Simpsonville Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Simpsonville vacation rentals

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

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 AEDĀ 409
AEDĀ 1,372 total
includes taxes & fees
11 Nov - 12 Nov
Southern Charm Townhome
A modern kitchen with grey cabinets, a stainless steel oven, and a dishwasher.

2. 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
Living area

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 AEDĀ 477
AEDĀ 1,374 total
includes taxes & fees
30 Nov - 1 Dec
Historic 3BR with Porch & Fire Pit near Downtown
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
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house! Everything was exactly as described and it was the perfect location for a girlsā€™ 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 AEDĀ 893
AEDĀ 1,725 total
includes taxes & fees
3 Dec - 4 Dec
HOT TUB, Community Pool, AC, 5-Bedroom Oasis in Simpsonville
A living room with a sofa, two armchairs, a coffee table, and a TV.

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 AEDĀ 437
AEDĀ 933 total
includes taxes & fees
11 Nov - 12 Nov
Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & Dining
A house with a swimming pool, a covered patio, and a well-maintained lawn.

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 AEDĀ 1,249
AEDĀ 1,985 total
includes taxes & fees
3 Dec - 4 Dec
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.

7. Spacious 5-BR Retreat in Simpsonville, SC ā€“ Perfect for Gatherings & Getaways

Spacious 5-BR Retreat in Simpsonville, SC ā€“ Perfect for Gatherings & Getaways
Simpsonville
9.8 out of 10, Exceptional, (14 reviews)
"Large house which fit our needs"
United States
colleen b.
Spacious 5-BR Retreat in Simpsonville, SC ā€“ Perfect for Gatherings & Getaways
A modern kitchen with white cabinets, a wooden dining table with chairs, and a hanging light fixture.

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 AEDĀ 1,086
AEDĀ 2,712 total
includes taxes & fees
20 Nov - 21 Nov
Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!
A living room with a sofa, armchairs, a coffee table, a TV mounted on the wall, a piano, and a bookshelf.

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 AEDĀ 1,391
AEDĀ 2,149 total
includes taxes & fees
20 Nov - 21 Nov
Cozy Mauldin Hill by Brick and Home
A modern living room with a sofa, a coffee table, and a TV. There is a kitchen area with a microwave, stove, and refrigerator.

10. Adorable Upscale cottage in Downtown Fountain Inn.

Adorable Upscale cottage in Downtown Fountain Inn.
Fountain Inn
10.0 out of 10, Exceptional, (49 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 AEDĀ 496
AEDĀ 958 total
includes taxes & fees
10 Dec - 11 Dec
Adorable Upscale cottage in Downtown Fountain Inn.
A hotel room with a bed, a sofa, a small table, a lamp, and a refrigerator.

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 traveler
The price is AEDĀ 188
AEDĀ 206 total
includes taxes & fees
3 Dec - 4 Dec
1 Queen Bed | Non-Smoking, Micfridge
A hotel room with a white desk, a framed certificate, a mirror, a radiator, and a door with a sign.

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, (945 reviews)
"Great location-we walked to soo many shops and restaurants!"
United States
Deborah
The price is AEDĀ 347
AEDĀ 382 total
includes taxes & fees
1 Dec - 2 Dec
Mint House Greenville Downtown by Kasa
A hotel room with a bed, desk, chair, and a bathroom with a mirror and sink.

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 traveler
The price is AEDĀ 216
AEDĀ 264 total
includes taxes & fees
11 Nov - 12 Nov
King Bed Non-Smoking
Private kitchen

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 AEDĀ 492
AEDĀ 541 total
includes taxes & fees
19 Nov - 20 Nov
stayAPT Suites Greenville-Haywood Mall
A modern office space with a reception area, several tables and chairs, and a flat-screen TV mounted on the wall.

15. 1 King Bed|Nsmk,Micfridge

1 King Bed|Nsmk,Micfridge
Greenville
9.6 out of 10, Exceptional, (7 reviews)
The price is AEDĀ 178
AEDĀ 184 total
includes taxes & fees
11 Nov - 12 Nov
1 King Bed|Nsmk,Micfridge
A house with a gravel driveway, a wooden fence, and a lawn.

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 AEDĀ 353
AEDĀ 586 total
includes taxes & fees
15 Nov - 16 Nov
Secluded Tiny Home in Exclusive Paris Mountain!
A compact kitchen with a central island, a dining area with a sofa, and a small side table.

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 AEDĀ 188
AEDĀ 547 total
includes taxes & fees
22 Nov - 23 Nov
Cute 1 BR with Fire Pit Near DT
A living room with a sofa, coffee table, and a ceiling fan.

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 AEDĀ 188
AEDĀ 535 total
includes taxes & fees
15 Nov - 16 Nov
Cozy 1BR Close to Downtown & Greenville Drive Baseball
A log cabin with a wooden door, two windows, and a chimney. There are two white metal chairs and a small table in front of the cabin.

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 AEDĀ 334
AEDĀ 578 total
includes taxes & fees
15 Nov - 16 Nov
Historic 19th Century Cabin in Greenville
A living room with a dark sofa, a coffee table, a lamp, and a flat-screen TV mounted on the wall.

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 AEDĀ 347
AEDĀ 592 total
includes taxes & fees
12 Nov - 13 Nov
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

A hotel entrance with a stone facade, a bench, and a trash bin.
Holiday Inn Express & Suites Greenville SE - Simpsonville by IHG

Holiday Inn Express & Suites Greenville SE - Simpsonville by IHG

Holiday Inn Express & Suites Greenville SE - Simpsonville by IHG
Simpsonville

10/10 Excellent

Wonderful friendly staff. Rooms were very clean and well maintained.
United States
Amy
Reviewed November 8, 2026
Holiday Inn Express & Suites Greenville SE - Simpsonville by IHG

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.