Orlofseignir í Siler City

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Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.

Nestled amongst the loblolly pines, our renovated 1975 cabin is a 2 bedroom, 1 bathroom cozy, clean house in the woods, overlooking a 4 acre pond, with residential ducks. Escape from day-to-day life, with a feeling of being a million miles away, yet conveniently close to Chapel Hill & Pittsboro, 15 min S. of UNC & minutes from groceries & restaurants. Lux mattress & linens, dinghy, wifi, fire circle, fairy forest, spacious deck with pond view & a fire table, BBQ with lovely cafe lights awaits!

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"Enchanted Forest Garden" A One Bedroom Retreat

A 600 s.f. cottage retreat designed by Robert Phillips. One bedroom, full bath and kitchen, and spacious living room. Ten ft. ceilings and fine architectural details; terraced; fountains nestled in a tree grove on 10 acres with foot paths. 15-20 minutes to Chapel Hill/Carrboro, University of North Carolina; Pittsboro and the Saxapahaw arts community on the Haw River. For a reservation, there is a $30 per trip pet fee for each dog (Sorry, no cats). WiFi: See "Other details to note" below.

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Lovely log cabin @ the farm

Unforgettable log cabin experience at the heart of the farm with stunning views. Enjoy alpacas, goats, sheep, horses, cattle, ponies, emus and more…right outside the front door! The pond, fire pit and outdoor spaces provide a relaxing home away from home. With two bedrooms (king bed and two twin beds), a full bath and an office space, this charming retreat has everything you need. Lower cabin also available as a separate rental (sleeps 2) listed as Lovely Farm Cabin Experience on Airbnb.

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Shepard Farm

Secluded and peaceful, the name of the street says it all: Sunset. This gated residence offers breathtaking sunset views across a sprawling 50 acre farm. Take in the landscape, complete with horses & cows, or retire to your exclusive guest house, complete with full kitchen, refrigerator, and washer & dryer. This one big room guest house has a king bed & queen sofa bed, and comes with your own door code, parking space, and private, fenced-in back yard for your pets. (pet fee applies).

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The House in the Hill

Escape to our underground house, a hidden gem surrounded by woods. Ideal for 2-4 guests but can sleep up to 6, it blends tranquility with modern comfort. Inside, a well-designed space includes a full kitchen, cozy living area, and full bathroom with laundry. The charming sunroom offers panoramic views, creating a unique experience for a romantic retreat or peaceful family getaway. Check out our guidebook as there are numerous attractions just a stone's throw away from the property.

Remodeled home in the country "Staley's Secret"

I am always tweaking decor and amenities, the home is very functional. built in 1958, so keep that in mind before booking. please inquire any special needs prior to to booking. you can take it easy at this unique and tranquil getaway. Convenient to Cary, High Point, Greensboro, Asheboro. Lots of attractions, restaurants, entertainment. Quiet, light traffic. Hardwood floors throughout home. There is much more to come, so i hope you will be my guest many times along this journey.

Piece of Heaven Airbnb, Wedding, and Event Center

Our Home is Set on 100 acres of Pines , a Mile From Stress, and The Rocky River as a back drop, This Piece of Heaven is waiting for you. ( please note we allow for wedding and other events but those charges are not included with an Airbnb rental) Our 150+ yr old home is modernized uniquely to bring nature closer with 1700 sq ft of deck space, and a River View deck that is so peaceful. If you are thinking Event/ Wedding, we would love the opportunity to earn your business.

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Amelia Farms; Relaxing Retreat on 30+ Acres

This 2-bedroom, 1-bathroom cottage is nestled amidst a canopy of oak trees, offering peace and tranquility. **Please note:** The pasture is currently empty. We are pet-friendly (with a fee; some restrictions apply. Please see below for details). The property features a ¾-mile wooded trail winding past century-old barns and through a mature hardwood forest. Enjoy easy access to Greensboro, Burlington, Liberty, Asheboro, High Point, and the new Toyota plant.

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Cedar Serenity – Tranquil Private Guest House

This peaceful haven gives couples and business travelers a retreat of comfort and calm for both leisure and remote work. Sink into a plush king bed, refresh in the oversized shower with three invigorating heads, and share coffee on the screened porch before an evening soak in the hot tub on your private patio. With high‑speed internet and a secluded 10.5‑acre setting, it’s an easy escape that feels a world away in Chatham County. And only 15 min from Pittsboro

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Secluded Treehouse - 27 acres on Terrells Creek

Private “Treehouse” Home on 27 acres in the woods. Enjoy Walking trails, creek, fire pit, outdoor games, hammocks, swings . 20 mins to downtown Pittsboro, Carrboro, Chapel Hill, Jordan Lake -40 mins to Raleigh, Cary and Durham but worlds away from it all. Come relax and remember what it’s like to be away from noise and light pollution and hear only crickets at night. 1 King bedroom + private loft with king and queen beds. (loft accessed by stair ladder).

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Restored Cabin on Heritage Farm.

Built in the 1930's from a Rehoboth Beach cabin design; the "Clubhouse" was built for out-of-town city guests to get a little peace and quiet in rural NC. Newly refurbished, family friendly, with plenty of forested land for exploring, camper/trailer parking and fenced pasture with water. Free wi-fi. Pets welcome - two pet limit. Pasture may be suitable to horses who won't jump the fence and can get along with 3-4 heifers.

Downtown Pittsboro Glamtastic

Pittsboro's only selfie wall! Enjoy this unique bungalow furnished in Hollywood Regency glam style with easily walkable access to all downtown amenities. Relax on the spacious front porch or enjoy the back yard fire pit. Walk to downtown merchants and spend the day antique shopping or enjoy food and beverages from a variety of local eateries. New kids park with splash pad is just around the corner at Chatham Park!