Simpsonville vacation rentals

We found 286 vacation rentals — enter your dates for availability

Discover a selection of 42 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.
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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)
  • Lakeside Park (10.3 mi / 16.6 km)
  • Greenville Zoo (10.7 mi / 17.2 km)
  • River Falls Golf Course (14.5 mi / 23.4 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)
  • Georgia Street Park (3.8 mi / 6.1 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, South Carolina, United States of America when booking a vacation rental?
In Simpsonville, South Carolina, one of the best areas to consider for your vacation rental is near the charming downtown district. This area is vibrant and full of life, offering a delightful mix of local shops, restaurants, and cafes. You can enjoy a leisurely stroll through the picturesque streets, where you'll find attractions such as the beautiful Simpsonville City Park, which features walking trails, playgrounds, and picnic areas, making it great for families and outdoor enthusiasts.

Another great neighborhood to explore is the area surrounding the Heritage Park, which is known for its spacious layout and lovely green spaces. This park is not only a fantastic spot for outdoor activities but also hosts various events and concerts throughout the year, providing a lively option. Additionally, you'll find a good selection of vacation rentals here, suiting different preferences and budgets, which can make your stay comfortable and enjoyable.
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 common type of rental, with about 30 available throughout the area. These houses typically come with multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many also feature outdoor spaces such as patios or gardens, superb for enjoying the pleasant South Carolina weather. Additionally, there are several cottages and mobile homes scattered around, which provide a quaint, homey atmosphere for travelers seeking a more unique stay.
Are there any family house rentals in Simpsonville?
In Simpsonville, South Carolina, there are numerous family-friendly house rentals—approximately 22 available throughout the area. This charming city offers a variety of spacious rooms ideal for families, featuring amenities such as fully-equipped kitchens, comfortable living spaces, and outdoor areas superb for kids to play. Many properties also include essentials like Wi-Fi and air conditioning to ensure a pleasant stay.

Travelers can enjoy nearby attractions like the Simpsonville City Park, which boasts playgrounds, walking trails, and picnic spots, making it a great spot for family outings. Additionally, the vibrant downtown area is home to local shops and restaurants, providing opportunities for families to explore and experience the local culture.
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. This charming city, located near Greenville, provides a variety of options for travelers seeking a refreshing escape. Many of these rentals come equipped with private pools, spacious outdoor areas for lounging, and hot tubs, making them superb for relaxation after a day of exploring the local sights.

Travelers can expect amenities such as fully equipped kitchens for home-cooked meals, comfortable living spaces, and often, outdoor dining areas or patios that enhance the experience of enjoying the warm Southern weather.
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, travelers can find a selection of 15 pet-friendly house rentals, making it an excellent choice for those looking to vacation with their furry companions. Many of these homes come equipped with modern amenities such as full kitchens, spacious living areas, and private outdoor spaces. Some properties may even feature fenced yards, ensuring a safe environment for pets to play.

The city is conveniently located near several parks and recreational areas that welcome pets. For example, the nearby Simpsonville City Park offers walking trails and open spaces for pets to enjoy, while the picturesque Lake Conestee Nature Park provides a scenic backdrop for outdoor activities.
Are there any remote work vacation rentals in Simpsonville?
In Simpsonville, South Carolina, there are numerous vacation rentals that cater to remote work needs, with around 33 options available. These properties typically come equipped with essential amenities such as Wi-Fi, which is often complimentary, and designated workspaces that include desks and comfortable chairs, ensuring a productive environment. Many homes also feature spacious living areas and modern kitchens, providing a comfortable setting for both work and relaxation.

The town itself offers a charming atmosphere with nearby parks and recreational areas, making it easy to take breaks and enjoy the outdoors. Additionally, local cafes and restaurants provide great spots for a change of scenery or a quick bite during the workday. 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 fully equipped kitchens, allowing guests to prepare their own meals during their stay. Most rentals also offer onsite parking, making it convenient for travelers with vehicles. Additionally, many properties feature coffee and tea makers for easy morning routines, as well as decks or patios where guests can relax and enjoy the pleasant South Carolina weather.
When is the best time to visit Simpsonville for a vacation rental?
The best time to visit Simpsonville for a vacation rental is during the peak season from August to October, with October being particularly popular. This month showcases the charm of the area as the weather is pleasantly mild, with temperatures ranging from the low 50s to mid-70s Fahrenheit. It's an ideal time for outdoor activities, as the lush landscapes are superb for hiking and exploring the numerous parks and trails nearby.

In October, the vibrant fall foliage enhances the scenic beauty, making it a great time for sightseeing and enjoying the local culture. Visitors can also partake in various seasonal events and festivals that highlight the community's spirit, providing a unique glimpse into life in Simpsonville.

For travelers looking to save a bit on their stay, January offers lower rates as it falls into the low season. It's cooler, with temperatures averaging in the low 30s to mid-50s Fahrenheit, this month can still provide a peaceful retreat for those who prefer a quieter atmosphere.
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, South Carolina, United States of America?
In Simpsonville, South Carolina, visitors can enjoy a variety of attractions that showcase the charm of this growing city. The vibrant downtown area offers a selection of local shops, cafes, and restaurants, superb for those looking to experience the community's culinary scene. Nearby, the Simpsonville City Park features walking trails, playgrounds, and sports facilities, making it a great spot for families and outdoor enthusiasts.

For nature lovers, the nearby Lake Hartwell provides opportunities for fishing, boating, and picnicking along its scenic shores. Additionally, the Swamp Rabbit Trail, which runs through the area, is ideal for biking and walking, providing a picturesque route for those who enjoy outdoor activities.

Cultural attractions include the Heritage Park Amphitheater, where visitors can attend various events and concerts throughout the year, fostering a sense of community and entertainment.
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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