Holiday Homes in Springfield

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Springfield

Our top choices for Springfield holiday homes

Hot Aug Deals! Bourbon Trail + Fire Pit+ Hot Tub!

10.0 out of 10, Exceptional, (30)
"Highly recommended this is the perfect place to get away and relax "
The price is NZ$608
includes taxes & fees
31 Aug - 1 Sept
Hot Aug Deals! Bourbon Trail + Fire Pit+ Hot Tub!

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

10.0 out of 10, Exceptional, (8)
"We loved our stay!"
The price is NZ$496
includes taxes & fees
15 Sept - 16 Sept
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

2.0 star property
10.0 out of 10, Exceptional, (6)
"Really enjoyed our visit, which met our needs very well."
The price is NZ$512
includes taxes & fees
2 Sept - 3 Sept
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Lincoln Farmhouse-Bourbon Trail-Farm Stay

The price is NZ$485
includes taxes & fees
7 Sept - 8 Sept
Lincoln Farmhouse-Bourbon Trail-Farm Stay

Spacious 7-bedroom Farmhouse in New Haven - On Bourbon Trail!

The price is NZ$604
includes taxes & fees
26 Aug - 27 Aug
Spacious 7-bedroom Farmhouse in New Haven - On Bourbon Trail!

Remote Getaway with Scenic View - 15 minutes from Bardstown

9.6 out of 10, Exceptional, (13)
"House sat overlooking beautiful green rolling hills. The property was well kept and had all the room needed for a family of 6. "
The price is NZ$953
includes taxes & fees
13 Sept - 14 Sept
Remote Getaway with Scenic View - 15 minutes from Bardstown

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

9.6 out of 10, Exceptional, (21)
"The house was perfect for our long weekend in Harrodsburg. We have long time friends there and it was nice to be able to visit and not intrude all day, every day while we were in town."
The price is NZ$338
includes taxes & fees
26 Aug - 27 Aug
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

9.6 out of 10, Exceptional, (35)
"We’ve been in town for a couple weeks for work, great location.. no complaints! "
The price is NZ$275
includes taxes & fees
27 Aug - 28 Aug
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

Central Bardstown Home Near Distilleries & Dining

10.0 out of 10, Exceptional, (8)
"This is a great clean, well decorated and functional place to stay within walking distance of downtown. We we would have loved to add another day but maybe next time if it works out."
Central Bardstown Home Near Distilleries & Dining

It's rare to find a place that's both historic & one-of-a-kind

10.0 out of 10, Exceptional, (44)
"We really enjoyed staying here! We had a swim meet in Danville and commuted back and forth. Check in and out was easy! "
The price is NZ$268
includes taxes & fees
27 Aug - 28 Aug
It's rare to find a place that's both historic & one-of-a-kind

Cozy Bourbon Trail Loft suite in charming Loretto

8.0 out of 10, Very good, (1)
"The property is very cozy, quiet, and comfortable! All the details were well thought out and I appreciated the informative labels, such as on the AC. Stayed in the queen bed which was super comfortable as well. Only suggestion would be to add directions on how to find it. I came in after dark and had a difficult time figuring out where it was after Google maps incorrectly sent me to an apartment building nearby. A unit number marking on the exterior would be useful, as I only realized I was in...
The price is NZ$228
includes taxes & fees
4 Sept - 5 Sept
Cozy Bourbon Trail Loft suite in charming Loretto

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (36)
"We really enjoyed our visit and the house was furnished and decorated very nice. Super easy communication with the owner, very transparent willing to help with whatever we needed. Will stay again. "
The price is NZ$770
includes taxes & fees
8 Sept - 9 Sept
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

2.0 star property
10.0 out of 10, Exceptional, (22)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is NZ$928
includes taxes & fees
8 Sept - 9 Sept
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

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

10.0 out of 10, Exceptional, (55)
"Great place to stay while doing a Bourbon Tour!!"
The price is NZ$509
includes taxes & fees
26 Aug - 27 Aug
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (2)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
The price is NZ$1,109
includes taxes & fees
26 Aug - 27 Aug
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

2.0 star property
10.0 out of 10, Exceptional, (6)
"Exactly as described, was perfect for our family. Alan was great at communicating and giving places to eat at."
The price is NZ$684
includes taxes & fees
8 Sept - 9 Sept
Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

River Hill Farm Cottage

The price is NZ$497
includes taxes & fees
8 Sept - 9 Sept
River Hill Farm Cottage

Downtown Danville Luxury House, walk to restaurants & bars, dog friendly

9.4 out of 10, Exceptional, (19)
"Great location, great time"
The price is NZ$505
includes taxes & fees
26 Aug - 27 Aug
Downtown Danville Luxury House, walk to restaurants & bars, dog friendly

This house is a 2 bedroom(s), 1.5 bathrooms, located in Harrodsburg, KY.

9.6 out of 10, Exceptional, (4)
"We had a marvelous stay! The house was comfortable, clean and had anything we needed. The farm creates such a beautiful backdrop to wake up and watch the sunrise. All questions were answered promptly. We would love to come back. "
The price is NZ$352
includes taxes & fees
26 Aug - 27 Aug
This house is a 2 bedroom(s), 1.5 bathrooms, located in Harrodsburg, KY.

Luxe Bourbon Trail Retreat Great Location! Privacy, Hot Tub, Sauna & Firepit

10.0 out of 10, Exceptional, (1)
"We were in a group of 4 touring bourbon country. Location was perfect, basement games were super fun. Sauna was really nice. Had everything we needed. Hosts were great. "
Luxe Bourbon Trail Retreat Great Location! Privacy, Hot Tub, Sauna & Firepit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Springfield Hotel Reviews