Vacation rentals in Simpsonville

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Top-rated vacation rentals in Simpsonville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A renovated 1972 Argosy Airstream is showcased under a spacious wooden shelter. The exterior features a vibrant blue and white color scheme. A large porch is visible, highlighted with soft lighting and set amidst a wooded area, providing a serene outdoor space for relaxation.
Camper/RV in Fountain Inn
4.9 out of 5 average rating, 117 reviews

Creative Oasis in Retro Airstream | wifi, AC, heat

Hola! So happy you found us. Come have your creative getaway in nature in our colorfully renovated 1972 Argosy Airstream. We didn't want you to have to squeeze into a tiny camper bathroom, so we made a brand new concrete/tile bathroom to give you extra space to get ready to explore the town in style. Private Roku tv in bedroom, wifi, coffee setup, books, AC/Heat, huge porch for relaxing. 25 minutes to downtown Greenville, near plenty of hikes and trails, or you can relax in nature at home :)

Top guest favorite
The spacious living area features a comfortable gray sofa with decorative pillows, a small dining table, and modern kitchen appliances. Natural light fills the room through sliding glass doors that open to a view of the outdoors. A light-colored area rug adds warmth to the space.
Guesthouse in Fountain Inn
4.97 out of 5 average rating, 115 reviews

Upscale cottage in Downtown Fountain Inn

All new cottage/studio apartment. 5 minutes to CCNB amphitheater at Heritage Park, 10 minutes to downtown Simpsonville, 25 minutes to Bon Secours Wellness Arena in downtown Greenville. 20 minutes from GSP airport. Close to Hillcrest Hospital and Bon Secours in Simpsonville. 25 minutes from Presbyterian College, 30 minutes from Furman University. Guest have access to partially fenced backyard as well as full access to private cottage. Host lives on property! There is NO Bathroom Door.

Top guest favorite
The serene cottage is surrounded by lush greenery and colorful flowers, with pink azaleas and white dogwoods blooming prominently in the foreground. A charming red barn is nestled among the trees, enhancing the peaceful rural setting.
Guesthouse in Greenville
5 out of 5 average rating, 439 reviews

The Cottage at Old Oaks Farm

Built in the early 1900's, this serene cottage is located approximately one mile from Furman University at the base of Paris Mt. It has been lovingly improved, but the floors are a bit slanted and no corner is exactly square. Located in a neighborhood on a five acre farm, it consists of three large rooms, comfortably furnished and lots of natural light. The cottage is convenient to downtown Greenville(5 miles),Travelers Rest, Furman, and the Swamp Rabbit Trail. No pet fee or cleaning fee.

Top guest favorite
The studio features a spacious bed with a light-colored coverlet, accompanied by a decorative pillow. Two chairs are positioned beside a small table, and a kitchenette with a refrigerator, microwave, and coffee maker is visible in the corner. Natural light enters through the door leading to the outside.
Guest suite in Simpsonville
4.97 out of 5 average rating, 138 reviews

Upstate Bungalow @ Five Forks

Small modern rustic studio located in a quiet neighborhood in the heart of Five Forks. Less than 1 mile from Woodruff Road for endless restaurant and shopping options. Also, just a quick drive to downtown Greenville, Simpsonville, and Mauldin. Perfect for locals or tourists to enjoy and explore all the Upstate has to offer! (Please note- there is an in-ground swimming pool that is not included in the listing. It’s fenced and locked at all times. Signed liability waiver required).

Top guest favorite
A serene porch area welcomes visitors with hanging ferns and vibrant pink roses bordering the space. A wooden swing and two chairs provide comfortable seating options, while the entrance features a wooden door framed by a decorative piece. Soft natural light creates a tranquil atmosphere.
Apartment in Simpsonville
4.99 out of 5 average rating, 320 reviews

Five Forks' Best Kept Secret! 1 Bedroom Apt

This inviting 1 bedroom apartment in the popular Five Forks area is tucked away on a private, 7-acre property set back from the road. Our central location makes commuting a breeze. The ramp to the porch and private entrance as well as the handrail in the bathroom makes the home handicapped friendly. The apartment includes a well-equipped kitchen and thoughtfully appointed dining/living room, bedroom and bathroom. You will enjoy a hybrid mattress that will ensure restful sleep.

Top guest favorite
A cozy patio area is designed with two wooden Adirondack chairs positioned around a circular firepit. Surrounding the space are vibrant flowers and greenery, creating a natural and peaceful atmosphere. The stone floor adds a rustic charm to the inviting outdoor setting.
Guest suite in Greenville
4.97 out of 5 average rating, 207 reviews

Woodland Retreat Just 10min to Downtown or Furman

Your secluded retreat on Paris Mountain, this small private suite with separate entrance includes one bedroom, one bathroom, and an adjoining kitchenette. The space is newly-renovated and immaculately clean. Located just 10min from downtown Greenville, yet on the privacy of a 3-acre wooded lot. You will have exclusive access to a patio dining area and firepit. Explore hiking paths and native plant gardens. Separate entrance and your own driveway. Children welcome.

Top guest favorite
The open living area features a striped armchair facing a wooden coffee table. A kitchen with white cabinetry and a breakfast bar is seen in the background, equipped with modern appliances and natural lighting from multiple windows.
Guesthouse in Simpsonville
4.95 out of 5 average rating, 262 reviews

Private Suite in Downtown Simpsonville

Cozy 1 bed/1 bath apartment in downtown Simpsonville. With this private single unit above a garage used for storage only, you do not share walls with anyone! You are within walking distance to restaurants & shopping! This private unit is a rare find for the price!! As you pull into your own parking space, you overlook a private yard. ***Please note there is a train near the home that runs once midday and once late at night.

Top guest favorite
A cozy sleeping area features a full bed adorned with a quilted coverlet in red, white, and blue. Decorative elements include wall art in circular frames and a vintage windmill accent. Soft lighting from bedside lamps enhances the space's warmth.
Tiny home in Fountain Inn
4.99 out of 5 average rating, 126 reviews

Tiny House in the Country

Escape to the country and relax in this cozy tiny house in Fountain, SC. This charming space features one full bed, a bathroom with shower, microwave, and refrigerator. Enjoy the peace and quiet of the countryside, or explore the nearby towns and attractions. Perfect for a secluded romantic getaway, music festival trip, or just visiting! Book your stay today and experience the simple life in a tiny house in the country!

Top guest favorite
The living area is enhanced by warm wooden walls and features large windows allowing natural light. A blue sofa is paired with an orange chair, accented by cushions. A rustic coffee table sits on a patterned rug, while a small kitchen area is visible in the background.
Cabin in Simpsonville
5 out of 5 average rating, 100 reviews

Downtown Simpsonville Cozy Cabin

Come stay at our "Cozy Cabin" just 2 short blocks from everything Downtown Simpsonville has to offer! This cozy, well-appointed cabin has everything you need for an enjoyable stay in the heart of Simpsonville. Enjoy live music, outdoor dining and more just steps away from this cozy retreat. The home is just 20 minutes from Downtown Greenville and 25 minutes from GSP International Airport.

Top guest favorite
A welcoming living area is displayed, featuring a comfortable sofa and a matching armchair. A wooden coffee table sits in the center, surrounded by a decorative area rug. A flat-screen TV is positioned on a wooden console against the wall, and natural light filters in through nearby windows.
Home in Simpsonville
4.96 out of 5 average rating, 179 reviews

Water Oak Retreat / Comfy king bed, big back yard!

-Private deck with grill and eating area - Fully stocked kitchen with tea, coffee and snacks -Safe and quiet neighborhood -1 mile from all of downtown Simpsonville's shops and restaurants -1 mile to huge park with playground, tennis, basketball, and farmers market -Short 20 minute drive to downtown Greenville -Perfect for families and those traveling for work

Guest favorite
A modern tiny house is nestled among vibrant green trees, featuring a light-colored exterior. A wooden staircase leads to a small covered porch at the entrance, which is framed by natural stone steps and surrounded by forest foliage.
Tiny home in Taylors
4.87 out of 5 average rating, 150 reviews

Craftsman Tiny Home in the Woods

Come be a part of nature here in this tiny house tucked away in the woods, but just minutes from Greer and Taylors. A short drive will get you to Greenville and Travelers Rest. With a deck that has a hot tub and open all year, you’re sure to have a relaxing time here at this beautiful custom built tiny home!

Superhost
A cozy entrance area features a doorway with an oval window, complemented by a small wooden table with a decorative plant. A media console is positioned against the wall, while a brown couch is visible, inviting relaxation. Warm tones create a comforting ambiance.
Apartment in Simpsonville
4.71 out of 5 average rating, 450 reviews

Cozy studio apartment near downtown Simpsonville.

This cute and cozy studio apartment is attached to my house with a private entrance. It is fully furnished with plenty of amenities. Come check it out!! It is just minutes from 385 and lots of restaurants and shopping. *** It is also only 6 min. (2.5 miles) from CCNB amphitheater at Heritage park! ***

Popular amenities for Simpsonville vacation rentals

When is the best time to visit Simpsonville?

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Avg. priceR1,840 ZARR1,721 ZARR1,721 ZARR1,942 ZARR1,755 ZARR1,925 ZARR1,908 ZARR1,840 ZARR1,908 ZARR1,942 ZARR1,840 ZARR1,942 ZAR
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Simpsonville?

    Four-legged friends are welcome in Simpsonville. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Simpsonville?

    Yes! Work meets play with ease at over 60 vacation rentals in Simpsonville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Simpsonville vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Simpsonville, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Simpsonville have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Simpsonville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Simpsonville have air conditioning?

    Absolutely! We offer over 70 house rentals with air conditioning in Simpsonville. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Simpsonville?

    Experience the best of Simpsonville with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Simpsonville?

    Simpsonville has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Simpsonville have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Simpsonville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Simpsonville

  • Total vacation rentals

    Explore 100 vacation rentals in Simpsonville

  • Nightly prices starting at

    Simpsonville vacation rentals start at R511 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Simpsonville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Simpsonville rentals

  • 4.8 Average rating

    Simpsonville stays are highly rated by guests—averaging 4.8 out of 5!