Vacation rentals in Simpsonville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Simpsonville

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

Camper/RV in Fountain Inn

4.91 out of 5 average rating, 108 reviews

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 :)

Guest favourite

Home in Simpsonville

4.94 out of 5 average rating, 62 reviews

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!

Top guest favourite

Barn in Greenville

5 out of 5 average rating, 82 reviews

Barndominium Getaway

✨ Stunning New Construction Barndominium Poolhouse in Greenville, SC! 🏡 Experience the perfect blend of rustic charm & modern luxury in this newly built Barndominium GuestHouse! Thoughtfully designed, this space offers 1 bedroom 🛏️ + a pullout couch 🛋️, providing a comfortable and stylish stay. High-speed internet, a large covered patio offers a perfect spot to unwind, watch a game, cook dinner, watch the kids in the pool and enjoy the outdoors. 📺☀️. New deck space available!

Top guest favourite

Apartment in Simpsonville

4.99 out of 5 average rating, 310 reviews

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.

Top guest favourite

Camper/RV in Woodruff

4.99 out of 5 average rating, 137 reviews

70's Nostalgia

Go back to a simpler time in this totally restored 1969 Concord Traveler at Kingfish Farms. Located just a mile and a half from the quaint town of Woodruff, SC. and a little over 2 miles from I-26. Our 20 acre farm gives you plenty of room to enjoy the outdoors and get back to nature. Relax and rejuvenate in our traditional Finnish sauna and outdoor shower. Take a walk through our wooded trail and visit the goats and pigs. Enjoy the covered front porch, fire pit, and grill.

Top guest favourite

Apartment in Simpsonville

4.98 out of 5 average rating, 51 reviews

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.

Guest favourite

Home in Simpsonville

4.97 out of 5 average rating, 241 reviews

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!

Top guest favourite

Tiny homes in Fountain Inn

4.99 out of 5 average rating, 115 reviews

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!

Top guest favourite

Guesthouse in Greenville

5 out of 5 average rating, 149 reviews

Sally's Cottage

Couples retreat located 6 miles from downtown Greenville and the Swamp Rabbit Trail in a comfortable country setting. Wake up to a beautiful woods view through a large bay window and wildlife that surrounds the cottage (deer, birds and squirrels). Experience the beauty of the country in the city! Enjoy the eclectic collection of art and design in this cute little cottage.

Guest favourite

Guesthouse in Mauldin

4.9 out of 5 average rating, 220 reviews

Cozy Pet-Friendly Home | Near Greenville & I-85

You’ll love staying here because it’s the perfect mix of comfort, privacy, and charm. Whether you’re relaxing by the fire pit, enjoying the peaceful outdoor space, or unwinding inside with all the comforts of home, this cozy retreat offers everything you need for a relaxing and memorable stay. Plus, it’s pet-friendly and located in a quiet neighborhood close to everything!

Top guest favourite

Tiny homes in Greenville

4.98 out of 5 average rating, 111 reviews

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, 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.

Guest favourite

Tiny homes in Taylors

4.88 out of 5 average rating, 140 reviews

Craftsman Tiny Home in the Woods

Come be a part of nature here in this tiny house tucked away in the woods, but just minutes from Greer and Taylors. A short drive will get you to Greenville and Travelers Rest. With a deck that has a hot tub and open all year, you’re sure to have a relaxing time here at this beautiful custom built tiny home!