5 Trending Rentals in Indiana That People Book on Repeat (And We See Why)

Indiana might not be the first place that leaps to mind when you picture your next escape. But give me a few paragraphs, and you’ll be checking your calendar. Here’s the thing, y'all, this Midwestern gem is more than cornfields and basketball glory. Between charming small towns, riverfront wineries, and parks that glow gold in the fall, Indiana is an under-the-radar destination for travelers who know a good thing when they find it. And those travelers? They’re booking certain vacation rentals again and again, like loyal fans at a secret club... except this club has hot tubs, hammocks, and lake views.

Let’s take a little tour through five of the most rebooked stays in the state, each with its own flavor of Hoosier magic.

1. Quaint Cottage – Goshen

Nestled in Goshen’s quiet countryside, this cottage is what happens when comfort meets clever design. It’s small but mighty, kind of like the Midwestern cousin of a Paris studio, complete with a two-person rainfall shower and a private hot tub under string lights. Guests can sip locally roasted coffee on the pergola or sink into restored mid-century Herman Miller chairs that feel like a wink to Indiana’s design roots.

Goshen itself hums with creativity. It's known for an artsy downtown and the nostalgic pull of the South Side Soda Shop, a retro diner where a banana split still feels like an event. Add in a day trip to nearby Shipshewana’s Amish markets or an afternoon in Elkhart’s Quilt Gardens, and you’ve got yourself the kind of weekend that erases the word “hurry” from your vocabulary.

2. Hilltop Dome – Vevay

If Tolkien had designed a Hoosier hideaway, it might look like this. The Hilltop Dome sits on 42 private acres just outside Vevay, affectionately known locally as “Little Switzerland.” Inside, geometric lines meet cozy comfort, and outside, the stars sprawl like they’ve been waiting just for you. This modern geodome sleeps six and manages to feel like both a futuristic retreat and a childhood fort brought to life.

The town of Vevay itself has charm to spare, from the Swiss Wine Festival to nearby Clifty Falls State Park, where waterfalls tumble through limestone canyons. A quick drive lands you in Madison’s historic district, perfect for antique hunting and riverside strolls that pair best with a glass of local red.

3. Hagerstown Home with Deck and Gazebo – Hagerstown

Some vacation homes whisper “relax.” This one sings it—preferably from a lakeside gazebo with a cold drink in hand. The Hagerstown retreat spreads across 13 scenic acres with trails, a pond, and even a water trampoline for the kid (or inner child) in all of us. Inside, each floor has its own suite, making it ideal for family gatherings or groups who love each other… but also love personal space.

Hagerstown’s small-town appeal is genuine and grounded. Between stops at the nostalgic Willie and Reds restaurant and nearby Summit Lake State Park, you’ll feel that subtle Midwestern warmth. You know, the kind that doesn’t need to announce itself to be felt.

4. Pine Ridge of Brown County – Morgantown

Pine Ridge feels like the setting of a perfectly slow morning. You'll find yourself enjoying a steaming coffee on the deck, while mist swirls over the pond, and the soft crackle of a fire pit in the background. This stunning cabin sits on five wooded acres near Brown County State Park, a destination famous for hiking trails, artist studios, and scenery that makes even casual photographers feel inspired.

Morgantown and nearby Nashville (Indiana’s version of an artsy mountain town) offer a charming mix of galleries, boutiques, and spots where you can eat pie that should probably win an award. It’s no wonder guests describe Pine Ridge as the kind of place you plan to visit once and end up revisiting for years.

5. The Red Rabbit Inn – Unionville

Unionville’s Red Rabbit Inn is a one-cabin wonder, tucked beside a quiet pond and surrounded by woods that practically hum with calm. Designed by local artisans, this retreat pairs rustic beauty with thoughtful details: a gas fireplace, private deck, and hot tub that feels made for stargazing and storytelling (Sopiler alert: It is).

Located just minutes from Lake Lemon and a short drive to Bloomington’s lively college scene, it’s a best-of-both-worlds kind of stay. Spend your day cruising Yellowwood Lake Road, exploring quirky local shops, or cheering on the Hoosiers. Then return to your private nest, where the night sky does all the talking.

So maybe Indiana wasn’t on your shortlist for a getaway. But now? Maybe it should be at the top. Whether you’re chasing romance under the stars, planning a family cabin escape, or perfecting your art of doing absolutely nothing, the Hoosier State is ready to surprise you. Pack your bags, pick your dream stay, and join the happy crowd rebooking these five favorites again and again. Indiana has a way of turning “just a weekend trip” into a repeat tradition.

Plan your next weekend trip with a little help from our Vacation Planner!