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
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 €291
includes taxes & fees
9 Nov - 10 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 €373
includes taxes & fees
9 Nov - 10 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 €297
includes taxes & fees
9 Nov - 10 Nov
3/2 Retreat, Walk to DT Simpsonville, Fire Pit
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

HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
Simpsonville
The price is €440
includes taxes & fees
26 Oct - 27 Oct
HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
A house with a swimming pool, a covered patio, and a well-maintained lawn.

5. 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 €522
includes taxes & fees
22 Nov - 23 Nov
Luxury Retreat & Heated Pool Downtown 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 €326
includes taxes & fees
26 Oct - 27 Oct
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

7. Drury Heights - Cozy & Stylish Getaway

Drury Heights - Cozy & Stylish Getaway
Mauldin
The price is €268
includes taxes & fees
9 Nov - 10 Nov
Drury Heights - Cozy & Stylish Getaway
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 €420
includes taxes & fees
28 Oct - 29 Oct
Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK
A bedroom with a bed, a desk, a chair, a dresser, a television, and a ceiling fan.

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

Spacious 4-bedroom house in serene Greenville with AC
Greenville
The price is €242
includes taxes & fees
4 Nov - 5 Nov
Spacious 4-bedroom house in serene Greenville with AC
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 €753
includes taxes & fees
26 Oct - 27 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 €658
includes taxes & fees
9 Nov - 10 Nov
Family Poolside Oasis & Guest Suite 5BR/4BA & YARD
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.

12. 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, (114 reviews)
"Fully equipped, comfortable beds…everything to make for an enjoyable stay. "
United States
Ron E.
The price is €213
includes taxes & fees
17 Nov - 18 Nov
The Blue Bungalow by Unity Park - Newly Renovated
A modern kitchen with stainless steel appliances, white cabinetry, and a herringbone tile backsplash.

13. 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 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 €209
includes taxes & fees
2 Nov - 3 Nov
Modern 2-room apartment • Perfect for Work & Family — 6 Minutes from Downtown Greenville
A living room with a grey sofa, a black coffee table, a lamp, and a painting on the wall.

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 €151
includes taxes & fees
25 Oct - 26 Oct
Apt. near Downtown Greenville (2BR/1BA, 3 beds)
Private kitchen

15. 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 €241
includes taxes & fees
26 Oct - 27 Oct
Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.
A modern kitchen with white cabinetry, a stainless steel stove, and a microwave.

16. 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 €280
includes taxes & fees
26 Oct - 27 Oct
Family-Friendly 3/2 Home Near Prisma, Fenced Yard
A modern kitchen with white cabinetry, stainless steel appliances, and a blue accent wall.

17. 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 €310
includes taxes & fees
16 Nov - 17 Nov
3BR Retreat Near Augusta Rd & Downtown w/ Patio
A covered patio with wooden furniture, large windows, and a ceiling fan.

18. 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 €331
includes taxes & fees
26 Oct - 27 Oct
The Greenville Nest - Retreat & Relaxation Home
A living room with a ceiling fan, a TV, a small table, and a sofa.

19. Cabin with Saluda River access

Cabin with Saluda River access
Honea Path
10.0 out of 10, Exceptional, (3 reviews)
"Check in was very easy, house was clean. It is a very cute house. Will definitely be staying here again!"
United States
Rebecca A.
The price is €119
includes taxes & fees
27 Oct - 28 Oct
Cabin with Saluda River access
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 €174
includes taxes & fees
16 Nov - 17 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simpsonville Hotel Reviews

Best Western Plus Greenville I-385 Inn & Suites

Best Western Plus Greenville I-385 Inn & Suites

10/10 Excellent
"Great stay"
Rubin 1-night trip
Posted 1 day ago
Best Western Plus Greenville I-385 Inn & Suites

Find out more about Simpsonville

Simpsonville Holiday Homes information

Number of reviews
246
Accommodation
624 Holiday Homes
Lowest Price
€119
Highest Price
€753