A suspension bridge over a river with waterfalls, surrounded by greenery and urban buildings.

Holiday Homes in Simpsonville

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Simpsonville holiday homes

1. Modern Farmhouse in Downtown Simpsonville, SC

Modern Farmhouse in Downtown Simpsonville, SC
Simpsonville
10.0 out of 10, Exceptional, (49 reviews)
"Great place in the heart of lovely Simpsonville, quiet, clean and comfortable."
United States
Ted
The price is €251
includes taxes & fees
6 Sept - 7 Sept
Modern Farmhouse in Downtown Simpsonville, SC

2. Southern Charm Townhome

Southern Charm Townhome
Simpsonville
9.8 out of 10, Exceptional, (10 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."
United States
Brianna F.
The price is €358
includes taxes & fees
8 Sept - 9 Sept
Southern Charm Townhome

3. 3/2 Retreat, Walk to DT Simpsonville, Fire Pit

3/2 Retreat, Walk to DT Simpsonville, Fire Pit
Simpsonville
The price is €273
includes taxes & fees
22 Sept - 23 Sept
3/2 Retreat, Walk to DT Simpsonville, Fire Pit

4. Historic 3BR with Porch & Fire Pit near Downtown

Historic 3BR with Porch & Fire Pit near Downtown
Simpsonville
9.0 out of 10, Wonderful, (9 reviews)
"Close to town easy walk to dinner"
United States
Gary g.
The price is €301
includes taxes & fees
8 Sept - 9 Sept
Historic 3BR with Porch & Fire Pit near Downtown

5. Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Retreat & Heated Pool Downtown Simpsonville
Simpsonville
9.6 out of 10, Exceptional, (15 reviews)
"We had a great time at the house. Everything was clean-no problems"
United States
Yolanda W.
The price is €430
includes taxes & fees
8 Sept - 9 Sept
Luxury Retreat & Heated Pool Downtown Simpsonville

6. Peaceful Oasis Convenient to Greenville!

Peaceful Oasis Convenient to Greenville!
Simpsonville
10.0 out of 10, Exceptional, (115 reviews)
"Pet friendly"
United States
Debra C.
The price is €270
includes taxes & fees
8 Sept - 9 Sept
Peaceful Oasis Convenient to Greenville!

7. Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways
Simpsonville
9.8 out of 10, Exceptional, (12 reviews)
"Nice, spacious home which with 5 bedrooms and 4 bathrooms was perfect for 5 sisters traveling. It allowed private space for each of us but also provided nice gathering areas. "
United States
Katie P.
The price is €357
includes taxes & fees
7 Sept - 8 Sept
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

8. Drury Heights - Cozy & Stylish Getaway

Drury Heights - Cozy & Stylish Getaway
Mauldin
Drury Heights - Cozy & Stylish Getaway

9. 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 OK
Greenville
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!!!"
United States
Shelley S.
The price is €397
includes taxes & fees
8 Sept - 9 Sept
Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK

10. Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.

Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.
Woodside Cotton Mill Village Historic District
9.8 out of 10, Exceptional, (11 reviews)
"It was such a comfy little house and check in was very convenient and it’s close to a lot of things."
United States
lisa E.
The price is €234
includes taxes & fees
8 Sept - 9 Sept
Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.

11. The Blue Bungalow by Unity Park - Newly Renovated

The Blue Bungalow by Unity Park - Newly Renovated
Woodside Cotton Mill Village Historic District
9.8 out of 10, Exceptional, (106 reviews)
"Fully equipped, comfortable beds…everything to make for an enjoyable stay. "
United States
Ron E.
The price is €196
includes taxes & fees
8 Sept - 9 Sept
The Blue Bungalow by Unity Park - Newly Renovated

12. Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville
Greenville
10.0 out of 10, Exceptional, (6 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."
United States
Anonymous traveller
The price is €217
includes taxes & fees
5 Oct - 6 Oct
Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

13. Private pool, pickleball court, game room & sunroom — near Greenville

Private pool, pickleball court, game room & sunroom — near Greenville
Mauldin
10.0 out of 10, Exceptional, (11 reviews)
"Very clean plenty of space in a quiet neighborhood FAMILY & YOUNG ONES enjoyed themselves."
United States
Michael J.
The price is €865
includes taxes & fees
30 Sept - 1 Oct
Private pool, pickleball court, game room & sunroom — near Greenville

14. Apt. near Downtown Greenville (2BR/1BA, 3 beds)

Apt. near Downtown Greenville (2BR/1BA, 3 beds)
Greenville
10.0 out of 10, Exceptional, (11 reviews)
"It was clean and quiet..I will stay here again. "
United States
Kimberly S.
The price is €159
includes taxes & fees
4 Oct - 5 Oct
Apt. near Downtown Greenville (2BR/1BA, 3 beds)

15. 3BR Retreat Near Augusta Rd & Downtown w/ Patio

3BR Retreat Near Augusta Rd & Downtown w/ Patio
Greenville
10.0 out of 10, Exceptional, (4 reviews)
"Very nice"
United States
wyatt s.
The price is €320
includes taxes & fees
28 Sept - 29 Sept
3BR Retreat Near Augusta Rd & Downtown w/ Patio

16. Family Poolside Oasis & Guest Suite 5BR/4BA & YARD

Family Poolside Oasis & Guest Suite 5BR/4BA & YARD
Greenville
10.0 out of 10, Exceptional, (4 reviews)
"House was accommodating for our large group "
United States
Sterling N.
The price is €706
includes taxes & fees
15 Sept - 16 Sept
Family Poolside Oasis & Guest Suite 5BR/4BA & YARD

17. Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown

Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown
Greenville
9.6 out of 10, Exceptional, (17 reviews)
"Overall great stay!"
United States
Ksenia F.
The price is €293
includes taxes & fees
13 Sept - 14 Sept
Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown

18. Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything

Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything
Greenville
10.0 out of 10, Exceptional, (1 review)
"Clean room. Nice location"
United States
Victor B.
The price is €364
includes taxes & fees
5 Sept - 6 Sept
Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything

19. Family-Friendly 3/2 Home Near Prisma, Fenced Yard

Family-Friendly 3/2 Home Near Prisma, Fenced Yard
Greenville
10.0 out of 10, Exceptional, (11 reviews)
"Great location and accommodations."
United States
Susan B B.
The price is €301
includes taxes & fees
5 Oct - 6 Oct
Family-Friendly 3/2 Home Near Prisma, Fenced Yard

20. Great House In Taylors Just Minutes To Downtown Greenville

Great House In Taylors Just Minutes To Downtown Greenville
Taylors
The price is €145
includes taxes & fees
7 Sept - 8 Sept
Great House In Taylors Just Minutes To Downtown Greenville
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Simpsonville Hotel Reviews

Find out more about Simpsonville

Simpsonville Holiday Homes information

Number of reviews
378
Accommodation
620 Holiday Homes
Lowest Price
€145
Highest Price
€865