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.

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Guest favorite
A serene bedroom features a spacious bed dressed in white linens, complemented by decorative pillows. Two bedside tables with lamps frame the bed, while a television is mounted on the wall across from it. Natural light filters through sheer curtains, enhancing the calming atmosphere.
Home in Simpsonville
4.93 out of 5 average rating, 117 reviews

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

Top guest favorite
A screened porch is highlighted, featuring comfortable wooden seating with light cushions and a matching table. Natural light is allowed through large windows and a skylight, providing a view of the surrounding greenery. A small potted plant decorates the table, enhancing the relaxing atmosphere.
Home in Greenville
4.96 out of 5 average rating, 156 reviews

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.

Superhost
A bright living room features a comfortable gray sofa, patterned accent chairs, and a glass coffee table. Large windows allow natural light to fill the space. In the outdoor area, a playground with a slide and climbing structure is visible within a fenced yard, perfect for children.
Home in Simpsonville
4.89 out of 5 average rating, 125 reviews

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>

Top guest favorite
The spacious living area features a comfortable gray sofa with decorative pillows, a small dining table, and modern kitchen appliances. Natural light fills the room through sliding glass doors that open to a view of the outdoors. A light-colored area rug adds warmth to the space.
Guesthouse in Fountain Inn
4.98 out of 5 average rating, 128 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.

Guest favorite
The exterior of a light yellow cottage is visible, framed by lush greenery. A covered entrance leads to the front door, flanked by two windows. Soft sunlight casts gentle shadows, enhancing the natural surroundings. The peaceful setting is complemented by well-maintained shrubs and trees.
Home in Simpsonville
4.91 out of 5 average rating, 102 reviews

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

Top guest favorite
A charming home with a dark blue exterior is surrounded by a grassy yard and mature trees. A white picket fence encircles the property in the background. The welcoming front porch is adorned with a decorative wreath, inviting guests to enter this comfortable space.
Home in Five Forks
4.9 out of 5 average rating, 248 reviews

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.

Top guest favorite
The studio features a spacious bed with a light-colored coverlet, accompanied by a decorative pillow. Two chairs are positioned beside a small table, and a kitchenette with a refrigerator, microwave, and coffee maker is visible in the corner. Natural light enters through the door leading to the outside.
Guest suite in Five Forks
4.96 out of 5 average rating, 162 reviews

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).

Top guest favorite
A serene porch area welcomes visitors with hanging ferns and vibrant pink roses bordering the space. A wooden swing and two chairs provide comfortable seating options, while the entrance features a wooden door framed by a decorative piece. Soft natural light creates a tranquil atmosphere.
Apartment in Simpsonville
4.99 out of 5 average rating, 338 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.

Superhost
The exterior of the home is shown, featuring a covered front porch with seating and well-maintained landscaping. Surrounding trees provide shade, and the spacious lawn offers an inviting atmosphere. The house is painted in light colors with distinctive window shutters, enhancing its welcoming appearance.
Home in Simpsonville
4.82 out of 5 average rating, 108 reviews

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!

Top guest favorite
A cozy living space features rich wooden floors and a white brick fireplace as a focal point. Comfortable seating is arranged in front of the fireplace, with soft natural light filtering through the large windows. The adjoining kitchen is visible, showcasing wooden cabinetry.
Home in Simpsonville
4.97 out of 5 average rating, 264 reviews

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!

Top guest favorite
A cozy living area features a brown leather sofa adorned with cushions in neutral and mustard tones. A decorative vase with tall pampas grass is positioned on a wooden coffee table. A wall art piece depicting a dog adds character to the space.
Tiny home in Greenville
4.95 out of 5 average rating, 147 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, 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.

Top guest favorite
A welcoming porch area features two stylish wicker chairs with light blue cushions. A ceiling fan hangs above, while potted plants add greenery. Natural light filters through the screened windows, enhancing the space's tranquility.
Home in Five Forks
4.98 out of 5 average rating, 101 reviews

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

When is the best time to visit Simpsonville?

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Avg. priceG$30,537 GYDG$29,282 GYDG$29,282 GYDG$29,282 GYDG$28,864 GYDG$28,864 GYDG$28,864 GYDG$28,864 GYDG$29,282 GYDG$30,746 GYDG$31,165 GYDG$31,374 GYD
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