Vacation rentals in Simpsonville

Cabin Tiny Home - Fall in the Woods

Cozy tiny home cabin in the Blue Ridge Foothills, near mountains for hiking or biking, Table Rock and Sliding Rock, small town shopping and eating; between Greenville, SC and Hendersonville, NC. Perfectly outfitted for a night or week. Dog lovers we have a fenced in dog park! Extra guests? There is a cleared space for your TENT beside the Cabin for $20. Message me to reserve it. Or also reserve my Airstream or Trolley. Here during the week? Check out our Wednesday evening Farmer's Market.

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.

Teeny House (monthly discounts)

Designed for the solo traveler (no more than one person allowed), this micro space is an 8'x12' free standing teeny house with just enough room for a twin bed and a bathroom with a 36" square shower, a sink and toilet. In the hospitality world, this is called a “layover”— a comfortable, one person spot to rest your head and a clean, hot shower. Located between 2 other Airbnbs on the same property, so you will likely see other guests coming and going, but the space is completely private.

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.

Upscale Tiny Home close to downtown Greenville

Enjoy a tiny space that creates huge memories. 15 mins from GSP Aiport and downtown Greenville. There's soo much to do, you'll barely have a chance to enjoy free WiFi. Enjoy a day exploring Paris Mountain State Park, Happy Place, the swamp rabbit trail, Bon Secours Wellness Arena, Falls Park on the Reedy, or shopping at Haywood Mall or Greenridge. Also, check your travel dates for a ballgame at Fluor Field.

* Modern Cabin Tiny Retreat *

600 sq ft of TINYHOUSE on a private lot with a yard . complete with a queen bedroom downstairs and a queen bed in loft ,twin bed ( comfortably sleeps 5) 35 minutes from downtown Greenville SC 18 minutes from downtown Greer SC 30 minutes from Spartanburg 15 minutes from Landrum SC 30 mins from Tryon Equestrian Center 60 minutes from Asheville NC 20 minutes from GSP airport NO PETS

Creative Getaway in Tropical Tiny House

Hola! Welcome to La Casita Bonita, or "the pretty little house". A perfect place for your creative getaway to write the rest of your book, work from home, read all day, or just want to get away to a new city. This sweet jungalow has two bedrooms, 5 skylights, a porch and swing to drink your coffee in the morning, Wifi and smart tv streaming, and many more little quirks and perks.

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!