Vacation rentals in Shelbyville

*Luxurious *Quiet *Walkable *Up to 25 *Central

👑 Experience both History and Charm in this stunning 1872 fully renovated Victorian Villa. Located in a peaceful, exclusive 🌲 tree-lined street in a HIGH END neighborhood. This 3 story, 3 master bedrooms, 4,000 square ft. Villa with all modern amenities, designed with luxury in mind. Lavishly entertain your guests in the expansive living areas, and yet have everyone find their own space. Walk to top-rated restaurants and coffee shops and to mass Avenue and downtown. enjoy peace and luxury!.

The Y @Keystone4BR 3.5BA Eclectic/Spacious Getaway

Beautiful, eclectic, and spacious. This 3200 sq ft unique home has been featured in design magazines and is sure to meet your needs - from the traveling professional to the adventurous family. This home has the most convenient of locations! Close to shopping, dining, event centers, and nightlife. I465 - 1 minute Keystone @ The Crossing - 3 minutes Broad Ripple Village - 5 minutes Downtown Indianapolis - 15 minutes Grandpark - 12 minutes Minutes from Park Tudor, Willows, and Ritz Charles

The Nature House

Historic home located in downtown Madison. Walking distance to all the shops, dining, and riverfront. The house is clean and beautifully decorated. Perfect for couples or groups. Modern kitchen with all the amenities you will need. Beautiful deck and patio out back with comfortable furniture and a fully fenced yard. The decor was inspired by Mother Nature and each room is decorated with gorgeous animal prints. Three bedrooms with comfortable mattresses and an office with a convertible couch.

Fully Stocked Home - 5 Minutes to Grand Park!

Welcome to your luxurious retreat in the heart of Westfield! Just minutes from Grand Park and top restaurants, this stunning home is perfect for families, groups, or anyone seeking comfort and style. With 3 beautifully designed bedrooms, 2 full bathrooms, a fully stocked kitchen, and a private backyard with a barbecue, you’ll have everything you need, from essentials to extras like toiletries, laundry supplies, and snacks. Don’t wait - message us with any questions! We’d love to host you!

The Charms River Side House.

This special and quiet place that is close to everything. Where you can sit on our deck to enjoy nature, beautiful river views, and to hear water flowing while barges pass by. There is a boating dock on property available not too far from sugar bay boating ramp. Feel free to enjoy our fire pit as well as fishing and swimming off our dock. It’s a kitchen/living room combo with two bedrooms and one full bathroom. It is relaxing place where you turn off your phones and just unwind.

Resort & Lake Living Close to IU

Indulge in a serene getaway at our stunning Lake-themed condo on Lake Monroe at Eagle Pointe Golf Resort. Enjoy the Resorts restaurant, poolside bar, Live music, 2 pools, Pickleball/Tennis/Basketball courts, weight room, sauna, driving range and golf course! Just around the corner is the beach and marina and only 20 minutes to IU stadiums! Unwind on the deck with a “Winter water view” of the lake. Our home features a full kitchen, washer/dryer, Free WiFi and more.

Next to Fairgrounds – Pet Friendly

Welcome to Lazy Sunday Rentals! - Fully remodeled 3 bed, 2 bath home with premium finishes - Directly behind Indiana State Fairgrounds - Quick access: <15 min to downtown Indianapolis, <20 min to Fishers - Sleeps 6 comfortably - Modern, minimalist decor for a peaceful stay - Bright, open living spaces designed for comfort - Well-equipped kitchen with high-quality appliances - Ideal for families, friends, or business travelers

The Charming Ranch Home in Downtown Westfield

Welcome to BEAUTIFUL downtown Westfield, IN! Westfield is ranked as one of the top small towns in America, and this home has EVERYTHING to offer. There is tons of room for your entire family or even your whole team if you’re playing at Grand Park! Come enjoy the brand new private hot tub in the backyard and relax at this spacious ranch style home! Your vacation awaits! Reach out with any questions!

Evelyn's Farmhouse 25 miles to Creation, 19 to Ark

Relax with the whole family at this peaceful place to stay. Evelyn's Flight is named after Evelyn, of course. When Stacey and Leo came to visit the farm that was for sale they met Evelyn. A 92 year old firecracker. Her spirit was undeniable - Stacey walked into the house and to the left was a painting of a woman with pretty silver hair. When asked who it was Evelyn replied "it's me!"