Holiday rentals in Shelbyville

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Top-rated holiday rentals in Shelbyville

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Guest favourite

Townhouse

5 out of 5 average rating, 25 reviews

Luxe Townhouse - Near Grand Park!

Brand New, open-concept brownstone with 2-car garage is 2.4 miles to Grand Park Sports Complex and walking distance to "Restaurant Row" & Grand Junction Park. With quick access to Hwy 31 & 32, you are minutes from shopping at Clay Terrace, downtown Carmel or Noblesville with a multitude of dining options in between. Perfect if you're looking for a comfortable place to stay, when not watching a game at Grand Park or attending a local event/wedding. Read captions for more property info! (Sleeps 8)

Superhost

Home

4.97 out of 5 average rating, 33 reviews

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

Guest favourite

Villa

4.95 out of 5 average rating, 234 reviews

*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!

Superhost

Home

4.87 out of 5 average rating, 38 reviews

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!

Superhost

Home

4.85 out of 5 average rating, 13 reviews

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!

Superhost

Home

4.79 out of 5 average rating, 24 reviews

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.

Guest favourite

Flat

5 out of 5 average rating, 12 reviews

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.

Guest favourite

Home

4.91 out of 5 average rating, 32 reviews

Indy Adventure: Hot Tub, Arcade, Grill, Sleeps 8!

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.

Superhost

Home

4.86 out of 5 average rating, 7 reviews

Fairgrounds Next Door – Bright, Tidy, 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

Superhost

Home

4.83 out of 5 average rating, 24 reviews

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!

Guest favourite

Farm stay

4.9 out of 5 average rating, 112 reviews

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!"