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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, Skyline Manor 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.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 7 people (3 chairs at island; 4 chairs at table)• Fire extinguisher under sink• Cleaning products under sinkDINING ROOM: Seats 8, with an additional 4 at the kitchen table and 3 at the kitchen island. 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 at Skyline Manor, 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.

The McCaskill Cottage is located in the heart of downtown Pinehurst, you’re just a minute’s walk from Pinehurst Course #2 and an array of cultural, recreational, dining, and shopping experiences. A Tufts family original built in 1913 with a fresh renovation just for you! With its rich history and modern comforts, McCaskill Cottage is designed to make you feel at home while providing a memorable getaway. Book your stay today! Welcome to your home away from home! This entire house is yours to enjoy, featuring a convenient washer and dryer, modern stainless steel appliances, and a stunning oversized apron sink. With two private bedrooms—one with a queen bed and the other with two twin beds—you’ll have plenty of space to relax. An additional queen-sized air mattress is also available for extra guests.Your comfort and safety are our top priorities. Our home is professionally cleaned by a third-party service that ensures all bed linens, towels, countertops, and surfaces are thoroughly sanitized.Whether you’re planning a week-long golf getaway or a rejuvenating weekend spa trip, you’ll find everything you need in Pinehurst Village. Explore the vibrant local scene, with bars and restaurants just a short 5-10 minute walk away!Please note, we are located in a peaceful residential community. We kindly ask that you refrain from hosting parties or making late-night noise to respect our neighbors.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.