Simpson County Holiday Rentals

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Our top choices for Simpson County holiday rentals

Kentucky Comfort Central Retreat, 2 Bedroom Home

Kentucky Comfort Central Retreat, 2 Bedroom Home
Franklin
8.8 out of 10, Excellent, (6 reviews)
"Tom was communicative and willing to help anytime. He gave us local recommendations and was extremely kind! Location was great, very close to downtown and had everything we needed for a weekend in Franklin! "
United States
Bentley F.
The price is NZ$389
includes taxes & fees
7 Apr - 8 Apr
Kentucky Comfort Central Retreat, 2 Bedroom Home

Spacious Large Cabin at Harding near I-65/Downtown Franklin

Spacious Large Cabin at Harding near I-65/Downtown Franklin
Franklin
8.8 out of 10, Excellent, (6 reviews)
"Perfect place to stay in the middle of lots of town. Out of town but close to everything. We enjoyed our stay"
United States
Kami B.
Spacious Large Cabin at Harding near I-65/Downtown Franklin

Superb 4-bedroom house with AC in Woodburn

Superb 4-bedroom house with AC in Woodburn
Woodburn
9.0 out of 10, Wonderful, (2 reviews)
"Great house for a family trip! The decorations were a highlight and really made the place feel like a home away from home. We had a smooth, positive experience and we will be back!"
United States
April S.
The price is NZ$780
includes taxes & fees
4 Apr - 5 Apr
Superb 4-bedroom house with AC in Woodburn

Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green
Rockfield
10.0 out of 10, Exceptional, (24 reviews)
"Cute and cozy tiny home. Extremely clean and all the amenities we could have asked for. Will definitely stay again! "
United States
Amy C.
The price is NZ$306
includes taxes & fees
14 Apr - 15 Apr
Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Scottsville
9.8 out of 10, Exceptional, (164 reviews)
"Awesome place! Super clean has everything! "
United States
jake S.
The price is NZ$339
includes taxes & fees
8 Apr - 9 Apr
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Picasso Palace

Picasso Palace
College Hill Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We loved the coziness of the house and the close proximity to restaurants and shops."
United States
Mariah S.
Picasso Palace

Blue Nest: Your Modern Downtown Perch - Downtown BG

Blue Nest: Your Modern Downtown Perch - Downtown BG
Bowling Green
10.0 out of 10, Exceptional, (3 reviews)
"Nice location to everything you.wpuld need. "
United States
LeAnn P.
The price is NZ$436
includes taxes & fees
5 Apr - 6 Apr
Blue Nest: Your Modern Downtown Perch - Downtown BG

Hunts Bend Private Getaway!

Hunts Bend Private Getaway!
Bowling Green
10.0 out of 10, Exceptional, (9 reviews)
"A great place to stay and enjoy the Kentucky landscape."
United States
Lance M.
The price is NZ$615
includes taxes & fees
14 Apr - 15 Apr
Hunts Bend Private Getaway!

Vette City Stingray - Condo w/King Bed

Vette City Stingray - Condo w/King Bed
Bowling Green
9.6 out of 10, Exceptional, (20 reviews)
"Amazing property and location! "
United States
Dan B.
The price is NZ$614
includes taxes & fees
29 Apr - 30 Apr
Vette City Stingray - Condo w/King Bed

The Whispering Oak is a private and cozy getaway with its own private entrance!

The Whispering Oak is a private and cozy getaway with its own private entrance!
Springfield
10.0 out of 10, Exceptional, (1 review)
"Private, cozy, and so cute! Very welcoming and comfortable."
United States
Sheila A.
The price is NZ$176
includes taxes & fees
5 Apr - 6 Apr
The Whispering Oak is a private and cozy getaway with its own private entrance!

Very clean & private

Very clean & private
Bowling Green
9.8 out of 10, Exceptional, (155 reviews)
"It was a very nice stay for the Holidays way better than a hotel room.Very clean cozy place to stay. The hosts are awesome!"
United States
james k.
The price is NZ$306
includes taxes & fees
14 Apr - 15 Apr
Very clean & private

Comfortable/cozy apartment BGKY

Comfortable/cozy apartment BGKY
Bowling Green
8.4 out of 10, Very good, (7 reviews)
"Very nice will stay there again soon "
United States
Jonathon B.
The price is NZ$339
includes taxes & fees
3 May - 4 May
Comfortable/cozy apartment BGKY

Stately State Street Abode 2

Stately State Street Abode 2
College Hill Historic District
7.0 out of 10, Good, (4 reviews)
"Cute house, was great for a place to stay after a day out with the girls shopping."
United States
Ellen C.
Stately State Street Abode 2

Blue Belle: Storybook Spring Escape - Cozy 2BR

Blue Belle: Storybook Spring Escape - Cozy 2BR
Bowling Green
9.6 out of 10, Exceptional, (7 reviews)
"Great location and wonderful hospitality!"
United States
William J.
The price is NZ$548
includes taxes & fees
4 May - 5 May
Blue Belle: Storybook Spring Escape - Cozy 2BR

Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!

Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!
Bowling Green
The price is NZ$240
includes taxes & fees
5 Apr - 6 Apr
Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!

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, (159 reviews)
"This home was very clean and check in was super easy. The winery is attached and was really fun. "
United States
Megan
The price is NZ$423
includes taxes & fees
6 Apr - 7 Apr
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Cozy House with lots of charm!

Cozy House with lots of charm!
Bowling Green
10.0 out of 10, Exceptional, (36 reviews)
"Great stay enjoyed our self with most definitely stay again "
United States
Jennifer B.
The price is NZ$462
includes taxes & fees
6 Apr - 7 Apr
Cozy House with lots of charm!

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 reviews)
"This was a lovely space for our ladies' getaway."
United States
Debrina D.
The price is NZ$614
includes taxes & fees
14 Apr - 15 Apr
Historic Stonewall Stays • Room for 12 w/ New Bunk Room

Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave.

Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave.
Bowling Green
10.0 out of 10, Exceptional, (1 review)
"Quiet spot, clean. Thank you!"
United States
Alexandra B.
The price is NZ$309
includes taxes & fees
14 Apr - 15 Apr
Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave.

Charming KY Stay

Charming KY Stay
Bowling Green
10.0 out of 10, Exceptional, (3 reviews)
"A nice stay in a quiet yet very convinient neighborhood. Host was very responsive. "
United States
Kristi N.
The price is NZ$542
includes taxes & fees
3 May - 4 May
Charming KY Stay
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

Find out more about Simpson County

Everything you need to know about Simpson County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simpson County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpson County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Simpson County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simpson County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simpson County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpson County holiday rentals we have selected for you start as low as NZ$306 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Simpson County rentals

At Expedia, we put the best Simpson County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Simpson County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpson County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpson County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.