
Vacation rentals in Simpsonville
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Top-rated vacation rentals in Simpsonville
Guests agree: these stays are highly rated for location, cleanliness, and more.

City Dream Spacious 2BR- 2BA Walk the Heart of GVL
Enjoy a last minute city escape to GVL! Enjoy 2 FULL BATHROOMS. Prime location by Main St. to walk,trolley,bike downtown or to trail. This gem is 5 min walk to Bcycle/trolley @Fluor Field.12 min walk to Falls.Uber friendly.See shops-art galleries-museums-tours-eateries-breweries-outdoor activities.Newly remodeled spacious historic bldg w 10’ ceilings, wood floors & new baths.1300 sq.ft entire 1st floor.1 King &1 Queen bed.Large private patio,full kitchen/living/dining. Games & records.PARK FREE

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.

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.

Family & Pet Friendly Home - Sleeps 8
Our home is absolutely perfect for entertaining, work and relaxation. Enjoy fast wifi and free coffee. Connect over a meal at our spacious dining table. Families will love the large, fenced-in backyard, toys and board games in our huge rec room, complete with ping pong table! Quiet and easy connections to Greenville & Simpsonville. Only 5 mins from Discovery Island Waterpark. Community park and playground accessible with lots of space to roam with family or pets.

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!

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!

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.

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.

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.
Popular amenities for Simpsonville vacation rentals
Stay near Simpsonville's top sights
Other great vacation rentals in Simpsonville

Queen Size Bed in Private Room

Relaxing Cottage near downtown S’ville

Tiny House Living in the Burbs (Greenville)

Sugar Creek Retreat

Charming studio efficiency lower apartment.

Fresh & Charming Townhome

Private room in home

Peaceful Retreat with Spacious Backyard & Fire Pit
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ397 | ﺩ.ﺇ371 | ﺩ.ﺇ371 | ﺩ.ﺇ419 | ﺩ.ﺇ378 | ﺩ.ﺇ415 | ﺩ.ﺇ411 | ﺩ.ﺇ397 | ﺩ.ﺇ411 | ﺩ.ﺇ404 | ﺩ.ﺇ397 | ﺩ.ﺇ415 |
| 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 ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 3,600 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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- Gorges State Park
- Chimney Rock State Park
- Table Rock State Park
- Lake Lure Beach and Water Park
- Clemson University
- Jump Off Rock
- Tryon International Equestrian Center
- Carl Sandburg Home National Historic Site
- Saint Paul Mountain Vineyards
- Burntshirt Vineyards
- Fred W Symmes Chapel
- Overmountain Vineyards
- Bon Secours Wellness Arena
- DuPont State Forest
- Paris Mountain State Park
- Jones Gap State Park
- Devils Fork State Park
- Peace Center
- Furman University
- Looking Glass Falls
- Greenville Zoo
- Falls Park On The Reedy
- Cleveland Park
- Oconee State Park




