Springfield Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Springfield

Property grounds
Bourbon Trail! HOT TUB/Firepit/EV Charger/Cornhole
10.0 out of 10, Exceptional, (12)
"Our group of 5 adults had a wonderful stay here. The home is super comfy, clean, quiet, and conveniently located. We enjoyed the hot tub, walks around the neighborhood, and games around the big dining table. Thanks, Bill and Heather, for a great stay!"
The price is NZ$700
includes taxes & fees
4 Jun - 5 Jun
Bourbon Trail! HOT TUB/Firepit/EV Charger/Cornhole
Fridge, microwave, oven, stovetop
Cozy Cabin center of Bourbon Trail, Near Bardstown, beautiful country views
10.0 out of 10, Exceptional, (111)
"Had the opportunity to stay at the Cozy Cabin and really enjoyed it. Owner quickly responded to resolve question at check in. Well furnished cabin in secluded location. Would look to stay here again for future visits."
Cozy Cabin center of Bourbon Trail, Near Bardstown, beautiful country views
Fridge, microwave, oven, stovetop
Peaceful retreat on the historic 1794 Litsey estate near Springfield, Kentucky.
10.0 out of 10, Exceptional, (2)
"Its absolutely beautiful and so very peaceful wish we could of stayed longer.Lots of history there !! We were welcomed with hospitality Would like to visit again someday"
The price is NZ$263
includes taxes & fees
29 May - 30 May
Peaceful retreat on the historic 1794 Litsey estate near Springfield, Kentucky.
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (176)
"Please don’t hesitate in booking this property. It was immaculate and the amenities far exceeded other properties I have stayed at. Plenty of paper products, towels and kitchen supplies. The owner has supplied everything you need, even throw blankets for the sofas when you want to cozy up in the cute living room. The king bed was extra comfy. Would absolutely stay here again."
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Exterior
Apartment Downtown Bardstown<br>The PACK
10.0 out of 10, Exceptional, (29)
"Great location."
The price is NZ$444
includes taxes & fees
29 May - 30 May
Apartment Downtown Bardstown<br>The PACK
Interior
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
10.0 out of 10, Exceptional, (163)
"Great location and stay for the week. Repeat customer and will be back. Thanks"
The price is NZ$452
includes taxes & fees
23 May - 24 May
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Exterior
A Room Off Broadway, a prime downtown hideaway
10.0 out of 10, Exceptional, (49)
"This is beautiful property and Amelia is a great host. She has thought of everything and anything you might need during your stay. Water in the fridge, Keurig coffee, fruit, snack bars, etc.. I have already recommended this to my friends and if we ever go back to Bardstown we would definitely plan our trip around the availability of this property. Bardstown is great and their is great shopping, restaurants, a brew pub, and history. I highly recommend this property."
The price is NZ$280
includes taxes & fees
29 May - 30 May
A Room Off Broadway, a prime downtown hideaway
Exterior
Stay in a historic Early 1800s Guest House!
10.0 out of 10, Exceptional, (68)
"Nice property, quiet neighborhood, easy walk to downtown."
The price is NZ$338
includes taxes & fees
9 Jun - 10 Jun
Stay in a historic Early 1800s Guest House!
Fridge, microwave, oven, stovetop
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
10.0 out of 10, Exceptional, (5)
"We were up in Kentucky for 4 days, this house was our home away from home. The kids loved it and the beds are amazing! It's too bad we didn't have time to enjoy the fire pit, we would have loved that as well as the grill if we had another night to stay. They have already told me to we have to stay there again next year. It's 10 minutes from Kroger, James Beam Distillery and the Bernheim Forest and Makers Mark Distillery is not too far as well."
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
Fridge, microwave, stovetop, coffee/tea maker
It's rare to find a place that's both historic & one-of-a-kind
10.0 out of 10, Exceptional, (4)
"Beautiful! "
The price is NZ$254
includes taxes & fees
28 May - 29 May
It's rare to find a place that's both historic & one-of-a-kind
Outdoor dining
25% off June! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
10.0 out of 10, Exceptional, (26)
"This place is heaven. Lake outside the front door, rolling hills, surround porch and all amenities. You will need to bring bath products. Owner very responsive! Went there for the derby. Only 35 min from city and closer to airport. Can’t go wrong staying here and hope to come back next year!"
25% off June! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
Interior
Cozy cabin surrounded by nature, w/2 fire pits. Super close to towns and parks.
10.0 out of 10, Exceptional, (4)
"Best stay ever in a home rental. Loved the property. Loved the home and set up. Loved the privacy. Had a great time. We'll be coming back. Told all our friends how great it was."
Cozy cabin surrounded by nature, w/2 fire pits. Super close to towns and parks.
Exterior
Ron & Orline's Home, park at the door & use our EV 50 amp charger
10.0 out of 10, Exceptional, (137)
"Amazing property and an outstanding host"
The price is NZ$424
includes taxes & fees
24 May - 25 May
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Fridge, microwave, oven, stovetop
NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.
10.0 out of 10, Exceptional, (24)
"What a great location, so close to many bourbon distilleries, restaurants & golf course. Many options which it was hard to choose the basement bar/games or sit on the front porch. It was a beautiful weekend and we chose the front porch. Great place to gather after a busy day tasting & tours. Thank you so much for sharing your place!"
NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.
Fridge, microwave, oven, stovetop
Call Me Old Fashioned! *Heart of Bardstown Square*
10.0 out of 10, Exceptional, (30)
"We loved this property. It was perfect for us, three couples. It was a little rainy on our weekend so didn’t get a chance to walk into town but loved how close we were to everything."
Call Me Old Fashioned! *Heart of Bardstown Square*
Property grounds
Secluded "New" 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail
10.0 out of 10, Exceptional, (32)
"True to the pictures, this cabin is the perfect place to stay. We loved everything about it, the secluded area, the pond, and the porches! There are so many little details the owners thought of to make our stay the best, we hope to go back!"
Secluded "New" 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail
Smart TV, fireplace, video games, table football
LogCabin-15 min Bardstown Pool
10.0 out of 10, Exceptional, (2)
"We had eleven family members together to celebrate our parent's anniversary. The house and grounds are gorgeous! The layout of the house is great for that many people. Lots of areas to gather and visit or play games. There were a couple hiccups that were addressed very quickly. We also found out they were probably due to lightning or power surge from tornado that had come through the day before our visit. So, we can hardly blame them for freak occurrences. Overall, we all had an amazing time. We...
LogCabin-15 min Bardstown Pool
Exterior
The Angels Share 4BR in Bardstown KY on Bourbon Trail
10.0 out of 10, Exceptional, (9)
"We planned this stay to take advantage of the Bourbon Trail. We were able to visit many distilleries due to their close proximity of this home! The home is beautifully decorated and the beds are comfortable. We took advantage of the outside gas grill and cooked some delicious steaks one night. Brickhouses are right next door which was a special treat to see. We will definitely stay here again!"
The price is NZ$536
includes taxes & fees
10 Jun - 11 Jun
The Angels Share 4BR in Bardstown KY on Bourbon Trail
Fridge, microwave, oven, stovetop
Whiskey Business *Heart of Bardstown Square*
10.0 out of 10, Exceptional, (18)
"Beautiful home, very comfortable, walkable to town and easliy accessible to major roads. We had a very enjoyable vacation."
Whiskey Business *Heart of Bardstown Square*
Exterior
UPSCALE 1 STORY on BOURBON TRAI Many UPGRADES Beds 1 XL K/S 2 XL Singles & Q/S
10.0 out of 10, Exceptional, (55)
"We settled on a trip to KY thanks to a friend of ours in Bowling Green. She recommended Bardstown so I explored available lodging and found this gem of a property. From the minute we walked in we felt comfortable and relaxed. It was very clean and there were lots of little thoughtful things throughout the house in case anything was forgotten. We really appreciated the little notes that told us how things work (I have spent a lot of time in my life figuring out lights, etc.). The back yard was a...
UPSCALE 1 STORY on BOURBON TRAI Many UPGRADES Beds 1 XL K/S 2 XL Singles & Q/S
Don't see what you're looking for?
See all available properties in Springfield
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.

Other types of properties in Springfield you may be interested in

Property grounds
Bourbon Trail! HOT TUB/Firepit/EV Charger/Cornhole
10.0 out of 10, Exceptional, (12)
"Our group of 5 adults had a wonderful stay here. The home is super comfy, clean, quiet, and conveniently located. We enjoyed the hot tub, walks around the neighborhood, and games around the big dining table. Thanks, Bill and Heather, for a great stay!"
The price is NZ$700
includes taxes & fees
4 Jun - 5 Jun
Bourbon Trail! HOT TUB/Firepit/EV Charger/Cornhole
Fridge, microwave, oven, stovetop
Cozy Cabin center of Bourbon Trail, Near Bardstown, beautiful country views
10.0 out of 10, Exceptional, (111)
"Had the opportunity to stay at the Cozy Cabin and really enjoyed it. Owner quickly responded to resolve question at check in. Well furnished cabin in secluded location. Would look to stay here again for future visits."
Cozy Cabin center of Bourbon Trail, Near Bardstown, beautiful country views
Property grounds
Lofty Lodge on the Bourbon Trail
10.0 out of 10, Exceptional, (80)
"My family and I stayed at the Lofty Lodge for Derby weekend. Beautiful place! Spacious, comfortable, and had all amenities needed. Owners were awesome too!! Very easy to communicate with. They even stopped by to say hello and to check to see if anything was needed. We had a wonderful stay and would definitely book there again for future events."
Lofty Lodge on the Bourbon Trail
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Springfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Springfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Springfield. Seeing all the best attractions is bound to make you fall in love with Springfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Springfield short-term rentals, that won’t be hard to do.

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?

Whiskey Business! HOT TUB/Firepit/EV CHG/Cornhole: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 9 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?

Cultural attractions include Lincoln Legacy Museum, whereas Lincoln Homestead State Park is a spot to enjoy nature. In the wider area, you’ll find Maker's Mark Distillery and Perryville Battlefield State Historic Site.

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.

Recent reviews of Springfield properties
Expedia verified reviews