Fitness-friendly holiday rentals in Southern Indiana

Craftsman Bungalow Guest House

Welcome to the Craftsman Bungalow Guest House. This special place is close to everything, making it easy to plan your visit. It is a 1930's Sears Craftsman home located near downtown Greenup, about 1 mile from Rt 70. Greenup, known as the Village of the Porches between Interstate 70, IL RT 40 and IL RT 130, with over 1500 residents. Our Main Street (Cumberland St/Il Rt 121) is also part of the National Road, attractive old architecture, beautiful overhanging porches leading to our Covered Bridge

Rose Haven • Peaceful • Romantic • Family-Ready

Romantic + family-ready! Our 2BR/2BA home has a dreamy master suite, cozy split layout, and a big backyard for BBQs. Kids will love the toys, books & games, and we’ve stocked baby gear to make travel easier (crib, high chair & more!). Cook up memories in the spacious kitchen with spices, oils & all the tools. Start your stay with blooming rose bushes and end it with a soak in the tub! A perfect retreat for couples, families & tiny adventurers! Located in a family neighborhood, cul-de-sac street.

The Bluegrass House

Welcome y'all! Serene hot tub, fenced-in back yard (2-dog limit, extra charge). Airport shuttle (separate fee). Nestled near parks, 3 miles from Edge Ice/Sports Arena. Immerse yourself in cultural richness at Bluegrass Music Hall of Fame and Owensboro Symphony Orchestra. Enjoy free summer outdoor entertainment on the Riverfront. Holiday World (30+min). Experience southern style with breakfast at Windy Hollow Biscuit House, & ribs, mutton or burgoo at Moonlight BBQ (visited by celebrities).

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

The CRUX Climbing Getaway

Welcome to The CRUX Sanctuary Community Climbing Gym! This retro inspired space is a perfect getaway for experienced climbers, small families, or anyone looking for a fun place to stay in Cincinnati. Conveniently located just 5 minutes from downtown Cincinnati, and a short drive from amazing views, diverse restaurants, and local attractions. This remodeled and 100% solar powered church is one of many unique spots in our Price Hill neighborhood. Find us by searching for thecruxsanctuary.

Free Parking · Skywalk · Walkable Downtown 1BR

🏙️ The Loft Suite The ONLY downtown apartment building with Skywalk access — walk indoors to the Convention Center, Lucas Oil & restaurants without stepping outside. Save $44/day with FREE garage parking. ⭐ "Beautiful apartment — even more beautiful than the pictures! Perfect location for taking the Skywalk to the convention center or Lucas Oil!" —Brittany Modern 1BR with city views · queen + sofa bed (sleeps 4). Fully stocked, fast WiFi, in-unit laundry. Superhost · Guest Favorite.

Derby Depot Cozy 1BR Central Location Free Parking

The Theatre Building is a beautifully renovated Art Deco building listed on the Historical Register located next to the Palace Theater. You will enjoy easy access to all of downtown from our central location for fun or work. The unit has its own dedicated high speed (300MB) wi-fi connection, HDTV w/cable & streaming apps, as well as 1 FREE off-street, hotel garage parking space. There are numerous entertainment, shopping, dining and bourbon tasting options available within a short walk.

4th Street Suites - Luxury King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

Wishing Well Guesthouse On The Lake

A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

Downtown Private Suite Convention Center Access

The Gallery is a 2 bedroom 1.5 bathroom suite with amazing city views. Located on Illinois and Market Street, you will have a birds eye view of Monument Circle and The Arts Garden. Enjoy a clean, spacious, and private stay while being close to all Indianapolis has to offer. Lucas Oil, the Indianapolis Convention Center, Gainbridge Fieldhouse, and popular restaurants are all in walking distance All art work on display are sourced from local artists.

Luxe Retreat in the Woods~Theater, Gym, Hot Tub

Experience the charm of Brown County in this spacious cabin located just 20 minutes from all that downtown Nashville has to offer. Enjoy the warmth of the fireplace, unwind in the hot tub, watch a movie in the theater, stay fit in the private gym, and get cozy around the firepit. There's even a play set for the little ones to enjoy. With serene views and so much to do, there are endless activities to create your next unforgettable getaway!

The Caldwell Highlands/Germantown

Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.