Springfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (21 reviews)
"Absolutely adorable, great location, perfect for family, quiet, clean, great host, excellent communication!"
United States
Leanna C.
The price is CA $159
CA $323 total
includes taxes & fees
Nov 16 - Nov 17
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
9.8 out of 10, Exceptional, (27 reviews)
"Great place for our group while touring the bourbon trail. Clean and roomy and private."
United States
Samantha B.
The price is CA $245
CA $410 total
includes taxes & fees
Nov 17 - Nov 18
Bourbon Trail Oasis at Boone Farm - Private & Peaceful
A covered patio area with a wicker chair, a table, and a large window.

3. '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
The price is CA $157
CA $458 total
includes taxes & fees
Dec 6 - Dec 7
'baby Grand on Main' Lebanon Home w/ Game Room!
A circular window with a brick arch, wooden floor, and two rocking chairs facing a grassy area with a rainbow.

4. Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed

Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (6 reviews)
"Relaxing trip with my teenagers! We had so much fun!"
United States
Kendra C.
The price is CA $306
CA $571 total
includes taxes & fees
Nov 12 - Nov 13
Restin' Holes Ky Bourbon Trail A-Sauna-HotTub-Gym-Playground-Waterfall-Themed
A fire pit on a wooden table outside a building with a metal door and a window.

5. The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.8 out of 10, Exceptional, (38 reviews)
"Great accommodation! Much bigger than it looks. Great location is you are going to Maker’s Mark"
United States
Chanda B.
The price is CA $136
CA $211 total
includes taxes & fees
Dec 1 - Dec 2
The Rustic Suite on Bourbon Trail
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.

6. 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.
The price is CA $282
CA $380 total
includes taxes & fees
Nov 20 - Nov 21
Perfect for Bourbon Trail adventures!
A covered patio area with a wicker chair, a table, and a large window.

7. '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, (8 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.
The price is CA $106
CA $448 total
includes taxes & fees
Dec 6 - Dec 7
'Baby Grand on Main' Lebanon Home w/ Game Room!
A wooden deck with a bench and cushions, overlooking a swimming pool and a grassy landscape.

8. 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)
"What a great location for our friends' getaway. Cindy was so helpful and accommodating. She brought up fresh corn and tomatoes that were so good. The house is within 30-40 minutes to many of the big distilleries."
United States
Kelly L.
The price is CA $358
CA $580 total
includes taxes & fees
Nov 12 - Nov 13
Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!
A spacious living room with a large flat-screen TV, a black leather sofa, a brown leather armchair, and a beige sofa.

9. StillHill: HotTub GameRoom Whiskey Lounge Acreage

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Bardstown
9.8 out of 10, Exceptional, (15 reviews)
"The property was beautiful, clean, and well-appointed. It exceeded our expectations. The host was very responsive and helpful. I would stay again in a heartbeat!"
United States
Ted P.
The price is CA $315
CA $550 total
includes taxes & fees
Nov 16 - Nov 17
StillHill: HotTub GameRoom Whiskey Lounge Acreage
A living room with a large window, a grey sofa, and a framed picture on the wall.

10. Angel Share Overlook: Speakeasy, Sauna & Sunsets

Angel Share Overlook: Speakeasy, Sauna & Sunsets
Nelson County
10.0 out of 10, Exceptional, (3 reviews)
"Amazing property. Very clean. Easy drive to Bardstown."
United States
Jason D.
The price is CA $520
CA $802 total
includes taxes & fees
Nov 15 - Nov 16
Angel Share Overlook: Speakeasy, Sauna & Sunsets
A living room with a stone fireplace, leather sofa, and a mounted TV.

11. River Hill Farm Cottage

River Hill Farm Cottage
Bloomfield
10.0 out of 10, Exceptional, (3 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.
The price is CA $239
CA $430 total
includes taxes & fees
Nov 24 - Nov 25
River Hill Farm Cottage
Property grounds

12. 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, (6 reviews)
"Hot tub was nuts lots of ticks tho scary"
United States
Drizztle i.
The price is CA $306
CA $571 total
includes taxes & fees
Nov 12 - Nov 13
Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A stone water cascade with a wooden wheel in the foreground.

13. Restin' Holes Ky Bourbon Trail C -Sauna-HotTub-Gym-Playground-Waterfall-Themed

Restin' Holes Ky Bourbon Trail C -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (3 reviews)
"Amenities were the greatest!"
United States
Audrianna P.
The price is CA $305
CA $568 total
includes taxes & fees
Nov 12 - Nov 13
Restin' Holes Ky Bourbon Trail C -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A gravel driveway leading to a wooden fence, surrounded by lush greenery and flowering plants.

14. Missy’s unique stays

Missy’s unique stays
Raywick
9.8 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful and unique stay! The decor is amazingly put together and leaves you with a one of a kind experience!"
United States
Jordan L.
The price is CA $160
CA $276 total
includes taxes & fees
Nov 16 - Nov 17
Missy’s unique stays
A stone water cascade with a wooden wheel in the foreground.

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

Restin' Holes Ky Bourbon Trail D -Sauna-HotTub-Gym-Playground-Waterfall-Themed
Willisburg
10.0 out of 10, Exceptional, (2 reviews)
"This was the best VRBO stay I've had. The property was gorgeous, intentional, quality, and the amenities were well appointed and surprising! We got to meet our hostess and she was absolutely lovely. Will return and recommend for sure!"
United States
Katie O.
The price is CA $339
CA $608 total
includes taxes & fees
Nov 16 - Nov 17
Restin' Holes Ky Bourbon Trail D -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A serene lakeside setting with a wooden dock and pavilion, surrounded by blooming trees and a calm water body.

16. Luxury 5 Acre Bourbon Estate with Private Pond, Theater and Game Room

Luxury 5 Acre Bourbon Estate with Private Pond, Theater and Game Room
Bardstown
10.0 out of 10, Exceptional, (13 reviews)
"Great place for a family vacation including kids."
United States
Amy H.
The price is CA $545
CA $1,352 total
includes taxes & fees
Nov 15 - Nov 16
Luxury 5 Acre Bourbon Estate with Private Pond, Theater and Game Room
Outdoor dining

17. Bourbon Basecamp: 1.5 Acres, Game + Movie Room, 3 Bedrooms

Bourbon Basecamp: 1.5 Acres, Game + Movie Room, 3 Bedrooms
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"We loved this little piece of paradise in Bourbon Country :) it was perfect for the 4 of us, we enjoyed the games, the movie room & the distance to Louisville & Churchill Downs was great, we were able to watch the Spring Meet horse races! The beds were comfortable & so was the couch in the movie room, we had a great time!"
United States
Emily L.
The price is CA $281
CA $770 total
includes taxes & fees
Nov 15 - Nov 16
Bourbon Basecamp: 1.5 Acres, Game + Movie Room, 3 Bedrooms
A modern kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

18. 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, (70 reviews)
"Great location for a concert at The Amp. House is very clean and well stocked! Would definitely stay here again. Highly recommend!"
United States
Debbie S.
The price is CA $165
CA $402 total
includes taxes & fees
Nov 12 - Nov 13
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
A log cabin interior with a fireplace, leather furniture, and a Christmas tree.

19. Family Holiday Cabin in Kentucky w/ Hot Tub!

Family Holiday Cabin in Kentucky w/ Hot Tub!
3.0 star property
Bloomfield
The price is CA $342
CA $853 total
includes taxes & fees
Nov 14 - Nov 15
Family Holiday Cabin in Kentucky w/ Hot Tub!
A log cabin interior with a fireplace, leather furniture, and a Christmas tree.

20. Family Holiday Cabin in Kentucky w/ Hot Tub!

Family Holiday Cabin in Kentucky w/ Hot Tub!
Bloomfield
10.0 out of 10, Exceptional, (18 reviews)
"This was a perfect place for us as we went bourbon tasting around Bardstown and Frankfort. Two adult couples fit comfortably, and the amenities with the hot tub etc... was great"
United States
Matt F.
The price is CA $271
CA $830 total
includes taxes & fees
Nov 14 - Nov 15
Family Holiday Cabin in Kentucky w/ Hot Tub!
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

A La Quinta hotel with a modern design, featuring a prominent entrance and a covered walkway.
La Quinta Inn & Suites by Wyndham Bardstown

La Quinta Inn & Suites by Wyndham Bardstown

La Quinta Inn & Suites by Wyndham Bardstown
Bardstown

10/10 Excellent

The room was very clean and the staff was extremely friendly. Food options and Walmart just a few blocks away. Great stay.
Canada
Ron
Reviewed September 19, 2026
La Quinta Inn & Suites by Wyndham Bardstown

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Springfield vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Springfield vacation rentals we have selected for you start as low as CA $105 per night. Entering your travel dates in the search wizard 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.

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 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.