Springfield Vacation 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

Check prices for these dates

This weekend
Next weekend

Vacation 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, (22)
"The views are stunning! Love the idea of a converted container. Great space! It rained for a majority of our trip so the no-wifi was rough. We had a hot spot with us but connection was spotty. The rain generated A LOT of mud which made things a little messy since we had to go out a lot to walk our pup but host was responsive with ways we could try to manage the mess. Would love to visit again in the summer as having the river right there was really cool!"
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

Historic Simmstown Manor Located on Bourbon Trail

10.0 out of 10, Exceptional, (33)
"Our family consisted of eight adults arriving from SC, GA, and AL. We all were mesmerized by the Manor located on a quaint farm with retired horses and rolling hills. The home is quite spacious with stunningly decorated rooms. We utilized every room playing games in the front parlor and upstairs sitting room, the men played pool and watched football in the carriage house, and we all strolled outside and sat around the fire pit. The girls' favorite room with the elegant dining room with...
Historic Simmstown Manor Located on Bourbon Trail

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

2.0 star property
10.0 out of 10, Exceptional, (4)
"Really enjoyed our visit, which met our needs very well."
The price is ¥26,883
¥58,324 total
includes taxes & fees
May 1 - May 2
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Kentucky Nights, Bourbon Flights/ Hot Tub+Firepit Fun

10.0 out of 10, Exceptional, (23)
"Highly recommended this is the perfect place to get away and relax "
The price is ¥19,771
¥58,645 total
includes taxes & fees
May 14 - May 15
Kentucky Nights, Bourbon Flights/ Hot Tub+Firepit Fun

3B/3B; Single Family Lakeside Retreat W/Hot Tub

9.6 out of 10, Exceptional, (45)
"This was a peaceful and much needed getaway. Thank yall so much"
3B/3B; Single Family Lakeside Retreat W/Hot Tub

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

9.6 out of 10, Exceptional, (19)
"We’ve been in town for a couple weeks for work, great location.. no complaints! "
The price is ¥19,197
¥27,433 total
includes taxes & fees
May 1 - May 2
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (83)
"The property and location are great. I felt safe. Easy walk to most everything. I especially enjoyed sitting on the deck! She has all bases covered including snacks and bottled water. The fridge is larger than a mini and the bed is Very comfortable. Don’t hesitate to book with her! :)"
The price is ¥14,224
¥22,737 total
includes taxes & fees
May 5 - May 6
A Room Off Broadway, a prime downtown hideaway

⭐Lake side cottage✦Gated community✦community pool✦private hot tub✦nearby golf course✦nearby frisbee golf course✦nearby Marina✦nearby liquor stores⭐

9.6 out of 10, Exceptional, (44)
"Lovely quiet spot. We enjoyed our time here."
⭐Lake side cottage✦Gated community✦community pool✦private hot tub✦nearby golf course✦nearby frisbee golf course✦nearby Marina✦nearby liquor stores⭐

*NEW* Bourbon on Broadway- 3 King Bed- Downtown Bardstown

10.0 out of 10, Exceptional, (32)
"Everything was as described and very clean. We traveled with 2 other couples and it was perfect that each couple had a bathroom and a King size bed! "
*NEW* Bourbon on Broadway- 3 King Bed- Downtown Bardstown

Best View of Taylorville Lake My Perfect Place

9.4 out of 10, Exceptional, (59)
"We enjoyed our stay here! House was very clean and cozy. We enjoyed the fireplace and the hot tub. Kim was very responsive when we messaged her. We would definitely stay here again!"
Best View of Taylorville Lake My Perfect Place

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (209)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (12)
"Very nice house and great location. Would definitely stay here again!"
The price is ¥29,435
¥48,124 total
includes taxes & fees
May 5 - May 6
The Farmwife’s Hideaway

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

9.2 out of 10, Wonderful, (11)
"Great location, great time"
The price is ¥14,082
¥39,829 total
includes taxes & fees
May 25 - May 26
Downtown Danville Luxury House, walk to restaurants & bars, dog friendly

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

9.8 out of 10, Exceptional, (113)
"Relaxing stay. Lots of bed options for our family of 5. Didn’t do much outside due to rain. Positive experience overall though!"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

Cozy cottage in charming New Hope with AC, WiFi

10.0 out of 10, Exceptional, (1)
"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 ¥21,336
¥25,888 total
includes taxes & fees
May 4 - May 5
Cozy cottage in charming New Hope with AC, WiFi

Hillside Home Close To The Bourbon Trail

8.6 out of 10, Excellent, (7)
"Very nice place in a good location close to Bardstown. Very clean, homey. Beds were a bit too firm for our liking. Some things needed attention - outlet in bathroom did not always work, stairs had no handrail, clocks on walls were not working, would have helped to have some nightlights - very dark! Would have been nice to have a lightbulb working above stove and some dim lights for kitchen. Extra bathroom is very small, far from bedroom. Attention to a few details would make this rating higher,...
The price is ¥11,799
¥45,309 total
includes taxes & fees
May 12 - May 13
Hillside Home Close To The Bourbon Trail

Beautiful apartment in the heart of downtown Bardstown, KY

9.8 out of 10, Exceptional, (131)
"This was a great apartment for our group of four. We parked in the alley when we arrived, and never moved the vehicles until we checked out a few days later. This place was convenient to downtown—maybe a six minute walk from the apartment to the other side of town. The apartment was clean, and equipped with the necessary amenities. We had a great time. "
The price is ¥18,491
¥33,401 total
includes taxes & fees
May 6 - May 7
Beautiful apartment in the heart of downtown Bardstown, KY

3-bedroom cabin just 30 minutes from The Outlet Shoppes of the Bluegrass

10.0 out of 10, Exceptional, (15)
"We absolutely loved the property!!! The house is so cute! It is also very very very clean! Our host was so generous and left us skewers to make s'mores. We had so much fun just hanging out on the property! It was the perfect weekend! We hope to go back again soon!"
3-bedroom cabin just 30 minutes from The Outlet Shoppes of the Bluegrass

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"The property was perfect for our needs and the host was incredibly communicative and helpful. Everyone had their own, comfortable room (four adult men), the common areas were great, and it was conveniently located near all of the local distilleries and shopping. The kitchen was well stocked with everything we needed to cook a great meal, and even had sharp knives which is rare! We did find that Uber didn't work as well as we had hoped, and the local car service had an hour wait, so for future...
The price is ¥34,991
¥83,890 total
includes taxes & fees
May 21 - May 22
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (26)
"We selected Bardstown since it is the Bourbon Capital of the World. We road our motorcycles from our home in Auburn,Al to spend 4 days riding the Bourbon Trail. Although a little cool in the mornings, we had excellent weather. We very had schedule several distillery tours & visited many others. We also got the chance to visit Keeneland & Church Hill Downs. It was an excellent week! The house was perfect with very nice amenities. We could not have asked for a better property in a central...
The price is ¥17,069
¥50,020 total
includes taxes & fees
May 11 - May 12
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
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.
Don't see what you're looking for?
See all available properties in Springfield
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Springfield you may be interested in

The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat

9.8 out of 10, Exceptional, (36)
"House was nice but not practical for people our age 70. No handrails going down to the basement area, we made it work but, but we had to be very careful. Loved seeing the livestock, but was a little distan"
The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat

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

2.0 star property
10.0 out of 10, Exceptional, (22)
"The views are stunning! Love the idea of a converted container. Great space! It rained for a majority of our trip so the no-wifi was rough. We had a hot spot with us but connection was spotty. The rain generated A LOT of mud which made things a little messy since we had to go out a lot to walk our pup but host was responsive with ways we could try to manage the mess. Would love to visit again in the summer as having the river right there was really cool!"
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

Wildflower Ranch Inn

3.5 star property
9.2 out of 10, Wonderful, (19)
"We recently celebrated 10 trips around the sun together at this magnificent haven. I truly believe this place is one of Kentucky's best kept secrets! Carol and Rich are incredible hosts, who wholeheartedly care for their guests. We were greeted with serenity, warmth and welcome. That same vibe carries throughout the entire home. We were able to truly relax and feel at peace during our entire stay. The outside views are absolutely stunning. The details and artwork throughout the home are such a...
The price is ¥26,436
¥29,043 total
includes taxes & fees
May 14 - May 15
Wildflower Ranch Inn
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.

Frequently asked questions

Can I find vacation rentals in Springfield?

Yes, there are vacation rentals close to top sights in Springfield, or you can go with a more secluded option if you'd like a relaxing place to stay. Springfield is known for its coffeehouses and parks. Make sure you have time to check out the museums while you're in the area.

What are some of the best vacation rentals in Springfield?

Bourbon Trail Oasis at Boone Farm - Private & Peaceful: This Springfield vacation home rental offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Springfield?

With 13 Expedia vacation rentals, you're sure 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 Perryville Battlefield State Historic Site. Other places in town to visit include Lincoln Homestead State Park and Lincoln Legacy Museum.

What’s a vacation rental in Springfield like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Springfield. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.