
Vacation rentals in Simpsonville
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Top-rated vacation rentals in Simpsonville
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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 :)

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.

The Cottage at Old Oaks Farm
Built in the early 1900's, this serene cottage is located approximately one mile from Furman University at the base of Paris Mt. It has been lovingly improved, but the floors are a bit slanted and no corner is exactly square. Located in a neighborhood on a five acre farm, it consists of three large rooms, comfortably furnished and lots of natural light. The cottage is convenient to downtown Greenville(5 miles),Travelers Rest, Furman, and the Swamp Rabbit Trail. No pet fee or cleaning fee.

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.

Woodland Retreat Just 10min to Downtown or Furman
Your secluded retreat on Paris Mountain, this small private suite with separate entrance includes one bedroom, one bathroom, and an adjoining kitchenette. The space is newly-renovated and immaculately clean. Located just 10min from downtown Greenville, yet on the privacy of a 3-acre wooded lot. You will have exclusive access to a patio dining area and firepit. Explore hiking paths and native plant gardens. Separate entrance and your own driveway. Children welcome.

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!

Downtown Simpsonville Cozy Cabin
Come stay at our "Cozy Cabin" just 2 short blocks from everything Downtown Simpsonville has to offer! This cozy, well-appointed cabin has everything you need for an enjoyable stay in the heart of Simpsonville. Enjoy live music, outdoor dining and more just steps away from this cozy retreat. The home is just 20 minutes from Downtown Greenville and 25 minutes from GSP International Airport.

Water Oak Retreat / Comfy king bed, big back yard!
-Private deck with grill and eating area - Fully stocked kitchen with tea, coffee and snacks -Safe and quiet neighborhood -1 mile from all of downtown Simpsonville's shops and restaurants -1 mile to huge park with playground, tennis, basketball, and farmers market -Short 20 minute drive to downtown Greenville -Perfect for families and those traveling for work

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!

Cozy studio apartment near downtown Simpsonville.
This cute and cozy studio apartment is attached to my house with a private entrance. It is fully furnished with plenty of amenities. Come check it out!! It is just minutes from 385 and lots of restaurants and shopping. *** It is also only 6 min. (2.5 miles) from CCNB amphitheater at Heritage park! ***
Popular amenities for Simpsonville vacation rentals
Stay near Simpsonville's top sights
Other great vacation rentals in Simpsonville

Luxury Country Chic

Relaxing Cottage near downtown S’ville

Charming studio efficiency lower apartment.

Luxury spacious 4 bedroom home

Riverfront A-frame cabin minutes from downtown

Cassidy Cozy Ranch

Cozy and Convenient Home!

Fountain Inn on Main St
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,840 ZAR | R1,721 ZAR | R1,721 ZAR | R1,942 ZAR | R1,755 ZAR | R1,925 ZAR | R1,908 ZAR | R1,840 ZAR | R1,908 ZAR | R1,942 ZAR | R1,840 ZAR | R1,942 ZAR |
| Avg. temp | 6°C | 8°C | 12°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 17°C | 11°C | 7°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Simpsonville?
Four-legged friends are welcome in Simpsonville. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Simpsonville?
Yes! Work meets play with ease at over 60 vacation rentals in Simpsonville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Simpsonville vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Simpsonville, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Simpsonville have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Simpsonville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Simpsonville have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Simpsonville. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Simpsonville?
Experience the best of Simpsonville with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Simpsonville?
Simpsonville has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Simpsonville have wifi?
Absolutely! We offer over 70 house rentals with wifi in Simpsonville. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Simpsonville

Total vacation rentals
Explore 100 vacation rentals in Simpsonville

Nightly prices starting at
Simpsonville vacation rentals start at R511 ZAR per night before taxes and fees

Verified guest reviews
Over 3,330 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Simpsonville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Simpsonville rentals

4.8 Average rating
Simpsonville stays are highly rated by guests—averaging 4.8 out of 5!
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