Springfield Holiday Rentals

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Holiday Rentals in Springfield

Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

2.0 star property
10.0 out of 10, Exceptional, (31)
"This location was perfect. Cleanliness and equipment stocked was great! A unique find for sure and a place we would love to come back to. "
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

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

10.0 out of 10, Exceptional, (29)
"Highly recommended this is the perfect place to get away and relax "
The price is AU$578
includes taxes & fees
31 Aug - 1 Sept
Hot Aug Deals! Bourbon Trail + Fire Pit+ Hot Tub!

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$480
includes taxes & fees
24 Aug - 25 Aug
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

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 AU$394
includes taxes & fees
20 Aug - 21 Aug
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Historic Simmstown Manor Located on Bourbon Trail

10.0 out of 10, Exceptional, (39)
"We are a group of 5 couples that love to travel together. The manor was a perfect place to stay while we explored the Bourbon trail. Fabulous!"
Historic Simmstown Manor Located on Bourbon Trail

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 AU$1,018
includes taxes & fees
24 Aug - 25 Aug
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

10.0 out of 10, Exceptional, (218)
"This was a great place to stay"
The price is AU$397
includes taxes & fees
1 Sept - 2 Sept
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

Nice log cabin home in the heart of bourbon country. Pet friendly.

10.0 out of 10, Exceptional, (4)
"Cute country house, loved the whimsical decor! "
The price is AU$258
includes taxes & fees
20 Aug - 21 Aug
Nice log cabin home in the heart of bourbon country. Pet friendly.

Lakefront Home Close to Bourbon Trail--Dog friendly!

9.8 out of 10, Exceptional, (77)
"Fantastic house and location! Close to the bourbon trail and cannot beat a morning coffee over looking the lake!"
Lakefront Home Close to Bourbon Trail--Dog friendly!

Beautiful apartment in the heart of downtown Bardstown, KY

9.6 out of 10, Exceptional, (142)
"Overall great stay and location in the heart of Bardstown "
The price is AU$348
includes taxes & fees
24 Aug - 25 Aug
Beautiful apartment in the heart of downtown Bardstown, KY

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$403
includes taxes & fees
24 Aug - 25 Aug
Ron & Orline's Home, park at the door & use our EV 50 amp charger

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$467
includes taxes & fees
20 Aug - 21 Aug
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Modern 2 Bed Suite on Bourbon Trail

2.0 star property
10.0 out of 10, Exceptional, (14)
"We really enjoyed our stay. The owner was awesome to work with!"
The price is AU$193
includes taxes & fees
20 Aug - 21 Aug
Modern 2 Bed Suite on Bourbon Trail

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (105)
"We loved the guest house, and the location could not be beat! Just a block walk to the lovely downtown. The guest house had everything we needed for a comfortable, nice visit to Bardstown."
The price is AU$297
includes taxes & fees
24 Aug - 25 Aug
Stay in a historic Early 1800s Guest House!

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$244
includes taxes & fees
20 Aug - 21 Aug
It's rare to find a place that's both historic & one-of-a-kind

Cozy cottage in charming New Hope with AC, WiFi

9.8 out of 10, Exceptional, (10)
"Perfect little cottage to unwind in after a day on the road. Clean and the bed is super comfy. Situated close to the Bourbon Trail distilleries. Our hosts (Jon and Robin) really paid attention to details from the bottled water in the frig to the coffee pods for the Keurig. We will definitely stay again when we're in the area."
The price is AU$305
includes taxes & fees
20 Aug - 21 Aug
Cozy cottage in charming New Hope with AC, WiFi

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (26)
"Very nice house and great location. Would definitely stay here again!"
The price is AU$492
includes taxes & fees
20 Aug - 21 Aug
The Farmwife’s Hideaway

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (96)
"Perfect location, clean and well appointed. Absolutely recommend for anyone traveling through Bardstown."
The price is AU$232
includes taxes & fees
24 Aug - 25 Aug
A Room Off Broadway, a prime downtown hideaway

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

9.8 out of 10, Exceptional, (120)
"Was a very nice cottage, would definitely recommend to others"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

Stay downtown within walking distance of restaurants, shopping, and breweries!

9.6 out of 10, Exceptional, (74)
"This place is just adorable and perfect location! "
The price is AU$328
includes taxes & fees
1 Sept - 2 Sept
Stay downtown within walking distance of restaurants, shopping, and breweries!
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 Springfield Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Springfield?

Yes, there are holiday rentals close to the most popular sights in Springfield, or you can select a more secluded option if you're looking for a relaxing stay. Springfield is known for its coffee shops and parks. Make sure you have time to check out the museums while you're in the area.

What are some of the best holiday rentals that Springfield has to offer?

Bourbon Country, HOT TUB, New Firepit, BBQ Grill! Fall Savings Now!: This highly rated holiday home rental in Springfield is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Springfield?

With 13 Expedia holiday rentals, you're guaranteed to find just the right place for your Springfield stay.

What’s there to see and do in Springfield?

Explore the area and family-friendly sights such as Shaq & Coco, or get out into nature at a spot like Graham Memorial Park. Other places in town to visit include Lincoln Legacy Museum and Lincoln Homestead State Park.

What’s a holiday rental in Springfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Springfield. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family gatherings.