Simpsonville Holiday Rentals

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Our top choices for Simpsonville holiday rentals

Whimsical 4 bedroom house with a cozy backyard

Whimsical 4 bedroom house with a cozy backyard
Simpsonville
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful home and lovely deck!"
United States
Stephanie H.
The price is NZ$752
includes taxes & fees
24 May - 25 May
Whimsical 4 bedroom house with a cozy backyard

Southern Charm Townhome

Southern Charm Townhome
Simpsonville
9.8 out of 10, Exceptional, (7 reviews)
"Very clean and welcoming. Would stay here again "
United States
Laura
The price is NZ$708
includes taxes & fees
25 May - 26 May
Southern Charm Townhome

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

Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways
Simpsonville
10.0 out of 10, Exceptional, (2 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. "
United States
Katie P.
The price is NZ$723
includes taxes & fees
27 May - 28 May
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

Luxury Retreat &Heated Pool Downtown Simpsonville-Game Room and more Up to 8 ppl

Luxury Retreat &Heated Pool Downtown Simpsonville-Game Room and more Up to 8 ppl
Simpsonville
9.6 out of 10, Exceptional, (12 reviews)
"Great home for family. We were in town for our daughter’s wedding and hosted a small family dinner the night before. The grill and outside area were awesome. "
United States
Dianne W.
The price is NZ$966
includes taxes & fees
4 June - 5 June
Luxury Retreat &Heated Pool Downtown Simpsonville-Game Room and more Up to 8 ppl

Peaceful Oasis Convenient to Greenville!

Peaceful Oasis Convenient to Greenville!
Simpsonville
10.0 out of 10, Exceptional, (114 reviews)
"The place was awesome. "
United States
Joe C.
The price is NZ$524
includes taxes & fees
14 June - 15 June
Peaceful Oasis Convenient to Greenville!

Historic 3BR with Porch & Fire Pit near Downtown

Historic 3BR with Porch & Fire Pit near Downtown
Simpsonville
9.8 out of 10, Exceptional, (6 reviews)
"Great stay everything was wonderful and the host was great. Would highly recommend."
United States
Tameka L.
The price is NZ$621
includes taxes & fees
22 June - 23 June
Historic 3BR with Porch & Fire Pit near Downtown

Upscale Spacious Retreat w/Game Room, Yard, Sleeps 12

Upscale Spacious Retreat w/Game Room, Yard, Sleeps 12
Simpsonville
The price is NZ$891
includes taxes & fees
14 June - 15 June
Upscale Spacious Retreat w/Game Room, Yard, Sleeps 12

Cozy cabin in the woods! Pets welcome!

Cozy cabin in the woods! Pets welcome!
Enoree
9.8 out of 10, Exceptional, (9 reviews)
"Location felt private, yet was close to the highway. Cute little cabin."
United States
Lindsay C.
The price is NZ$315
includes taxes & fees
23 May - 24 May
Cozy cabin in the woods! Pets welcome!

Luxury modern container home in a rural setting! Pet friendly!

Luxury modern container home in a rural setting! Pet friendly!
Enoree
9.6 out of 10, Exceptional, (10 reviews)
"The stay was great, the home was comfortably decorated and met all of my needs. Communication was prompt and easy!"
United States
Jonathan A.
The price is NZ$307
includes taxes & fees
24 May - 25 May
Luxury modern container home in a rural setting! Pet friendly!

Charming historic cottage in Enoree

Charming historic cottage in Enoree
Enoree
The price is NZ$324
includes taxes & fees
23 May - 24 May
Charming historic cottage in Enoree

Cozy, Updated 2BR/2.5BA End-Unit Townhome, Greer SC

Cozy, Updated 2BR/2.5BA End-Unit Townhome, Greer SC
Greer
9.0 out of 10, Wonderful, (9 reviews)
"House was perfect for our needs. Spacious and clean. Easy to access, good parking and good communication with host. "
United States
Christopher A.
The price is NZ$599
includes taxes & fees
31 May - 1 June
Cozy, Updated 2BR/2.5BA End-Unit Townhome, Greer SC

Historic 19th Century Cabin in Greenville

Historic 19th Century Cabin in Greenville
Greenville
9.4 out of 10, Exceptional, (10 reviews)
"unique ,cozy cabin!"
United States
Martha G.
The price is NZ$274
includes taxes & fees
24 May - 25 May
Historic 19th Century Cabin in Greenville

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

Whole House, sleeps 7, within walking distance to downtown Spartanburg!
Spartanburg
10.0 out of 10, Exceptional, (18 reviews)
"Host was great and we loved the house. It was perfect for a weekend getaway."
United States
Kimberly C.
The price is NZ$535
includes taxes & fees
25 May - 26 May
Whole House, sleeps 7, within walking distance to downtown Spartanburg!

Cozy Home one block from The Creek Golf Club

Cozy Home one block from The Creek Golf Club
Spartanburg
9.4 out of 10, Exceptional, (10 reviews)
"Amazing stay! The house was perfect for our family. "
United States
Rebecca O.
The price is NZ$623
includes taxes & fees
24 May - 25 May
Cozy Home one block from The Creek Golf Club

Secluded Tiny Home in Exclusive Paris Mountain!

Secluded Tiny Home in Exclusive Paris Mountain!
Greenville
10.0 out of 10, Exceptional, (8 reviews)
"Great location, quiet and perfect for a couple stay. "
United States
craig d.
The price is NZ$281
includes taxes & fees
25 May - 26 May
Secluded Tiny Home in Exclusive Paris Mountain!

Fairview Luxury Oasis

Fairview Luxury Oasis
Spartanburg
10.0 out of 10, Exceptional, (29 reviews)
"Very clean, comfortable, and well appointed. "
United States
Kirk P.
The price is NZ$640
includes taxes & fees
25 May - 26 May
Fairview Luxury Oasis

~2 Bedroom Cozy Gem 💎 5 minutes from Downtown Spartanburg~

~2 Bedroom Cozy Gem 💎 5 minutes from Downtown Spartanburg~
Spartanburg
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay. Everything was wonderful."
United States
Ewell V.
The price is NZ$364
includes taxes & fees
16 June - 17 June
~2 Bedroom Cozy Gem 💎 5 minutes from Downtown Spartanburg~

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)
"It was great! Close to downtown, clean property, great amenities. Very comfortable. Other than a lot of construction / messiness going on in the neighborhood (not the owners fault at all), we had a perfect stay."
United States
Tyler
The price is NZ$371
includes taxes & fees
3 June - 4 June
Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

Modern Escape | Pool | Easy Access to DT & More!

Modern Escape | Pool | Easy Access to DT & More!
Greenville
9.8 out of 10, Exceptional, (7 reviews)
"Very clean. Nice and quiet space. "
United States
Heather
The price is NZ$379
includes taxes & fees
26 May - 27 May
Modern Escape | Pool | Easy Access to DT & More!

⭐️Hot Tub⭐️ Luxury Getaway Near GSP Airport Downtown Greer Greenville Spartanburg

⭐️Hot Tub⭐️ Luxury Getaway Near GSP Airport Downtown Greer Greenville Spartanburg
Lyman
10.0 out of 10, Exceptional, (42 reviews)
"2nd time staying, great place."
United States
DAWN M.
The price is NZ$391
includes taxes & fees
25 May - 26 May
⭐️Hot Tub⭐️ Luxury Getaway Near GSP Airport Downtown Greer Greenville Spartanburg
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

Find out more about Simpsonville

Everything you need to know about Simpsonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simpsonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpsonville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Simpsonville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simpsonville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simpsonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpsonville holiday rentals we have selected for you start as low as NZ$192 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Simpsonville rentals

At Expedia, we put the best Simpsonville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Simpsonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpsonville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpsonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Simpsonville?

Yes, there are holiday rentals in Simpsonville close to Simpsonville Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Simpsonville is known for its sporting events and live music. Make sure you have time to check out the theatres while you're in the area.

What are some of the best holiday rentals that Simpsonville has to offer?

Near Downtown, 3 Bed 3 Bath, 2 EnSuite, FirePit, Fenced Yard Great for Pets: This holiday home rental outside of Simpsonville offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Simpsonville?

With 47 Expedia holiday rentals, you're guaranteed 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 Simpsonville City Hall and Regal Simpsonville.

What are holiday rentals like in Simpsonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Simpsonville. Holiday rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.