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Vacation rentals in Simpsonville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Simpsonville

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

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Guest favorite
The cottage exterior features a welcoming front entrance with a light gray door and red shutters. A small porch area is adorned with a decorative overhang. Two chairs are placed on the manicured lawn, next to landscaped flower beds and a fence providing privacy.
Tiny home in Piedmont
4.94 out of 5 average rating, 108 reviews

Riverside Cottage

Adorable private cottage on quiet residential loop, near the Saluda River. Relax with your own fenced yard, no stairs to access, and private parking. Enjoy a long weekend escape, quiet work trip, or pop into town for an event! Kitchenette has oven, sink, microwave, fridge/freezer, coffee pot, toaster, and all the dishes, pans, utensils you will need! Pack-n-play available, linens, towels, paper products provided. Smart TV, WiFi, parking. No pets, smoking, vaping, gatherings or events allowed.

Top guest favorite
The exterior of a cozy tiny cabin is surrounded by lush greenery, featuring dark wood siding and large windows. A wooden deck leads to a grilling area, while a slatted privacy screen offers an inviting outdoor space for relaxation.
Cabin in Travelers Rest
4.97 out of 5 average rating, 132 reviews

Cabin Tiny Home - Fall in the Woods

Cozy tiny home cabin in the Blue Ridge Foothills, near mountains for hiking or biking, Table Rock and Sliding Rock, small town shopping and eating; between Greenville, SC and Hendersonville, NC. Perfectly outfitted for a night or week. Dog lovers we have a fenced in dog park! Extra guests? There is a cleared space for your TENT beside the Cabin for $20. Message me to reserve it. Or also reserve my Airstream or Trolley. Here during the week? Check out our Wednesday evening Farmer's Market.

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, 115 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, 112 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.

Superhost
Tiny home in Greenville
4.86 out of 5 average rating, 184 reviews

Teeny House (monthly discounts)

Designed for the solo traveler (no more than one person allowed), this micro space is an 8'x12' free standing teeny house with just enough room for a twin bed and a bathroom with a 36" square shower, a sink and toilet. In the hospitality world, this is called a “layover”— a comfortable, one person spot to rest your head and a clean, hot shower. Located between 2 other Airbnbs on the same property, so you will likely see other guests coming and going, but the space is completely private.

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, 136 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, 318 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, 206 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.

Guest favorite
A cozy living space features rich wooden floors and a white brick fireplace as a focal point. Comfortable seating is arranged in front of the fireplace, with soft natural light filtering through the large windows. The adjoining kitchen is visible, showcasing wooden cabinetry.
Home in Simpsonville
4.97 out of 5 average rating, 246 reviews

Willow Oak Retreat // Comfy beds & Large backyard!

Welcome to Willow Oak Retreat! We cant wait to host you! - Private deck with grill and eating area - Fully equipped kitchen with tea, coffee and snacks - Safe and quiet neighborhood - 1 mile to all of downtown Simpsonville's restaurants and shops - 1 mile to huge park including playground, tennis, basketball and farmers market. - Short 20 minute drive to downtown Greenville - Perfect for families and those traveling for work!

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 living area features a brown leather sofa adorned with cushions in neutral and mustard tones. A decorative vase with tall pampas grass is positioned on a wooden coffee table. A wall art piece depicting a dog adds character to the space.
Tiny home in Greenville
4.98 out of 5 average rating, 120 reviews

Upscale Tiny Home close to downtown Greenville

Enjoy a tiny space that creates huge memories. 15 mins from GSP Aiport and downtown Greenville. There's soo much to do, you'll barely have a chance to enjoy free WiFi. Enjoy a day exploring Paris Mountain State Park, Happy Place, the swamp rabbit trail, Bon Secours Wellness Arena, Falls Park on the Reedy, or shopping at Haywood Mall or Greenridge. Also, check your travel dates for a ballgame at Fluor Field.

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, 448 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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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 ﺩ.ﺇ110 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!