
Vacation rentals in Simpsonville
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Top-rated vacation rentals in Simpsonville
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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 :)

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).

Godfrey Suite is upstairs in Century Old Farmhouse
Come and relax in a peaceful setting on 6 acres amongst many oak trees. Enjoy a cup of coffee on the front porch. Private entrance with 2 bedrooms, 1 bathroom with walk-in shower, kitchenette/family room, TV with FireTVStick, free WiFi, books & games. Kitchenette has small refrigerator with freezer, microwave, toaster oven and Keurig coffee maker. But no sink or stove . Coffee, creamer, sugar, water, paper products and plastic ware provided. Parking is available on property.

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.

70's Nostalgia
Go back to a simpler time in this totally restored 1969 Concord Traveler at Kingfish Farms. Located just a mile and a half from the quaint town of Woodruff, SC. and a little over 2 miles from I-26. Our 20 acre farm gives you plenty of room to enjoy the outdoors and get back to nature. Relax and rejuvenate in our traditional Finnish sauna and outdoor shower. Take a walk through our wooded trail and visit the goats and pigs. Enjoy the covered front porch, fire pit, and grill.

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!

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.

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!

Sally's Cottage
Couples retreat located 6 miles from downtown Greenville and the Swamp Rabbit Trail in a comfortable country setting. Wake up to a beautiful woods view through a large bay window and wildlife that surrounds the cottage (deer, birds and squirrels). Experience the beauty of the country in the city! Enjoy the eclectic collection of art and design in this cute little cottage.

Cozy Pet-Friendly Home | Near Greenville & I-85
You’ll love staying here because it’s the perfect mix of comfort, privacy, and charm. Whether you’re relaxing by the fire pit, enjoying the peaceful outdoor space, or unwinding inside with all the comforts of home, this cozy retreat offers everything you need for a relaxing and memorable stay. Plus, it’s pet-friendly and located in a quiet neighborhood close to everything!

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, 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.

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
Other great vacation rentals in Simpsonville

GG's Haven: Cozy Cabin on the Farm

Luxury Country Chic

Private Tiny House with Loft

Tiny House Living in the Burbs (Greenville)

Downtown Bungalow -king suite, laundry, coffee bar

Restful Retreat

Barndominium Getaway

The Fountain Moon Cabin at The Unicorn Farm®
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,591 GYD | G$21,126 GYD | G$21,126 GYD | G$23,846 GYD | G$21,545 GYD | G$23,636 GYD | G$22,800 GYD | G$23,218 GYD | G$24,055 GYD | G$26,565 GYD | G$22,591 GYD | G$23,846 GYD | 
| Avg. temp | 6°C | 8°C | 12°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 17°C | 11°C | 7°C | 
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 G$6,275 GYD 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!
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