Springfield Vacation Rentals

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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)
"Perfect place for our small family. Private, clean and unique. "
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)
"We LOVED the house and property. It was exactly the retreat we needed during a difficult time. The owner was lovely to visit with and the horses were beautiful. We will be staying here again. "
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 CA $261
CA $567 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)
"Great property with plenty of space. Owners are very responsive."
The price is CA $192
CA $570 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)
"Really loved the stay. The house was perfect for us."
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)
"Concert was fun, food was fantastic. Fun little city!"
The price is CA $187
CA $267 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)
"This was our first trip to Bardstown, and this room was the perfect location to downtown. Amy was very easy to communicate with. The room was super clean and comfy. We would definitely stay here again "
The price is CA $138
CA $221 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)
"Our stay was so relaxing. The cottage was like it appeared on VRBO.Wr had everything we needed. The cottahe was very clean in a quiet area. "
⭐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)
"Great location in Bardstown. Clean and comfortable place to relax."
*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 thoroughly enjoyed our stay in this cottage but there was"
Best View of Taylorville Lake My Perfect Place

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

10.0 out of 10, Exceptional, (210)
"The house was just as described. Beautiful and clean "
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (12)
"Great place to stay with plenty to do."
The price is CA $286
CA $468 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 place and wonderful location "
The price is CA $137
CA $387 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)
"We enjoyed our stay. The cabin was well equipped and the beds slept good. The weather was messy so didn’t get to enjoy much time outside. "
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 CA $207
CA $252 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)
"Perfect location and plenty of room for our whole party. Would stay again."
The price is CA $115
CA $441 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)
"We loved the town and enjoyed the atmosphere of Christmas everywhere. Plus all the distilleries. "
The price is CA $180
CA $325 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)
"Good location in the middle of the bourbon trail."
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)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is CA $332
CA $811 total
includes taxes & fees
May 28 - May 29
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)
"Great property right in heart of bardstown. Great location for our group as we did a couple of barrel picks this week. Will absolutely stay here again!"
The price is CA $166
CA $486 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.
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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)
"The house was clean and in a great location. We loved staying there and are already planning our next trip. Our dogs loved meeting cows for the first time. Thank you for setting up the Christmas decorations they were very beautiful. "
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)
"Perfect place for our small family. Private, clean and unique. "
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)
"Wonderful location for peaceful stay, amazing hosts and delish breakfast!"
The price is CA $257
CA $282 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.