Home Vacation Rentals By Owner In Simpsonville, SC

Showing 20 Of 40 Vacation Rentals
Slider Thumb

$154.0

/ Nightly
Cottage

YELLOW DOOR 2 BEDROOM COTTAGE

Simpsonville, South Carolina, United States

Important feesbrPet fee per pet : $50brEarly check-in $50brbr**Charming Vacation Cottage Near Downtown Simpsonville**brbrWelcome to your perfect getaway! This cozy and charming cottage is ideally located just a short distance from downtown Simpsonville, making it an excellent home base for exploring the area. We're only 11 miles from downtown Greenville, 10 miles from the Greenville-Spartanburg International Airport (GSP), and 9 miles from the CESA Soccer Complex. For entertainment, the Heritage Park Amphitheater is just 8 miles away. Whether you're here for sports events, concerts, or simply exploring the area, you'll find everything you need just minutes away!brbr**Pet-Friendly Accommodation** brPets are welcome with prior approval. Please provide your pet's breed and weight for approval before booking.brbr**Our Commitment to Quality** brWe strive to provide a 5-star experience for every guest and are dedicated to ensuring your stay is as enjoyable as possible. The photos you see in our listing are an accurate reflection of the cottage's layout and decor—what you see is exactly what you'll get.brbr**Cottage Features** br- **Room 1**: Queen-size bed and private bathroom br- **Room 2**: Full-size bed (suitable for up to 2 people) br- We estimate the cottage comfortably sleeps up to 4 guests. br- Decorations are personal to the home; please respect the space and do not remove any items. br- Complimentary coffee is provided as a courtesy. If any other courtesy item is provided, please enjoy it during your stay!brbrWe look forward to welcoming you and making your stay memorable!
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(30)

$312.35

/ Nightly
Private Vacation Home

Whimsical 4 bedroom house with a cozy backyard

Simpsonville, South Carolina, United States

Come and enjoy all the Greenville has the offer. From fine dining to hiking Greenville has it all. You will enjoy this centrally located House That is only 10 minutes from the airport in 20 minutes from downtown. Five Forks area offers great shopping and entertainment as well. Relax and enjoy true southern hospitalities in the Carolinas! Peace and tranquility are at your fingertips.brbrWelcome you to our Southern Oasis. We have sought to equip our home to a high standard and to anticipate your-needs for a luxurious stay. You want to feel relaxed while on vacation. We have made an effort to make this home feel like a cozy and comfort retreat we hope you enjoy. Our open floor plan has 3 spacious main floor bedrooms, a bonus room upstairs with a sleeper sofa. This here is plenty of space to stretch out in. In addition there is a large dining room table and adjacent round breakfast nook great for hosting family dinners! For those wanting to get some work done we have the perfect office space for you as well! The highlight of this house is the oversized deck while gazing at most magnificent forest views. The outdoors is private and you will decompress on the lounging furniture as the sun sets while lighting up the fire pit for cozy evening. You are welcome to use the propane grill on the patio as well. Peace and tranquility are at your fingertips. brbrExtra Extra brWorkout area brFoosball tablebrGames and arts and crafts brKids Bikes and sports equipment brBarbecue grill
Bed 5

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(1)

$339.47

/ Nightly
Private Vacation Home

Mini Putting Green & Pool Access: Simpsonville Gem

Simpsonville, South Carolina, United States

Close to Breweries & Wineries | Dog Friendly w/ Fee | Dine Al FrescobrbrGet ready for endless family fun at this 3-bed, 2-bath vacation rental in Simpsonville! This modern home boasts a full kitchen, a cozy living area for movie marathons, and a fenced backyard — perfect for hosting BBQs or making s’mores with the kids. After a thrilling day at Discovery Island, head over to the CCNB Amphitheatre at Heritage Park to keep the excitement going with live music. Don’t miss out!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bed br- Bedroom 2: 1 queen bed br- Bedroom 3: 1 queen bed brbrCOMMUNITY AMENITIESbr- Outdoor pool brbrOUTDOOR LIVINGbr- Mini putting greenbr- Gas grill, outdoor sinkbr- Outdoor dining areabr- 3 pergolas w/ seating br- Covered porch br- Fenced backyardbrbrINDOOR LIVINGbr- Smart TVsbr- Electric fireplacebr- 2 dining tables, breakfast bar br- Walk-in shower, shower/tub combobrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Cooking basics, dishware/flatwarebr- Single-serve pod coffee maker (Keurig, coffee & sugar provided)br- Microwave, toasterbrbrGENERAL br- Free WiFibr- Central heating & A/C, ceiling fans br- Complimentary toiletries, hair dryer br- Washer/dryer, laundry detergent, hangersbr- Linens/towels, trash bags/paper towelsbr- Paper productsbrbrFAQbr- Quiet hours (9:00 PM-9:00 AM)br- Pet fee (paid pre-trip)br- Ice maker & water dispenser not availablebr- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- Single-story home, 2 steps to enterbrbrPARKINGbr- Driveway (2 vehicles)brbr-- THE LOCATION --brbr- 2 miles to Downtown Simpsonville: shops, restaurants, farmers market, parks br- 4 miles to Discovery Island br- 5 miles to CCNB Amphitheatre at Heritage Parkbr- 14 miles to Greenville Zoobr- 14 miles to Greenville-Spartanburg International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $150 fee (+ fees & taxes, dogs only, 2 max) br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 9:00 PM to 9:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story home requires 2 steps to enterbr- The fire pit is currently unavailable due to a state-wide burn banbr- The ice maker and water dispenser on the refrigerator are not available for guest usebr- Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entryway. The camera is outward facing and does not look into interior spaces. The camera records video and sound when activated by motion
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

Select Dates for Price
Private Vacation Home

Monthly 2 BR Simpsonville Home, Heritage Park

Simpsonville, South Carolina, United States

Explore the ease and convenience of our brand-new, 2-bedroom, 2.5-bathroom townhome Heritage @ Colony Park in Simpsonville. This charming property is designed to meet all your needs, featuring a stocked kitchen, inclusive of all utilities, and ready for move-in. It's pet-friendly ($250 fee after booking), accommodating your family with ease. Ideal for stays ranging from 30 to 180 days, our townhome is perfect- whether you're in town for business, relocating, or simply enjoying an extended stay.brbrStep into the comfort of our meticulously designed, brand-new townhome, perfectly situated within minutes to both the tranquil Heritage Park and the vibrant offerings of Simpsonville, SC. This beautifully furnished property features two bedrooms and 2.5 bathrooms, making it ideal for professionals, small families, or anyone in need of a temporary yet luxurious retreat.brbrPlease note that this neighborhood is in the final stages of construction. Parking is along the side of the townhomes until the front lot is completed.brbrThe master bedroom boasts a plush king-sized bed and smart tv for your streaming services, while the second bedroom is equipped with a comfortable queen-sized bed, each adorned with high-quality linens to ensure a restful sleep. The queen room includes a designated workspace for those working from home. Both bedrooms include large closets and modern en-suite bathrooms; the half bathroom is downstairs for convenience to the main floor. The bathrooms are fitted with modern amenities and stocked with soft towels, catering to your convenience and comfort.brbrOur townhome is not just a place to stay but a fully equipped living space designed for immediate occupancy. The kitchen is a chef's delight, complete with all necessary appliances, cookware, and utensils, ready for you to whip up meals just like at home. The living area, featuring stylish furnishings and tasteful decor, provides a cozy spot to unwind or entertain guests.brbrUnderstanding the needs of modern renters, we include all utilities and offer high-speed internet access, ensuring that every aspect of your stay is hassle-free. For those bringing pets, we welcome your furry friends with open arms and a modest $250 fee, ensuring they enjoy the stay just as much as you do.brbrWith its prime location, our townhome invites you to explore Simpsonville, from local eateries and boutiques to the peaceful paths of Heritage Park. Whether you’re here for a short stay or an extended visit, our townhome is the perfect base for 30 to 180-day rentals. Experience the perfect blend of comfort, convenience, and luxury in our fully furnished Simpsonville townhomes.brbrGuests have access to the entire home.brbrI respect the privacy of my guests, but I am available if needed.brbrThis is a brand new neighborhood close to all Simpsonville has to offer. Please note the neighborhood is still under construction.brbrParking is temporarily available beside the building. When construction is complete on the last unit, front parking spaces will become available.brbrPlease note that this neighborhood is currently in the final stages of construction.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(2)

$196.75

/ Nightly
Private Vacation Home

The Cotton Mill Cottage - charming 2 bedroom blocks from downtown Simpsonville

Simpsonville, South Carolina, United States

The Cotton Mill Cottage is a newly renovated Mill House that offers the comfort and amenities of home located only 0.4 miles from downtown Simpsonville’s vibrant dining, shopping, and entertainment scene. brbrDowntown Greenville is 15 miles away (approximately a 20-25 minute drive or rideshare via 385).brbrThe living area offers two large sofas, a smart TV, ottomans, throw blankets, and tables to maximize entertainment options. Adjacent to the seating area is a designated work space, including a desk, chair, and lamp.brbrThe full kitchen is stocked with essentials, including a coffee maker, individual coffee pods, salt, pepper, and olive oil.brbrThe first bedroom offers a king bed, smart TV and full-sized mirror. The spacious ensuite bathroom boasts a walk-in shower with traditional and rains shower heads. brbrThe recently renovated second floor suite was converted from the attic space of an original Mill House. This area of the home includes one bedroom with a smart TV, one full bathroom, and a separate seating area with ample amenities for your stay. However, in order to access the second bedroom suite, you must use the spiral staircase. While we are confident the upstairs space is well appointed for your stay, please be mindful that there are some sloped ceiling-areas throughout the outside perimeter of the second floor due to the nature of the home’s original layout. brbrThe washer and dryer are located in the half bathroom on the main floor. Laundry detergent and dryer sheets are available for your convenience. Adjacent to the laundry room is a mudroom space that opens to the back deck.brbrGuests may park in the driveway on the premises. Due to the slope at the top of the driveway and position of the city sidewalk, it may be more challenging for low profile vehicles to enter and exit. Street parking is also available as an option in front of the home. Street parking is free. brbrThe home boasts a large front porch with four rocking chairs. There is a spacious deck on the rear of the home, which overlooks the large backyard. The deck has an outdoor table with four chairs and can be accessed from the kitchen and mudroom on the main floor.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

Select Dates for Price
Private Vacation Home

Charming 3-bedroom house in pleasant Simpsonville

Simpsonville, South Carolina, United States

Welcome to Your Peaceful Family Getaway in Simpsonville!brbrDiscover the perfect blend of tranquility and convenience in this charming, family-friendly home, ideally located near the CCNB Amphitheater at Heritage Park. Whether you’re in town for a concert featuring big-name artists, exploring local shops, or just looking for a relaxing retreat, this home has everything you need for a memorable stay.brbrThe SpacebrbrThis inviting home is designed with families and small groups in mind, offering a cozy and welcoming atmosphere. Enjoy the comfortable living spaces, fully equipped kitchen, and thoughtful touches throughout that make it feel like your home away from home. With plenty of room to unwind, it’s the perfect spot to relax after a day of exploring the area.brbrLocation Highlightsbr • CCNB Amphitheater at Heritage Park: Just minutes away, perfect for music lovers attending a live performance.br • Downtown Simpsonville: A short drive to charming local shops, delightful eateries, and the must-try Ice Cream Station, known for serving the best ice cream in town!br • Greenville: Only a short drive away, offering a vibrant downtown with top-rated restaurants, art galleries, and family-friendly attractions, including Falls Park on the Reedy and the Greenville Zoo.br • GSP Airport: Conveniently located for easy arrivals and departures, making travel a breeze.brbrWhy You’ll Love Staying HerebrbrThis home offers the perfect mix of peaceful surroundings and easy access to local attractions. Whether you’re catching a concert, savoring local flavors, or exploring all that Greenville and Simpsonville have to offer, you’ll appreciate the comfort and convenience of this thoughtfully designed space.brbrBook your stay today and experience the best of Simpsonville and the Upstate region!
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(22)

$208.39

/ Nightly
Private Vacation Home

18 Hidden Gem - Private Home - 3 BDRM In 5 Forks

Simpsonville, South Carolina, United States

Freshly renovated 3 bedroom home in highly sought after 5 Forks area. Beautiful space for family or multiple couples to enjoy inside or outside with open living and big back deck. Stay in and cook in our gorgeous kitchen that any woman would want to bring home with them OR go out and have many options at your fingertips on Woodruff Road. Come back to our comfortable queen sized beds in each bedroom and enjoy the peace and quiet of our home and 1.5 acre lot. Need extra sleeping arrangements We offer air mattresses as additional bedding upon request.brbrEnjoy Simpsonville in this newly renovated modern home in the area of Five Forks. This home is ideal for short or long stays offering a great hub close to all things while enjoying an abundance of space and still being in the heart of Simpsonville.brbr• 55 TV in living roombr• Queen size bed w/ 43” TV in all BRbr• Master BR w/ ensuite bathroombr• Fully equipped kitchenbr• Parking for up to 6 carsbr• Onsite washer & dryerbr• Large back deck + grillbr• 19 min drive to Downtownbr• 16 min drive from Airportbr• 14 min drive to Heritage ParkbrbrPets may be allowed only if the pet(s) has been approved by the Host. This is AFTER the guests submits or expresses to the Host their plan on how the pets will be taken care of while in the listing including pet size, age, and breed along with how often the pet will be left alone.brbrGuest have access to the entire property. There is one locked door with our maid supplies in the hallway.brbrFeel free to reach out to me or any of my cohosts and we will make sure that you are taken care of!brbrFive Forks area is one of Greenville’s suburbs that have seen fast growth over the years.brWe are less than 25 minutes to downtown Greenville, less than 15 minutes shopping and dining in Woodruff road and close proximity to the highway make staying in Five Forks easier and more convenient. brFive Forks is considered one of the safest neighborhoods in Simpsonville.brThe community derived its name due to the five roads that forks off of Woodruff Road: Batesville Road, Woodruff Road, Five Forks Road, Scuffletown Road, and South Bennetts Bridge Road.brbrIt is recommended that you have a vehicle during your stay. There is plenty of free parking directly in front of the house.brbrThis house is on septic. Please do not flush anything except toilet paper.brbrWe welcome pets in all of our units with a required nonrefundable pet deposit. The fee varies based on your pet's size, breed, age, length of stay, and how often your pet will be left alone. Please contact us with these details before booking so we can confirm the pet fee and ensure your pet is approved. We look forward to hosting you and your furry companion!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$172.34

/ Nightly
Cottage

Teal Door: Charming 2-bedroom cottage with WiFi, AC in fabulous Simpsonville

Simpsonville, South Carolina, United States

Important feesbrPet fee $50 per pet- must agree to pet rules before booking, pleasebrbr2-Bedroom Cottage Near Downtown Simpsonville – Perfect for Roommates, Remote Work, or Relaxing GetawaysbrWelcome to your peaceful retreat in the heart of Simpsonville! This beautifully appointed 2-bedroom, 1.5-bath cottage offers the perfect blend of comfort, privacy, and convenience—ideal for roommates, small families, business travelers, or weekend explorers.brbr Inside you'll find:brbrTwo spacious bedrooms with plush queen beds for restful sleepbrbrOne bedroom features a private full bathroombrbrThe second bedroom includes a private half bath—great for added privacybrbrA bright and cozy living room with comfortable seating for relaxing or streaming your favorite showsbrbrA fully equipped kitchen with cookware, dishes, and everything you need to enjoy meals at homebrbrA dedicated dining area perfect for shared meals or casual gatheringsbrbrAn office space for remote work or study, paired with high-speed internet to keep you connectedbrbrPrime LocationbrJust minutes away from the Greenville-Spartanburg Airport, CESA Sports Complex, Heritage Park Amphitheater, and Downtown Simpsonville, you’ll have easy access to concerts, sports, dining, and local attractions.brbrWhether you're here for work or play, this charming cottage has everything you need for a comfortable and connected stay.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

Select Dates for Price
Private Vacation Home

Red Barn Retreat

Simpsonville, South Carolina, United States

Imagine a charming, family-friendly that combines tranquility of the countryside with easy access to city attractions . This cozy retreat sits on a spacious 2-acre property. The quaint cottage features a welcoming front porch, perfect for enjoying morning coffee or enjoy evening sunsets on the back patio while enjoying the fire pit. Whether you're seeking relaxation or adventure, this retreat offers an unforgettable experience that harmonizes the charms of both rural and urban living.brThe spacebrWelcome to our spacious and inviting 3-bedroom, 2-bathroom retreat! This cozy home offers a fully equipped kitchen where you can prepare your favorite meals, a family room that's perfect for some quiet relaxation. A game room for everyone to gather and enjoy quality time together. With three well-appointed bedrooms, there's ample space for a good nights sleep. Enjoy our game room offering a number of table top games as well as numerous board and card games. Indulge in entertainment luxury with 55-inch TV's provided in the family room, game room, as well as TV's in each bedroom. This offers three distinct and inviting outdoor spaces. The back porch provides a serene escape of country living. Offering a great place to cook out with the charcoal grill. The front porch welcomes you with its cozy charm, offering a perfect spot to watch the world go by. For those looking to gather around the warmth of a fire, our patio boasts a fire pit that sets the stage for memorable evenings. With these three outdoor areas, you'll have a variety of settings to savor every moment, from quiet moments of reflection to lively conversations with loved ones. Children can enjoy the large fenced in backyard while the adults relax on the porch.brGuest accessbrWhen you book a stay with us, you'll have the privilege of enjoying the entire property. This means you'll have exclusive access to all spaces within the accommodation.
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(4)

$177.88

/ Nightly
Private Vacation Home

Cozy Mauldin Hill by Brick and Home

Simpsonville, South Carolina, United States

Enter our stylish 2-bedroom, 1-bathroom retreat, conveniently located near the vibrant Mauldin area and the bustling Bridgeway Station. Thoughtfully designed, this curated home comfortably hosts up to 5 guests, offering an inviting escape for families or friends looking for relaxation and warmth.brbrRelax in our master bedroom, boasting a lavish king-sized bed, while the second bedroom offers two twin beds effortlessly converting into a queen. Adorned with exquisite Cozy Earth bamboo sheets, our beds ensure a serene night's sleep. The living room's plush sleeper sofa provides additional sleeping space, ensuring comfort for all.brbrUncover the harmonious notes of our upright piano, beckoning music aficionados to fill the air with captivating melodies. Embracing an industrial aesthetic with wood archways, floors, and sleek metallic accents, our rental exudes a unique charm.brbrRelax and entertain in our living area, featuring a smart TV with streaming capabilities for enjoyable movie nights.brbrFor families, we've furnished the home with essentials like a high chair and pack n' play, ensuring a stress-free stay for parents. A variety of toys and games will keep little ones engaged.brbrIn the fully equipped kitchen, modern appliances and ample counter space make meal preparation a pleasure. Gather around the dining table to savor moments together.brbrStep into the backyard oasis, where patio furniture invites relaxation and the grill awaits delightful barbecues. Nestled in a tranquil neighborhood yet conveniently close to Mauldin and Bridgeway Station for shopping, dining, and entertainment.brbrExperience comfort, creativity, and convenience in our industrial-inspired 2-bedroom retreat. Book your stay today in Simpsonville, SC, and craft unforgettable memories.brbrArrive hassle-free with grocery order pickup for a pre-stocked pantry and explore additional services through our in-home store, from hiring a local chef to a masseuse—continually expanding to offer more!
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Home Most popular vacation rentals in Simpsonville