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

Simpsonville Vacation Rentals

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Our top choices for Simpsonville vacation rentals

1. 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 CA $164
CA $538 total
includes taxes & fees
Nov 16 - Nov 17
Southern Charm Townhome

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

3/2 Retreat, Walk to DT Simpsonville, Fire Pit
Simpsonville
The price is CA $220
CA $625 total
includes taxes & fees
Nov 18 - Nov 19
3/2 Retreat, Walk to DT Simpsonville, Fire Pit

3. 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 CA $183
CA $530 total
includes taxes & fees
Nov 30 - Dec 1
Historic 3BR with Porch & Fire Pit near Downtown

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

HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
Simpsonville
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house! Everything was exactly as described and it was the perfect location for a girls’ weekend trip! The beds were all comfortable and the common areas were spacious with lots of seating options. We will definitely book again!"
United States
Meghann P.
The price is CA $300
CA $639 total
includes taxes & fees
Nov 18 - Nov 19
HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville

5. Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & Dining

Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & Dining
Simpsonville
10.0 out of 10, Exceptional, (22 reviews)
"A perfect stay for our family of 4."
United States
David V.
The price is CA $169
CA $364 total
includes taxes & fees
Nov 12 - Nov 13
Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & Dining

6. Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Retreat & Heated Pool Downtown Simpsonville
Simpsonville
9.8 out of 10, Exceptional, (18 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 CA $398
CA $706 total
includes taxes & fees
Nov 30 - Dec 1
Luxury Retreat & Heated Pool Downtown Simpsonville

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, (14 reviews)
"Large house which fit our needs"
United States
colleen b.
The price is CA $349
CA $479 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

8. 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 CA $390
CA $1,007 total
includes taxes & fees
Nov 15 - Nov 16
Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!

9. Cozy Mauldin Hill by Brick and Home

Cozy Mauldin Hill by Brick and Home
Simpsonville
9.8 out of 10, Exceptional, (6 reviews)
"This house was perfect for us, close to everything, and very comfortable!"
United States
Jessica A.
The price is CA $537
CA $830 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Mauldin Hill by Brick and Home

10. Adorable Upscale cottage in Downtown Fountain Inn.

Adorable Upscale cottage in Downtown Fountain Inn.
Fountain Inn
10.0 out of 10, Exceptional, (50 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 CA $191
CA $371 total
includes taxes & fees
Nov 15 - Nov 16
Adorable Upscale cottage in Downtown Fountain Inn.

11. 1 Queen Bed | Non-Smoking, Micfridge

1 Queen Bed | Non-Smoking, Micfridge
Greenville SC
9.4 out of 10, Exceptional, (52 reviews)
"I absolutely love it here"
United States
Anonymous traveller
The price is CA $73
CA $80 total
includes taxes & fees
Nov 12 - Nov 13
1 Queen Bed | Non-Smoking, Micfridge

12. Mint House Greenville Downtown by Kasa

Mint House Greenville Downtown by Kasa
4.0 star property
Greenville Downtown
9.2 out of 10, Wonderful, (947 reviews)
"Great location-we walked to soo many shops and restaurants!"
United States
Deborah
The price is CA $151
CA $166 total
includes taxes & fees
Dec 1 - Dec 2
Mint House Greenville Downtown by Kasa

13. King Bed Non-Smoking

King Bed Non-Smoking
Greenville SC
10.0 out of 10, Exceptional, (135 reviews)
"The location is fantastic if you're aiming to see local sights easily without stress,just a short drive or even a delightful walk if you have extra time!"
United States
Anonymous traveller
The price is CA $84
CA $102 total
includes taxes & fees
Nov 25 - Nov 26
King Bed Non-Smoking

14. stayAPT Suites Greenville-Haywood Mall

stayAPT Suites Greenville-Haywood Mall
3.0 star property
Greenville
9.0 out of 10, Wonderful, (242 reviews)
"Great property and cozy. Safe area and close to mall and restaurants."
United States
Samantha Ann
The price is CA $189
CA $208 total
includes taxes & fees
Nov 24 - Nov 25
stayAPT Suites Greenville-Haywood Mall

15. 1 King Bed|Nsmk,Micfridge

1 King Bed|Nsmk,Micfridge
Greenville
9.6 out of 10, Exceptional, (7 reviews)
The price is CA $69
CA $71 total
includes taxes & fees
Nov 12 - Nov 13
1 King Bed|Nsmk,Micfridge

16. Secluded Tiny Home in Exclusive Paris Mountain!

Secluded Tiny Home in Exclusive Paris Mountain!
Greenville
10.0 out of 10, Exceptional, (15 reviews)
"Great location, quiet and perfect for a couple stay. "
United States
craig d.
The price is CA $136
CA $225 total
includes taxes & fees
Nov 15 - Nov 16
Secluded Tiny Home in Exclusive Paris Mountain!

17. Cute 1 BR with Fire Pit Near DT

Cute 1 BR with Fire Pit Near DT
Greenville
10.0 out of 10, Exceptional, (3 reviews)
"very nice close to lots of stuff"
United States
John
The price is CA $72
CA $215 total
includes taxes & fees
Nov 23 - Nov 24
Cute 1 BR with Fire Pit Near DT

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

Cozy 1BR Close to Downtown & Greenville Drive Baseball
Greenville
9.0 out of 10, Wonderful, (34 reviews)
"Good location, great communication"
United States
isaiah
The price is CA $72
CA $210 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 1BR Close to Downtown & Greenville Drive Baseball

19. Historic 19th Century Cabin in Greenville

Historic 19th Century Cabin in Greenville
Greenville
9.6 out of 10, Exceptional, (24 reviews)
"The cabin was beautiful."
United States
John A.
The price is CA $128
CA $222 total
includes taxes & fees
Dec 1 - Dec 2
Historic 19th Century Cabin in Greenville

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

Cozy Apt. Near Downtown (2BR, 1BA, 3 beds)
Greenville
10.0 out of 10, Exceptional, (14 reviews)
"I was provided everything I needed."
United States
Pat
The price is CA $133
CA $227 total
includes taxes & fees
Nov 12 - Nov 13
Cozy Apt. Near Downtown (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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Simpsonville?

Yes, there are vacation rentals in Simpsonville close to Golden Lanes and Golden Skate, or you can choose a more secluded option if you're looking for extra privacy while you relax. Simpsonville is known for its sporting events and live music. Make sure you have time to check out the theaters while you're in the area.

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

Steps Away Downtown Douthit Greenville Getaway!: This vacation home rental outside of Simpsonville is in the city center 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 vacation rentals are there in Simpsonville?

With 51 Expedia vacation rentals, you're sure 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 vacation rentals like in Simpsonville?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Simpsonville. Vacation rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.