Family-friendly holiday rentals 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.

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

The Bull's Retreat - 2 King Beds

The Bull's Retreat is a renovated 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.

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!

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).

The Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and 15 min to the famous Pinehurst Resort and Carolina Horse Park. Features a King size Nectar bed, Roku TV, WiFi, shower with tankless water heater, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

*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.

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!

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.

Beautiful new 1 BDR/1 BA downtown apartment B

Enjoy your stay at this beautiful, newly renovated historic downtown apartment. This apartment is located above The Smoke & Barrel restaurant and Added Accents gift shop and is within easy walking distance of several other restaurants, breweries, coffee shops, a downtown park and a variety of downtown shopping options. Treat yourself to a downtown experience like no other in Sanford.

Jordan Lake Bungalow

Take it easy at this unique and tranquil getaway. With Boat Parking - And less than a mile from One of Jordan Lakes Boat Ramps. You can also enjoy the Lake by kayak or SUP (Less than 7 miles to Jordan Lake Boat Rentals). This Bungalow is also minutes away from Two Wedding Venues. Please provide a valid Government ID with your booking.

The Bower: magical place in the woods

Write your book, renew with your partner, slow down and unwind in a safe, soulful place. Special features of this place include over a hundred acres of woods with well maintained trails and two creeks. We also have a wood burning sauna you can use. We love when folks can enjoy this beautiful land and reconnect with what truly nourishes.