Springfield Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Springfield vacation rentals

Property grounds

Bourbon & Derby Escape: Hot Tub, Pet Friendly Stay

Bourbon & Derby Escape: Hot Tub, Pet Friendly Stay
Springfield
10.0 out of 10, Exceptional, (37 reviews)
"We enjoyed our stay here very much! The beautiful home and attention to detail made our stay so welcoming and comfortable! Your home was inviting and the hosts made sure we had everything we needed! We would love to stay here again! "
United States
Keith T.
The price is ￥19,580
￥61,591 total
includes taxes & fees
Mar 8 - Mar 9
Bourbon & Derby Escape: Hot Tub, Pet Friendly Stay
Fridge, microwave, oven, stovetop

Scenic Getaway near Bardstown & Bourbon Trail - Pet Friendly, Game Room, Deck

Scenic Getaway near Bardstown & Bourbon Trail - Pet Friendly, Game Room, Deck
Springfield
9.8 out of 10, Exceptional, (16 reviews)
"Great home and layout in the peaceful countryside!"
United States
John P.
The price is ￥28,309
￥68,361 total
includes taxes & fees
Mar 6 - Mar 7
Scenic Getaway near Bardstown & Bourbon Trail - Pet Friendly, Game Room, Deck
Interior

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (10 reviews)
"Owner was extremely supportive. Communication was excellent. I would definitely rent again. "
United States
Mary and Ron R.
The price is ￥25,950
￥46,472 total
includes taxes & fees
Mar 31 - Apr 1
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Smart TV

Lincoln Farmhouse-Bourbon Trail-Farm Stay

Lincoln Farmhouse-Bourbon Trail-Farm Stay
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place. Clean and updated. Host was very easy to work with. We can't wait to stay there again!"
United States
Kerrie V.
The price is ￥26,893
￥41,588 total
includes taxes & fees
Mar 15 - Mar 16
Lincoln Farmhouse-Bourbon Trail-Farm Stay
TV, offices

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Harrodsburg
9.6 out of 10, Exceptional, (28 reviews)
"Great location for what we needed. Walking distance to downtown area and 15 minute drive to Danville.Well equiped for our 4 nights and had everything we needed."
United States
Michael C.
The price is ￥14,941
￥30,833 total
includes taxes & fees
Mar 11 - Mar 12
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
TV, offices

It's rare to find a place that's both historic & one-of-a-kind

It's rare to find a place that's both historic & one-of-a-kind
Harrodsburg
9.8 out of 10, Exceptional, (56 reviews)
"The property was lovely, welcoming, and cozy. It was a perfect place for a getaway weekend."
United States
Erica H.
The price is ￥12,582
￥24,700 total
includes taxes & fees
Mar 15 - Mar 16
It's rare to find a place that's both historic & one-of-a-kind
Outdoor dining

Chic luxury studio, Downtown Danville, Pets OK, Centre College & Bourbon Trail

Chic luxury studio, Downtown Danville, Pets OK, Centre College & Bourbon Trail
Danville
9.8 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Doug B.
The price is ￥12,597
￥30,358 total
includes taxes & fees
Mar 5 - Mar 6
Chic luxury studio, Downtown Danville, Pets OK, Centre College & Bourbon Trail
Property grounds

The Luxe/Hot Tub/Putt Putt/10 Miles Shaker Village

The Luxe/Hot Tub/Putt Putt/10 Miles Shaker Village
Harrodsburg
9.8 out of 10, Exceptional, (11 reviews)
"They were working on the siding a couple of mornings but everything else was top notch."
United States
Sean F.
The price is ￥13,036
￥44,114 total
includes taxes & fees
Mar 9 - Mar 10
The Luxe/Hot Tub/Putt Putt/10 Miles Shaker Village
Interior

Cozy Bourbon Trail Loft suite in charming Loretto

Cozy Bourbon Trail Loft suite in charming Loretto
Loretto
9.8 out of 10, Exceptional, (6 reviews)
"Amazing host, place was super clean, conveniently located, place had everything you would need for a trip. I would highly recommend checking this place out."
United States
Andrea E
The price is ￥12,597
￥21,736 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Bourbon Trail Loft suite in charming Loretto
Exterior

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (114 reviews)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is ￥14,154
￥26,006 total
includes taxes & fees
Mar 8 - Mar 9
One of a kind cabin in the woods. Quiet and private but close to everything.
Pool

Kentucky Sunrise 18- Greet the Sun As it Rises

Kentucky Sunrise 18- Greet the Sun As it Rises
Taylorsville
9.8 out of 10, Exceptional, (51 reviews)
"Quiet, peaceful place to rest. Perfect for a weekend getaway"
United States
Ryan D.
The price is ￥21,231
￥48,797 total
includes taxes & fees
Mar 5 - Mar 6
Kentucky Sunrise 18- Greet the Sun As it Rises
Dining

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (64 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is ￥20,448
￥47,417 total
includes taxes & fees
Mar 17 - Mar 18
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Terrace/patio

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (25 reviews)
"Perfect for what we needed and where we wanted to stay. Lots of extra little touches such as coffee (keurig) cold drinks in the fridge, and a few little breakfast options (packaged muffins, packets of oatmeal, etc.) Everything was clean, and we experienced great communication."
United States
Carrie B.
The price is ￥13,297
￥22,486 total
includes taxes & fees
Mar 15 - Mar 16
The Rustic Suite on Bourbon Trail
Property grounds

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
Loretto
10.0 out of 10, Exceptional, (29 reviews)
"The location was perfect, the host was responsive and helpful, the room was super clean, the bed was very comfortable, and all of the little extras were so thoughtful. It was truly a perfect stay."
United States
Lisa P.
The price is ￥11,182
￥20,222 total
includes taxes & fees
Mar 10 - Mar 11
Modern 2 Bed Suite on Bourbon Trail
Pool

Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)

Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
Taylorsville
9.6 out of 10, Exceptional, (54 reviews)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is ￥21,458
￥41,141 total
includes taxes & fees
Mar 10 - Mar 11
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
3 bedrooms, iron/ironing board, travel crib, free WiFi

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

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Danville
9.8 out of 10, Exceptional, (49 reviews)
"Had a short but great stay!"
United States
Ryana C.
The price is ￥15,620
￥24,178 total
includes taxes & fees
Mar 8 - Mar 9
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Terrace/patio

A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (117 reviews)
"The room was awesome and it felt very secluded. Amy was amazing and id highly recommend!"
United States
Beth
The price is ￥14,200
￥23,482 total
includes taxes & fees
Mar 8 - Mar 9
A Room Off Broadway, a prime downtown hideaway
Outdoor dining

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Taylorsville
10.0 out of 10, Exceptional, (11 reviews)
"Great place and centrally located if you are hitting the bourbon trail. "
United States
Eric B.
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Interior

Herrington Haven

Herrington Haven
Harrodsburg
8.6 out of 10, Excellent, (10 reviews)
"Overall a good stay "
United States
Tiffany W.
The price is ￥27,680
￥66,670 total
includes taxes & fees
Mar 5 - Mar 6
Herrington Haven
Outdoor dining

Angels Envy 29 - A relaxing place by the lake!

Angels Envy 29 - A relaxing place by the lake!
Taylorsville
9.4 out of 10, Exceptional, (20 reviews)
"Just visited distilleries"
United States
Pam M.
The price is ￥21,300
￥48,088 total
includes taxes & fees
Mar 5 - Mar 6
Angels Envy 29 - A relaxing place by the lake!
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

Quality Inn Danville

Quality Inn Danville

2/10 Terrible
"Room was dirty, smelled like a cigarette & they had a fan in the floor trying to get rid of the smoke."
colton 1-night trip
Posted 11 hours ago
Quality Inn Danville

Find out more about Springfield

Search for holiday rentals in Springfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Springfield using one of the methods below:

  • View our selection of featured holiday rentals in Springfield
  • Use the map to find apartments and other holiday homes in the Springfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Springfield while they last

Look no further and take a look at our great range of rental properties in Springfield!

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 & Derby Escape: Hot Tub, Pet Friendly Stay: Visitors like this Springfield vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Springfield are Historic Simmstown Manor Located on Bourbon Trail and Bourbon Trail POOL Zone! HotTub! PoolTable! PingPong! GoldenTee! BigYard! PETS!.

How many vacation rentals will I find in Springfield?

With 14 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.