Simpsonville vacation rentals

We found 229 vacation rentals — enter your dates for availability

Discover a selection of 36 homes and other vacation rentals in Simpsonville that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as parking and air conditioning. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Simpsonville

Showing deals for:Jul 25 - Aug 1
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Find out more about Simpsonville

Find out more about Simpsonville

Why visit Simpsonville

  1. Outdoor Adventures: Simpsonville offers numerous parks and scenic areas perfect for hiking, picnicking, and exploring nature.
  2. Family-Friendly Activities: Enjoy a variety of attractions suitable for all ages, ensuring fun for the whole family.
  3. Rich Culture and History: Discover charming neighborhoods and historic sites that showcase the local heritage.
  4. Romantic Getaways: The area's vibrant atmosphere makes it ideal for couples seeking a romantic escape.
  5. Diverse Accommodations: Find the perfect vacation rental, from cozy apartments to charming cottages, suited to your needs.

Popular types of accommodation in Simpsonville

Planning a getaway to Simpsonville? Exciting adventures await, and the first step is finding the perfect place to stay. Explore a variety of popular vacation rentals, including cozy apartments, charming cottages, and spacious private homes. Whether you're looking for a duplex, a bath house, or pet-friendly options, Simpsonville has accommodations to suit every traveler's needs. Discover your ideal home away from home and make your trip unforgettable!

  • Apartments: The top choice for visitors in Simpsonville, offering convenient amenities and a home-like atmosphere.
  • Houses: Ideal for families or groups, these homes provide spacious living areas and privacy.
  • Cottages: Charming and cozy, cottages in Simpsonville offer a quaint escape with character.
  • Cabins: Perfect for nature lovers, cabins provide a rustic experience surrounded by the great outdoors.
  • Condos: A great blend of comfort and convenience, condos offer modern living with access to community amenities.**

Top attractions in Simpsonville

Simpsonville, South Carolina, is a delightful destination perfect for outdoor adventures, family fun, and romantic getaways. Visitors can explore a mix of historic sites, urban parks, and event venues that cater to diverse interests. Whether you're looking for cultural experiences, virtual tours, or simply enjoying scenic areas, Simpsonville has something for everyone to create lasting memories.

  1. Heritage Park: This urban park in Simpsonville offers a family-friendly atmosphere with spacious outdoor areas, walking trails, and picnic spots, perfect for enjoying nature and city vibes.
  2. Greenville Convention Center: Located 10 miles away, this modern venue serves as a hub for business events and conferences, showcasing a professional ambiance ideal for networking and collaboration.
  3. The Peace Center: Situated 11 miles from Simpsonville, this vibrant arts center features a rich cultural scene with performances, concerts, and art exhibitions, making it a must-visit for culture enthusiasts.

Things to do recommended for couples

For a romantic getaway in Simpsonville, visit City Scape Winery, located 10 miles away, where you can enjoy entertainment and a cozy atmosphere. Another charming option is Old Rock Quarry Winery, 18 miles from town, perfect for savoring wine amidst romance and stunning views.

Things to do recommended for families

During your family vacation in Simpsonville, enjoy thrilling adventures at Discovery Island Water Park, just 3 miles away. For arcade fun, visit Frankie's Fun Park, located 6 miles from town. Catch an exciting game at Bon Secours Wellness Arena, a sports venue 11 miles away.

Things to do recommended for groups

Experience shopping at Haywood Mall, only 9 miles from Simpsonville, or unleash your adventurous side at the BMW Performance Center, just 12 miles away. For some fun in the sun, enjoy golfing at Topgolf, located 8 miles from town. Perfect activities for your group getaway!

What do I need to keep in mind when booking a vacation in Simpsonville

If you're traveling with a group, with family, bringing pets, or seeking extended stays, be sure to filter according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Simpsonville with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Simpsonville with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with amenities that suit their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Simpsonville: For many families, a vacation just isn't the same without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Simpsonville: If you're seeking vacation rentals with great deals for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay in Simpsonville

Simpsonville, South Carolina, offers a delightful blend of outdoor adventures and family-friendly activities. Explore the charming neighborhoods, where friendly locals invite you to experience the rich culture and history. Just a short drive away, discover the vibrant atmosphere of nearby cities, perfect for romance or a budget-friendly getaway. Don't miss the scenic beauty along Woodruff Road and the spacious acreage that defines this lovely region. Simpsonville is a hidden gem waiting to be explored!

  • Greenville: Located 11 miles from Simpsonville, Greenville is a vibrant city known for its stunning outdoor scenery and family-friendly atmosphere. Visitors can enjoy the beautiful Falls Park on the Reedy, which features picturesque waterfalls and walking trails. Greenville's thriving downtown area offers a variety of unique shops, delicious restaurants, and cultural venues, including the Peace Center for performing arts. Outdoor enthusiasts can explore the nearby Swamp Rabbit Trail, ideal for biking and walking, while sports fans can cheer for local teams at the Bon Secours Wellness Arena.
  • Mauldin: Just 4 miles from Simpsonville, Mauldin is a charming city that offers a perfect blend of outdoor activities and romantic getaways. The city's parks, such as Mauldin Sports Center, provide ample opportunities for recreation, including walking trails, playgrounds, and sports fields. For a taste of local culture, visitors can catch a show at the Mauldin Cultural Center, which hosts various performances throughout the year. Couples can enjoy a leisurely picnic by the serene lakes or enjoy a scenic stroll through the well-maintained parks.
  • Fountain Inn: Also 4 miles away from Simpsonville, Fountain Inn is a quaint city that boasts outdoor beauty and family-friendly attractions. The city's recreational areas, including the popular Fountain Inn Memorial Park, are perfect for a day out with the family. Visitors can explore local theaters for captivating performances or enjoy a day in nature at the nearby national state park, offering hiking trails and scenic views. Fountain Inn's welcoming community and charming downtown area make it a lovely spot for relaxation and exploration.

Best time to go to Simpsonville

If you're planning a trip to Simpsonville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March and September to October, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.5°F (5.3°C)Light RainMostly SunnyLowSlightly Low
February45.5°F (7.5°C)Light RainMostly SunnyAverageAverage
March51.8°F (11.0°C)Light RainMostly SunnyHighAverage
April60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
May68.4°F (20.2°C)Light RainMostly SunnyAverageSlightly High
June75.9°F (24.4°C)Light RainMostly SunnyAverageAverage
July79.3°F (26.3°C)Light RainMostly SunnyAverageSlightly Low
August77.4°F (25.2°C)Light RainMostly SunnyAverageAverage
September72.1°F (22.3°C)Light RainMostly SunnyHighSlightly High
October61.7°F (16.5°C)Light RainMostly SunnyHighSlightly High
November51.1°F (10.6°C)Light RainMostly SunnyLowAverage
December45.5°F (7.5°C)Light RainMostly SunnyLowSlightly Low

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often yield significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. It's truly beneficial to be the trip organizer! Become a member of our One Key rewards program to unlock exclusive savings and accumulate OneKeyCash™ on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a dedicated area to plan new trips, pick up right where you left off, or easily view and organize your travel plans. You can find properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The picturesque setting of Simpsonville is ready to explore

Take a vacation to Simpsonville and enjoy the area's live music, culture and theater scene. This city is well-known for its sporting events and biking. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Simpsonville

Do you want to discover things to do in the area? Venture out of your cozy vacation rental and check out everything that makes Simpsonville a one-of-a-kind vacation spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Heritage Park (1.7 mi / 2.7 km)
  • Discovery Island Water Park (2.8 mi / 4.4 km)
  • Golden Lanes and Golden Skate (2.8 mi / 4.6 km)
  • Frankie's Fun Park (6.3 mi / 10.1 km)
  • LeMans Karting (6.9 mi / 11.2 km)
  • Lakeside Park (10.3 mi / 16.6 km)

Exploring the natural features in Simpsonville

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Simpsonville is a great place to get outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Heritage Park (1.7 mi / 2.7 km)
  • Pelham Mills Site (8.4 mi / 13.6 km)
  • Augusta Road Park (9 mi / 14.5 km)
  • Cleveland Park (10.6 mi / 17 km)
  • Falls Park on the Reedy (11.2 mi / 18 km)
  • Tyger River Park (12.6 mi / 20.3 km)

Transportation to and around Simpsonville

The nearest airport is in Greenville-Spartanburg Intl. Airport (GSP), located 10.8 mi (17.4 km) from the city center.

Frequently asked questions

What is the best area to stay in Simpsonville when booking a vacation rental?
Five Forks is one of the most desirable areas for a vacation home in Simpsonville. Pick from our selection of relaxing properties and then get ready to discover this destination like a local.
What is the most popular type of vacation rental accommodation in Simpsonville?
Based on our research, villas are the most popular type of property in Simpsonville. But that goes without saying, everyone’s idea of an epic stay isn’t going to be the same. Vrbo has vacation homes with every size, shape and budget in mind, so you’re bound to find the perfect fit.
How much does it cost to rent a vacation rental in Simpsonville?
The average price for a vacation rental in Simpsonville depends on a number of factors, like length of stay, season and property type. Whether you’re dreaming about a sprawling villa with space for the whole family or a cozy cabin for just you and your sweetheart, just enter your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in Simpsonville?
When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Simpsonville travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to choose the amenities and features you want in your vacation home.
Are there pet-friendly vacation rentals in Simpsonville?
Happily, yes. Choose from 24 vacation rentals that allow pets in Simpsonville on Vrbo. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to book a place where your pup can get in on the family fun.
Can I rent a house with a pool in Simpsonville?
Check the “pool” box in our handy filter tool and select from eight houses with private pools in Simpsonville on Vrbo. Morning dip, sunset soak or midnight swim? Leisure time is up to you when your vacation property boasts a swimming pool.
What are popular rental amenities in Simpsonville?
Some of the most popular rental amenities people are looking for in Simpsonville are a beach view, a swimming pool and a fireplace. Whether you’re hitting the road with family, your besties or even pets, Vrbo vacation properties feature the best amenities for ultimate relaxation with the people you cherish the most.
Are there large group vacation rentals in Simpsonville?
With two properties that can host 10 guests or more in Simpsonville, you won’t have to leave anyone off your guest list. From fun family vacations to events like birthday parties and weddings, Vrbo can help you find a large group rental to match the occasion.
Are there vacation rentals in Simpsonville that welcome kids?
With 23 family-friendly vacation rentals to choose from in Simpsonville, now is a great time to introduce the kiddos to the thrills of travel. Just check our “Properties good for families” filter to search for stays that come with amenities perfect for vacationing families, like extra bedrooms, pools, hot tubs and bunk beds.
What are the top attractions for families in Simpsonville?
Treat the kiddos to a day out at these top family-friendly attractions in Simpsonville:

  • Heritage Park
  • Golden Lanes and Golden Skate

Are there one-bedroom vacation rentals in Simpsonville?
You can choose from four one-bedroom rentals in Simpsonville. Whether you’re searching for a cozy chalet or a fancy condo, Vrbo’s one-bedroom properties are great if you don’t require huge amounts of space. One of the best parts about having your own place? You won’t have to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Simpsonville?
Gather your besties and enjoy total privacy and comfort in one of the five two-bedroom vacation homes Simpsonville has to offer.
Are there vacation rentals with WiFi in Simpsonville?
Whether you want to stay in touch with world events, reply to emails or surf social media, there are 12 vacation homes with WiFi in Simpsonville. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Simpsonville?
Simpsonville has 19 vacation rentals where you’ll be able to unwind in air-conditioned comfort. To find a stay on Vrbo that has this amenity, choose your travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Simpsonville?
The minimum required age is usually 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your chosen Simpsonville stay before booking your escape.
How long can I rent a vacation rental in Simpsonville for?
The length of time you can rent a vacation rental in Simpsonville differs according to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With loads of amenities like washing machines and kitchens, as well as some offering weekly or monthly discounts, you’re sure to get the perfect place to call your home away from home in Simpsonville.
Does Vrbo offer discounts for vacation homes in Simpsonville?
Whether you’re interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some amazing deals and discounts on Vrbo. From short stays to extended vacations, we’ve got the ideal space for your next Simpsonville escape.

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