Simpsonville vacation rentals

We found 268 vacation rentals — enter your dates for availability

Discover a selection of 43 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:Apr 24 - May 1

Image gallery for Game On! Epic Gameroom, King, fireplace, firepit, parking, 300Mbps, 5 Smart TVs

Enjoy the epic gameroom with Nintendo Switch, foosball, arcade games, pinball
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Game On! Epic Gameroom, King, fireplace, firepit, parking, 300Mbps, 5 Smart TVs

Fountain Inn

9% off
Price is $355
$2,488 for 7 nights
All fees included
Game On! Epic Gameroom, King, fireplace, firepit, parking, 300Mbps, 5 Smart TVs

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Find out more about Simpsonville

Why visit Simpsonville

  • Outdoor Adventures: Simpsonville is perfect for outdoor enthusiasts, offering urban parks and scenic areas for exploration.
  • Family-Friendly Amenities: The city is designed for families, with various attractions and activities suitable for all ages.
  • Charming Neighborhoods: Explore friendly neighborhoods rich in culture and history, enhancing your vacation experience.
  • Local Eateries: Just a short drive away, enjoy trendy areas filled with delicious local dining options.
  • Diverse Accommodations: Choose from private homes, cozy apartments, and charming cottages for a comfortable stay.

Popular types of accommodation in Simpsonville

If you're wondering about the best types of vacation rentals in Simpsonville, we've got you covered. Popular choices include Houses, cozy Apartments, and charming Cottages. Whether you're looking for family-friendly home rentals, SC vacation insights, or listings for condos and houses available for rent, you'll find a variety of options to suit your needs. Enjoy a comfortable stay and make the most of your getaway in this delightful town.

  • Houses: The top choice for visitors to Simpsonville, these homes offer spacious and comfortable stays, perfect for families or groups.
  • Apartments: A popular option for solo travelers or couples, apartments provide modern amenities and a home-like atmosphere.
  • Cottages: Charming and cozy, cottages are ideal for those seeking a quaint and relaxing getaway.
  • Condos: These stylish and convenient accommodations combine comfort with access to community facilities.
  • Cabins: A favorite for nature lovers, cabins offer a rustic retreat amidst the beautiful outdoors.**

Top attractions in and around Simpsonville

Simpsonville, South Carolina, is an ideal destination for outdoor enthusiasts, families, and couples alike. With a variety of attractions such as urban parks, historic colleges, and event venues, there's something for everyone to enjoy. Whether you're looking for a fun family outing or a romantic getaway, the city's blend of natural beauty and cultural experiences makes it a perfect spot for your vacation.

  • Heritage Park: A vibrant urban park located in Simpsonville, Heritage Park features picturesque walking trails, picnic areas, and a stunning amphitheater. It's perfect for families looking to enjoy outdoor activities and community events amidst a serene environment.
  • Greenville Convention Center: Situated 10 miles from Simpsonville, this modern event venue hosts various conferences and exhibitions. Its spacious facilities and professional atmosphere make it ideal for business gatherings and networking opportunities.
  • The Peace Center: Located 11 miles from Simpsonville, this arts center is a cultural hub, showcasing performances ranging from concerts to theatrical productions. It offers a rich experience for those looking to immerse themselves in the local arts scene.

Things to do recommended for couples

For a romantic getaway in Simpsonville, visit City Scape Winery, just 10 miles away, where you can enjoy a cozy atmosphere and entertainment. Another charming option is Old Rock Quarry Winery, located 18 miles away, perfect for wine tasting and creating unforgettable memories together.

Things to do recommended for families

During your family vacation in Simpsonville, enjoy a splashing day at Discovery Island Water Park, catch thrilling sports events at Bon Secours Wellness Arena, and have fun at Golden Lanes and Golden Skate for arcade games and roller skating. Adventure awaits for everyone.

Things to do recommended for groups

In Simpsonville, groups can enjoy shopping at Haywood Mall, only 9 miles away, indulge in outdoor fun at Topgolf Greenville, located 8 miles away, or immerse themselves in culture at the Younts Center for Performing Arts, just 4 miles from the city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with a group, enjoying a family getaway, bringing your pets along, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Simpsonville with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Simpsonville with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding amenities that suit their age, like a private pool. Additionally, think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Simpsonville: For many, a family vacation isn't truly satisfying without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Simpsonville: If you're searching for vacation rentals with discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to look for amenities such as a parking space, a well-equipped kitchen, or a private pool to enhance your experience.

Where to stay near Simpsonville

Simpsonville, South Carolina, offers an inviting blend of outdoor adventures and charming suburban vibes perfect for families and couples alike. Explore its friendly neighborhoods, rich culture, and historical sites while enjoying the convenience of family-friendly amenities. Just a short drive away, you’ll discover trendy areas brimming with local eateries and parks, making it an ideal location for an unforgettable vacation experience.

  • Greenville: Located 11 miles from Simpsonville, Greenville is a vibrant city known for its stunning outdoor scenery and romantic atmosphere. Visitors can explore beautiful parks and the picturesque downtown area, which features a variety of shops and restaurants. Outdoor enthusiasts will appreciate the Swamp Rabbit Trail, perfect for biking and walking, while the Peace Center offers a range of arena entertainment options. Don't miss the chance to visit local landmarks like the serene lake and sports facility stadium, making Greenville a must-see destination.
  • Mauldin: Just 4 miles away from Simpsonville, Mauldin is a charming city that caters to families and couples alike. It's an ideal spot for outdoor activities, with several recreation parks and theaters to enjoy. The bustling urban park is perfect for picnics and leisurely strolls, while the local theater showcases a variety of performances. The proximity to the lake adds to the city's allure, providing a tranquil setting for relaxation and recreation. Mauldin's inviting atmosphere makes it a delightful stop on your vacation.
  • Fountain Inn: Located a mere 4 miles from Simpsonville, Fountain Inn is a quaint city that captivates visitors with its scenic views and romantic ambiance. The area is rich in recreational opportunities, featuring parks and theaters that host community events. Nature lovers will appreciate the nearby national state park, while the local lake and urban park offer beautiful settings for outdoor activities. Fountain Inn's charming vibe and local attractions provide a peaceful escape for those looking to unwind and explore.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.5°F (5.3°C)Light RainMostly SunnyLowSlightly Low
February45.5°F (7.5°C)Light RainMostly SunnyAverageSlightly Low
March51.8°F (11.0°C)Light RainMostly SunnyHighSlightly Low
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 SunnyAverageAverage
August77.4°F (25.2°C)Light RainMostly SunnyAverageAverage
September72.1°F (22.3°C)Light RainMostly SunnyHighAverage
October61.7°F (16.5°C)Light RainMostly SunnyHighSlightly High
November51.1°F (10.6°C)Light RainMostly SunnyLowSlightly High
December45.5°F (7.5°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as this can lead to significant price differences. Moreover, extending your stay can result in even more savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. It truly benefits you to be the organizer. Become a part of our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash on qualifying stays. Sign up today and begin earning rewards.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy and organized way to plan your trips, allowing you to create new itineraries, resume your previous work, or review your current plans. You can easily find your saved or booked properties grouped under Potential, Upcoming, or Current Trips. To explore the benefits of Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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)
  • Frankie's Fun Park (6.3 mi / 10.1 km)
  • LeMans Karting (6.9 mi / 11.2 km)
  • 7th Inning Splash Waterpark (10.3 mi / 16.6 km)
  • Greenville Zoo (10.7 mi / 17.2 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?
When planning a vacation rental in Simpsonville, South Carolina, one of the best areas to consider is the charming neighborhood surrounding the downtown area. This area boasts a vibrant atmosphere with a variety of dining options, local shops, and community parks, making it an ideal place for visitors looking to immerse themselves in the local culture. The downtown district is home to attractions like the Simpsonville City Park, which features a playground, walking trails, and scenic picnic spots, superb for family outings or leisurely strolls.

Another excellent choice is the area near the Simpsonville Sports Arena, which offers a range of recreational activities and events. This neighborhood is well-suited for families and sports enthusiasts alike, with easy access to various athletic facilities and community events throughout the year.

In terms of vacation rentals, the downtown area and its vicinity typically offer a good selection of properties, suiting a variety of preferences and budgets. Whether you're looking for a cozy cottage, a spacious family home, or a modern apartment, you'll find plenty of options to choose from.
How much does it cost to rent a vacation home in Simpsonville?
Prices for vacation rentals in Simpsonville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Simpsonville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Simpsonville vacation house rentals?
You can find great discounts on house rentals in Simpsonville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Simpsonville?
In Simpsonville, vacation houses are the most popular type of rental, with about 30 available throughout the area. These homes provide a spacious environment ideal for families and groups, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas for relaxation. Many also come with outdoor spaces, such as backyards or patios, great for gatherings or enjoying the pleasant South Carolina weather. Additionally, there are several charming cottages that offer a cozier alternative, often located in quiet neighborhoods close to parks and local attractions.
Are there any family house rentals in Simpsonville?
In Simpsonville, South Carolina, there are plenty of family-friendly house rentals available—around 20 options throughout the area. This charming town is known for its welcoming atmosphere and convenient access to local attractions. Many of these homes feature spacious living areas, fully equipped kitchens great for family meals, and outdoor spaces where children can play and enjoy the fresh air.

Additionally, visitors can explore nearby parks, such as Discovery Island Waterpark, which offers fun water activities for kids, and the Simpsonville City Park, where playgrounds and picnic areas provide opportunities for family bonding. The locale's proximity to Greenville also allows easy access to more extensive dining, shopping, and entertainment options.
Can I rent a vacation home with a pool or hot tub in Simpsonville?
In Simpsonville, South Carolina, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers looking to relax and unwind. The area offers a mix of suburban neighborhoods, where visitors can find properties equipped with private pools and hot tubs, great for family gatherings or romantic getaways. Many of these rentals come with amenities such as spacious living areas, fully equipped kitchens, and outdoor entertaining spaces, ensuring a comfortable stay. Additionally, some properties may also offer game rooms or access to community amenities like fitness centers and playgrounds.
Can I find long-stay vacation rentals in Simpsonville?
A long-stay vacation rental in Simpsonville is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Simpsonville?
In Simpsonville, South Carolina, there are several pet-friendly house rentals available, providing a friendly setting for travelers with furry companions. Many of these rentals come equipped with desirable amenities such as spacious backyards, fully furnished living areas, and kitchen facilities, ideal for families or groups.

The neighborhood is known for its family-friendly environment, with parks and green spaces nearby that are great for walks with pets. For example, the scenic Southside Park features walking trails and open areas where pets can play, making it a great spot for outdoor activities. Additionally, the area offers various local pet-friendly establishments, including cafes and shops, which enhance the overall experience for those traveling with pets.
Are there any remote work vacation rentals in Simpsonville?
In Simpsonville, South Carolina, there are numerous remote work vacation rentals available, with around 29 options to choose from. This charming city offers a variety of properties that cater to remote workers, featuring essential amenities such as dedicated desks, comfortable office chairs, and reliable Wi-Fi to ensure productivity during your stay. Many rentals also include additional conveniences like safes for securing your belongings, creating a comfortable and functional work environment.

The area around Simpsonville is known for its family-friendly atmosphere, with nearby parks, shopping centers, and dining options that provide opportunities for relaxation and leisure after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Simpsonville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Simpsonville with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Simpsonville?
In Simpsonville, popular vacation rental amenities include WiFi, allowing guests to stay connected during their stay. Most rentals come equipped with kitchens, providing the convenience of home-cooked meals, along with essential appliances like a coffee and tea maker and a blender for those who enjoy morning beverages or smoothies. Many properties also feature patios, offering outdoor spaces to relax and enjoy the pleasant South Carolina weather.
When is the best time to visit Simpsonville for a vacation rental?
The most popular time to visit Simpsonville is in October when the fall foliage paints the landscape in vibrant hues. This month marks the peak season, attracting visitors who appreciate the delightful weather and the numerous outdoor activities available. Temperatures typically range from the low 50s to mid-70s Fahrenheit, providing a comfortable climate for exploring parks, hiking trails, and enjoying local festivals.

Between August and October, Simpsonville sees a surge in tourist activity, making it a lively time for those seeking community events and outdoor adventures. The bustling atmosphere is superb for families and friends looking to create lasting memories together.

For those considering a more budget-friendly option, January is a fantastic time to visit. During this time, this month allows for a great experience to explore Simpsonville without the crowds. You can enjoy local attractions and dining at a more leisurely pace, all while benefiting from reduced rates on vacation rentals.

Ultimately, whether you're drawn to the vibrant fall colors of October or the peaceful ambiance of January, Simpsonville offers a range of experiences that cater to your travel preferences.
How early should I book a Simpsonville vacation rental?
Book your Simpsonville vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Simpsonville?
In Simpsonville, visitors can enjoy a mix of attractions that highlight the area's charm. The downtown area features a lovely Main Street with local shops, cafes, and restaurants, making it a great spot for leisurely strolls and dining. Nearby, the Simpsonville City Park offers playgrounds, walking trails, and picnic areas, great for families and outdoor enthusiasts.

For those interested in history, the nearby Heritage Park showcases the local culture and hosts various community events throughout the year. Additionally, the Fountain Inn Historic District, just a short drive away, provides a glimpse into the region's past with its preserved buildings and quaint atmosphere.
Can I change or cancel my Simpsonville home rental booking on Vrbo?
To find Simpsonville vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Simpsonville vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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