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Our top choices for Simpsonville vacation homes
1. Southern Charm Townhome
Southern Charm TownhomeSimpsonville
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and safe location. Super cute interior decorations and comfortable. Also a great location for us to visit family who are local. Absolutely would stay again."
Brianna F.
The price is CA $164
CA $538 total
includes taxes & fees
Nov 16 - Nov 17
2. 3/2 Retreat, Walk to DT Simpsonville, Fire Pit
3/2 Retreat, Walk to DT Simpsonville, Fire PitSimpsonville
The price is CA $220
CA $625 total
includes taxes & fees
Nov 18 - Nov 19
3. Historic 3BR with Porch & Fire Pit near Downtown
Historic 3BR with Porch & Fire Pit near DowntownSimpsonville
9.0 out of 10, Wonderful, (9 reviews)
"Close to town easy walk to dinner"
Gary g.
The price is CA $183
CA $530 total
includes taxes & fees
Nov 30 - Dec 1
4. Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & Dining
Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & DiningSimpsonville
10.0 out of 10, Exceptional, (22 reviews)
"A perfect stay for our family of 4."
David V.
The price is CA $169
CA $364 total
includes taxes & fees
Nov 12 - Nov 13
5. HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
HOT TUB, Community Pool, AC, 5-Bedroom Oasis in SimpsonvilleSimpsonville
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house! Everything was exactly as described and it was the perfect location for a girls’ weekend trip! The beds were all comfortable and the common areas were spacious with lots of seating options. We will definitely book again!"
Meghann P.
The price is CA $300
CA $639 total
includes taxes & fees
Nov 18 - Nov 19
6. Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & GetawaysSimpsonville
9.8 out of 10, Exceptional, (14 reviews)
"Large house which fit our needs"
colleen b.
The price is CA $349
CA $479 total
includes taxes & fees
Nov 16 - Nov 17
7. Luxury Retreat & Heated Pool Downtown Simpsonville
Luxury Retreat & Heated Pool Downtown SimpsonvilleSimpsonville
9.8 out of 10, Exceptional, (18 reviews)
"This house was great including a great pool area, comfortable beds and linens, great outdoor pizza oven, wonderful ceiling fans (inside and out), and a great game area upstairs! We were a family ranging in ages from 27- 82 and everyone enjoyed themselves. Lots to do in the area and close to Greenville."
Tammy L.
The price is CA $398
CA $706 total
includes taxes & fees
Nov 30 - Dec 1
8. Cozy Mauldin Hill by Brick and Home
Cozy Mauldin Hill by Brick and HomeSimpsonville
9.8 out of 10, Exceptional, (6 reviews)
"This house was perfect for us, close to everything, and very comfortable!"
Jessica A.
The price is CA $537
CA $830 total
includes taxes & fees
Nov 20 - Nov 21
9. Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!
Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!Simpsonville
The price is CA $390
CA $1,007 total
includes taxes & fees
Nov 15 - Nov 16
10. Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK
Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OKGreenville
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! The house was cute, and the host thought of everything. Our little pups enjoyed the backyard, and we enjoyed the outdoor seating areas. Thank you!!!"
Shelley S.
The price is CA $173
CA $659 total
includes taxes & fees
Nov 16 - Nov 17
11. Drury Heights - Cozy & Stylish Getaway
Drury Heights - Cozy & Stylish GetawayMauldin
The price is CA $234
CA $528 total
includes taxes & fees
Nov 30 - Dec 1
12. Hope on the Enoree River w/ Fire Pit & Chef's Kitchen
Hope on the Enoree River w/ Fire Pit & Chef's KitchenWoodruff
10.0 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay here! The owner was quick with responses, check in was super easy and the kids loved going down to the river to play and fish! The house was so clean and all the “extras” that they provide were fantastic! If we are back in the area, we will definitely stay here again!!"
Allison S.
13. Family Poolside Oasis & Guest Suite 5BR/4BA & YARD
Family Poolside Oasis & Guest Suite 5BR/4BA & YARDGreenville
10.0 out of 10, Exceptional, (5 reviews)
"House was accommodating for our large group "
Sterling N.
The price is CA $420
CA $1,031 total
includes taxes & fees
Nov 18 - Nov 19
14. Private pickleball court, game room, sunroom & pool — near Greenville
Private pickleball court, game room, sunroom & pool — near GreenvilleMauldin
10.0 out of 10, Exceptional, (12 reviews)
"Very clean plenty of space in a quiet neighborhood FAMILY & YOUNG ONES enjoyed themselves."
Michael J.
The price is CA $595
CA $1,278 total
includes taxes & fees
Nov 15 - Nov 16
15. Apt. near Downtown Greenville (2BR/1BA, 3 beds)
Apt. near Downtown Greenville (2BR/1BA, 3 beds)Greenville
10.0 out of 10, Exceptional, (12 reviews)
"It was clean and quiet..I will stay here again. "
Kimberly S.
The price is CA $133
CA $227 total
includes taxes & fees
Nov 17 - Nov 18
16. The Blue Bungalow by Unity Park - Newly Renovated
The Blue Bungalow by Unity Park - Newly RenovatedWoodside Cotton Mill Village Historic District
9.8 out of 10, Exceptional, (115 reviews)
"Fully equipped, comfortable beds…everything to make for an enjoyable stay. "
Ron E.
The price is CA $104
CA $301 total
includes taxes & fees
Nov 17 - Nov 18
17. Greenville 3BR Retreat | Screened Porch | 4.85*
Greenville 3BR Retreat | Screened Porch | 4.85*Greenville
The price is CA $432
CA $952 total
includes taxes & fees
Nov 28 - Nov 29
18. Boutique Wellness Retreat with Hot Tub Sleeps 5 Pets OK
Boutique Wellness Retreat with Hot Tub Sleeps 5 Pets OKGreenville
10.0 out of 10, Exceptional, (2 reviews)
"Very clean house and lots of thoughtful amenities. This house is also only a couple of miles from downtown so the location was great! "
Megan Z.
The price is CA $160
CA $671 total
includes taxes & fees
Nov 12 - Nov 13
19. Modern 2-room apartment • Perfect for Work & Family — 6 Minutes from Downtown Greenville
Modern 2-room apartment • Perfect for Work & Family — 6 Minutes from Downtown GreenvilleGreenville
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay in this super cute home! It was perfect for what we needed while attending a conference in town for a few days. We really appreciated the heads up about the construction in the neighborhood from the host."
Anonymous traveller
The price is CA $174
CA $325 total
includes taxes & fees
Nov 17 - Nov 18
20. The Eighth - Renovated Cottage Near Downtown Greer
The Eighth - Renovated Cottage Near Downtown GreerGreer
The price is CA $111
CA $282 total
includes taxes & fees
Nov 12 - Nov 13
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Simpsonville
Heritage Park's amphitheater hosts summer concerts where locals spread blankets under starry skies. Explore the charming downtown district, then cycle the Swamp Rabbit Trail connecting to nearby Greenville's vibrant food scene.
Top reviews in Simpsonville
Holiday Inn Express & Suites Greenville SE - Simpsonville by IHG
Holiday Inn Express & Suites Greenville SE - Simpsonville by IHGSimpsonville
10/10 Excellent
The mattress was a bit uncomfortable but the pillows were very comfortable
Cindy
