
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$6,275 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

The Greenville Nest - Retreat & Relaxation Home
This beautifully one-level home offers 3 queen beds and 2 baths, accommodating up to 6 guests. Centrally located in a peaceful neighborhood. 8-minute drive to GSP airport, 15-minute drive to downtown Greenville, minutes from I-85/385, and minutes from Woodruff and Pelham Rd. You'll appreciate the easy access to food delivery and restaurants. Enjoy a stylish Experience for entertaining, working, and relaxing with high-speed Wi-Fi. Quiet and safe with an enjoyable private screened porch and Grill.

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!

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.

Whimsical 4 bedroom house with a cozy backyard
Come and enjoy all the Greenville has the offer. From fine dining to hiking, Greenville has it all. You will enjoy this centrally located House that is only 10 minutes from the airport and 20 minutes from downtown. The sought-after Five Forks area offers great shopping and entertainment as well. Relax and enjoy true Southern hospitality in the Carolinas! Peace and tranquility are at your fingertips.
Popular amenities for Simpsonville family-friendly rentals
Family-friendly home rentals with a hot tub

Clemson|Easley|FirePit|HotTub|Blackstone

Mountain Top Getaway w/ Hot Tub & Sauna!

Modern home minutes from Downtown Greenville

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

Treetop Getaway w/ Hot Tub • Peaceful retreat

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

70's Nostalgia

Carolina's Olde Mill, family friendly

Tranquil Farm-Views-Trails-NGU 5 Min-Gville 20 Min

Luxury Country Chic

Heart of Downtown Fountain Inn

Shou-Sugi-Ban Retreat on the Saluda River

Charming cottage on a Family Farm.

Spacious Modern Studio - With Full Kitchen!
Family-friendly home rentals with a pool

Cozy 2BD | Pool & Gym | Minutes to Downtown GVL

Shalom Suite with Pool near DT Greer SC

Spacious 4bdr house in a quiet neighborhood

Greenville With A View!

Finished Room over Garage (FROG) on Reedy River

A quiet place in the country

Near Downtown Greenville + Swamp Rabbit Trail

La Bastide Cachee - Private apartment
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,537 GYD | G$29,282 GYD | G$29,282 GYD | G$29,282 GYD | G$28,864 GYD | G$28,864 GYD | G$28,864 GYD | G$28,864 GYD | G$29,282 GYD | G$30,746 GYD | G$31,165 GYD | G$31,374 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
- DuPont State Forest
- Bon Secours Wellness Arena
- Fred W Symmes Chapel
- Saint Paul Mountain Vineyards
- Jump Off Rock
- Burntshirt Vineyards
- Looking Glass Falls
- Fluor Field at the West End
- Peace Center
- Carl Sandburg Home National Historic Site
- Jones Gap State Park
- Falls Park On The Reedy
- Overmountain Vineyards
- Tugaloo State Park
- Whitewater Falls
- Oconee State Park
- Furman University





