Simpsonville vacation rentals

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Top-rated vacation rentals in Simpsonville

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Fountain Inn

4.92 out of 5 average rating, 262 reviews

Main Street Guest Cottage

The Main Street Cottage is close to downtown Fountain Inn, five excellent restaurants, the county library, Younts performance center, museum, Farmers Market, Swamp Rabbit Trail (hiking, cycling), and I-385 (Greenville in 20 min). You’ll love this separate apartment because of the location, the outdoors space and the small town ambiance. Very good for couples, business travelers, and families (with kids). We are within two blocks of downtown, but the apartment enjoys a quiet residential setting.

Jun 14 – 21

R1,580 ZAR per night

Guest favorite

Apartment in Taylors

4.98 out of 5 average rating, 252 reviews

Indigo Terrace Luxury Bathroom Couples Retreat

Indigo Terrace is a brand new one-bedroom basement apartment perfect for a couple, small family or business traveler. This modern space features a beautiful, spacious bathroom (with tub for 2!), full kitchen, one bedroom with queen bed, and sleeper sofa in living room. It’s located in a quiet, tree-lined neighborhood and has a private driveway & entrance with self check-in. Conveniently situated off a main road, it's close to GSP airport, Taylors Mill, and just 8 miles from downtown Greenville.

Jun 25 – Jul 2

R1,974 ZAR per night

Guest favorite

Home in Simpsonville

4.97 out of 5 average rating, 187 reviews

Willow Oak Retreat // Comfy beds & Large backyard!

Welcome to Willow Oak Retreat! We cant wait to host you! - Clean and sanitized with care, contactless entry - Private deck with grill and eating area - Fully equipped kitchen with tea, coffee and snacks - Safe and quiet neighborhood - 1 mile to all of downtown Simpsonville's restaurants and shops - 1 mile to huge park including playground, frisbee golf, tennis, basketball and farmers market. - Short 20 minute drive to downtown Greenville - Perfect for families and those traveling for work!

Aug 26 – Sep 2

R2,936 ZAR per night

Guest favorite

Tiny home in Greenville

4.93 out of 5 average rating, 138 reviews

Tiny house that isn’t tiny but it is beautiful!

This home is located in a extremely quiet, well managed community. Near both Prisma and Bon Secours hospitals. Within 5 minutes of downtown Greenville. 250 square foot dog run. Up to two dogs under 12 pounds and fully house trained allowed. If you love to cook this kitchen is for you. And if you want to grill check out the Big Green Egg Grill. Love to ride or hike - we are very close to Swamp Rabbit Trail and many other nature parks. Bikes can be kept in the laundry building off the deck.

Nov 22 – 29

R1,873 ZAR per night

Superhost

Shipping container in Greenville

4.83 out of 5 average rating, 158 reviews

Container Cottage

Our Container Cottage is a rustic, former shipping container, now cozy cottage. Enjoy Greenville, SC at the only container home conveniently located to downtown Greenville. Sleep easy knowing that the neighborhood is safe. A fire station is located just a block over. The entire interior of the home is crafted with reclaimed wood. A short drive to downtown. Fenced in yard and dog friendly. Just a street over from a busy highway to which we have no control over the sound that carries over.

May 20 – 27

R1,847 ZAR per night

Guest favorite

Guesthouse in Greenville

4.99 out of 5 average rating, 356 reviews

The Cottage at Old Oaks Farm

Built in the early 1900's, this serene cottage is located approximately one mile from Furman University at the base of Paris Mt. It has been lovingly improved, but the floors are a bit slanted and no corner is exactly square. Located in a neighborhood on a five acre farm, it consists of three large rooms, comfortably furnished and lots of natural light. The cottage is convenient to downtown Greenville(5 miles),Travelers Rest, Furman, and the Swamp Rabbit Trail. No pet fee or cleaning fee.

Mar 3 – 10

R2,231 ZAR per night

Superhost

Tiny home in Greenville

4.86 out of 5 average rating, 178 reviews

Teeny House (monthly discounts)

Designed for the solo traveler (no more than one person allowed), this micro space is an 8'x12' free standing teeny house with just enough room for a twin bed and a bathroom with a 36" square shower, a sink and toilet. In the hospitality world, this is called a “layover”— a comfortable, one person spot to rest your head and a clean, hot shower. Located between 2 other Airbnbs on the same property, so you will likely see other guests coming and going, but the space is completely private.

Apr 26 – May 3

R1,033 ZAR per night

Guest favorite

Farm stay in Fountain Inn

4.94 out of 5 average rating, 137 reviews

The Fountain Moon Cabin on Hidden Pasture Farm

Such a unique property, do not miss this special place. We have so much to offer nature and animal lovers. Quiet and peaceful, The Fountain Moon Cabin at Hidden Pasture Unicorn Farm® is a breathtaking getaway to relax and enjoy nature or some good old fashioned gettin' back to center, your center. We are nestled on small pond with dock, canoe and paddle boat, plus fishing. We have trails and a wonderful agritourism visiting area and are the only visiting Unicorn Farm® in the world.

Oct 4 – 11

R2,309 ZAR per night

Guest favorite

Home in Greenville

4.98 out of 5 average rating, 128 reviews

2 Living Spaces -2800 ft.²- Sleeps 10

This spacious split-level house is in a quiet neighborhood and has plenty of room for 10 guests. Enjoy a king bed in the master bedroom, and 3 additional bedrooms, each featuring a queen bed. 2 single trundle beds are also available for the little ones. This home has space to gather everyone together or spread out and have some quiet time. Some fun features of this home are an outdoor fire pit, pool table, fenced backyard, deck with grill, and 3 smart TVs. 4 bedroom 3 bath home.

Nov 30 – Dec 7

R4,169 ZAR per night

Guest favorite

Apartment in Simpsonville

4.99 out of 5 average rating, 243 reviews

Five Forks' Best Kept Secret! 1 Bedroom Apt

This inviting 1 bedroom apartment in the popular Five Forks area is tucked away on a private, 7-acre property set back from the road. Our central location makes commuting a breeze. The ramp to the porch and private entrance as well as the handrail in the bathroom makes the home handicapped friendly. The apartment includes a well-equipped kitchen and thoughtfully appointed dining/living room, bedroom and bathroom. You will enjoy a hybrid mattress that will ensure restful sleep.

Feb 3 – 10

R1,611 ZAR per night

Guest favorite

Home in Greenville

4.99 out of 5 average rating, 196 reviews

Grateful GVL Gathering

Welcome to Grateful GVL Gathering! Experience all that Greenville has to offer with this newly renovated home that has everything you'll need for your stay. Conveniently located in the Greater Overbrook neighborhood only 1.5 miles from downtown. Whether you're looking to shop and explore, see a show at Bon Secours Arena, enjoy the great outdoors, or attend a Clemson game, this location is perfect for any and all travelers!

Feb 27 – Mar 6

R2,202 ZAR per night

Superhost

Apartment in Simpsonville

4.92 out of 5 average rating, 123 reviews

Private Apartment in Great Location

Stay in a tastefully decorated basement apartment with its own entrance close to downtown Simpsonville with eating, shopping, and healthcare within a mile or two. Convenient to I-385 and only 15 minutes from downtown Greenville with all of its amenities. This apartment comes with 2 bedrooms, 1 bath, full kitchen and living room. It can accommodate 2-3 couples (extra sleeper sofa) or a family. Wifi and Smart TV included.

May 8 – 15

R1,910 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Simpsonville vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Simpsonville's top sights

CCNB Amphitheatre at Heritage Park8 locals recommend

Heritage Park9 locals recommend

Regal Simpsonville & IMAX9 locals recommend

Applebee's Grill + Bar5 locals recommend

Papa's and Beer, Simpsonville11 locals recommend

Ice Cream Station19 locals recommend

Other great vacation rentals in Simpsonville

Guest favorite

Guesthouse in Fountain Inn

5.0 out of 5 average rating, 57 reviews

Upscale cottage in Downtown Fountain Inn

May 24 – 31

R2,071 ZAR per night

Guest favorite

Home in Fountain Inn

4.83 out of 5 average rating, 6 reviews

Fully Furnished Cozy 1 bd home

Sep 13 – 20

R1,454 ZAR per night

Guest favorite

Home in Simpsonville

4.96 out of 5 average rating, 83 reviews

3 bedroom Cottage minutes from downtown S’ville

Oct 3 – 10

R2,942 ZAR per night

Guest favorite

Guesthouse in Fountain Inn

4.83 out of 5 average rating, 89 reviews

The Woodlands - Spacious Apt in Central Location!

Sep 28 – Oct 5

R1,461 ZAR per night

Guest favorite

Apartment in Simpsonville

4.9 out of 5 average rating, 10 reviews

Private and convenient apartment in Simpsonville

May 26 – Jun 2

R1,210 ZAR per night

Guest favorite

Home in Simpsonville

4.96 out of 5 average rating, 26 reviews

"Red Barn Retreat"

Nov 5 – 12

R2,985 ZAR per night

Guest favorite

Cabin in Simpsonville

5.0 out of 5 average rating, 31 reviews

Downtown Simpsonville Cozy Cabin

Jan 8 – 15

R2,923 ZAR per night

Guest favorite

Home in Simpsonville

5.0 out of 5 average rating, 20 reviews

House Frieda

Jul 11 – 18

R3,155 ZAR per night

Show all

Other great vacation rentals in Simpsonville

Guest favorite

Home in Simpsonville

5.0 out of 5 average rating, 32 reviews

Cheerful 2-bedroom residential home

Mar 29 – Apr 5

R2,574 ZAR per night

Guest favorite

Home in Simpsonville

5.0 out of 5 average rating, 17 reviews

Scenic Simpsonville Studio

Oct 1 – 8

R1,770 ZAR per night

Guest favorite

Guesthouse in Simpsonville

4.99 out of 5 average rating, 74 reviews

The Loft at Helen

Sep 26 – Oct 3

R1,982 ZAR per night

Guest favorite

Guest suite in Simpsonville

4.97 out of 5 average rating, 79 reviews

Godfrey Suite is upstairs in Century Old Farmhouse

Nov 3 – 10

R1,816 ZAR per night

Guest favorite

Tiny home in Greenville

5.0 out of 5 average rating, 34 reviews

Upscale Tiny Home close to downtown Greenville

Jun 14 – 21

R2,214 ZAR per night

Guest favorite

Home in Fountain Inn

4.95 out of 5 average rating, 20 reviews

Peaceful retreat in the country.

Jun 21 – 28

R2,181 ZAR per night

Guest favorite

Home in Simpsonville

4.92 out of 5 average rating, 73 reviews

Simple Circle Cottage - Quiet. Quaint. Close.

Jun 15 – 22

R3,078 ZAR per night

Superhost

Home in Simpsonville

4.94 out of 5 average rating, 18 reviews

Yellow Door Cottage Home

Dec 25 – Jan 1

R2,296 ZAR per night

Show all

Quick stats about vacation rentals in Simpsonville

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
R575 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Simpsonville?
Four-legged friends are welcome in Simpsonville. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Simpsonville?
Yes! Work meets play with ease at over 30 vacation rentals in Simpsonville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Simpsonville have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Simpsonville. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Simpsonville?
Experience the best of Simpsonville with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Simpsonville?
Simpsonville has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Simpsonville have wireless internet?
Absolutely! We offer over 40 house rentals with wireless internet in Simpsonville. Enjoy a tailored experience with all the comforts you desire.

Simpsonville vacation rentals

Top-rated vacation rentals in Simpsonville

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Simpsonville vacation rentals

Stay near Simpsonville's top sights

Other great vacation rentals in Simpsonville

Guesthouse in Fountain Inn

Home in Fountain Inn

Home in Simpsonville

Guesthouse in Fountain Inn

Apartment in Simpsonville

Home in Simpsonville

Cabin in Simpsonville

Home in Simpsonville

Other great vacation rentals in Simpsonville

Home in Simpsonville

Home in Simpsonville

Guesthouse in Simpsonville

Guest suite in Simpsonville

Tiny home in Greenville

Home in Fountain Inn

Home in Simpsonville

Home in Simpsonville

Quick stats about vacation rentals in Simpsonville

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Simpsonville?

Are there vacation rentals with a dedicated workspace in Simpsonville?

Do house rentals in Simpsonville have air conditioning?

How much does it cost to stay in house rentals in Simpsonville?

Are there family-friendly house rentals in Simpsonville?

Do house rentals in Simpsonville have wireless internet?

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