Holiday houses in Simpsonville
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Simpsonville
Guests agree: these stays 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
ValueFamilyGetting around
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>
ValueLocationCondition
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.
FamilyValueQuiet
Luxury Country Chic
Enjoy all the luxuries of a stylish space, but be in a serene and peaceful location. High end hotel features. Rain shower, full kitchen, even a soda machine to make it special. Excellent location gives you quiet environment, but it’s close to everything. View the farm outside your window while working at adjustable height desk. Enjoy the fire pit & pebble pool. Farm fresh organic teas from the garden, raw milk for your coffee, free range organic chicken eggs make your stay special!
FamilyLocationBreakfast
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
LocationValueWalkability
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.
ValueFamilyQuiet
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).
FamilyValueHospitality
Fountain Inn on Main St
Located on Main Street in the heart of Fountain Inn, SC. This private residence features a complete living area, master suite with two additional bedrooms, 2.5 bathrooms. Dining area will accommodate six and the full kitchen has four counter seats. Fire pit, grill, and basketball hoop await you in the backyard with ample parking. Full washer, dryer and a convenient dog door to backyard! Walking distance to The Slice, coffee and ice cream on Main Street. 2 miles from I-385.
FamilyLocationLayout
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.
ValueFamilyComfort
Comfy, Dog-Friendly, Nice Community
Need good rest on a comfy mattress with soft cotton sheets? Need to be less than 5 minutes away from a grocery store, urgent care and some shops and restaurants? Fenced-in yard?! Then book our place! :) Relax and recharge in our recently refreshed and stylish house with a fenced in yard and patio. Enjoy your nights at a fire-pit making s’mores and grilling dinner on a charcoal grill. Comfortable beds with cotton linens and fluffy down comforters assure a restful sleep!
FamilyLocationView
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!
FamilyLocationCondition
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!
ValueLocationNearby
Popular amenities for Simpsonville holiday rentals
Stay near Simpsonville's top sights
Other great holiday rentals in Simpsonville
The Wright Place! 25/min DT G-Ville. Pool/Hottub.
FamilyLocationGetting around
Downtown Simpsonville/5 Private Bedrooms/Pergola
FamilyLocationIndoor spaces
3BR Home w Fire Pit, Grill & Private Backyard
LocationFamilyCleanliness
Peaceful Retreat with Spacious Backyard & Fire Pit
LocationFamilyCheckout
Fire Pit Retreat | Pet Friendly | Near Greenville
FamilyLocationAmenities
Luxury Retreat & Heated Pool Downtown Simpsonville
ValueFamilyBarbecue
Beautiful home in the heart of Five Forks!
LocationFamilyWalkability
Southern Charm Townhome
FamilyLocationIndoor spaces
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 AUD | $171 AUD | $161 AUD | $163 AUD | $147 AUD | $161 AUD | $160 AUD | $154 AUD | $160 AUD | $157 AUD | $154 AUD | $161 AUD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Simpsonville?
Many guests choose to stay near Simpsonville’s downtown for easy access to dining and events, or around quieter residential neighborhoods near parks. These areas have a range of vacation rentals suited for solo travelers, families, and groups.
What are the best things to do in Simpsonville with kids?
Kids frequently enjoy playgrounds and open spaces at Heritage Park, interactive activities at local recreation centers, and seasonal splash pads. The area also has family-friendly bowling and mini-golf venues.
What are some of the best things to do in Simpsonville?
Explore Heritage Park’s walking trails, catch live music at the amphitheatre, and browse shops or cafés in the downtown area. Community markets and seasonal festivals often create a lively local atmosphere.
How is the weather in Simpsonville?
Simpsonville experiences cool to mild winters around 32–55°F (0–13°C), and warm, humid summers that reach 87–90°F (31–32°C). Rain is fairly consistent year-round, with the most rainfall in summer and winter months.
When is the best time to visit Simpsonville?
Late spring through early fall is often recommended for a visit to Simpsonville, as warm weather and community events are common. Spring brings blooming trees and festivals, while autumn has comfortable temperatures for outdoor activities.
What are the best places to visit in Simpsonville?
Frequently suggested spots in Simpsonville include Heritage Park for outdoor activities, the downtown area for local dining and shops, and nearby cultural centers hosting performances or exhibits. Parks around the city provide open spaces for relaxation.
What are some hiking trails in Simpsonville?
Simpsonville has paved walking and biking trails in Heritage Park and other city greenways. For a longer route, explore trails that pass through forested areas and wetlands, where birdwatching and quiet observation are often enjoyed.
What are some family activities we can do in Simpsonville?
Families frequently enjoy exploring Heritage Park’s playgrounds, attending community festivals, and discovering interactive exhibits at local museums. The city also has bowling lanes and seasonal splash pads, making it easy for all ages to have fun.
What are some of the best day trip ideas from Simpsonville?
Guests often plan day trips to nearby waterfalls, mountain hikes, or historic towns with local shops and markets. Nature reserves and regional museums around the area provide engaging options for different interests.
Are there any pet friendly accommodations available in Simpsonville?
Pet-friendly accommodations are available in Simpsonville, especially in areas near city parks and residential neighborhoods. Many hosts welcome dogs and cats, but it is a good idea to check house rules for specific details.
What are some local tips for visiting Simpsonville?
Locals often suggest visiting on weekends when farmers markets and pop-up events are more common. Early mornings at city parks provide a peaceful experience, and tasting local Southern cuisine is frequently recommended.
What is Simpsonville known for?
Simpsonville is known for its welcoming small-town spirit, local music events, and green spaces such as Heritage Park. The city has a blend of community traditions and easy access to regional attractions.
What are the best hidden gems to explore in Simpsonville?
Exploring Simpsonville’s downtown reveals locally owned shops, public art installations, and quiet parks. Around the city, small museums and nature trails provide opportunities for discovery away from busier spots.
What are the best foods to try in Simpsonville?
Southern classics such as pulled pork barbecue, fried chicken, and pimento cheese are frequently suggested in Simpsonville. Locally owned cafés and bakeries also highlight regional desserts, including cobblers and seasonal pies.
What should I bring for a trip to Simpsonville?
Pack comfortable walking shoes for exploring parks or downtown, and consider layers, as temperatures range widely through the year, from 32°F to 90°F (0°C to 32°C). An umbrella or light rain jacket can come in handy, especially during spring and summer months when rainfall is higher.
What is the nightlife in Simpsonville like?
Simpsonville has a relaxed nightlife scene with local pubs, casual bars, and live music venues concentrated downtown and near main streets. It is common to find venues featuring regional bands and welcoming spaces for conversation.
What are the most popular events or festivals in Simpsonville?
Simpsonville is known for community gatherings at the Heritage Park Amphitheatre, where concerts and regional festivals take place, especially during spring and summer. Seasonal events often bring together music, food, and local crafts for a welcoming atmosphere.
Are there family friendly vacation rentals in Simpsonville?
Simpsonville has many vacation rentals welcoming families, often with features like full kitchens, multiple bedrooms, and outdoor spaces. Neighborhoods around parks and quiet residential areas are frequently suggested for families seeking a comfortable stay.
Quick stats about holiday rentals in Simpsonville
Total holiday rentals
Explore 100 holiday rentals in Simpsonville
Nightly prices starting at
Simpsonville holiday rentals start at $43 AUD per night before taxes and fees
Verified guest reviews
Over 3,820 verified reviews to help you choose
Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 30 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
90 of Simpsonville holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Simpsonville rentals
4.8 Average rating
Simpsonville stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Nashville Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Sevierville Holiday rentals
- Charlotte Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Hilton Head Island Holiday rentals
- Asheville Holiday rentals
- North Myrtle Beach Holiday rentals
- 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