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Vacation Homes in Simpson County

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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Vacation Homes in Simpson County

Fridge, microwave, oven, stovetop
Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks

Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks

Scottsville
9.8 out of 10, Exceptional, (241)
"We had a wonderful time, and we would certainly love to stay here again!"
United States
Anne S.
Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks
Fridge, microwave, oven, stovetop
Historic Stonewall Stays • Room for 12 w/ New Bunk Room

Historic Stonewall Stays • Room for 12 w/ New Bunk Room

Gallatin
9.8 out of 10, Exceptional, (22)
"Unique and educational and comfortable, while caught between mid 1800's and 2025! "
United States
Karl S.
Historic Stonewall Stays • Room for 12 w/ New Bunk Room
Exterior detail
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Smiths Grove
10.0 out of 10, Exceptional, (153)
"Nice sized house, plenty of room. Enjoyed the wine room."
United States
Aaran E.
The price is HK$1,296
HK$1,798 total
includes taxes & fees
8 Dec - 9 Dec
Bluegrass Vineyard B&B, nestled next to the vineyard and winery
Exterior
Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!

Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!

Bowling Green
10.0 out of 10, Exceptional, (65)
"We loved staying at this house! So much history! Everything was perfect "
United States
Stacey W.
The price is HK$895
HK$1,870 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!
4 bedrooms, travel cot, WiFi, bed sheets
Charming 4-bedroom in Russellville Kentucky with Hot Tub

Charming 4-bedroom in Russellville Kentucky with Hot Tub

Russellville
10.0 out of 10, Exceptional, (11)
"Rented this for two of my technicians who were doing a job down there. Very convenient location, very clean, and the host was very responsive. Will be renting this location again when they have to go back."
United States
Shelly
The price is HK$1,114
HK$2,249 total
includes taxes & fees
8 Dec - 9 Dec
Charming 4-bedroom in Russellville Kentucky with Hot Tub
Fridge, microwave, oven, dishwasher
Charming 2BR/1BA home Near WKU

Charming 2BR/1BA home Near WKU

bowling green
10.0 out of 10, Exceptional, (7)
"We loved the house, the check in was smooth and the hosts were super friendly! We will definitely recommend anyone coming to bowling green to stay here! "
United States
TINA L.
Charming 2BR/1BA home Near WKU
Terrace/patio
New 2-bedroom "Kentucky Country" vacation home 10 minutes from Bowling Green

New 2-bedroom "Kentucky Country" vacation home 10 minutes from Bowling Green

Bowling Green
10.0 out of 10, Exceptional, (26)
"Very nice, this was the cleanest VRBO we have stayed at. House was very well stocked with everything you would need. "
United States
Shawn B.
New 2-bedroom "Kentucky Country" vacation home 10 minutes from Bowling Green
Terrace/patio
Stunning Treehouse Mansion

Stunning Treehouse Mansion

Springfield
9.6 out of 10, Exceptional, (22)
"This was a wonderful booking with a ton of character and space. We'll stay here again "
United States
Deanna R.
The price is HK$2,452
HK$4,767 total
includes taxes & fees
14 Dec - 15 Dec
Stunning Treehouse Mansion
Exterior
Simply Sailing - A Cottage In The Trees

Simply Sailing - A Cottage In The Trees

Scottsville
10.0 out of 10, Exceptional, (72)
"We enjoyed our stay and will be back!"
United States
Nanette O.
Simply Sailing - A Cottage In The Trees
Outdoor dining
New Listing North of Nashville

New Listing North of Nashville

White House
9.4 out of 10, Exceptional, (8)
"Large enough for our group. Location was decent"
United States
Tony R.
New Listing North of Nashville
Interior
Country living at its best, chickens and a beautiful stocked pond to fish in

Country living at its best, chickens and a beautiful stocked pond to fish in

Springfield
10.0 out of 10, Exceptional, (79)
"The house was perfect !! "
United States
Alicia C.
Country living at its best, chickens and a beautiful stocked pond to fish in
Property grounds
Entire House Family-Pets-Friendly Close to i65.

Entire House Family-Pets-Friendly Close to i65.

Bowling Green
9.2 out of 10, Wonderful, (25)
"Great location for an extended family trip to Mammoth Caves!"
United States
Erin M.
The price is HK$1,456
HK$3,111 total
includes taxes & fees
8 Dec - 9 Dec
Entire House Family-Pets-Friendly Close to i65.
Exterior
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Oakland
10.0 out of 10, Exceptional, (64)
"Great location, close to wonderful attractions."
United States
Anonymous traveller
The price is HK$895
HK$1,895 total
includes taxes & fees
21 Dec - 22 Dec
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave
Interior
Cozy, Clean Home for Family or Friends

Cozy, Clean Home for Family or Friends

2.0 star property
Bowling Green
10.0 out of 10, Exceptional, (5)
"Great location. Excellent communication with host. Provides great recommendations of what to do and see in the area. "
United States
John R.
The price is HK$1,479
HK$3,264 total
includes taxes & fees
8 Dec - 9 Dec
Cozy, Clean Home for Family or Friends
Exterior
Woodside Retreat-A: Modern Home

Woodside Retreat-A: Modern Home

Scottsville
10.0 out of 10, Exceptional, (4)
"The place was absolutely amazing."
United States
Kyle C.
Woodside Retreat-A: Modern Home
Fridge, microwave, oven, stovetop
Christmas is Coming! / 29 Miles to Nash, 1 Mile Downtown Gallatin

Christmas is Coming! / 29 Miles to Nash, 1 Mile Downtown Gallatin

Gallatin
10.0 out of 10, Exceptional, (24)
"Perfect property to stay at while visiting family in Gallatin. "
United States
Amy H.
Christmas is Coming! / 29 Miles to Nash, 1 Mile Downtown Gallatin
Terrace/patio
Quaint 2-bedroom home on an one acre lot in lovely Alvaton with AC and WiFi.

Quaint 2-bedroom home on an one acre lot in lovely Alvaton with AC and WiFi.

Alvaton
10.0 out of 10, Exceptional, (5)
Quaint 2-bedroom home on an one acre lot in lovely Alvaton with AC and WiFi.
Outdoor dining
Cute Cabin with Hot Tub 30 mins from Nashville

Cute Cabin with Hot Tub 30 mins from Nashville

Hendersonville
9.6 out of 10, Exceptional, (69)
"Loved the location, the decking and outdoor lighting. We would definitely book this stay again. "
United States
Jeffrey S.
Cute Cabin with Hot Tub 30 mins from Nashville
Exterior
Charming 2-bedroom house in delightful Bowling Green. Minutes away from WKU.

Charming 2-bedroom house in delightful Bowling Green. Minutes away from WKU.

2.0 star property
Bowling Green
10.0 out of 10, Exceptional, (1)
"Great stay! Host was accessible and responsive! Easy check in and out. I would stay again! "
United States
Stacey W.
Charming 2-bedroom house in delightful Bowling Green. Minutes away from WKU.
Smart TV, table football
Mammoth Cave, WKU, Barren River Lake, Travel Sports, Corvette

Mammoth Cave, WKU, Barren River Lake, Travel Sports, Corvette

Bowling Green
10.0 out of 10, Exceptional, (8)
"Property was perfect for our group of 6. House is very welcoming and cozy and has everything you need. Garage safely stored our 55 & 56 Chevy Bel Airs. Would highly recommend."
United States
Mark A.
Mammoth Cave, WKU, Barren River Lake, Travel Sports, Corvette
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 Simpson County Hotel Reviews

Drury Inn & Suites Bowling Green

Drury Inn & Suites Bowling Green

10/10 Excellent
"It's an amazing place to stay! You instantly become family!! Very reasonable & clean "
Aileen 1-night trip
Posted 2 days ago
Drury Inn & Suites Bowling Green

Find out more about Simpson County

Simpson County Vacation Homes information

Number of reviews
897
Accommodation
163 Vacation Homes
Lowest Price
HK$1,798
Highest Price
HK$4,767