
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$6,274 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

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

Modern Farmhouse in Downtown Simpsonville, SC
Newly renovated two-bedroom home located in downtown Simpsonville, within easy walking distance of an excellent variety of restaurants, shops and places of interest. A spacious private balcony, leading off from the main bedroom suite overlooks a peaceful backyard... a great place to relax outdoors! The kitchen is fully equipped for preparing great meals. Our home is thoroughly and professionally cleaned & sanitized. ***Please note there is a train that runs midday and late at night.

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!

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.

Downtown Simpsonville Cozy Cabin
Come stay at our "Cozy Cabin" just 2 short blocks from everything Downtown Simpsonville has to offer! This cozy, well-appointed cabin has everything you need for an enjoyable stay in the heart of Simpsonville. Enjoy live music, outdoor dining and more just steps away from this cozy retreat. The home is just 20 minutes from Downtown Greenville and 25 minutes from GSP International Airport.
Popular amenities for Simpsonville family-friendly rentals
Family-friendly home rentals with a hot tub

Pool Gameroom Hot Tub Family Fun Getaway

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

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

Luxury Country Chic

All You Could Ask For | Downtown Retreat +BBQ Deck

Shou-Sugi-Ban Retreat on the Saluda River

The Greenville Nest - Retreat & Relaxation Home

Fountain Inn on Main St

Greer Luxury place
Family-friendly home rentals with a pool

Spacious Loft w/ 2 King Beds + Pool & Gym

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

Country Retreat

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

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$30,531 GYD | G$29,276 GYD | G$29,276 GYD | G$29,276 GYD | G$28,858 GYD | G$28,858 GYD | G$28,858 GYD | G$28,858 GYD | G$29,276 GYD | G$30,740 GYD | G$31,158 GYD | G$31,368 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 |
Destinations to explore
- Nashville Vacation rentals
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Sevierville Vacation rentals
- Charlotte Vacation rentals
- Gatlinburg Vacation rentals
- Pigeon Forge Vacation rentals
- Savannah Vacation rentals
- Charleston Vacation rentals
- Hilton Head Island Vacation rentals
- Asheville Vacation rentals
- North Myrtle Beach Vacation rentals
- Rentals with a fire pit Simpsonville
- Pet-friendly rentals Simpsonville
- Rentals with a fireplace Simpsonville
- Rentals with a patio Simpsonville
- Rentals with a washer and dryer Simpsonville
- House rentals Simpsonville
- Rentals with outdoor seating Simpsonville
- Family-friendly rentals Greenville County
- Family-friendly rentals South Carolina
- Family-friendly rentals United States
- 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





