A street sign for Capitol 700E Ave.

Springfield Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Springfield vacation rentals

A modern living room with a brown leather sofa, a wooden floor, and a black spiral staircase.

1. 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, (18 reviews)
"Great location and the host was so wonderful! Will definitely stay again! "
United States
Lucy W.
$224 nightly
The price is $239
Sep 27 - Sep 28
Total with taxes and fees
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
A room with multiple windows, a table, and a chair.

2. Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Bourbon Trail Oasis at Boone Farm - Private & Peaceful
Springfield
10.0 out of 10, Exceptional, (23 reviews)
"Great place for our group while touring the bourbon trail. Clean and roomy and private."
United States
Samantha B.
$243 nightly
The price is $260
Sep 28 - Sep 29
Total with taxes and fees
Bourbon Trail Oasis at Boone Farm - Private & Peaceful
A living room with a sofa, armchair, coffee table, and a rug. There is a 'WELCOME' sign on the wall, a door, and a TV mounted on the wall.

3. Lincoln Farmhouse-Bourbon Trail-Farm Stay

Lincoln Farmhouse-Bourbon Trail-Farm Stay
Springfield
10.0 out of 10, Exceptional, (5 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.
$250 nightly
The price is $268
Sep 27 - Sep 28
Total with taxes and fees
Lincoln Farmhouse-Bourbon Trail-Farm Stay
A covered patio area with a wicker chair, a table, and a large window.

4. 'baby Grand on Main' Lebanon Home w/ Game Room!

'baby Grand on Main' Lebanon Home w/ Game Room!
3.0 star property
Lebanon
10.0 out of 10, Exceptional, (1 review)
"10-star property! Loved it!"
United States
Janine Nevette
$340 nightly
The price is $375
Oct 4 - Oct 5
Total with taxes and fees
'baby Grand on Main' Lebanon Home w/ Game Room!
A wooden staircase with a glass panel leading to a room with a sunset view.

5. Cozy Bourbon Trail Loft suite in Loretto

Cozy Bourbon Trail Loft suite in Loretto
Loretto
9.8 out of 10, Exceptional, (11 reviews)
"Peaceful and Relaxing!!! Always an enjoyable stay!"
United States
Shana S.
$179 nightly
The price is $192
Oct 4 - Oct 5
Total with taxes and fees
Cozy Bourbon Trail Loft suite in Loretto
A fire pit surrounded by a wooden bench and a grassy area with trees.

6. The Luxe/ Hot Tub/ On Bright Leaf Golf Course

The Luxe/ Hot Tub/ On Bright Leaf Golf Course
Harrodsburg
9.8 out of 10, Exceptional, (8 reviews)
"Vary nice place"
United States
Doug B.
$302 nightly
The price is $315
Sep 27 - Sep 28
Total with taxes and fees
The Luxe/ Hot Tub/ On Bright Leaf Golf Course
A modern kitchen with white cabinets, a central island with bar stools, a refrigerator, microwave, stove, and dishwasher.

7. Who Loves Ya, Bourbon, 3 bedroom/2 full baths

Who Loves Ya, Bourbon, 3 bedroom/2 full baths
Lebanon
9.4 out of 10, Exceptional, (6 reviews)
"Great location, spacious and very clean. We will stay again and share with friends."
United States
Shelley
$253 nightly
The price is $279
Sep 27 - Sep 28
Total with taxes and fees
Who Loves Ya, Bourbon, 3 bedroom/2 full baths
A covered patio area with a wicker chair, a table, and a large window.

8. 'Baby Grand on Main' Lebanon Home w/ Game Room!

'Baby Grand on Main' Lebanon Home w/ Game Room!
Lebanon
10.0 out of 10, Exceptional, (6 reviews)
"love the stay loved the house will highly recommend and look forward to staying again when we com this way again"
United States
Michelle M.
$349 nightly
The price is $385
Oct 4 - Oct 5
Total with taxes and fees
'Baby Grand on Main' Lebanon Home w/ Game Room!
A gravel driveway leading to a wooden fence, surrounded by lush greenery and flowering plants.

9. Missy’s unique stays

Missy’s unique stays
Raywick
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely loved this place and the host was very nice and accommodating. "
United States
Candice S.
$177 nightly
The price is $190
Sep 27 - Sep 28
Total with taxes and fees
Missy’s unique stays
A living room with a stone fireplace, leather sofa, and a mounted TV.

10. River Hill Farm Cottage

River Hill Farm Cottage
Bloomfield
10.0 out of 10, Exceptional, (2 reviews)
"The property is peaceful and beautiful! The cottage has all the amenities you need for a relaxing stay! We would love to return sometime!"
United States
Derek H.
$277 nightly
The price is $305
Sep 27 - Sep 28
Total with taxes and fees
River Hill Farm Cottage
A modern kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

11. 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, (69 reviews)
"Excellent location with easy access to Bardstown and distilleries. Well equipped bar for home tasting as well as games and entertainment. We had a great stay!"
United States
Patrick M.
$257 nightly
The price is $283
Sep 27 - Sep 28
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
A modern living space with exposed brick walls, a kitchen area, a bar with stools, a flat-screen TV, and a cozy seating area with a sofa and a coffee table.

12. Perfect for Bourbon Trail adventures!

Perfect for Bourbon Trail adventures!
Lebanon
10.0 out of 10, Exceptional, (23 reviews)
"Our stay was amazing. "
United States
Ericka F.
$265 nightly
The price is $292
Oct 14 - Oct 15
Total with taxes and fees
Perfect for Bourbon Trail adventures!
A spacious living room with a large chandelier, wooden beams, a dining area with a table and chairs, and a kitchen in the background.

13. 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, (64 reviews)
"Beautiful and cozy place to spend my time in! Absolutely recommend this stay to anyone who is shopping around the area 🥰"
United States
Kayla C.
$155 nightly
The price is $157
Oct 12 - Oct 13
Total with taxes and fees
It's rare to find a place that's both historic & one-of-a-kind
A single-story wooden cabin with a gabled roof, a front door, and a porch with railings.

14. Villa on Bourbon Trail with HOT TUB-6

Villa on Bourbon Trail with HOT TUB-6
Harrodsburg
9.8 out of 10, Exceptional, (16 reviews)
"Thanks so much for a great stay! The view is stunning, location with several cabins is convenient when there are multiple families, cozy and comfy. "
United States
Katie C.
$251 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
Villa on Bourbon Trail with HOT TUB-6

15. Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed

Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (4 reviews)
"Hot tub was nuts lots of ticks tho scary"
United States
Drizztle i.
$390 nightly
The price is $418
Sep 27 - Sep 28
Total with taxes and fees
Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A covered patio with a grill, outdoor seating, and potted plants.

16. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (142 reviews)
"Great place and great location! We love it here!"
United States
Harlan K.
$156 nightly
The price is $172
Sep 28 - Sep 29
Total with taxes and fees
A Room Off Broadway, a prime downtown hideaway
A wooden deck with a bench and cushions, overlooking a swimming pool and a grassy landscape.

17. Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!

Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!
Willisburg
8.4 out of 10, Very good, (5 reviews)
"Spacious home with backyard pool that the kids loved. Great hosts. "
United States
Michelle S.
$402 nightly
The price is $430
Sep 26 - Sep 27
Total with taxes and fees
Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!
A dining table with a vase of red flowers, a bottle of honey, and a salt shaker.

18. 🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (69 reviews)
"Beautiful home. Very nice place to stay. We enjoyed our stay!"
United States
Kari M.
$257 nightly
The price is $283
Sep 28 - Sep 29
Total with taxes and fees
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
A two-story brick house with a front entrance, a small front yard with plants, and a clear blue sky.

19. Stay in a historic Early 1800s Guest House!

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (138 reviews)
"In easy walking distance of many downtown locations "
United States
Carol H.
$172 nightly
The price is $189
Sep 28 - Sep 29
Total with taxes and fees
Stay in a historic Early 1800s Guest House!
A living room with a sofa, coffee table, and a dining area with stools and a table.

20. Hillside Home on the KY Bourbon Trail Sleeps 6

Hillside Home on the KY Bourbon Trail Sleeps 6
Bardstown
9.4 out of 10, Exceptional, (6 reviews)
"Cozy place with charm. Great location for bourbon trail activities."
United States
Aaron S.
$343 nightly
The price is $378
Sep 30 - Oct 1
Total with taxes and fees
Hillside Home on the KY Bourbon Trail Sleeps 6
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

The Trail Hotel

The Trail Hotel

10/10 Excellent
"The Trail was incredible"
Stephen Michael 2-night trip
Posted 13 hours ago
The Trail Hotel

Find out more about Springfield

Everything you need to know about Springfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Springfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Springfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Springfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Springfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Springfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $172 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Springfield rentals

At Expedia, we put the best Springfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Springfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Springfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Springfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!: Visitors like this Springfield vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Other favorite homes for rent in Springfield are Bourbon Trail Oasis at Boone Farm - Private & Peaceful and Historic Simmstown Manor Located on Bourbon Trail.

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.