Holiday 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.

Cottage at Water's Edge - a cozy stay on the lake.

Immerse yourself in the serene beauty of the Carolina pines as you unwind in this cozy cottage on the water's edge. This hidden gem is ideally situated between major urban centers, yet offers a peaceful retreat from the hustle and bustle. The cottage on the lake has been fully renovated and enhanced with modern amenities and stylish touches. During your stay, you can explore the lake on a kayak or a canoe, enjoy some fishing, or simply savor the tranquil views from the porch swing or hammock.

Tiny Home Farm, just off I-95, 10 min Fayetteville

Located 1 min off I-95 & 10 min from Fayetteville on the McDaniel Pine Farm, quietly nestled down a beautiful rock path you’ll feel right at home immediately. Tiny home with 1 bathroom, small kitchen & living area couch converts into a full bed. You’ll enjoy a beautiful outside living area complete with fire pit, sitting area and front porch chairs to sip your coffee overlooking the farm. Plenty of grass & open area for your pet, small kids or just to take an evening stroll around the farm.

Quirky Fun B&B: Tree House Unit

Refurbished container building by an architect professor at UNC-C for a traveling art exhibit A space efficient room (8’x8’) w/ a tall, airy ceiling, full size bed, private bath, Mini fridge (holds 10x 12oz cans), coffee station w Keurig etc, smart TV for streaming & deck overlooking gardens w/ outsider folk art scattered about property. Pass for FREE tasting @ Fair Game Distillery Included! Rates SINGLE OCCUPANCY add’l $20/person/night applies. Hammock, picnic tables, playground & firepit

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 guest house has a king bed & queen sofa bed, and comes with your own gate & door codes, parking space, and private, fenced-in back yard for your furry friends (pet fee applies).

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!

*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.

Luxurious Modernist Tree House

Stunning, private, one-of-a-kind unique home that is perfect for a vacation, staycation, special occasion, or everyday celebration of life. Built by renown modernist architect Frank Harmon, the 2128 square foot home on 1.3 acres was crafted with meticulous attention to detail. Inside the home, you are nestled amongst the tree tops while being surprisingly close to restaurants, shopping, downtown Raleigh, Wake Med, UNC, Duke, and the Research Triangle Park.

Whimsy Cottage Close to Everything in Pittsboro

Charming 2-bedroom, 1-bathroom, Boho Elegant 1927 Bungalow in the heart of Pittsboro West. Step off the large front porch and head across the street to a local craft brewery, shopping, a delicious bakery serving breakfast and lunch and Chatham County Community College with a public library and paved walking trail. Walking distance to great bars, shops and restaurants in downtown Pittsboro. Whimsy on West is the perfect home away from home for any reason!