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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Cottages in Simpsonville

Our top choices for Simpsonville cottages

Cozy Greenville Bungalow ~ 2 Mi to Downtown!
Interior

Cozy Greenville Bungalow ~ 2 Mi to Downtown!

3.0 star property
8.0 out of 10, Very good, (3)
"Amazing place. Great host. "
Cozy Greenville Bungalow ~ 2 Mi to Downtown!
Greer Guest House < 1 Mi to Park & Downtown Area!
Interior

Greer Guest House < 1 Mi to Park & Downtown Area!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place en Greenville area "
Greer Guest House < 1 Mi to Park & Downtown Area!
Claires Cottage ~ 4 Mi to Downtown Greenville!
Interior

Claires Cottage ~ 4 Mi to Downtown Greenville!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great trip. The small cottage was perfect for my wife and I and the owner was very responsive."
Claires Cottage ~ 4 Mi to Downtown Greenville!
Cozy Home in Historic Area ~ 2 Mi to Main St!
Interior

Cozy Home in Historic Area ~ 2 Mi to Main St!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Absolutely adorable property. Little bit of an interesting part of town. We weren’t spending a bunch of time on property so it didn’t mater. Super close to down town and the house is well kept. "
Cozy Home in Historic Area ~ 2 Mi to Main St!
Updated Greenville Home w/ Backyard!
Front of property

Updated Greenville Home w/ Backyard!

3.0 star property
10.0 out of 10, Exceptional, (2)
Updated Greenville Home w/ Backyard!
Home w/ Private Yard - Walk to Swamp Rabbit Trail
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Home w/ Private Yard - Walk to Swamp Rabbit Trail

3.0 star property
Home w/ Private Yard - Walk to Swamp Rabbit Trail
Charming Greenville Home w/ Yard: 3 Mi to Downtown
Microwave, oven, stovetop, dishwasher

Charming Greenville Home w/ Yard: 3 Mi to Downtown

3.0 star property
Charming Greenville Home w/ Yard: 3 Mi to Downtown
< 3 Mi to Dtwn: Modern Cottage in Greenville!
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< 3 Mi to Dtwn: Modern Cottage in Greenville!

3.0 star property
10.0 out of 10, Exceptional, (1)
< 3 Mi to Dtwn: Modern Cottage in Greenville!
2 Mi to Downtown: Luxe Greenville Retreat!
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2 Mi to Downtown: Luxe Greenville Retreat!

3.0 star property
2 Mi to Downtown: Luxe Greenville Retreat!
1925 Vintage Farmhouse Close to Everything
Interior

1925 Vintage Farmhouse Close to Everything

3.0 star property
1925 Vintage Farmhouse Close to Everything
Family-friendly Barndominium Near Greenville!
Interior

Family-friendly Barndominium Near Greenville!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Adorable place to stay. Would highly recommend!!! "
Family-friendly Barndominium Near Greenville!
Pet-friendly Easley Family House w/ Game Room
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Pet-friendly Easley Family House w/ Game Room

3.0 star property
Pet-friendly Easley Family House w/ Game Room
Tranquil Travelers Rest Home w/ Fire Pit!
Interior

Tranquil Travelers Rest Home w/ Fire Pit!

3.0 star property
Tranquil Travelers Rest Home w/ Fire Pit!
Pet-friendly Travelers Rest Home w/ Covered Patio
Private kitchen

Pet-friendly Travelers Rest Home w/ Covered Patio

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was perfect for our stay with the pups. "
Pet-friendly Travelers Rest Home w/ Covered Patio
Ideally Located 'penne Place' w/ Deck & Grill
Microwave, oven, stovetop, dishwasher

Ideally Located 'penne Place' w/ Deck & Grill

3.0 star property
Ideally Located 'penne Place' w/ Deck & Grill
Lovely Taylors Home: 8 Mi to Dtwn Greenville!
Private kitchen

Lovely Taylors Home: 8 Mi to Dtwn Greenville!

3.0 star property
Lovely Taylors Home: 8 Mi to Dtwn Greenville!
Pet-friendly Greenville Dwelling ~ 2 Mi From Dtwn!
Exterior

Pet-friendly Greenville Dwelling ~ 2 Mi From Dtwn!

3.0 star property
Pet-friendly Greenville Dwelling ~ 2 Mi From Dtwn!
Cozy South Carolina Retreat w/ Patio & Fireplace!
Interior

Cozy South Carolina Retreat w/ Patio & Fireplace!

3.0 star property
Cozy South Carolina Retreat w/ Patio & Fireplace!
Greenville Escape w/ Deck + Fire Pit!
Interior

Greenville Escape w/ Deck + Fire Pit!

3.0 star property
Greenville Escape w/ Deck + Fire Pit!
Stay at Jos Taylor Retreat: 9 Mi to Greenville!
Interior

Stay at Jos Taylor Retreat: 9 Mi to Greenville!

3.0 star property
Stay at Jos Taylor Retreat: 9 Mi to Greenville!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simpsonville Hotel Reviews

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

10/10 Excellent
"Close to everything "
Shannon 2-night trip
Posted 10 hours ago
Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Frequently asked questions

Why book your cottage in Simpsonville with Expedia?
Booking a cottage in Simpsonville is as simple as working out your travel dates and selecting an ideal place for outdoor fun and relaxation. From high-end retreats to low-cost properties and cottages that include perks like a hot tub, Expedia has something for all tastes. As for unbeatable deals? We have them too!
How can I find cheap cottages in Simpsonville?
Expedia can help you look for cheap cottages in Simpsonville. To discover your dream stay in a few clicks, simply use our handy filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Simpsonville near my cottage?
Once you've unpacked your suitcases, venture out and explore the awesome things Simpsonville has for you to experience. Heritage Park is a great attraction to add to your to-do list.