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

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

10.0 out of 10, Exceptional, (1)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is AU$982
includes taxes & fees
10 Aug - 11 Aug
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

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

9.6 out of 10, Exceptional, (32)
"We’ve been in town for a couple weeks for work, great location.. no complaints! "
The price is AU$277
includes taxes & fees
12 Aug - 13 Aug
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (118)
"Was a very nice cottage, would definitely recommend to others"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (33)
"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 AU$556
includes taxes & fees
12 Aug - 13 Aug
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

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 AU$461
includes taxes & fees
12 Aug - 13 Aug
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

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 AU$245
includes taxes & fees
25 Aug - 26 Aug
It's rare to find a place that's both historic & one-of-a-kind

Relax in Historic Bardstown – Spacious 3BR Townhome Minutes from Downtown

10.0 out of 10, Exceptional, (3)
"Our stay at this townhouse was wonderful. The host answered our questions in a fast friendly manner. Its was very clean and the location was perfect. Loved our stay"
Relax in Historic Bardstown – Spacious 3BR Townhome Minutes from Downtown

Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

10.0 out of 10, Exceptional, (47)
"The house was a great location for our needs of exploring Bardstown. "
Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

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 AU$504
includes taxes & fees
24 Aug - 25 Aug
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Bourbon Country, HOT TUB, New Firepit, BBQ Grill! Fall Savings Now!

10.0 out of 10, Exceptional, (29)
"Highly recommended this is the perfect place to get away and relax "
The price is AU$571
includes taxes & fees
19 Aug - 20 Aug
Bourbon Country, HOT TUB, New Firepit, BBQ Grill! Fall Savings Now!

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (24)
"Very nice house and great location. Would definitely stay here again!"
The price is AU$485
includes taxes & fees
11 Aug - 12 Aug
The Farmwife’s Hideaway

Relax & Reset in Nature on 5 Acres Just Minutes from Downtown Bardstown

10.0 out of 10, Exceptional, (12)
"Perfect stay, perfect surroundings, perfect host!"
Relax & Reset in Nature on 5 Acres Just Minutes from Downtown Bardstown

Welcome to your home away from home at my Bardstown’s Sweet Retreat!

9.8 out of 10, Exceptional, (77)
"We loved the porch and back deck! The grill worked great. The house was just the right size for what we needed! "
Welcome to your home away from home at my Bardstown’s Sweet Retreat!

Lincoln Farmhouse-Bourbon Trail-Farm Stay

The price is AU$451
includes taxes & fees
10 Aug - 11 Aug
Lincoln Farmhouse-Bourbon Trail-Farm Stay

Charming 3-bedroom house with WiFi and AC in lovely Loretto

2.0 star property
9.8 out of 10, Exceptional, (9)
"We enjoyed our stay at this vrbo rental. Everything was easily accessible and as described. We will use this location again."
Charming 3-bedroom house with WiFi and AC in lovely Loretto

Fire pit - Yard Games - Foosball - KY Bourbon Trail

10.0 out of 10, Exceptional, (36)
"Place is even better than advertised from the pictures. My family and I enjoyed the very comfortable stay in this gorgeous home, and the owner was very inviting and available! We will be looking to return upon our return to Kentucky "
The price is AU$605
includes taxes & fees
11 Aug - 12 Aug
Fire pit - Yard Games - Foosball - KY Bourbon Trail

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

10.0 out of 10, Exceptional, (154)
"Like visiting Grandma's house while super close to all the bourbon awesomeness"
The price is AU$397
includes taxes & fees
8 Aug - 9 Aug
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (103)
"Very nice in downtown area was easy walking to everything "
The price is AU$294
includes taxes & fees
21 Aug - 22 Aug
Stay in a historic Early 1800s Guest House!

Spacious, Fully-Stocked, Walking distance to Downtown

10.0 out of 10, Exceptional, (24)
"It was fabulous! Loved Bardstown and the drive to Louisville was good! The house was wonderful and very comfortable! Definitely would stay again!"
Spacious, Fully-Stocked, Walking distance to Downtown

Bourbon Trail Estate on 22.5 Acres!

10.0 out of 10, Exceptional, (22)
"Just an amazing overall stay near the bourbon trail! Place was amazing, spacious enough for our party of 8, had all the amenities needed for prepping meals. Living room and game room areas were spacious and had enough TVs and games for the group. Sleeping areas were perfect, large comfy beds! Just loved the deck area in the back as well! 5-plus stars for comfort, location, and host communications!!!"
Bourbon Trail Estate on 22.5 Acres!
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