Simpsonville Holiday Homes from £171: Search Holiday Homes in Simpsonville

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

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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.

A bedroom with a large bed, two windows with curtains, a wall-mounted lamp, and a floral artwork.

A row of townhouses with a stone facade, multiple windows, and a welcoming entrance with chairs and a small table.

A clean, modern entryway with a white door, a black rug, and a staircase with wooden railings.

1. Southern Charm Townhome

Southern Charm Townhome

Simpsonville

10.0 out of 10, Exceptional, (11 reviews)

10/10

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."

Brianna F.

The price is £308

£308

includes taxes & fees

28 Sept - 29 Sept

Southern Charm Townhome

A bedroom with a bed, a ceiling fan, a television, and a door leading to a bathroom.

An outdoor seating area with a wooden deck, a fire pit, and chairs.

A modern kitchen with a stainless steel refrigerator, a built-in oven, and a dishwasher. There are windows with blinds, a countertop with a toaster, and a coffee maker.

A laundry room with two front-loading washing machines, a gray cabinet with a microwave, and a wooden accent wall.

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

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

Simpsonville

The price is £247

£247

includes taxes & fees

27 Oct - 28 Oct

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

A modern bedroom with a large bed, a bedside table with a lamp, a grey wall with a painting, and a view into another room.

A hallway with wooden flooring, a coat rack, a decorative mirror wall, and a door leading to a laundry room.

A modern kitchen with white cabinets, a built-in oven, and a window providing natural light.

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)

9.0/10

Wonderful

(9 reviews)

"Close to town easy walk to dinner"

Gary g.

The price is £247

£247

includes taxes & fees

26 Oct - 27 Oct

Historic 3BR with Porch & Fire Pit near Downtown

A house with a swimming pool, a covered patio, and a well-maintained lawn.

A modern kitchen with white cabinetry, stainless steel appliances, granite countertops, and a large window providing natural light.

A modern living room with a fireplace, white furniture, and a dining area visible through an open door.

A modern dining room with a fireplace, white furniture, and a chandelier.

4. Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Retreat & Heated Pool Downtown Simpsonville

Simpsonville

9.6 out of 10, Exceptional, (15 reviews)

9.6/10

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."

Tammy L.

The price is £376

£376

includes taxes & fees

28 Sept - 29 Sept

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.

A residential area with a swimming pool, well-maintained lawns, and houses in the background.

A dining area with a wooden table, beige upholstered chairs, a chandelier, and a view through large windows.

A spacious living room with a dining area, a white door, and a small side table with a lamp.

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, (12 reviews)

9.8/10

Exceptional

(12 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. "

Katie P.

The price is £273

£273

includes taxes & fees

5 Oct - 6 Oct

Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

A spacious living room with two sofas, a coffee table, and a ceiling fan.

A modern kitchen with white cabinets, a central island with seating, and a microwave above it.

A modern bedroom with a wooden floor, a bed with white bedding, a nightstand with a lamp, and a TV on a stand.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

6. Peaceful Oasis Convenient to Greenville!

Peaceful Oasis Convenient to Greenville!

Simpsonville

10.0 out of 10, Exceptional, (115 reviews)

10/10

Exceptional

(115 reviews)

"Pet friendly"

Debra C.

The price is £234

£234

includes taxes & fees

18 Oct - 19 Oct

Peaceful Oasis Convenient to Greenville!

A laundry room with a dishwasher, two stacked washers, and a shelf with cleaning supplies.

A single-story mobile home with a covered patio area, a large window, and a utility box.

A hotel room with a large bed, two decorative pillows, a nightstand with a lamp, and two wall-mounted pictures.

A kitchen with white cabinets, a stove, a microwave, and a coffee maker.

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 £550

£550

includes taxes & fees

28 Sept - 29 Sept

Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

A living room with a fireplace, a sectional sofa, a coffee table, and a ceiling fan.

A bedroom with a bed, a ceiling fan, a door, and a dresser.

A modern living room with a sectional sofa, a round coffee table, and a patterned rug.

8. Walk to BridgeWay Station! Home w/ Pool Access

Walk to BridgeWay Station! Home w/ Pool Access

Simpsonville

The price is £358

£358

includes taxes & fees

1 Oct - 2 Oct

Walk to BridgeWay Station! Home w/ Pool Access

A hot tub under a wooden pergola with a view of a backyard and trees.

A hotel room with two beds, white bedding, a small bedside table with a lamp, and wall decor including a framed plant and a rattan wall hanging.

9. 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)

10/10

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!!!"

Shelley S.

The price is £350

£350

includes taxes & fees

20 Oct - 21 Oct

Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.

A compact room with a dark wooden desk, a white chair, a lamp, and a door leading to another room.

A neatly made bed with patterned pillows, a grey blanket, and a black makeup bag labeled "Makeup" on a grey textured surface.

A living room with a TV, remote controls, books, and a potted plant.

10. 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, (108 reviews)

9.8/10

Exceptional

(108 reviews)

"Fully equipped, comfortable beds…everything to make for an enjoyable stay. "

Ron E.

The price is £171

£171

includes taxes & fees

28 Sept - 29 Sept

The Blue Bungalow by Unity Park - Newly Renovated

A wooden staircase leading to a house with two doors, one marked with an 'A' and the other with a 'B'. A 'No Trespassing' sign is visible on the right.

A modern living room with a wooden dining table, dark chairs, a grey sofa, and a TV stand.

A compact laundry room with two stacked front-loading washing machines, a white door, and a small step leading to the machines.

11. 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)

9.8/10

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."

lisa E.

The price is £205

£205

includes taxes & fees

28 Sept - 29 Sept

Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.

A living room with two sofas, a coffee table, and a dining area with a table and chairs.

A dining area with a wooden table, a metal tray with jars, and a mirror on the wall.

A modern kitchen with white cabinets, a wooden countertop, and a built-in island with bar stools.

A neatly made bed with a towel and slippers, two bedside tables with lamps, a painting above the bed, and a window with curtains.

12. Morning Medow Retreat

Morning Medow Retreat

Fountain Inn

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Our host Laura definitely stood out! Superstar human !!! We were in town for a funeral and she was very accommodating and kind. Communication was excellent, the home is very clean and cozy and huge!!! Our family lives 20 minutes from there so we plan to be back! "

Jennifer P.

The price is £591

£591

includes taxes & fees

11 Oct - 12 Oct

Morning Medow Retreat

A sunroom with a ceiling fan, large windows, wicker furniture, and a brick floor.

A sunlit room with wicker furniture, a ceiling fan, and a coffee station.

A two-story house with a front porch and a driveway leading to the entrance.

A kitchen counter with a coffee maker, a coffee pot, and a coffee grinder. There are also bottles of coffee and a bag of coffee beans.

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)

10/10

Exceptional

(11 reviews)

"Very clean plenty of space in a quiet neighborhood FAMILY & YOUNG ONES enjoyed themselves."

Michael J.

The price is £654

£654

includes taxes & fees

28 Sept - 29 Sept

Private pickleball court, game room, sunroom & pool — near Greenville

A modern kitchen with stainless steel appliances, white cabinetry, and a herringbone tile backsplash.

A single-story house with a dark roof, white siding, and a front porch.

A living room with a grey sofa, a coffee table with a plant, and a TV displaying a weather radar.

A bedroom with two beds, a large window, and a wooden floor.

14. Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

Greenville

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 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."

Anonymous traveller

The price is £179

£179

includes taxes & fees

6 Oct - 7 Oct

Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

A modern kitchen with white cabinetry, granite countertops, a built-in oven, and a microwave.

A room with a large window, a staircase, and a view of a deck.

A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and a window with curtains.

A modern living room with a blue sofa, a dining area with wooden chairs, a kitchen with a granite countertop, and a ceiling fan.

15. Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown

Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown

Greenville

9.6 out of 10, Exceptional, (17 reviews)

9.6/10

Exceptional

(17 reviews)

"Overall great stay!"

Ksenia F.

The price is £267

£267

includes taxes & fees

28 Sept - 29 Sept

Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown

A modern living room with a brown leather sofa, a wooden coffee table, a fireplace, and a television.

A hotel room with a large bed, a bedside table, a lamp, and a window with curtains.

16. 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)

10/10

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! "

Megan Z.

The price is £335

£335

includes taxes & fees

28 Sept - 29 Sept

Boutique Wellness Retreat with Hot Tub Sleeps 5 Pets OK

A covered patio with wooden furniture, large windows, and a ceiling fan.

A modern kitchen with white cabinets, a glass dining table, and a black hanging light fixture.

A wooden chair with a cushion and a pillow with text, a cactus, and a wooden table with a cactus-patterned placemat.

A modern living room with a fireplace, round wooden tables, a sofa, and a TV mounted on the wall.

17. The Greenville Nest - Retreat & Relaxation Home

The Greenville Nest - Retreat & Relaxation Home

Greenville

10.0 out of 10, Exceptional, (17 reviews)

10/10

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."

Katryn C.

The price is £271

£271

includes taxes & fees

5 Oct - 6 Oct

The Greenville Nest - Retreat & Relaxation Home

18. 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)

10/10

Exceptional

(4 reviews)

"House was accommodating for our large group "

Sterling N.

The price is £669

£669

includes taxes & fees

12 Oct - 13 Oct

Family Poolside Oasis & Guest Suite 5BR/4BA & YARD

19. Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything

Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything

Greenville

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Clean room. Nice location"

Victor B.

The price is £317

£317

includes taxes & fees

11 Oct - 12 Oct

Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything

A two-story building with a stone entrance gate, a sign reading "West End Cottages 20 Howe Street," and a clear blue sky in the background.

A residential house with a stone foundation, a covered porch, and a patio area with outdoor furniture.

A spacious dining area with a long wooden table and white chairs, a fireplace, and a ceiling fan.

A modern kitchen with white cabinets, stainless steel appliances, and hardwood flooring.

20. Reedy River Retreat - Walk to Everything Downtown

Reedy River Retreat - Walk to Everything Downtown

Greenville Downtown

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Great locations and very nice place "

annalee j.

The price is £373

£373

includes taxes & fees

4 Oct - 5 Oct

Reedy River Retreat - Walk to Everything Downtown

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

Comfort Inn Greenville - Haywood Mall

10/10 Excellent

"Great place to stay and very affordable"

Amy 4-night trip

Posted 16 hours ago

Comfort Inn Greenville - Haywood Mall

Hotel Hartness

10/10 Excellent

"Great new hotel. Stayed for a ngiht on a work trip and was very impressed with the design of the property."

Geoffrey 1-night trip

Posted 20 hours ago

Hotel Hartness

Grand Bohemian Lodge Greenville, Autograph Collection

10/10 Excellent

"Absolutely gorgeous, right out of a fairy tale. Location was perfect. Close to restaurants, shops walking/biking trail. I would definitely recommend going there if you can it’s worth it."

Melissa 2-night trip

Posted 23 hours ago

Grand Bohemian Lodge Greenville, Autograph Collection

Hyatt Place Greenville Downtown

10/10 Excellent

"Nice overnight stay. The room was clean and spacious. We were in town for a concert that got postponed, but decided to still come. We are glad we did. The breakfast was pretty decent as well,"

Juanita 1-night trip

Posted 2 days ago

Hyatt Place Greenville Downtown

Fairfield Inn & Suites by Marriott Greenville Simpsonville

10/10 Excellent

"Na"

Shedricka 3-night trip

Posted 2 days ago

Fairfield Inn & Suites by Marriott Greenville Simpsonville

Embassy Suites by Hilton Greenville Downtown Riverplace

10/10 Excellent

"Easy check in and check out. Friendly staff and great Breakfast."

Tom 4-night trip

Posted 3 days ago

Embassy Suites by Hilton Greenville Downtown Riverplace

Mint House Greenville Downtown by Kasa

10/10 Excellent

"Great place to stay!would stay again!"

Amanda 1-night trip

Posted 3 days ago

Mint House Greenville Downtown by Kasa

Hyatt Place Greenville/Haywood

8/10 Good

"The staff was lovely and the rooms were great nice comfortable bed. We had a really nice view from the window on the fifth floor. The only thing was they were doing renovations which I wasn’t expecting. Other than that everything was great."

Faviola 1-night trip

Posted 5 days ago

Hyatt Place Greenville/Haywood

Find out more about Simpsonville

Simpsonville Holiday Homes information

Number of reviews	341
Accommodation	620 Holiday Homes
Lowest Price	£171
Highest Price	£669

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Simpsonville on Expedia.com

Search Holiday Homes in Simpsonville

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Simpsonville holiday homes

1. Southern Charm Townhome

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

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

4. Luxury Retreat & Heated Pool Downtown Simpsonville

5. Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

6. Peaceful Oasis Convenient to Greenville!

7. Entire Duplex with Backyard Firepit | Sleeps 12 | Great for Groups and Families!

8. Walk to BridgeWay Station! Home w/ Pool Access

9. Hot Tub & Mini Golf · Fenced Yard · Covered Patio for Groups · Sleeps8 · Pets OK

10. The Blue Bungalow by Unity Park - Newly Renovated

11. Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.

12. Morning Medow Retreat

13. Private pickleball court, game room, sunroom & pool — near Greenville

14. Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

15. Modern 3BR Greenville Stay | Close to Dining, Parks & Downtown

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

17. The Greenville Nest - Retreat & Relaxation Home

18. Family Poolside Oasis & Guest Suite 5BR/4BA & YARD

19. Cozy 2-Bedroom Retreat in Serene Greenville – Close to Everything

20. Reedy River Retreat - Walk to Everything Downtown

Find holiday rentals that suit your style

Top Simpsonville Hotel Reviews

Comfort Inn Greenville - Haywood Mall

Find out more about Simpsonville

Simpsonville Holiday Homes information

Explore a world of travel with Expedia