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

Simpsonville Holiday Rentals

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Our top choices for Simpsonville holiday rentals

1. 3/2 Retreat, Walk to DT Simpsonville, Fire Pit

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

2. 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.
Historic 3BR with Porch & Fire Pit near Downtown

3. 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 NZ$791
includes taxes & fees
8 Nov - 9 Nov
Southern Charm Townhome

4. 4BR mobile home w/Hot Tub,Fire pit,gas BBQ AC, WiFi in Simpsonville by Hospital

4BR mobile home w/Hot Tub,Fire pit,gas BBQ AC, WiFi in Simpsonville by Hospital
Simpsonville
The price is NZ$868
includes taxes & fees
12 Oct - 13 Oct
4BR mobile home w/Hot Tub,Fire pit,gas BBQ AC, WiFi in Simpsonville by Hospital

5. 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)
"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 NZ$645
includes taxes & fees
19 Oct - 20 Oct
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

6. Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Retreat & Heated Pool Downtown Simpsonville
Simpsonville
9.6 out of 10, Exceptional, (15 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 NZ$908
includes taxes & fees
14 Oct - 15 Oct
Luxury Retreat & Heated Pool Downtown Simpsonville

7. 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 NZ$1,223
includes taxes & fees
1 Nov - 2 Nov
Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!

8. Fountain Inn Oasis - Just 1.5 miles from CCNB Amp

Fountain Inn Oasis - Just 1.5 miles from CCNB Amp
Fountain Inn
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our stay!"
United States
Jamin S.
Fountain Inn Oasis - Just 1.5 miles from CCNB Amp

9. Adorable Upscale cottage in Downtown Fountain Inn.

Adorable Upscale cottage in Downtown Fountain Inn.
Fountain Inn
10.0 out of 10, Exceptional, (46 reviews)
"It was a great location for us as we're building in Fountain Inn. Very cute, very comfortable, close to everything we needed. Host was great. Will stay again"
United States
Valerie
The price is NZ$479
includes taxes & fees
15 Oct - 16 Oct
Adorable Upscale cottage in Downtown Fountain Inn.

10. Walk to Bridgeway Station! Home w/ Pool Access

Walk to Bridgeway Station! Home w/ Pool Access
3.0 star property
Greenville
The price is NZ$872
includes taxes & fees
18 Oct - 19 Oct
Walk to Bridgeway Station! Home w/ Pool Access

11. stayAPT Suites Greenville-Haywood Mall

stayAPT Suites Greenville-Haywood Mall
3.0 star property
Greenville
9.2 out of 10, Wonderful, (233 reviews)
"Everything was great"
United States
Bentrez
The price is NZ$234
includes taxes & fees
12 Oct - 13 Oct
stayAPT Suites Greenville-Haywood Mall

12. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Greenville SC
10.0 out of 10, Exceptional, (87 reviews)
"Quiet atmosphere throughout the stay made it relaxing."
United States
Anonymous traveller
The price is NZ$130
includes taxes & fees
12 Oct - 13 Oct
2 Queen Beds Non-Smoking

13. 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 NZ$1,720
includes taxes & fees
14 Oct - 15 Oct
Private pickleball court, game room, sunroom & pool — near Greenville

14. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Greenville SC
9.8 out of 10, Exceptional, (50 reviews)
"I absolutely love it here"
United States
Anonymous traveller
The price is NZ$119
includes taxes & fees
14 Oct - 15 Oct
1 Queen Bed | Non-Smoking, Micfridge

15. Secluded Tiny Home in Exclusive Paris Mountain!

Secluded Tiny Home in Exclusive Paris Mountain!
Greenville
10.0 out of 10, Exceptional, (14 reviews)
"Great location, quiet and perfect for a couple stay. "
United States
craig d.
The price is NZ$295
includes taxes & fees
14 Oct - 15 Oct
Secluded Tiny Home in Exclusive Paris Mountain!

16. Cozy Apt. Near Downtown (2BR, 1BA, 3 beds)

Cozy Apt. Near Downtown (2BR, 1BA, 3 beds)
Greenville
10.0 out of 10, Exceptional, (13 reviews)
"I was provided everything I needed."
United States
Pat
The price is NZ$295
includes taxes & fees
3 Nov - 4 Nov
Cozy Apt. Near Downtown (2BR, 1BA, 3 beds)

17. Cozy 1BR Close to Downtown & Greenville Drive Baseball

Cozy 1BR Close to Downtown & Greenville Drive Baseball
Greenville
9.2 out of 10, Wonderful, (32 reviews)
"Good location, great communication"
United States
isaiah
The price is NZ$280
includes taxes & fees
21 Oct - 22 Oct
Cozy 1BR Close to Downtown & Greenville Drive Baseball

18. 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 NZ$406
includes taxes & fees
2 Nov - 3 Nov
The Blue Bungalow by Unity Park - Newly Renovated

19. Historic 19th Century Cabin in Greenville

Historic 19th Century Cabin in Greenville
Greenville
9.6 out of 10, Exceptional, (22 reviews)
"The cabin was beautiful."
United States
John A.
The price is NZ$279
includes taxes & fees
12 Oct - 13 Oct
Historic 19th Century Cabin in Greenville

20. 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 NZ$295
includes taxes & fees
1 Nov - 2 Nov
Apt. near Downtown Greenville (2BR/1BA, 3 beds)
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

Find out more about Simpsonville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Simpsonville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Simpsonville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Simpsonville. Seeing all the best attractions is bound to make you fall in love with Simpsonville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Simpsonville short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Simpsonville?

Yes, there are holiday rentals in Simpsonville close to Golden Lanes and Golden Skate, or you can select a more secluded option if you're looking for a relaxing stay. Simpsonville is known for its sporting events and live music. Make sure you have time to check out the theatres while you're in the area.

What are some of the best holiday rentals that Simpsonville has to offer?

Steps Away Downtown Douthit Greenville Getaway!: This holiday home rental outside of Simpsonville is in the city centre, and equipped with air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Simpsonville?

With 51 Expedia holiday rentals, you're guaranteed to find just the right place for your Simpsonville stay.

What can I see and do in Simpsonville?

Cultural attractions include Heritage Park and CCNB Amphitheatre, whereas Golden Lanes and Golden Skate is just one of the family-friendly sights. Other places in town to visit include Regal Simpsonville and Simpsonville Library - Hendricks Branch.

What are holiday rentals like in Simpsonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Simpsonville. Holiday rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.