Guesthouse vacation rentals in Southern Pines

Storybook Tree House- 2 Mins to Local Breweries!

This space is perfect for the romantic couple getaway or a small group exploring Southern Pines! While rustic, we are located right near downtown, just a short distance (< 1mi) from restaurants, breweries, and cafes. We offer 𝙵̲𝚁̲𝙴̲𝙴̲ ✓Coffee and tea ✓Water and soda ✓Wifi ✓Mini fridge ✓Smart TV ✓Doggy bowls ✓Firewood ✓Fire pit ✓Extra blankets and towels ✓Self check in The property is shared with a single family home that is also available for rent here: https://airbnbcom/h/staypinehurst

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

The Kensington Cottage

Relax and unwind in our newly-renovated cottage, just a short walk from downtown Southern Pines! Spend the day admiring the beauty of the local trails and Sandhill Horticultural Gardens, or explore the quaint "SoPi" shops and Sunrise Theater. Only a ten minute drive to Pinehurst, the area boasts some of the nation's best golfing and a fabulous restaurant scene. The cottage features a new Nectar queen mattress, fast WiFi, an oversized shower, a modern kitchen, and a private yard with fire pit.

Charming Getaway Carriage House with pool

Welcome to our peaceful guesthouse in Southern Pines, NC! This contemporary retreat offers a serene escape with a pool, charming gazebo, and stunning views of the championship golf course, Pine Needles. The spacious unit is decorated in a modern style, providing a comfortable and inviting ambiance. Relax poolside or take a stroll through the well-manicured grounds. Golf enthusiasts will delight in the proximity to the renowned course. Discover tranquility and luxury in this hidden gem.

Bungalow at the Lake

Private guesthouse bungalow with lake access, on the property. 7 minutes from downtown Southern Pines. 15 minutes from Pinehurst Country Club. Apartment over garage with separate, private entrance and lots of parking space! Kitchenette with fridge and Keurig coffee maker, King size adjustable bed, large TV, private bathroom, and WiFi! Back yard amenities include fire pit, private dock, deck space, and lake access + kayak! Hosts on site and available for any issues during your stay.

Historic Southern Pines Carriage House

Just minutes from Pinehurst and only one mile from downtown Southern Pines, this Tudor Revival Carriage House keeps you close to golf and activities! Enjoy a peaceful setting surrounded by an acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Enjoy area golf courses or stop in when visiting Penick Village, the Carolina Horse Park or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO PARTIES.

Quaint Cottage Refuge in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this cozy eclectic 1930's cottage. Guests will have the entire cottage for their private use. This cottage is filled with unique & eclectic furnishings. Come, stay and enjoy! Spend time on the private screened in porch. Grab a book and relax in the hammock. Central HVAC 1 bed / 1 bath / 1 sofa bed Strict 'No Pet' policy.

Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet? I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

The Pinecone Carriage House

Nestled just minutes from Pinehurst and a mere block from downtown Southern Pines, the Pinecone Carriage House offers a perfect blend of convenience and comfort. The house itself, though unassuming, surprises with its cozy simplicity. Every detail has been thoughtfully curated to ensure a fantastic stay. Whether you’re here for golf, exploring the town, or simply unwinding, this house promises a memorable retreat.