Vacation rentals with outdoor seating in Sanford

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.

New 5 Bedroom Cottage on Pine Needles Golf Course

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Sanford Retreat - Veteran Owned

Remodeled 100yr old home! Half mile from local shops & restaurants of old downtown Sanford. Our pet-friendly townhome offers fast Wifi, designated work space, large kitchen, deck with outdoor dining area, & a cozy living room stocked with games making it perfect for families or remote workers. Each bedroom has a queen bed, four quality pillows, & blackout curtains providing a perfect night's sleep. Sanford is a short drive from Raleigh, Southern Pines, & Fayetteville - Stay in or Explore!

The Bull's Retreat - 2 King Beds

The Bull's Retreat is a awesome space with 2 King Beds and 2 single beds, ideal for travelers or getaways. It's centrally located in a peaceful neighborhood near Ft. Bragg, Fayetteville & Sanford. It's great for reconnecting with family and friends. The open-concept living space includes a fully equipped kitchen, breakfast bar, dining area, and 3 bedrooms, 2 bathrooms. You can relax around the fire pit Note: Owners reserve the garage for personal use only; it isn't accessible to guests.

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).

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

Star Buck Cabin + HOT TUB: Couples' Cozy Getaway

Nestled in the Uwharrie National Forest, “Star Buck Cabin” is a serene getaway that pairs outdoor adventure with cozy rustic comfort. Take in beautiful seasonal views of the farm while staying just 15 minutes from the North Carolina Zoo and Seagrove, famed for its pottery. After exploring, unwind in the hot tub, relax on the patio swing, or gather by the fire pit. Inside, enjoy your favorite TV show, relax by the fireplace, or even cook! Perfect for both adventure and relaxation.

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.

*Riverfront* Cottage with Private Bridge!

Come enjoy a cozy and quiet stay directly on the Cape Fear River! Take in all the beauty of the backyard no matter the season! Wake up to a fresh cup of coffee and head on down to the river via a private bridge and view the sunrise! Spend the day riding the provided mountain bikes on the Cape Fear River Trail just outside the neighborhood entrance. The Riverfront cottage is centrally located to I-95 & 295, Methodist University, Fort Bragg, and downtown Fayetteville.

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).

Delightful Bungalow in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming, quaint & cozy 1930's bungalow. Just steps from our idyllic downtown of Southern Pines. (Literally 1 block!) You will be treated to a private, clean, cozy and updated space filled with everything you will need for a wonderful stay. 1 bedroom / 1 bath / 1 sleeper sofa. Street parking. Strict 'No Pet' policy.

Cozy Cottage On The Water

This memorable place is anything but ordinary. The Sandhills Roundhouse isn't just "at" the water, it's ON it! Lake front property with a beautiful view off the deck of the water, teeming with wildlife, and the newly renovated Woodlake golf course. Perfect for a peaceful vacation, romantic getaway, golf weekend, bird watching, and more! Close proximity to Fort Liberty (Bragg), Fayetteville, Pinehurst, Southern Pines, and Raleigh.