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.

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

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.

4th Street Suites - Stunning King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

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.

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.

Work & Unwind | Golf Sim · Pool · Gym · Parking

Enjoy everything Louisville has to offer from this luxury apartment, perfect for up to 4 guests. Rest easy on a comfortable king bed or memory-foam sleeper sofa, then wake up to complimentary coffee and sunrise city skyline views. Walk to top restaurants and entertainment, including 4th St. Live!. End your day with a virtual golf game, a workout in the 24/7 gym, a soak in the hot tub, or a relaxing movie night. Comfort, location, and amenities come together book your stay today.

Free Parking + Skywalk | Downtown Indy 1BR

Stay in the heart of downtown Indianapolis with FREE garage parking and direct access to the Indianapolis Skywalk. Walk indoors to the Convention Center, restaurants, and major downtown attractions. This bright 6th-floor modern apartment with is perfect for convention visitors, sports fans, business travelers, and weekend getaways. Enjoy a fully stocked kitchen, fast WiFi, Roku TVs, workspace, washer/dryer, gym access, and comfortable mattresses for a relaxing stay.

Comfortable-relaxed space to find your inspiration

Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

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.