Book Holiday Homes in Simpsonville

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Featured Holiday Homes in Simpsonville

Le Downtown French Maison- LUXURY Greer Home w/Firepit

Le Downtown French Maison- LUXURY Greer Home w/Firepit

Greer SC
Located in Greer, this vacation home is within a 15-minute walk of Greer City Hall and Historic Greer Depot.
Opens in a new windowLe Downtown French Maison- LUXURY Greer Home w/Firepit
Near Downtown, 3 Bed 3 Bath, 2 EnSuite, FirePit, Fenced Yard Great for Pets

Near Downtown, 3 Bed 3 Bath, 2 EnSuite, FirePit, Fenced Yard Great for Pets

Greenville SC
With a stay at this vacation home in Greenville, you'll be within a 15-minute drive of Haywood Mall and Swamp Rabbit Trail.
Opens in a new windowNear Downtown, 3 Bed 3 Bath, 2 EnSuite, FirePit, Fenced Yard Great for Pets
Travelers Rest Treasure - Pets Welcome    Sleeps 8  3 Bedroom 2 Bath

Travelers Rest Treasure - Pets Welcome Sleeps 8 3 Bedroom 2 Bath

Travelers Rest SC
With a stay at this vacation home in Travelers Rest, you'll be within a 5-minute drive of Swamp Rabbit Trail and Carolina Honey Bee Company.
Opens in a new windowTravelers Rest Treasure - Pets Welcome Sleeps 8 3 Bedroom 2 Bath
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Perfect 3 Bedroom Home near Woodruff Rc,

Perfect 3 Bedroom Home near Woodruff Rc,

Greenville SC
With a stay at this vacation home in Greenville, you'll be within a 15-minute drive of Bon Secours Wellness Arena and Frankie's Fun Park.
Opens in a new windowPerfect 3 Bedroom Home near Woodruff Rc,
Bungalow Home with EV charger - No Cleaning Fee

Bungalow Home with EV charger - No Cleaning Fee

Spartanburg SC
When you stay at this vacation home in Spartanburg, you'll be within a 10-minute drive of North Towne Commons and North Town Center.
Opens in a new windowBungalow Home with EV charger - No Cleaning Fee
Near great hiking trails and the friendly amenities of downtown Travelers Rest

Near great hiking trails and the friendly amenities of downtown Travelers Rest

Travelers Rest SC
Located in Travelers Rest, this vacation home is within a 15-minute walk of Swamp Rabbit Trail and Prisma Health North Greenville Hospital.
Opens in a new windowNear great hiking trails and the friendly amenities of downtown Travelers Rest
Cozy 2 bedroom Townhome in Spartanburg, SC

Cozy 2 bedroom Townhome in Spartanburg, SC

Spartanburg SC
Located in Spartanburg, this vacation home is within a 5-minute drive of Plankowner Brewing Co. and Milliken Arboretum.
Opens in a new windowCozy 2 bedroom Townhome in Spartanburg, SC
Charming pet-friendly Greenville house with mountain setting and fenced yard

Charming pet-friendly Greenville house with mountain setting and fenced yard

Greenville SC
With a stay at this vacation home in Greenville, you'll be within a 15-minute drive of Bon Secours Wellness Arena and University Square Shopping Center.
Opens in a new windowCharming pet-friendly Greenville house with mountain setting and fenced yard
Whole House, sleeps 7,  within walking distance to downtown Spartanburg!

Whole House, sleeps 7, within walking distance to downtown Spartanburg!

Spartanburg SC
With a stay at this vacation home in Spartanburg, you'll be within a 15-minute walk of The Showroom Gallery and Performance Hall and Morgan Square.
Opens in a new windowWhole House, sleeps 7, within walking distance to downtown Spartanburg!
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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.

Simpsonville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Simpsonville vacation homes are the perfect way for you to wing it.

Holiday houses in Simpsonville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Simpsonville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Simpsonville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Simpsonville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Simpsonville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Simpsonville Holiday Homes essential information

Accommodation
564 Holiday Homes
Lowest Price
AU$102
Highest Price
AU$191
Popular accommodation
Le Downtown French Maison- LUXURY Greer Home w/Firepit, Near Downtown, 3 Bed 3 Bath, 2 EnSuite, FirePit, Fenced Yard Great for Pets, Travelers Rest Treasure - Pets Welcome Sleeps 8 3 Bedroom 2 Bath, Perfect 3 Bedroom Home near Woodruff Rc,, Bungalow Home with EV charger - No Cleaning Fee, Near great hiking trails and the friendly amenities of downtown Travelers Rest , Cozy 2 bedroom Townhome in Spartanburg, SC, Charming pet-friendly Greenville house with mountain setting and fenced yard, Whole House, sleeps 7, within walking distance to downtown Spartanburg!

Top trending hotels in Simpsonville

Hampton Inn Simpsonville

Hampton Inn Simpsonville

2.5 out of 5
3934 Grandview Dr Simpsonville SC
The price is AU$191 per night from 12 Apr to 13 Apr
AU$191
12 Apr - 13 Apr
includes taxes & fees
With a stay at Hampton Inn Simpsonville in Simpsonville, you'll be in the suburbs, just a 4-minute walk from Fairview Station and 6 minutes by foot from Simpsonville ...
Opens in a new windowHampton Inn Simpsonville
Comfort Suites Simpsonville - Greenville

Comfort Suites Simpsonville - Greenville

2.5 out of 5
3971 Grandview Dr Simpsonville SC
Fully refundable
The price is AU$164 per night from 18 Apr to 19 Apr
AU$164
18 Apr - 19 Apr
includes taxes & fees
When you stay at Comfort Suites Simpsonville - Greenville in Simpsonville, you'll be near the airport, within a 5-minute drive of Fairview Corners II and Fairview ...
Opens in a new windowComfort Suites Simpsonville - Greenville
Fairfield Inn & Suites by Marriott Greenville Simpsonville

Fairfield Inn & Suites by Marriott Greenville Simpsonville

3 out of 5
3821 Grandview Dr Simpsonville SC
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 29 Mar to 30 Mar
AU$145
29 Mar - 30 Mar
includes taxes & fees
When you stay at Fairfield Inn & Suites by Marriott Greenville Simpsonville in Simpsonville, you'll be in the suburbs, within a 10-minute walk of Foxwood Recreation ...
Opens in a new windowFairfield Inn & Suites by Marriott Greenville Simpsonville
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Quality Inn Simpsonville - Greenville

Quality Inn Simpsonville - Greenville

2.5 out of 5
3755 Grandview Dr Simpsonville SC
Fully refundableReserve now, pay when you stay
The price is AU$102 per night from 19 Apr to 20 Apr
AU$102
19 Apr - 20 Apr
includes taxes & fees
Located in Simpsonville, Quality Inn Simpsonville - Greenville is a 3-minute drive from Heritage Park and 10 minutes from Discovery Island Water Park.
Opens in a new windowQuality Inn Simpsonville - Greenville
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.