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

Holiday Homes in Simpsonville

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Simpsonville holiday homes

Living area

1. 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 AU$447
includes taxes & fees
4 Nov - 5 Nov
Historic 3BR with Porch & Fire Pit near Downtown
A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

2. Southern Charm Townhome

Southern Charm Townhome
Simpsonville
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."
United States
Brianna F.
The price is AU$580
includes taxes & fees
2 Nov - 3 Nov
Southern Charm Townhome
A living room with a sofa, a coffee table, a fireplace, and a television mounted on the wall.

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

3/2 Retreat, Walk to DT Simpsonville, Fire Pit
Simpsonville
The price is AU$471
includes taxes & fees
2 Nov - 3 Nov
3/2 Retreat, Walk to DT Simpsonville, Fire Pit
A house with a swimming pool, a covered patio, and a well-maintained lawn.

4. Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Retreat & Heated Pool Downtown Simpsonville
Simpsonville
9.8 out of 10, Exceptional, (16 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."
United States
Tammy L.
The price is AU$715
includes taxes & fees
20 Oct - 21 Oct
Luxury Retreat & Heated Pool Downtown Simpsonville
A dining area with a wooden table, chairs, a hanging light fixture, and framed artwork on the wall.

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

HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
Simpsonville
The price is AU$712
includes taxes & fees
20 Oct - 21 Oct
HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
A spacious living area with a dining table, chairs, a fireplace, a TV, and a clock on the wall.

6. 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, (14 reviews)
"Large house which fit our needs"
United States
colleen b.
The price is AU$526
includes taxes & fees
20 Oct - 21 Oct
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways
A modern living room with a sectional sofa, a round coffee table, and a patterned rug.

7. Walk to BridgeWay Station! Home w/ Pool Access

Walk to BridgeWay Station! Home w/ Pool Access
Simpsonville
The price is AU$740
includes taxes & fees
20 Oct - 21 Oct
Walk to BridgeWay Station! Home w/ Pool Access
A hot tub under a wooden pergola with a view of a backyard and trees.

8. 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 AU$661
includes taxes & fees
20 Oct - 21 Oct
Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

9. Drury Heights - Cozy & Stylish Getaway

Drury Heights - Cozy & Stylish Getaway
Mauldin
The price is AU$438
includes taxes & fees
16 Nov - 17 Nov
Drury Heights - Cozy & Stylish Getaway
A sunroom with a ceiling fan, large windows, wicker furniture, and a brick floor.

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

Private pickleball court, game room, sunroom & pool — 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 AU$1,165
includes taxes & fees
20 Oct - 21 Oct
Private pickleball court, game room, sunroom & pool — near Greenville
Cozy reading nook with comfortable chairs and beautiful garden views.

11. 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 AU$1,059
includes taxes & fees
25 Oct - 26 Oct
Family Poolside Oasis & Guest Suite 5BR/4BA & YARD
Private kitchen

12. 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 AU$379
includes taxes & fees
20 Oct - 21 Oct
Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.

13. 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, (113 reviews)
"Fully equipped, comfortable beds…everything to make for an enjoyable stay. "
United States
Ron E.
The price is AU$332
includes taxes & fees
26 Oct - 27 Oct
The Blue Bungalow by Unity Park - Newly Renovated
A single-story building with a white door, two windows, and a small porch.

14. 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. "
United States
Kimberly S.
The price is AU$241
includes taxes & fees
3 Nov - 4 Nov
Apt. near Downtown Greenville (2BR/1BA, 3 beds)
A modern kitchen with stainless steel appliances, white cabinetry, and a herringbone tile backsplash.

15. 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, (7 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 AU$351
includes taxes & fees
26 Oct - 27 Oct
Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville
A modern kitchen with white cabinetry, stainless steel appliances, and a blue accent wall.

16. 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 AU$508
includes taxes & fees
16 Nov - 17 Nov
3BR Retreat Near Augusta Rd & Downtown w/ Patio
A modern kitchen with white cabinetry, a stainless steel stove, and a microwave.

17. 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 AU$445
includes taxes & fees
26 Oct - 27 Oct
Family-Friendly 3/2 Home Near Prisma, Fenced Yard
A living room with a sectional sofa, a round coffee table with a plant, and a dining area in the background.

18. 2BR 2B House Close to Downtown

2BR 2B House Close to Downtown
Greer
8.0 out of 10, Very good, (2 reviews)
"Completely updated home. It was perfect for our needs."
United States
Alisha S.
The price is AU$272
includes taxes & fees
22 Oct - 23 Oct
2BR 2B House Close to Downtown
A covered patio with wooden furniture, large windows, and a ceiling fan.

19. The Greenville Nest - Retreat & Relaxation Home

The Greenville Nest - Retreat & Relaxation Home
Greenville
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful property, sparkling clean. All dishes and cookware provided, soft fresh linens and towels. The nicest rental I have ever visited! 10 recommended."
United States
Katryn C.
The price is AU$503
includes taxes & fees
26 Oct - 27 Oct
The Greenville Nest - Retreat & Relaxation Home
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

The Westfield - Cozy Downtown Greer Retreat
Greer
9.4 out of 10, Exceptional, (10 reviews)
"Very nice place! Everything was just what we needed. Perfect size for 3 people. Location was very convenient being able to walk downtown to some nice restaurants. Would definitely stay again!!"
United States
Julie M.
The price is AU$267
includes taxes & fees
4 Nov - 5 Nov
The Westfield - Cozy Downtown Greer Retreat
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.
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Top Simpsonville Hotel Reviews

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

10/10 Excellent
"Clean room and great front desk staff. We didn't get to use any of the facilities as we were in town for a concert and arrived late, but the hotel was great. Will definitely stay here again. The price was very reasonable, too."
Mary 1-night trip
Posted 6 hours ago
Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Find out more about Simpsonville

Simpsonville Holiday Homes information

Number of reviews
244
Accommodation
525 Holiday Homes
Lowest Price
AU$241
Highest Price
AU$1,165