Holiday rentals in Simpsonville

Hidden Gem - Private Home - 3 BDRM In 5 Forks

Freshly renovated 3 bedroom home in highly sought after 5 Forks area. Beautiful space for family or multiple couples to enjoy inside or outside with open living and big back deck. Stay in and cook in our gorgeous kitchen that any woman would want to bring home with them OR go out and have many options at your fingertips on Woodruff Road. Come back to our comfortable queen sized beds in each bedroom and enjoy the peace and quiet of our home and 1.5 acre lot. Pet fee is required for furry friend

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!

Spacious 4 BR Escape w/ Fenced Yard Near Downtown

Welcome to your stylish retreat, conveniently located just 3 minutes from the shopping & dining in charming Downtown Simpsonville & convenient to everything that Greenville has to offer. With 4 bedrooms, 2 full baths & a fenced in yard, this house has everything you need for your stay. Located in a safe & quiet neighborhood just 20 minutes from downtown Greenville & 5 minutes to all of your daily needs. <B>Traveling with a large group? Ask about our other 4BR house across the street!<B>

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.

Luxury Country Chic

Enjoy all the luxuries of a stylish space, but be in a serene and peaceful location. High end hotel features. Rain shower, full kitchen, even a soda machine to make it special. Excellent location gives you quiet environment, but it’s close to everything. View the farm outside your window while working at adjustable height desk. Enjoy the fire pit & pebble pool. Farm fresh organic teas from the garden, raw milk for your coffee, free range organic chicken eggs make your stay special!

Simple Circle Cottage - Quiet. Quaint. Close.

Just 3 blocks from the heart of downtown Simpsonville - come enjoy all that our charming town has to offer without giving up the peace & quiet of a country retreat! Walk to a variety of small retail shoppes and restaurants including Southern-style BBQ, Mexican, Thai, Pizza, authentic crêpes, gourmet coffee, ice cream and more! The police & fire stations are within 1 block, as well as City Park. 3 min to Heritage Park Amphitheater <15 min to downtown Greenville 20 min to GSP AIrport

Fountain Inn on Main St

Located on Main Street in the heart of Fountain Inn, SC. This private residence features a complete living area, master suite with two additional bedrooms, 2.5 bathrooms. Dining area will accommodate six and the full kitchen has four counter seats. Fire pit, grill, and basketball hoop await you in the backyard with ample parking. Full washer, dryer and a convenient dog door to backyard! Walking distance to The Slice, coffee and ice cream on Main Street. 2 miles from I-385.

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.

Relaxing Cottage near downtown S’ville

Relax with the whole family in this 3 bed/2 bath spacious cottage. Whether sitting in the chair hammocks on the back porch or cozying up around the campfire, you will love the little spaces around this house for relaxing or being together. The Brentwood Cottage is only minutes from I-385, downtown Simpsonville, and about 25 minutes from the heart of downtown Greenville and all that it has to offer. It is close to restaurants, shopping, Target, grocery stores, and the like.

Comfy, Dog-Friendly, Nice Community

Need good rest on a comfy mattress with soft cotton sheets? Need to be less than 5 minutes away from a grocery store, urgent care and some shops and restaurants? Fenced-in yard?! Then book our place! :) Relax and recharge in our recently refreshed and stylish house with a fenced in yard and patio. Enjoy your nights at a fire-pit making s’mores and grilling dinner on a charcoal grill. Comfortable beds with cotton linens and fluffy down comforters assure a restful sleep!

Historic 3BR with Porch near Downtown

Welcome to The Southern Stoop – a newly refreshed, pet-friendly 3-bedroom, 1-bathroom home just a minute from Downtown Simpsonville and 20 minutes to Downtown Greenville. Enjoy a spacious lot with a screened-in porch and classic front stoop. Inside, find updated living spaces, a fully equipped kitchen, and comfortable bedrooms. Perfectly situated near local dining, shopping, and parks, it's your ideal base for a Southern getaway. We can't wait to host you!

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, pickleball, walking trail, basketball and farmers market. - Short 20 minute drive to downtown Greenville - Perfect for families and those traveling for work!