Family-friendly holiday rentals in Simpsonville

4.94 out of 5 average rating, 108 reviews

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

18 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

4.92 out of 5 average rating, 279 reviews

The interior of the tiny home features wood-paneled walls and a loft area accessed by a ladder. A cozy living area, with a gray sofa and a coffee table, is complemented by a well-equipped kitchen. Light enters through large windows, enhancing the spacious feel.

Tiny home in Greer

Shalom Tiny with Lake View - Greer, SC

Find Shalom, stay in our tiny home :) Reconnect with nature at this unforgettable escape on Lake Cunningham in Greer, SC. We are conveniently located by: - Historic Downtown Greer SC (drive: 10 min) - 23 minutes to Downtown Greenville - GSP airport (17 min) - Many parks & restaurants (5-15 min) You'll enjoy private access, comfy queen bed, ample living area, bathroom (w/ shower), WIFI & lake access. We have a kitchen ready for your cooking needs and a dedicated work space for remote workers.

An open-concept living area features a modern kitchen with stainless steel appliances and a spacious island, complemented by a dining table. A cozy living room is equipped with a soft sectional sofa facing a mounted television and warm electric fireplace. Natural light enhances the inviting atmosphere.

4.97 out of 5 average rating, 149 reviews

Greenville GEM Luxurious Retreat in Prime Location

Beautifully renovated 3 beds, 2 baths haven! This gem is a tranquil & stylish retreat, blending modern & cozy charm. Spacious bedrooms, each with plush bedding and storage. Two Bathrooms with soaking tub and a spacious walk-in shower. Cozy living room with a fireplace, TV, and comfy seating. Fully equipped kitchen, Wi-Fi, Private deck and gazebo, fenced yard. Close to the city's best attractions, dining, and entertainment options. This is the perfect home base for your Greenville adventures.

4.91 out of 5 average rating, 118 reviews

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

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>

Guest house in Fountain Inn

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.

4.98 out of 5 average rating, 120 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 suite in Simpsonville

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.

4.96 out of 5 average rating, 154 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).

Guest suite in Simpsonville

A charming house is set amidst a well-maintained yard, surrounded by green shrubs and trees. The front porch features white chairs and decorative elements, while the gray roof and light-colored siding present a welcoming appearance. Natural light bathes the area, enhancing its tranquil feel.

4.98 out of 5 average rating, 110 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.

4.99 out of 5 average rating, 332 reviews

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.

Flat in Simpsonville

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.

A calming bedroom features a spacious bed with crisp white linens and decorative pillows. A ceiling fan enhances airflow, while a large TV is mounted on the wall. A potted plant adds a touch of greenery, and soft light is provided by bedside lamps.

4.99 out of 5 average rating, 151 reviews

Family & Pet Friendly Home - Sleeps 8

Our home is absolutely perfect for entertaining, work and relaxation. Enjoy fast wifi and free coffee. Connect over a meal at our spacious dining table. Families will love the large, fenced-in backyard, toys and board games in our huge rec room, complete with ping pong table! Quiet and easy connections to Greenville & Simpsonville. Only 5 mins from Discovery Island Waterpark. Community park and playground accessible with lots of space to roam with family or pets.

Guest house in Simpsonville

The open living area features a striped armchair facing a wooden coffee table. A kitchen with white cabinetry and a breakfast bar is seen in the background, equipped with modern appliances and natural lighting from multiple windows.

4.95 out of 5 average rating, 271 reviews

Private Suite in Downtown Simpsonville

Cozy 1 bed/1 bath apartment in downtown Simpsonville. With this private single unit above a garage used for storage only, you do not share walls with anyone! You are within walking distance to restaurants & shopping! This private unit is a rare find for the price!! As you pull into your own parking space, you overlook a private yard. ***Please note there is a train near the home that runs once midday and once late at night.

4.96 out of 5 average rating, 138 reviews

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

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.

4.96 out of 5 average rating, 186 reviews

A welcoming living area is displayed, featuring a comfortable sofa and a matching armchair. A wooden coffee table sits in the center, surrounded by a decorative area rug. A flat-screen TV is positioned on a wooden console against the wall, and natural light filters in through nearby windows.

Home in Simpsonville

Water Oak Retreat / Comfy king bed, big back yard!

-Private deck with grill and eating area - Fully stocked kitchen with tea, coffee, basic cooking needs 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, pickleball, basketball, walking trail, and farmers market -Short 20 minute drive to downtown Greenville -Perfect for families and those traveling for work

Popular amenities for Simpsonville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 116 reviews

A circular seating area features six Adirondack chairs arranged around a stone fire pit, set on a gravel base. A pergola provides partial shade, while a grassy yard surrounds the area, creating a welcoming space for outdoor gatherings.

Home in Easley

Clemson|Easley|FirePit|HotTub|Blackstone

4.99 out of 5 average rating, 103 reviews

Mountain Top Getaway w/ Hot Tub & Sauna!

Superhost

4.89 out of 5 average rating, 199 reviews

Modern home minutes from Downtown Greenville

4.96 out of 5 average rating, 130 reviews

A custom log cabin with a spacious deck is nestled among tall hardwood trees. Sunlight filters through the foliage, highlighting the natural wood exterior and stone chimney. Surrounding greenery provides a serene forest setting, emphasizing the cabin's private and tranquil location.

Cabin in Marietta

Napaw Mountain Log Cabin~Magical Mt.Top Experience

4.92 out of 5 average rating, 202 reviews

A welcoming cabin is nestled among tall trees, softly illuminated by string lights against the evening sky. A pathway leads toward the water, inviting relaxation with the gentle ambiance of nature surrounding the space.

Home in Easley

Spectacular Lakefront Retreat on the Saluda

4.97 out of 5 average rating, 105 reviews

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

A modern outdoor pavilion is set within a spacious, fully-furnished backyard, surrounded by a wooden fence. Comfortable seating is provided under the pavilion, with a hot tub visible in the foreground. Lush greenery and trendy swings enhance the inviting outdoor space.

4.92 out of 5 average rating, 206 reviews

HOT TUB & backyard oasis at Remodeled & cozy home

4.87 out of 5 average rating, 160 reviews

A modern tiny house is nestled among vibrant green trees, featuring a light-colored exterior. A wooden staircase leads to a small covered porch at the entrance, which is framed by natural stone steps and surrounded by forest foliage.

Tiny home in Taylors

Craftsman Tiny Home in the Woods

Family- and pet-friendly home rentals

Camper van/Motorhome in Woodruff

A cozy campsite is illuminated by string lights in the evening. A vintage camper is situated under a wooden canopy, with a stone path leading to a fire pit surrounded by two wooden chairs. Nearby, a small table provides an additional seating area.

4.96 out of 5 average rating, 199 reviews

70's Nostalgia

Superhost

A sturdy wooden staircase leads up to a private entrance, framed by an attractive wooden exterior. Softly glowing string lights outline the steps, enhancing the welcoming ambiance. A small seating area is visible at the top, surrounded by lush greenery and flower beds.

Guest suite in Greenville

4.87 out of 5 average rating, 400 reviews

Lakefront modern private guest suite 6mi to DT

Guest house in Greenville

The serene cottage is surrounded by lush greenery and colorful flowers, with pink azaleas and white dogwoods blooming prominently in the foreground. A charming red barn is nestled among the trees, enhancing the peaceful rural setting.

5 out of 5 average rating, 451 reviews

The Cottage at Old Oaks Farm

A spacious living room showcases a stunning mural of the Blue Ridge mountains. Comfortable seating includes a Pottery Barn sofa and two lounge chairs. A hammock chair adds relaxation options, while a large TV provides entertainment. Bright curtains frame the window, enhancing the room's light.

5 out of 5 average rating, 161 reviews

Comfy Pelham Rd Gem | 1 Story | Kid & Dog Friendly

The exterior of the home features a two-story structure with a welcoming front door framed by neatly trimmed bushes. A spacious lawn surrounds the house, complemented by manicured shrubbery and trees. The sky is bright with fluffy clouds, adding to the inviting atmosphere.

4.85 out of 5 average rating, 374 reviews

Beautiful Home Close To Everything

4.8 out of 5 average rating, 236 reviews

A bright and inviting bedroom features a spacious bed with crisp white linens and a yellow accent pillow. A ceiling fan provides airflow, while a flat-screen TV is mounted on the wall. Light streams in through the nearby window, and a bathroom is accessible through a door.

Flat in Greenville

Cozy Studio King bed minutes from Downtown GVL

4.94 out of 5 average rating, 154 reviews

The exterior of a cozy tiny cabin is surrounded by lush greenery, featuring dark wood siding and large windows. A wooden deck leads to a grilling area, while a slatted privacy screen offers an inviting outdoor space for relaxation.

Cabin in Travelers Rest

Cabin Tiny Home - Fall in the Woods

4.96 out of 5 average rating, 140 reviews

The exterior of a cottage features a covered porch with two rocking chairs, surrounded by well-maintained landscaping. The building has a gray exterior, dark blue shutters, and a welcoming entrance, with trees providing a natural backdrop.

Cottage in Williamston

Charming cottage on a Family Farm.

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 105 reviews

Flat in Greenville

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

4.92 out of 5 average rating, 134 reviews

A spacious front porch is equipped with four wooden rocking chairs, offering views of the surrounding green fields. Ceiling fans provide comfort on warm days. The concrete floor extends from the entrance, enhancing the outdoor living space.

Cottage in Greer

Country Retreat

5 out of 5 average rating, 15 reviews

An open-concept living area features modern kitchen cabinetry and stainless steel appliances. A dining table with four chairs is positioned nearby, while a comfortable blue sofa invites relaxation. Large windows provide natural light and views of the surrounding greenery.

Flat in Simpsonville

Luxury Country Chic

Superhost

A single-story house with a tan exterior is set against a backdrop of lush greenery. Well-maintained grass surrounds the home, featuring landscaping elements near the entrance. The driveway leads up to the front steps, and trees provide a natural frame for the property.

Home in Travelers Rest

4.8 out of 5 average rating, 112 reviews

BICYCLE HAVEN

4.96 out of 5 average rating, 139 reviews

A welcoming living area features a spacious sectional sofa arranged around a large area rug. Natural light enters through windows beside sheer curtains, illuminating the polished wooden floors. In the background, a dining area with a round table and seats is visible.

Home in Boiling Springs

Spacious 4bdr house in a quiet neighborhood

4.95 out of 5 average rating, 102 reviews

A spacious living area features large bay windows allowing ample natural light. The exposed brick wall adds warmth, while the wood ceiling enhances the loft's character. A modern coffee table sits on a striped rug, alongside a comfortable sofa and chairs, creating an inviting atmosphere.

Loft in Spartanburg

Cozy mill loft w/ 2 king beds, gym & pool

Guest house in Greenville

A charming cottage is positioned next to a swimming pool, featuring a sloped roof and large windows. Lush greenery surrounds the area, providing a natural feel. The pool deck is paved, with a diving board extending into the clear water, creating an inviting outdoor space.

4.97 out of 5 average rating, 268 reviews

Greenville With A View!

A cozy outdoor fire pit area features four red adirondack chairs arranged around a stone fire pit. Soft glowing light illuminates the surrounding space, with greenery visible in the background. A blanket is draped over one of the chairs, adding to the inviting atmosphere.