A street sign for Capitol 700E Ave.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Springfield vacation homes

A modern living room with a brown leather sofa, a wooden floor, and a black spiral staircase.

1. Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and the host was so wonderful! Will definitely stay again! "
United States
Lucy W.
The price is CA $160
CA $342 total
includes taxes & fees
Oct 9 - Oct 10
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
A room with multiple windows, a table, and a chair.

2. Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Bourbon Trail Oasis at Boone Farm - Private & Peaceful
Springfield
10.0 out of 10, Exceptional, (23 reviews)
"Great place for our group while touring the bourbon trail. Clean and roomy and private."
United States
Samantha B.
The price is CA $215
CA $395 total
includes taxes & fees
Oct 5 - Oct 6
Bourbon Trail Oasis at Boone Farm - Private & Peaceful
A living room with a leather chair, a sofa, a coffee table, and a 'WELCOME' sign on the wall.

3. Lincoln Farmhouse-Bourbon Trail-Farm Stay

Lincoln Farmhouse-Bourbon Trail-Farm Stay
Springfield
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place. Clean and updated. Host was very easy to work with. We can't wait to stay there again!"
United States
Kerrie V.
The price is CA $243
CA $381 total
includes taxes & fees
Oct 4 - Oct 5
Lincoln Farmhouse-Bourbon Trail-Farm Stay
A covered patio area with a wicker chair, a table, and a large window.

4. 'Baby Grand on Main' Lebanon Home w/ Game Room!

'Baby Grand on Main' Lebanon Home w/ Game Room!
Lebanon
10.0 out of 10, Exceptional, (8 reviews)
"love the stay loved the house will highly recommend and look forward to staying again when we com this way again"
United States
Michelle M.
The price is CA $125
CA $544 total
includes taxes & fees
Oct 7 - Oct 8
'Baby Grand on Main' Lebanon Home w/ Game Room!
A gravel driveway leading to a wooden fence, surrounded by lush greenery and flowering plants.

5. Missy’s unique stays

Missy’s unique stays
Raywick
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely loved this place and the host was very nice and accommodating. "
United States
Candice S.
The price is CA $152
CA $271 total
includes taxes & fees
Oct 4 - Oct 5
Missy’s unique stays
A living room with a stone fireplace, leather sofa, and a mounted TV.

6. River Hill Farm Cottage

River Hill Farm Cottage
Bloomfield
10.0 out of 10, Exceptional, (2 reviews)
"The property is peaceful and beautiful! The cottage has all the amenities you need for a relaxing stay! We would love to return sometime!"
United States
Derek H.
The price is CA $228
CA $434 total
includes taxes & fees
Oct 4 - Oct 5
River Hill Farm Cottage
A wooden deck with a bench and cushions, overlooking a swimming pool and a grassy landscape.

7. Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!

Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!
Willisburg
8.4 out of 10, Very good, (5 reviews)
"Spacious home with backyard pool that the kids loved. Great hosts. "
United States
Michelle S.
The price is CA $358
CA $606 total
includes taxes & fees
Oct 4 - Oct 5
Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!
A two-story brick house with a front entrance, a small front yard with plants, and a clear blue sky.

8. Stay in a historic Early 1800s Guest House!

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (138 reviews)
"Cute little place, convenient to downtown, shower was a little short lol"
United States
Joshua P.
The price is CA $147
CA $270 total
includes taxes & fees
Oct 5 - Oct 6
Stay in a historic Early 1800s Guest House!
A modern kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

9. New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (69 reviews)
"Excellent location with easy access to Bardstown and distilleries. Well equipped bar for home tasting as well as games and entertainment. We had a great stay!"
United States
Patrick M.
The price is CA $166
CA $420 total
includes taxes & fees
Oct 4 - Oct 5
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Outdoor dining

10. Bourbon Basecamp: 1.5 Acres, Game + Movie Room, 3 Bedrooms

Bourbon Basecamp: 1.5 Acres, Game + Movie Room, 3 Bedrooms
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"We loved this little piece of paradise in Bourbon Country :) it was perfect for the 4 of us, we enjoyed the games, the movie room & the distance to Louisville & Churchill Downs was great, we were able to watch the Spring Meet horse races! The beds were comfortable & so was the couch in the movie room, we had a great time!"
United States
Emily L.
The price is CA $261
CA $752 total
includes taxes & fees
Oct 5 - Oct 6
Bourbon Basecamp: 1.5 Acres, Game + Movie Room, 3 Bedrooms
A spacious living room with a large flat-screen TV, a black leather sofa, a brown leather armchair, and a beige sofa.

11. StillHill: HotTub GameRoom Whiskey Lounge Acreage

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Bardstown
9.8 out of 10, Exceptional, (15 reviews)
"The property was beautiful, clean, and well-appointed. It exceeded our expectations. The host was very responsive and helpful. I would stay again in a heartbeat!"
United States
Ted P.
The price is CA $481
CA $792 total
includes taxes & fees
Nov 1 - Nov 2
StillHill: HotTub GameRoom Whiskey Lounge Acreage
A modern kitchen with stainless steel appliances, white cabinetry, and a black countertop.

12. Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!

Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!
Bardstown
10.0 out of 10, Exceptional, (61 reviews)
"Lovely updated house. Clean and comfortable and close drive to scenic town and distilleries"
United States
Lynn K.
The price is CA $171
CA $485 total
includes taxes & fees
Oct 5 - Oct 6
Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!
A hot tub with a fire feature, surrounded by outdoor furniture and string lights.

13. Bourbon Trail Container Home with Hot Tub 🔥 Private Retreat

Bourbon Trail Container Home with Hot Tub 🔥 Private Retreat
chaplin
10.0 out of 10, Exceptional, (3 reviews)
"Cleanest cabin we have ever rented!Very private area and quiet. Hot tub and fire pit were great. Communication with owners was very easy and informative."
United States
William F.
The price is CA $201
CA $434 total
includes taxes & fees
Oct 5 - Oct 6
Bourbon Trail Container Home with Hot Tub 🔥 Private Retreat
A living room with a glass coffee table, two grey armchairs, a brown sofa, a wooden bookshelf, and a vase of white flowers.

14. Call Me Old Fashioned! *Heart of Bardstown Square*

Call Me Old Fashioned! *Heart of Bardstown Square*
Bardstown
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay! Will stay here again if I’m back in town."
United States
Connor
The price is CA $145
CA $563 total
includes taxes & fees
Oct 5 - Oct 6
Call Me Old Fashioned! *Heart of Bardstown Square*
A dining table with a vase of red flowers, a bottle of honey, and a salt shaker.

15. 🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful home. Very nice place to stay. We enjoyed our stay!"
United States
Kari M.
The price is CA $232
CA $409 total
includes taxes & fees
Oct 5 - Oct 6
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
A living room with a large window, a grey sofa, and a framed picture on the wall.

16. Angel Share Overlook: Speakeasy, Sauna & Sunsets

Angel Share Overlook: Speakeasy, Sauna & Sunsets
Nelson County
10.0 out of 10, Exceptional, (1 review)
"Can’t say enough good things about the Angel Share Overlook property. It was just as nice as the pictures in the listing made it seem. The host was super helpful with local recommendations and the check-in/check-out process. There were multiple great areas in the house for bourbon enthusiasts to have bottle shares. Everybody loved their time at the house. The ONLY potential critique is the location, which was fine for our purposes but may seem a little off the beaten path for some people. ...
United States
Andrew G.
The price is CA $521
CA $836 total
includes taxes & fees
Nov 1 - Nov 2
Angel Share Overlook: Speakeasy, Sauna & Sunsets
A living room with a sofa, coffee table, and a dining area with stools and a table.

17. Hillside Home on the KY Bourbon Trail Sleeps 6

Hillside Home on the KY Bourbon Trail Sleeps 6
Bardstown
9.6 out of 10, Exceptional, (7 reviews)
"Cozy place with charm. Great location for bourbon trail activities."
United States
Aaron S.
The price is CA $154
CA $552 total
includes taxes & fees
Oct 27 - Oct 28
Hillside Home on the KY Bourbon Trail Sleeps 6
A living room with a black leather sofa, a wooden coffee table, and a chandelier.

18. Bourbon Themed 3-bedroom house in Bardstown

Bourbon Themed 3-bedroom house in Bardstown
Bardstown
9.6 out of 10, Exceptional, (4 reviews)
"Nice place."
United States
Deborah or Larry C.
The price is CA $215
CA $576 total
includes taxes & fees
Oct 5 - Oct 6
Bourbon Themed 3-bedroom house in Bardstown
A building with a large tree in front, outdoor seating with chairs, and string lights.

19. 4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown

4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
Bardstown
10.0 out of 10, Exceptional, (46 reviews)
"This place was perfect for our couple trip. The backyard was amazing to just sit and relax on our summer night!"
United States
Jeremy k.
The price is CA $186
CA $529 total
includes taxes & fees
Oct 25 - Oct 26
4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
A stone house with a gabled roof, a front door, and a small porch.

20. Ron & Orline's Home, park at the door & use our EV 50 amp charger

Ron & Orline's Home, park at the door & use our EV 50 amp charger
Bardstown
10.0 out of 10, Exceptional, (169 reviews)
"Great place. Highly recommend "
United States
Matthew W.
The price is CA $220
CA $368 total
includes taxes & fees
Oct 11 - Oct 12
Ron & Orline's Home, park at the door & use our EV 50 amp charger
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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