Book Holiday Homes in Springfield
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Springfield

Spacious, Fully-Stocked, Walking distance to Downtown

The Farmwife’s Hideaway

Downtown Danville Luxury House, walk to restaurants & bars, dog friendly

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

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

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

*NEW* Bourbon on Broadway- 3 King Bed- Downtown Bardstown

Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm
Springfield Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Springfield vacation homes are the perfect way for you to wing it.
Holiday houses in Springfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Springfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Springfield adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Springfield with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Springfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Springfield Holiday Homes essential information
Accommodation | 133 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Spacious, Fully-Stocked, Walking distance to Downtown, The Farmwife’s Hideaway, Downtown Danville Luxury House, walk to restaurants & bars, dog friendly, Bluegrass & Bourbon - a Peaceful Retreat & Hangout, It's rare to find a place that's both historic & one-of-a-kind, NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown, *NEW* Bourbon on Broadway- 3 King Bed- Downtown Bardstown, Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!, Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm |
More accommodations in Springfield
Top trending hotels in Springfield

Comfort Inn & Suites Springfield

1851 Historic Maple Hill Manor B&B

Wildflower Ranch Inn

Bourbon Trail Oasis at Boone Farm - Private & Peaceful
More ways to explore Springfield
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.