A street sign for Capitol 700E Ave.

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.
$208 nightly
The price is $222
Nov 10 - Nov 11
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
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.
$246 nightly
The price is $263
Nov 10 - Nov 11
Total with taxes and fees
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
$295 nightly
The price is $325
Dec 6 - Dec 7
Total with taxes and fees
'baby Grand on Main' Lebanon Home w/ Game Room!
A hot tub with a wooden deck and a view of the outdoors.

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.
$366 nightly
The price is $392
Nov 10 - Nov 11
Total with taxes and fees
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.
$136 nightly
The price is $146
Dec 1 - Dec 2
Total with taxes and fees
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.
$244 nightly
The price is $269
Nov 10 - Nov 11
Total with taxes and fees
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.
$280 nightly
The price is $309
Dec 6 - Dec 7
Total with taxes and fees
'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.
$365 nightly
The price is $391
Nov 10 - Nov 11
Total with taxes and fees
Charming 3-bedroom house ,pool table, fire pit at the Lewis getaway!
A building with a stone facade, a large silo, and a wooden structure.

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.
$386 nightly
The price is $388
Nov 16 - Nov 17
Total with taxes and fees
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.
$545 nightly
The price is $548
Nov 15 - Nov 16
Total with taxes and fees
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.
$254 nightly
The price is $280
Nov 10 - Nov 11
Total with taxes and fees
River Hill Farm Cottage
A hot tub with black steps and a wooden deck, surrounded by a wooden pergola with a view of a green landscape.

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.
$366 nightly
The price is $392
Nov 10 - Nov 11
Total with taxes and fees
Restin' Holes Ky Bourbon Trail B -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A hot tub with black steps and a wooden deck, surrounded by a wooden pergola with a view of a green landscape.

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.
$366 nightly
The price is $392
Nov 10 - Nov 11
Total with taxes and fees
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.
$176 nightly
The price is $189
Nov 10 - Nov 11
Total with taxes and fees
Missy’s unique stays
A hot tub with black steps and a wooden deck, surrounded by a wooden pergola with a view of a green landscape.

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.
$366 nightly
The price is $392
Nov 10 - Nov 11
Total with taxes and fees
Restin' Holes Ky Bourbon Trail D -Sauna-HotTub-Gym-Playground-Waterfall-Themed
A two-story house with a deck and a covered porch, surrounded by a well-maintained lawn and trees.

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.
$881 nightly
The price is $971
Nov 10 - Nov 11
Total with taxes and fees
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.
$480 nightly
The price is $528
Nov 11 - Nov 12
Total with taxes and fees
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.
$239 nightly
The price is $263
Nov 10 - Nov 11
Total with taxes and fees
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
$548 nightly
The price is $604
Nov 14 - Nov 15
Total with taxes and fees
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.
$517 nightly
The price is $570
Nov 14 - Nov 15
Total with taxes and fees
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

Distill-Inn

Distill-Inn

10/10 Excellent
"Very clean, friendly staff Continental breakfast was very good. Would stay here again if we came back to the area."
Donna 2-night trip
Posted 4 hours ago
Distill-Inn

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 $146 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 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.