Simpsonville Holiday Rentals

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Our top choices for Simpsonville holiday rentals

Historic 3BR with Porch & Fire Pit near Downtown

Historic 3BR with Porch & Fire Pit near Downtown
Simpsonville
9.6 out of 10, Exceptional, (5)
"Great stay everything was wonderful and the host was great. Would highly recommend."
United States
Tameka L.
The price is NZ$538
includes taxes & fees
26 Jan - 27 Jan 2026
Historic 3BR with Porch & Fire Pit near Downtown

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
9.4 out of 10, Exceptional, (9)
"I booked this property so that my daughter and her 3 best friends could have a private pool for her sleepover. It did not disappoint and the girls all had the best time ever. Beautiful home, great amenities, and wonderful hosts. "
United States
Emily D.
The price is NZ$893
includes taxes & fees
2 Jan - 3 Jan 2026
Luxury Retreat &Heated Pool Downtown Simpsonville-Game Room and more Up to 8 ppl

4BR mobile home w/Hot Tub,Fire pit,gas BBQ AC, WiFi in Simpsonville by Hospital

4BR mobile home w/Hot Tub,Fire pit,gas BBQ AC, WiFi in Simpsonville by Hospital
Simpsonville
The price is NZ$852
includes taxes & fees
1 Jan - 2 Jan 2026
4BR mobile home w/Hot Tub,Fire pit,gas BBQ AC, WiFi in Simpsonville by Hospital

Waterfront Tiny House at Pine Ridge Campground. More info in description.

Waterfront Tiny House at Pine Ridge Campground. More info in description.
Roebuck
10.0 out of 10, Exceptional, (106)
"Cute little cabin. Host was very accommodating. "
United States
Robyn C.
The price is NZ$287
includes taxes & fees
6 Jan - 7 Jan 2026
Waterfront Tiny House at Pine Ridge Campground. More info in description.

Cozy cabin in the woods! Pets welcome!

Cozy cabin in the woods! Pets welcome!
2.0 star property
Enoree
10.0 out of 10, Exceptional, (8)
"Cabin was perfect for our stay-cozy and quiet. "
United States
Jan F.
The price is NZ$352
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy cabin in the woods! Pets welcome!

Cozy 2BR Near Furman & Downtown, Fenced Yard

Cozy 2BR Near Furman & Downtown, Fenced Yard
Greenville
10.0 out of 10, Exceptional, (2)
"delightful house on a very mellow street. super easy access to downtown, a grocery store close, beautiful backyard for the dog, lovely kitchen. i was in town for my anniversary week and my partner and i enjoyed the stay very much. hosts were helpful and communicative, the house was exactly as described and we literally had zero issues. i have no problem recommending this house strongly! "
United States
jon b.
The price is NZ$391
includes taxes & fees
20 Jan - 21 Jan 2026
Cozy 2BR Near Furman & Downtown, Fenced Yard

Stylish Downtown Greenville Apartment 1 Block Off Main Street

Stylish Downtown Greenville Apartment 1 Block Off Main Street
2.0 star property
Greenville Downtown
9.4 out of 10, Exceptional, (9)
The price is NZ$244
includes taxes & fees
18 Jan - 19 Jan 2026
Stylish Downtown Greenville Apartment 1 Block Off Main Street

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

Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.
2.0 star property
Woodside Cotton Mill Village Historic District
10.0 out of 10, Exceptional, (3)
"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 NZ$313
includes taxes & fees
4 Jan - 5 Jan 2026
Skyline Split B Retreat Close to Everything You Need! Quiet, Clean & Convenient.

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, (9)
"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$327
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury modern container home in a rural setting! Pet friendly!

Carolina Cottage-Entire Home-Close to Downtown Spartanburg

Carolina Cottage-Entire Home-Close to Downtown Spartanburg
Spartanburg
9.0 out of 10, Wonderful, (9)
"Perfect location if you are needing to go downtown area. Comfortable beds & communication with the owner was great! "
United States
Josey W.
The price is NZ$453
includes taxes & fees
1 Jan - 2 Jan 2026
Carolina Cottage-Entire Home-Close to Downtown Spartanburg

2Br/2Ba w/ Patio and Workspace walk to Cherrydale

2Br/2Ba w/ Patio and Workspace walk to Cherrydale
Greenville
9.6 out of 10, Exceptional, (4)
"Perfect location and wonderful amenities at this house! The spacious kitchen had everything I needed and the separate coffee bar was delightful.Commuting around Greenville and Travelers. Rest is incredibly easy from this location! I will certainly stay here again."
United States
Haley F.
The price is NZ$415
includes taxes & fees
15 Jan - 16 Jan 2026
2Br/2Ba w/ Patio and Workspace walk to Cherrydale

Cozy Bamboo Retreat, Modern Comforts Duplex

Cozy Bamboo Retreat, Modern Comforts Duplex
2.0 star property
Wellford
9.8 out of 10, Exceptional, (8)
"Reasonably priced and the owner was very communicative. They provided the little things to make our stay enjoyable. "
United States
david m.
The price is NZ$505
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Bamboo Retreat, Modern Comforts Duplex

Cozy Stays King Size Bed Full Kitchen Work

Cozy Stays King Size Bed Full Kitchen Work
Spartanburg
10.0 out of 10, Exceptional, (3)
"SHEENA WAS AN AWESOME HOSTESS!."
United States
TOM w.
The price is NZ$679
includes taxes & fees
29 Jan - 30 Jan 2026
Cozy Stays King Size Bed Full Kitchen Work

Charming historic cottage in Enoree

Charming historic cottage in Enoree
Enoree
The price is NZ$326
includes taxes & fees
4 Jan - 5 Jan 2026
Charming historic cottage in Enoree

Sleek 3BR Pet-Friendly Oasis, Close to City

Sleek 3BR Pet-Friendly Oasis, Close to City
Taylors
10.0 out of 10, Exceptional, (4)
"Very clean. Wonderful location and private. "
United States
Paula
The price is NZ$520
includes taxes & fees
26 Jan - 27 Jan 2026
Sleek 3BR Pet-Friendly Oasis, Close to City

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

Whole House, sleeps 7, within walking distance to downtown Spartanburg!
2.0 star property
Spartanburg
9.8 out of 10, Exceptional, (10)
"Accommodations were comfortable and had everything we needed. The location is great. "
United States
Lisa W.
The price is NZ$439
includes taxes & fees
5 Jan - 6 Jan 2026
Whole House, sleeps 7, within walking distance to downtown Spartanburg!

The Station by Compo Hotels

The Station by Compo Hotels
4.0 star property
Travelers Rest
10.0 out of 10, Exceptional, (15)
"great place perfect for more privacy vs. a standard hotel"
United States
John
The price is NZ$451
includes taxes & fees
7 Jan - 8 Jan 2026
The Station by Compo Hotels

Secluded Tiny Home in Exclusive Paris Mountain!

Secluded Tiny Home in Exclusive Paris Mountain!
Greenville
10.0 out of 10, Exceptional, (6)
"Great location, quiet and perfect for a couple stay. "
United States
craig d.
The price is NZ$284
includes taxes & fees
7 Jan - 8 Jan 2026
Secluded Tiny Home in Exclusive Paris Mountain!

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, (83)
"The house was super clean and nice! The host was awesome. We thoroughly enjoyed our stay. Convenient to everything. We will definitely stay again!"
United States
Lisa
The price is NZ$339
includes taxes & fees
4 Jan - 5 Jan 2026
The Blue Bungalow by Unity Park - Newly Renovated

Patriot Point A

Patriot Point A
Roebuck
10.0 out of 10, Exceptional, (22)
"It was very nice to stay at this location. Quiet was so nice and loved it was off the beaten path. I would definitely stay there again."
United States
Sheila S.
The price is NZ$277
includes taxes & fees
9 Jan - 10 Jan 2026
Patriot Point A
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$206 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 Golden Lanes and Golden Skate, 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?

Upscale Artsy Bungalow-Walk away to Unity Park: This holiday home rental outside of Simpsonville offers a fireplace, 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 stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Simpsonville?

With 44 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 Beck Plaza and Bradford Plaza.

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.