Vacation rentals in Simpsonville
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Top-rated vacation rentals in Simpsonville
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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.
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.
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).
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.
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.
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.
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.
Tiny House in the Country
Escape to the country and relax in this cozy tiny house in Fountain, SC. This charming space features one full bed, a bathroom with shower, microwave, and refrigerator. Enjoy the peace and quiet of the countryside, or explore the nearby towns and attractions. Perfect for a secluded romantic getaway, music festival trip, or just visiting! Book your stay today and experience the simple life in a tiny house in the country!
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.
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
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 vacation rentals
Stay near Simpsonville's top sights
Other great vacation rentals in Simpsonville
Modern Comfort & Style | Downtown Simpsonville
Carolina's Olde Mill, family friendly
GG's Haven: Cozy Cabin on the Farm
Altamont Rest-Top of the Mtn Luxury Adult Retreat
Relaxing Cottage near downtown S’ville
The Wright Place! 25/min DT G-Ville. Pool/Hottub.
Riverfront A-frame cabin minutes from downtown
Southern Charm Townhome
When is the best time to visit Simpsonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 | $101 | $101 | $114 | $103 | $113 | $112 | $108 | $112 | $110 | $108 | $113 |
| Avg. temp | 43°F | 46°F | 53°F | 61°F | 69°F | 76°F | 80°F | 78°F | 73°F | 62°F | 52°F | 45°F |
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 vacation rentals in Simpsonville
Total vacation rentals
Explore 100 vacation rentals in Simpsonville
Nightly prices starting at
Simpsonville vacation rentals start at $30 per night before taxes and fees
Verified guest reviews
Over 3,600 verified reviews to help you choose
Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
100 of Simpsonville vacation 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!
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- Gorges State Park
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- Table Rock State Park
- Clemson University
- Lake Lure Beach and Water Park
- Tryon International Equestrian Center
- Jump Off Rock
- Bon Secours Wellness Arena
- Saint Paul Mountain Vineyards
- Burntshirt Vineyards
- Carl Sandburg Home National Historic Site
- Devils Fork State Park
- Jones Gap State Park
- Fred W Symmes Chapel
- Overmountain Vineyards
- Falls Park On The Reedy
- Peace Center
- DuPont State Forest
- Paris Mountain State Park
- Looking Glass Falls
- Furman University
- Fluor Field at the West End
- Frankies Fun Park
- Memorial Stadium, Clemson
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