, microwave• Small appliances: Water boiler, coffeemaker, kettle• Butcher's block• Plates, bowls, cutlery, glassware, can opener, whisk, spatulas, wine openers, measuring cups/spoons, wide variety of cooking utensils, cutting boards, sharp knives• Good quality pots, pans, mixing bowls, baking sheets• Coffee, tea, hot chocolate• Cooking necessities: olive oil, salt & pepper, vinegar, condiments, TONS of spices, baking ingredients• Small smart TV above fridge• Gas fireplace• Seating for 8 people (4 chairs at island; 4 chairs at table)• Fire extinguisher under sink• Cleaning products under sinkDINING ROOM: Seats 8, with 7 extra chairs available in the front hall closet. Folding table is available upon request.BATHROOMS: 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.LAUNDRY ROOM: Top-loading washer and dryer, iron, ironing board, laundry basket, liquid laundry detergent, sink, mop & bucketFRONT HALL CLOSETS: Contain brooms, vacuums, first aid kit, extra linens, beach towels, pack-n-playOther Miscellaneous Notes:• Garbage pick-up is on Tuesdays. Please place only bagged trash (no loose items) in the trashcans.• An ADA-compliant portable (foldable) wheelchair ramp is stored in the front hall closet and can be set out for your arrival upon request.• 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.• We request that guests remove their shoes at the door to help preserve our home's floors and carpets.--------------------------------------------------------------HOUSE RULES:No 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.)No parties or events. In the event of a party, the reservation will be terminated immediately, with no refunds. Southern Pines noise ordinances dictate no loud noises between the hours of 11pm-7am on weekdays and 11pm-10am on weekends and holidays.Smoking is prohibited anywhere on the property, including outside.Please note that guests do not have access to the gated pool area, the basement, the attic, and locked owners' closets.Max occupancy is 18 guests (not including children under 2 years of age).Rule 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.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.