Holiday rentals in Simpsonville

Secluded Tiny Home in Exclusive Paris Mountain!

This unique Tiny house is conveniently located in exclusive Paris Mountain! An area that allows you to explore the best of Downtown Greenville(13min), Paris Mountain State Park(5 min) Downtown Travelers Rest(12min), Swamp Rabbit trail (9min),Furman University(10min)etc.Designed to disconnect from stress, this home is perfect for couples, business or solo travelers looking to experience tiny home living for short and long term. Is it a dream location for bikers, hikers and those eager to explore!

Creative Oasis in Retro Airstream | wifi, AC, heat

Hola! So happy you found us. Come have your creative getaway in nature in our colorfully renovated 1972 Argosy Airstream. We didn't want you to have to squeeze into a tiny camper bathroom, so we made a brand new concrete/tile bathroom to give you extra space to get ready to explore the town in style. Private Roku tv in bedroom, wifi, coffee setup, books, AC/Heat, huge porch for relaxing. 25 minutes to downtown Greenville, near plenty of hikes and trails, or you can relax in nature at home :)

Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Pool House in the Heart of Simpsonville – Perfect for Gatherings! Designed for comfort, fun, and relaxation. 2 minutes from Downtown Simpsonville and 15 minutes from Downtown Greenville, this luxury retreat feels like a private resort with all the warmth of home. With nature views and countless amenities, you’ll have everything you need for an unforgettable stay. Up to 8 guests with 4 Spacious Beds and 2.5 Baths. Indoor & Outdoor Entertainment, Well-Equipped Kitchen, Cozy Living Room!

Tiny Home, Hot Tub, Pet Allowed, Fire Pit, Oasis!

Escape to our private, dog-friendly backyard tiny house oasis! Fully fenced for privacy, featuring 2 queen beds, a hot tub, fire pit, private golf cart, and all kinds of cozy charm for up to 4 guests. A mini homestead experience with free range chickens outside of your private space, feeding the neighborhood goats and pony, 2 minute walk to the Conestee Preserve Trail and only 15 min from all Downtown Greenville has to offer. This is a peaceful and relaxing getaway waiting for your arrival!

Upscale cottage in Downtown Fountain Inn

All new cottage/studio apartment. 5 minutes to CCNB amphitheater at Heritage Park, 10 minutes to downtown Simpsonville, 25 minutes to Bon Secours Wellness Arena in downtown Greenville. 20 minutes from GSP airport. Close to Hillcrest Hospital and Bon Secours in Simpsonville. 25 minutes from Presbyterian College, 30 minutes from Furman University. Guest have access to partially fenced backyard as well as full access to private cottage. Host lives on property! There is NO Bathroom Door.

Upstate Bungalow @ Five Forks

Small modern rustic studio located in a quiet neighborhood in the heart of Five Forks. Less than 1 mile from Woodruff Road for endless restaurant and shopping options. Also, just a quick drive to downtown Greenville, Simpsonville, and Mauldin. Perfect for locals or tourists to enjoy and explore all the Upstate has to offer! (Please note- there is an in-ground swimming pool that is not included in the listing. It’s fenced and locked at all times. Signed liability waiver required).

Five Forks' Best Kept Secret! 1 Bedroom Apt

This inviting 1 bedroom apartment in the popular Five Forks area is tucked away on a private, 7-acre property set back from the road. Our central location makes commuting a breeze. The ramp to the porch and private entrance as well as the handrail in the bathroom makes the home handicapped friendly. The apartment includes a well-equipped kitchen and thoughtfully appointed dining/living room, bedroom and bathroom. You will enjoy a hybrid mattress that will ensure restful sleep.

Private/convenient apartment in Simpsonville (A)

Welcome to our beautiful home-away-from-home in the heart of Simpsonville! This bright and modern private studio features a kitchenette, queen bed, smart TV, high-speed Wi-Fi, and a cozy workspace. Steps from cafes, restaurants, and Prisma Health Hillcrest Hospital, perfect for a travel nurse. You’ll love exploring the city on foot. Perfect for solo travelers or couples. NOTE: For long stays (more than 2 weeks) count with a W/D you’ll share.

Willow Oak Retreat // Comfy beds & Large backyard!

Welcome to Willow Oak Retreat! We cant wait to host you! - Private deck with grill and eating area - Fully equipped kitchen with tea, coffee and snacks - Safe and quiet neighborhood - 1 mile to all of downtown Simpsonville's restaurants and shops - 1 mile to huge park including playground, tennis, basketball and farmers market. - Short 20 minute drive to downtown Greenville - Perfect for families and those traveling for work!

Private Suite in Downtown Simpsonville

Cozy 1 bed/1 bath apartment in downtown Simpsonville. With this private single unit above a garage used for storage only, you do not share walls with anyone! You are within walking distance to restaurants & shopping! This private unit is a rare find for the price!! As you pull into your own parking space, you overlook a private yard. ***Please note there is a train near the home that runs once midday and once late at night.

Tiny House in the Country

Escape to the country and relax in this cozy tiny house in Fountain, SC. This charming space features one full bed, a bathroom with shower, microwave, and refrigerator. Enjoy the peace and quiet of the countryside, or explore the nearby towns and attractions. Perfect for a secluded romantic getaway, music festival trip, or just visiting! Book your stay today and experience the simple life in a tiny house in the country!

Ideal Location - Hidden Home Studio

Forget your worries in this spacious and serene space. We invite you to enjoy this newly renovated private entry lower level Studio with efficiency kitchen and full bath. Enjoy our serene backyard, full of birds and towering trees. Come here to relax, work, or both! Just 18 minutes to downtown Greenville!