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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Simpsonville holiday homes

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)
"Excellent stay and a very attentive, kind hearted host. Wonderful experience...will stay with this host again."
United States
Roger S.
The price is £323
includes taxes & fees
17 Nov - 18 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
The price is £328
includes taxes & fees
7 Dec - 8 Dec
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 £284
includes taxes & fees
30 Nov - 1 Dec
Historic 3BR with Porch & Fire Pit near Downtown
A modern kitchen with white cabinetry, a built-in oven, a microwave, and a washing machine.

4. 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 £193
includes taxes & fees
18 Nov - 19 Nov
Blue Door Cottage - 3BR in Simpsonville, Five Forks area - near Shops & Dining
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
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 £337
includes taxes & fees
15 Nov - 16 Nov
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 £264
includes taxes & fees
19 Nov - 20 Nov
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways
A house with a swimming pool, a covered patio, and a well-maintained lawn.

7. 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 £372
includes taxes & fees
29 Nov - 30 Nov
Luxury Retreat & Heated Pool Downtown Simpsonville
A living room with a sofa, armchairs, a coffee table, a TV mounted on the wall, a piano, and a bookshelf.

8. 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 £444
includes taxes & fees
20 Nov - 21 Nov
Cozy Mauldin Hill by Brick and Home
A modern kitchen with white cabinets, a wooden dining table with chairs, and a hanging light fixture.

9. 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 £541
includes taxes & fees
15 Nov - 16 Nov
Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!
A hot tub under a wooden pergola with a view of a backyard and trees.

10. 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 £334
includes taxes & fees
17 Nov - 18 Nov
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.

11. Drury Heights - Cozy & Stylish Getaway

Drury Heights - Cozy & Stylish Getaway
Mauldin
The price is £302
includes taxes & fees
17 Nov - 18 Nov
Drury Heights - Cozy & Stylish Getaway
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a potted plant.

12. Hope on the Enoree River w/ Fire Pit & Chef's Kitchen

Hope on the Enoree River w/ Fire Pit & Chef's Kitchen
Woodruff
10.0 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay here! The owner was quick with responses, check in was super easy and the kids loved going down to the river to play and fish! The house was so clean and all the “extras” that they provide were fantastic! If we are back in the area, we will definitely stay here again!!"
United States
Allison S.
Hope on the Enoree River w/ Fire Pit & Chef's Kitchen
A sunroom with a ceiling fan, large windows, wicker furniture, and a brick floor.

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, (12 reviews)
"Very clean plenty of space in a quiet neighborhood FAMILY & YOUNG ONES enjoyed themselves."
United States
Michael J.
The price is £646
includes taxes & fees
15 Nov - 16 Nov
Private pickleball court, game room, sunroom & pool — near 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 £116
includes taxes & fees
16 Nov - 17 Nov
Apt. near Downtown Greenville (2BR/1BA, 3 beds)
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.

15. 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, (115 reviews)
"Fully equipped, comfortable beds…everything to make for an enjoyable stay. "
United States
Ron E.
The price is £163
includes taxes & fees
17 Nov - 18 Nov
The Blue Bungalow by Unity Park - Newly Renovated
A kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, a microwave, a sink, and a window.

16. Greenville 3BR Retreat | Screened Porch | 4.85*

Greenville 3BR Retreat | Screened Porch | 4.85*
Greenville
The price is £501
includes taxes & fees
28 Nov - 29 Nov
Greenville 3BR Retreat | Screened Porch | 4.85*
Property grounds

17. Boutique Wellness Retreat with Hot Tub Sleeps 5 Pets OK

Boutique Wellness Retreat with Hot Tub Sleeps 5 Pets OK
Greenville
10.0 out of 10, Exceptional, (2 reviews)
"Very clean house and lots of thoughtful amenities. This house is also only a couple of miles from downtown so the location was great! "
United States
Megan Z.
The price is £360
includes taxes & fees
15 Nov - 16 Nov
Boutique Wellness Retreat with Hot Tub Sleeps 5 Pets OK
A modern kitchen with stainless steel appliances, white cabinetry, and a herringbone tile backsplash.

18. 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
9.6 out of 10, Exceptional, (9 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 £175
includes taxes & fees
8 Dec - 9 Dec
Modern 2-room apartment • Perfect for Work & Family — 6 Minutes from Downtown Greenville
A modern kitchen with white cabinets and stainless steel appliances.

19. The Eighth - Renovated Cottage Near Downtown Greer

The Eighth - Renovated Cottage Near Downtown Greer
Greer
The price is £162
includes taxes & fees
29 Nov - 30 Nov
The Eighth - Renovated Cottage Near Downtown Greer
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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Learn more about Simpsonville

Heritage Park's amphitheatre hosts summer concerts where locals spread blankets under starry skies. Explore the charming city centre district, then cycle the Swamp Rabbit Trail connecting to nearby Greenville's vibrant food scene.

See all hotels in Simpsonville
A suspension bridge over a river with waterfalls, surrounded by greenery and urban buildings.

Top reviews in Simpsonville

An indoor swimming pool with a tiled floor, a covered area, and a seating area with chairs.
Drury Inn & Suites Greenville

Drury Inn & Suites Greenville

Drury Inn & Suites Greenville
Greenville

10/10 Excellent

The whole stay was superb, best yet. Fine hotel, staff friendly & helpful, manager exceptional. Can’t say enough about the experience. Would certainly return
United Kingdom
Anthony
Reviewed May 21, 2026
Drury Inn & Suites Greenville