Simpsonville Vacation Home Rentals from CA $89: Search Top Private Vacation Homes for Rent

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Our top choices for Simpsonville vacation homes

A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

1. Southern Charm Townhome

Simpsonville

Brianna F.

CA $526 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with grey cabinets, a stainless steel oven, and a dishwasher.

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

Simpsonville

CA $577 total

includes taxes & fees

Nov 18 - Nov 19

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

Simpsonville

Gary g.

CA $539 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with a wooden table, chairs, a hanging light fixture, and framed artwork on the wall.

4. HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville

Simpsonville

Meghann P.

CA $598 total

includes taxes & fees

Nov 12 - Nov 13

A spacious living area with a dining table, chairs, a fireplace, a TV, and a clock on the wall.

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

Simpsonville

colleen b.

CA $474 total

includes taxes & fees

Nov 18 - Nov 19

A house with a swimming pool, a covered patio, and a well-maintained lawn.

6. Luxury Retreat & Heated Pool Downtown Simpsonville

Simpsonville

Tammy L.

CA $699 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with white cabinets, a wooden dining table with chairs, and a hanging light fixture.

7. Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!

Simpsonville

CA $996 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a sofa, armchairs, a coffee table, a TV mounted on the wall, a piano, and a bookshelf.

8. Cozy Mauldin Hill by Brick and Home

Simpsonville

Jessica A.

A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

9. Drury Heights - Cozy & Stylish Getaway

Mauldin

CA $504 total

includes taxes & fees

Nov 8 - Nov 9

A hot tub under a wooden pergola with a view of a backyard and trees.

10. Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK

Greenville

Shelley S.

CA $682 total

includes taxes & fees

Nov 10 - Nov 11

A sunroom with a ceiling fan, large windows, wicker furniture, and a brick floor.

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

Mauldin

Michael J.

CA $1,123 total

includes taxes & fees

Nov 9 - Nov 10

A covered porch with a stone wall, a welcome sign, a bench, and a lantern.

12. Spacious 4-bedroom house in serene Greenville with AC

Greenville

CA $418 total

includes taxes & fees

Nov 18 - Nov 19

Cozy reading nook with comfortable chairs and beautiful garden views.

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

Greenville

Sterling N.

CA $934 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a potted plant.

14. Hope on the Enoree River w/ Fire Pit & Chef's Kitchen

Woodruff

Allison S.

A kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, a microwave, a sink, and a window.

15. Greenville 3BR Retreat | Screened Porch | 4.85*

Greenville

CA $781 total

includes taxes & fees

Nov 7 - Nov 8

A living room with a grey sofa, a black coffee table, a lamp, and a painting on the wall.

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

Greenville

Kimberly S.

CA $226 total

includes taxes & fees

Nov 29 - Nov 30

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.

17. The Blue Bungalow by Unity Park - Newly Renovated

Woodside Cotton Mill Village Historic District

Ron E.

CA $299 total

includes taxes & fees

Nov 17 - Nov 18

A bedroom with a bed, a chair, a nightstand, a ceiling fan, and two windows with blinds.

18. Charming Greenville Home • Near Downtown & GSP

Greenville

CA $463 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with stainless steel appliances, white cabinetry, and a herringbone tile backsplash.

19. Modern 2-room apartment • Perfect for Work & Family — 6 Minutes from Downtown Greenville

Greenville

Anonymous traveller

CA $311 total

includes taxes & fees

Dec 1 - Dec 2

A glass table with two wine glasses and a vase of dried flowers on a porch with a wicker chair and a black cushion.

20. The Westfield - Cozy Downtown Greer Retreat

Greer

Julie M.

CA $238 total

includes taxes & fees

Dec 2 - Dec 3

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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.

See all hotels in Simpsonville

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

Top reviews in Simpsonville

A hotel entrance with a stone facade, a bench, and a trash bin.

Holiday Inn Express & Suites Greenville SE - Simpsonville by IHG

Simpsonville

10/10 Excellent

Cindy

A restaurant with a bar area, green upholstered seating, and a view of trees through large windows.

Hotel Hartness

Greenville

10/10 Excellent

What a gem!! Definitely the place to stay when in Greenville, or even to visit specifically as a vacation. It’s not in the city (about 15min drive) and that’s the beauty of this place: it’s away from touristy stuff, and in the middle of nature, but close enough to the city that you can always go and visit. The service was 6 star! All the staff were super friendly, and while a part of it is “southern hospitality “, there for sure is an added factor of the culture of the hotel. Great dining...

anshu