
Family-friendly vacation rentals in Simpsonville
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Simpsonville

Total vacation rentals
Explore 50 vacation rentals in Simpsonville

Nightly prices starting at
Simpsonville vacation rentals start at G$6,277 GYD per night before taxes and fees

Verified guest reviews
Over 2,300 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Simpsonville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Simpsonville rentals

4.8 Average rating
Simpsonville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Simpsonville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Hidden Gem - Private Home - 3 BDRM In 5 Forks
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. Pet fee is required for furry friend

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 :)

Spacious Modern Studio - With Full Kitchen!
Welcome to the Karsten Creek Suite! This spacious downstairs studio boasts of a beautiful newly renovated kitchen with rustic modern finishes. You'll have access to a designated parking spot and have a private check-in entrance. Located in Five Forks, you'll have access to all of Greenville and Simpsonville's attractions within minutes! Perfect for a couples get-away while exploring the heart of SC's Upstate. We hope that you'll enjoy this cozy clean suite and we look forward to your visit!

Spacious 4 BR Escape w/ Fenced Yard Near Downtown
Welcome to your stylish retreat, conveniently located just 3 minutes from the shopping & dining in charming Downtown Simpsonville & convenient to everything that Greenville has to offer. With 4 bedrooms, 2 full baths & a fenced in yard, this house has everything you need for your stay. Located in a safe & quiet neighborhood just 20 minutes from downtown Greenville & 5 minutes to all of your daily needs. <B>Traveling with a large group? Ask about our other 4BR house across the street!<B>

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.

Simple Circle Cottage - Quiet. Quaint. Close.
Just 3 blocks from the heart of downtown Simpsonville - come enjoy all that our charming town has to offer without giving up the peace & quiet of a country retreat! Walk to a variety of small retail shoppes and restaurants including Southern-style BBQ, Mexican, Thai, Pizza, authentic crêpes, gourmet coffee, ice cream and more! The police & fire stations are within 1 block, as well as City Park. 3 min to Heritage Park Amphitheater <15 min to downtown Greenville 20 min to GSP AIrport

Peaceful Oasis Convenient to Greenville!
Fully updated and upgraded in June 2021, this open floor plan 3bedroom / 2 full bathroom home-away-from-home is perfect for a family or professional traveling for work. We have WiFi TV, and WFi internet, . We have put careful thought into each room and it's our goal to make it comfortable and enjoyable for your stay! We are located between Greenville & Simpsonville in an area known as "Five Forks" - convenient to Woodruff Rd that has everything you need from shopping to restaurants.

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).

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.

Historic 3BR with Porch near Downtown
Welcome to The Southern Stoop – a newly refreshed, pet-friendly 3-bedroom, 1-bathroom home just a minute from Downtown Simpsonville and 20 minutes to Downtown Greenville. Enjoy a spacious lot with a screened-in porch and classic front stoop. Inside, find updated living spaces, a fully equipped kitchen, and comfortable bedrooms. Perfectly situated near local dining, shopping, and parks, it's your ideal base for a Southern getaway. We can't wait to host you!

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, pickleball, walking trail, basketball and farmers market. - Short 20 minute drive to downtown Greenville - Perfect for families and those traveling for work!

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!
Popular amenities for Simpsonville family-friendly rentals
Family-friendly home rentals with a hot tub

Clemson|Easley|FirePit|HotTub|Blackstone

Modern home minutes from Downtown Greenville

NEW - Heated Pool - Hot Tub - Game Room - Sauna -

Cozy Country Cottage edge of Spartanburg

Spectacular Lakefront Retreat on the Saluda

Mockingbird Bungalow-sleeps 8-Hot Tub-2 mi GVL

HOT TUB & backyard oasis at Remodeled & cozy home

Craftsman Tiny Home in the Woods
Family- and pet-friendly home rentals

Carolina's Olde Mill, family friendly

70's Nostalgia

Uptown Girl | Game Room | Deck w/ BBQ

The Cottage at Old Oaks Farm

Shou-Sugi-Ban Retreat on the Saluda River

Quaint Downtown Greenville Home

Charming cottage on a Family Farm.

Spacious 3 BR house with private backyard.
Family-friendly home rentals with a pool

Spacious Loft w/ 2 King Beds + Pool & Gym

Country Retreat

BICYCLE HAVEN

Shalom House with Pool near DT Greer SC

Greenville With A View!

Finished Room over Garage (FROG) on Reedy River

Near Downtown Greenville + Swamp Rabbit Trail

Sophisticated 2BD | Minutes to Downtown GVL
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,547 GYD | G$29,291 GYD | G$29,291 GYD | G$29,291 GYD | G$28,873 GYD | G$28,873 GYD | G$28,873 GYD | G$28,873 GYD | G$29,291 GYD | G$30,756 GYD | G$31,174 GYD | G$31,383 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 |
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- Clemson University
- Tryon International Equestrian Center
- Chimney Rock State Park
- Table Rock State Park
- Gorges State Park
- Lake Lure Beach and Water Park
- Devils Fork State Park
- Bon Secours Wellness Arena
- DuPont State Forest
- Fred W Symmes Chapel
- Jump Off Rock
- Saint Paul Mountain Vineyards
- Looking Glass Falls
- Burntshirt Vineyards
- Fluor Field at the West End
- Tugaloo State Park
- Falls Park On The Reedy
- Peace Center
- Jones Gap State Park
- Overmountain Vineyards
- Carl Sandburg Home National Historic Site
- Whitewater Falls
- Oconee State Park
- Furman University





