Vacation rentals in Pittsboro

Relaxi CABin

Come enjoy our cabin in the woods. It is set up for the perfect combination of rest, relaxation, and recreation. Step away from your busy life to spend some time enjoying nature. Melt away stress in any of the 12 available sleeping spots in the AC, layout in any of the 3 hammocks, sit by the fire pits, or soak in the 5 person Hot tub. When you're ready for some fun the cabin is located at the lake and next to the park. Take your family out in the 4 Kayaks, do some fishing, and so much more.

*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

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!

3 bd/ 10 min to dwtwn/Washer-Dryer

Get ready for your stay at our Micro Resort at Ruby Ranch! You will be close to everything when you stay at this centrally-located home. Peaceful setting with mature trees but a short drive to downtown. Giant field across the street where you may see enchanting longhorn cattle. Fenced in yard with firepit and screened in gazebo. Perfect for relaxing. King beds. fireplace. Access to Ruby Ranch for fishing and meeting our animals 2 miles away 4 acres with 2 bnbs! Rent one or both!

2 Bedroom House in New Palestine, Close 2 Downtown

A completely remodeled two bedroom, one bathroom home... all yours. It's fully equipped with everything you need - towels, dishes, laundry detergent, books, and bedding. Just bring your clothes! The home has WiFi and premium TV channels. You can relax and drink your coffee from the front porch or keep up with your busy life by doing laundry and working from the desk. It's approximately $22 for an Uber ride to downtown Indy. Enjoy the quiet but stay close to the city!

Retro Funhouse! Hot Tub, Arcade, Grill in DT Indy

This spacious and stylish retreat features 3 bedrooms and 2 bathrooms, comfortably sleeping up to 8 guests. Perfect for both relaxation and entertainment, the property boasts a hot tub, arcade games, foosball table, and a cozy fire pit. Enjoy the best of downtown living with easy access to top attractions, dining, and nightlife. Whether you're here for a family getaway or a fun weekend with friends, this home offers the ideal blend of comfort and excitement.

Downtown in 10min, Near Fairgrounds | Pets Welcome

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

Blissful Butler Tarkington Tudor

Come stay at our centrally located spot nestled between amazing restaurants and bars. Close to museums, trails, shops and downtown. Walkable to Butler University for games and events. A peaceful retreat for those wanting to see our beautiful city.