Holiday houses in Simpsonville
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Quick stats about holiday rentals in Simpsonville
Total holiday rentals
Explore 90 holiday rentals in Simpsonville
Nightly prices starting at
Simpsonville holiday rentals start at $42 AUD per night before taxes and fees
Verified guest reviews
Over 4,020 verified reviews to help you choose
Family-friendly holiday rentals
60 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
50 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 and Laptop-friendly workspace across Simpsonville rentals
4.8 Average rating
Simpsonville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Simpsonville
Guests agree: these stays are highly rated for location, cleanliness and more.
Luxury Retreat & Heated Pool Downtown Simpsonville
Luxury Pool House in the Heart of Simpsonville – Perfect for Gatherings! Designed for comfort, fun, and relaxation. 2 minutes from Downtown Simpsonville and 15 minutes from Downtown Greenville, this luxury retreat feels like a private resort with all the warmth of home. With nature views and countless amenities, you’ll have everything you need for an unforgettable stay. Up to 8 guests with 4 Spacious Beds and 2.5 Baths. Indoor & Outdoor Entertainment, Well-Equipped Kitchen, Cozy Living Room!
LocationFamilyCleanliness
Downtown Simpsonville/5 Private Bedrooms/Pergola
In the heart of Downtown Simpsonville, and near all the shops and restaurants you could ask for, lies this newly built, 5 bedroom home. It is beautifully decorated with everything in mind. The 5th bedroom doubles as a game room and is located in a 2 car garage, offering maximum space for your family and friends. The home is centrally located in downtown Simpsonville. Just a 5 minute walk to Vaughn's brewery, The Slice, and Ice Cream Station. 15-20 minute drive to Greenville and GSP airport.
FamilyValueIndoor spaces
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>
ValueLocationPets
Comfy, Dog-Friendly, Nice Community, Near Events
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 during cold months assure a restful sleep!
LocationFamilyBackyard
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.
ValueLocationAccess
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.
ValueLocationNearby
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!
LocationFamilyShared spaces
3BR | Family & Pet Friendly•Fenced Yard •BridgeWay
Private, pet-friendly Southern-style home minutes from Downtown Greenville! Sleeps up to 6 guests, with the option to add a private guest house for up to 10 guests total. Enjoy a fully fenced backyard with a gazebo, BBQ grill, wood-fired pizza oven, and fire pit, plus smart self check-in, a fully equipped kitchen, TVs in every bedroom, and easy access to BridgeWay Station, shopping, dining, and Greenville’s top attractions.
LocationFamilyTV
Fresh & Charming Townhome
Welcome to Your Home Away from Home, our charming 3-bed, 2.5-bath offers the perfect blend of comfort and convenience. This cozy, modern stylish interior, perfect for a comfortable stay. Enjoy spacious living areas, fully equipped kitchen and private back patio. The ideal spot for your next visit to family, golf or business trip. All shopping amenities, local attractions and dining options are conveniently close to hand.
FamilyLocationQuiet
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
ValueFamilyKitchen
Sleeps 10 | 4BR w/ 6 Beds | Spacious Yard
Spacious 4BR/2.5BA home in Simpsonville sleeps 10! Perfect for families & larger groups! Two stories with a fully stocked kitchen, gas stove, 65" TV, and tons of seating. Upstairs: king master suite, queen, bunk beds & twin trundle. Outside: screened porch, fire pit, gas grill, kids' playground & creekside yard. Quiet neighborhood, 4-car driveway, 15 min to Greenville. Book your group getaway today!
LocationHospitalityQuiet
5BR Upscale Getaway - Near Greenville
Located in Simpsonville, SC, which is adorable in its own right. You'll have a less than 10-minute drive to go to Sweet Sippin and sit on the rooftop, go listen to music at 1885 or The Warehouse at Vaughn's. You are also a swift 20-minute drive to downtown Greenville. Don't miss Mast General, Music on Main, and I highly recommend Passerelle.
FamilyLocationHospitality
Popular amenities for Simpsonville holiday rentals
Other great holiday rentals in Simpsonville
Luxury Country Chic
FamilyLocationComfort
The Curtis House
FamilyLocationIndoor spaces
Fountain Inn on Main St
FamilyLocationCheck-in
Walk Downtown Simpsonville 3/1
FamilyValueHospitality
Heart of Fountain Inn: 2BR Gem
FamilyLocationLong stay
4 bedroom, family-friendly, Simpsonville. Sleeps 9
FamilyLocationCheck-in
Entire Duplex with Backyard Firepit | Sleeps 12
FamilyLocationSleep quality
The Wright Place! 25/min DT G-Ville. Pool/Hottub.
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 | $156 AUD | $166 AUD | $156 AUD | $170 AUD | $180 AUD | $179 AUD | $155 AUD | $150 AUD | $155 AUD | $152 AUD | $150 AUD | $156 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.
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- Clemson University
- Tryon International Equestrian Center
- Table Rock State Park
- Chimney Rock State Park
- Gorges State Park
- Devils Fork State Park
- Lake Lure Beach and Water Park
- DuPont State Forest
- Bon Secours Wellness Arena
- Saint Paul Mountain Vineyards
- Jump Off Rock
- Fred W Symmes Chapel
- Falls Park On The Reedy
- Fluor Field at the West End
- Jones Gap State Park
- Peace Center
- Whitewater Falls
- Carl Sandburg Home National Historic Site
- Overmountain Vineyards
- Oconee State Park
- Memorial Stadium, Clemson
- Furman University
- Paris Mountain State Park
- Tugaloo State Park