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

Simpsonville Vacation Rentals

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Our top choices for Simpsonville vacation rentals

Peaceful Oasis Convenient to Greenville!

Peaceful Oasis Convenient to Greenville!
Simpsonville
10.0 out of 10, Exceptional, (115 reviews)
"The place was awesome. "
United States
Joe C.
The price is CA $180
CA $442 total
includes taxes & fees
Jul 13 - Jul 14
Peaceful Oasis Convenient to Greenville!

Southern Charm Townhome

Southern Charm Townhome
Simpsonville
9.8 out of 10, Exceptional, (7 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."
United States
Brianna F.
The price is CA $186
CA $598 total
includes taxes & fees
Jul 2 - Jul 3
Southern Charm Townhome

Historic 3BR with Porch & Fire Pit near Downtown

Historic 3BR with Porch & Fire Pit near Downtown
Simpsonville
9.8 out of 10, Exceptional, (7 reviews)
"Great stay everything was wonderful and the host was great. Would highly recommend."
United States
Tameka L.
The price is CA $180
CA $482 total
includes taxes & fees
Jul 27 - Jul 28
Historic 3BR with Porch & Fire Pit near Downtown

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, (4 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 CA $415
CA $611 total
includes taxes & fees
Jun 29 - Jun 30
Spacious 5-BR Retreat in Simpsonville, SC – Perfect for Gatherings & Getaways

Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Retreat & Heated Pool Downtown Simpsonville
Simpsonville
9.6 out of 10, Exceptional, (13 reviews)
"The home was wonderful!!! We are local residents that was having some repairs done at our home and found this home to be a very nice home away from home. We would stay here again without hesitation."
United States
Timothy S.
The price is CA $392
CA $742 total
includes taxes & fees
Jul 12 - Jul 13
Luxury Retreat & Heated Pool Downtown Simpsonville

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

Luxury modern container home in a rural setting! Pet friendly!
Enoree
9.2 out of 10, Wonderful, (11 reviews)
"Great communication! "
United States
Susan F.
The price is CA $96
CA $256 total
includes taxes & fees
Jun 29 - Jun 30
Luxury modern container home in a rural setting! Pet friendly!

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, (98 reviews)
"Clean, well-stocked, great hosts!"
United States
Alyssa R.
The price is CA $105
CA $320 total
includes taxes & fees
Jul 5 - Jul 6
The Blue Bungalow by Unity Park - Newly Renovated

Historic 19th Century Cabin in Greenville

Historic 19th Century Cabin in Greenville
Greenville
9.2 out of 10, Wonderful, (12 reviews)
"Great cabin in the perfect location. Hosts have thought of everything. Will definitely stay here again! "
United States
David R.
The price is CA $123
CA $229 total
includes taxes & fees
Jun 29 - Jun 30
Historic 19th Century Cabin in Greenville

Secluded Tiny Home in Exclusive Paris Mountain!

Secluded Tiny Home in Exclusive Paris Mountain!
Greenville
10.0 out of 10, Exceptional, (9 reviews)
"Great location, quiet and perfect for a couple stay. "
United States
craig d.
The price is CA $92
CA $191 total
includes taxes & fees
Jun 29 - Jun 30
Secluded Tiny Home in Exclusive Paris Mountain!

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 CA $114
CA $276 total
includes taxes & fees
Jul 18 - Jul 19
Cozy cabin in the woods! Pets welcome!

Welcome to your private escape in Traveler's Rest!

Welcome to your private escape in Traveler's Rest!
Travelers Rest
10.0 out of 10, Exceptional, (15 reviews)
"The hosts are wonderful and stayed in touch with us throughout before and during our stay. The cabin is beautiful and close to town. We will definitely be staying here in the future! "
United States
Lydia E.
The price is CA $147
CA $319 total
includes taxes & fees
Jul 5 - Jul 6
Welcome to your private escape in Traveler's Rest!

Great House In Taylors Just Minutes To Downtown Greenville

Great House In Taylors Just Minutes To Downtown Greenville
Taylors
The price is CA $112
CA $233 total
includes taxes & fees
Jul 2 - Jul 3
Great House In Taylors Just Minutes To Downtown Greenville

2BR 2Bath - Swamp Rabbit Trail Resort

2BR 2Bath - Swamp Rabbit Trail Resort
Greenville
9.2 out of 10, Wonderful, (38 reviews)
"We were in town for the SEC tournament. The location was ideal. The house was on the small side but it was clean and cozy. "
United States
Julie M.
The price is CA $98
CA $275 total
includes taxes & fees
Jul 1 - Jul 2
2BR 2Bath - Swamp Rabbit Trail Resort

Charming historic cottage in Enoree

Charming historic cottage in Enoree
Enoree
10.0 out of 10, Exceptional, (1 review)
The price is CA $115
CA $277 total
includes taxes & fees
Jul 9 - Jul 10
Charming historic cottage in Enoree

2BR Cedar Lane Road Retreat at Swamp Rabbit Trail!

2BR Cedar Lane Road Retreat at Swamp Rabbit Trail!
Greenville
9.6 out of 10, Exceptional, (32 reviews)
"We had a great stay- the location was close to everything & very clean "
United States
Anonymous traveller
The price is CA $84
CA $258 total
includes taxes & fees
Jun 29 - Jun 30
2BR Cedar Lane Road Retreat at Swamp Rabbit Trail!

1 Queen Bed | Non-Smoking, Micfridge, Sofa-Bed

1 Queen Bed | Non-Smoking, Micfridge, Sofa-Bed
Greenville SC
10.0 out of 10, Exceptional, (49 reviews)
"Great location!"
United States
Anonymous traveller
The price is CA $125
CA $137 total
includes taxes & fees
Jun 29 - Jun 30
1 Queen Bed | Non-Smoking, Micfridge, Sofa-Bed

Downtown Easley Home

Downtown Easley Home
Easley
8.4 out of 10, Very good, (9 reviews)
The price is CA $126
CA $341 total
includes taxes & fees
Jul 1 - Jul 2
Downtown Easley Home

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)
"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 CA $153
CA $319 total
includes taxes & fees
Jul 5 - Jul 6
Modern 2BR • Great for Work & Family - 6 Min from Downtown Greenville

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
9.6 out of 10, Exceptional, (8 reviews)
"It was such a comfy little house and check in was very convenient and it’s close to a lot of things."
United States
lisa E.
The price is CA $95
CA $272 total
includes taxes & fees
Jun 30 - Jul 1
Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.

Apt. near Downtown Greenville (2BR/1BA, 3 beds)

Apt. near Downtown Greenville (2BR/1BA, 3 beds)
Greenville
10.0 out of 10, Exceptional, (11 reviews)
"It was clean and quiet..I will stay here again. "
United States
Kimberly S.
The price is CA $128
CA $235 total
includes taxes & fees
Jun 29 - Jun 30
Apt. near Downtown Greenville (2BR/1BA, 3 beds)
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Simpsonville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Simpsonville?

Yes, there are vacation rentals in Simpsonville close to Golden Lanes and Golden Skate, or you can choose a more secluded option if you're looking for extra privacy while you relax. Simpsonville is known for its sporting events and live music. Make sure you have time to check out the theaters while you're in the area.

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

Downtown Greenville · 3BR/3.5BA · Private 2-Car Garage · Minutes to Main St: This vacation home rental outside of Simpsonville is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Simpsonville?

With 48 Expedia vacation rentals, you're sure 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 Fairview Corners I and Burdette Central.

What are vacation rentals like in Simpsonville?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Simpsonville. Vacation rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.