Holiday rentals in Simpsonville

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Top-rated holiday rentals in Simpsonville

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Guest favourite

Home in Simpsonville

4.95 out of 5 average rating, 57 reviews

Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Pool House in the Heart of Simpsonville – Perfect for Gatherings! Designed for comfort, fun, and relaxation. 2 minutes from Downtown Simpsonville and 15 minutes from Downtown Greenville, this luxury retreat feels like a private resort with all the warmth of home. With nature views and countless amenities, you’ll have everything you need for an unforgettable stay. Up to 8 guests with 4 Spacious Beds and 2.5 Baths. Indoor & Outdoor Entertainment, Well-Equipped Kitchen, Cozy Living Room!

Guest favourite

Guest house in Fountain Inn

4.97 out of 5 average rating, 108 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 favourite

Home in Simpsonville

4.95 out of 5 average rating, 146 reviews

Simpsonville Southern Comfort

Welcome to Simpsonville Southern Comfort! Our home offers a comfortable, completely remodeled space with all of the amenities of home to make your stay enjoyable. This home is in a GREAT location just a 5-minute drive from the conveniences of the Five Forks area, and a short 7-minute drive to the enjoyment of The Square in Downtown Simpsonville. Our home is also a quick 20-minute drive from GSP International Airport, and 20 minutes from Downtown Greenville. Enjoy your stay!

Top guest favourite

Guest suite in Simpsonville

4.98 out of 5 average rating, 103 reviews

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.

Top guest favourite

Flat in Simpsonville

4.99 out of 5 average rating, 305 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 favourite

Townhouse in Simpsonville

4.99 out of 5 average rating, 75 reviews

Cozy Chic Townhome w/ Pool Near Heritage Park

Welcome to Lilywood Retreat! This immaculate 3 bedroom/2.5 bath offers all the comforts of Home. The ideal place, whether you are here to work or play. Every detail is thought of, even access to a pristine gated community pool! Walk to Heritage Park for a concert, or visit 2 playgrounds & train rides for the kids. Convenient to nearby shopping, plus charming downtowns of Simpsonville and Fountain Inn. Easy highway access, and a short drive to Downtown Greenville!

Top guest favourite

Tiny home in Fountain Inn

4.99 out of 5 average rating, 106 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!

Guest favourite

Tiny home in Fountain Inn

4.94 out of 5 average rating, 401 reviews

Creative Getaway in Tropical Tiny House

Hola! Welcome to La Casita Bonita, or "the pretty little house". A perfect place for your creative getaway to write the rest of your book, work from home, read all day, or just want to get away to a new city. This sweet jungalow has two bedrooms, 5 skylights, a porch and swing to drink your coffee in the morning, Wifi and smart tv streaming, and many more little quirks and perks.

Top guest favourite

Guest house in Greenville

5 out of 5 average rating, 138 reviews

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.

Top guest favourite

Tiny home in Greenville

4.98 out of 5 average rating, 107 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, 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.

Guest favourite

Home in Simpsonville

4.95 out of 5 average rating, 164 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

Superhost

Flat in Simpsonville

4.72 out of 5 average rating, 427 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! ***