Holiday houses in Sheridan

The exterior of a spacious Craftsman home features a welcoming front porch with two chairs positioned on either side of the entrance. Well-maintained landscaping surrounds the house, with fresh greenery and a manicured lawn visible. Large windows invite natural light into the warm façade.

4.92 out of 5 average rating, 12 reviews

Grand Park 1910 Corner Craftsman 2KINGS Sleeps 10+

The 1910 Corner Craftsman boasts gorgeous woodworking and modern amenities: • Fiber Optic Wi-Fi, Keyless Entry, 55" SMART TVs • NEW Memory Foam Mattresses (2 KING SIZE, 1 FULL, 4 TWIN) two styles of pillows, extra sheets & blankets for each • Granite Countertops Fully Stocked Kitchen • NEW Washer & Dryer - detergent, stain remover, etc. • Stocked Bathrooms -shampoo, conditioner, body wash, hair dryer • Mudroom for Travel Team Luggage • Kids - pack & play, high chair, dishes, first aid kit, etc.

LocationFamilyGetting around

4.98 out of 5 average rating, 124 reviews

A modern kitchen is featured with dark cabinetry and a spacious island. Stainless steel appliances are positioned for convenience. Natural light fills the area, highlighting the marble countertops. A cozy seating area can be seen in the background, creating a welcoming space for family gatherings.

Home in Westfield

Rolling Hill Retreat @ GrandPark

Relax with the entire family at this completely renovated, peaceful retreat in Westfield. This 3 bedroom/2 bath ranch is conveniently located 8 minutes from Grand Park. The home accommodates up to 10 people comfortably. The fully stocked kitchen is the heart of the home with new appliances and breakfast bar seating. Both baths have double sinks to make getting ready a breeze. Enjoy the private backyard space with a tranquil creek or walk to the nearby Monon Trail with over 25 miles of trails.

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4.84 out of 5 average rating, 43 reviews

Home in Zionsville

Pet-Friendly Acreage Short Drive to Grand Park

Pet-friendly acreage retreat in rural Zionsville near Grand Park. Serene views, cozy firepit, and fast 1 Gbps Wi-Fi. Ideal for families and tournament parents. Sleeps 5 • 3 beds (2 queen, 1 twin) + inflatable mattress if needed (full) • 1.5 baths. Light-filled living/dining, practical kitchen, workspace-friendly table. Open yard (not fenced); supervise pets. Quick drive to Zionsville, Carmel, Westfield; on-site parking. No parties, quiet hours, no smoking. Book early for Grand Park weekends.

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A two-story home is shown, featuring a brick exterior with blue accents and trim. A well-maintained front walkway leads to the entrance. The garage door is painted in a matching blue, surrounded by a gravel driveway and a lawn adorned with greenery.

4.97 out of 5 average rating, 37 reviews

Tranquility Creek - sleeps up to 15 comfortably

Relax with the whole family at this tranquil wooded property along a rippling creek. This beautiful & clean home is fully stocked with new furniture and all the amenities of home - including a fully stocked kitchen, dishwasher, washer, dryer, and posturpedic mattresses. Hop in your vehicle for a quick 10 minute drive to downtown Westfield with quick access to Grand Park, the Colts Training Camp, grocery stores, restaurants, shopping and more. One mile from the new Skylake Adventure Park

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5.0 out of 5 average rating, 11 reviews

Players’ Lounge • 10 min to Grand Park• Sleeps 12

Just minutes from Grand Park, this fully remodeled modern Black & Blue Players’ Lounge offers a stylish 3BR stay ideal for tournament families, sports teams, and traveling professionals. Enjoy fast Wi-Fi, arcade games, foosball, a garage workout area and ping‑pong table, a new deck, and custom fireplace for cozy evenings. The quiet neighborhood, easy parking, full kitchen, and laundry make it perfect for short visits, extended work trips, and groups up to 12 seeking comfort and convenience.

LocationFamilyGetting around

The front exterior of the house features a welcoming entrance with a bright green door framed by two windows. Flanking the door are two black patio chairs situated on a stone pathway, leading to a fenced yard adorned with white gravel and decorative plants.

4.91 out of 5 average rating, 129 reviews

Doll House

Small (530 sqft) private house in Sheridan, IN. Quaint small town privacy. No cleaning fee if complying with house rules. Easy access to US 31 and US 421. Convenient to Grand Park , Ruoff, Monon Trail (walk, bike, run), Westfield, Carmel, Noblesville, Fishers and surrounding areas; 30 minutes to Ruoff Music Center; 15 minutes to Grand Park. NO parking behind the house only in front of house or across the street. Pets with prior approval only. Please be accurate with #people, pets.

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4.94 out of 5 average rating, 66 reviews

A wooden barn structure sits alongside a separate house, both featuring a rustic design. A hammock is visible between the barn and the house, surrounded by green grass and landscaped flower beds. The sky displays soft hues of sunset, adding a warm backdrop.

Barn in Sheridan

Westfield Barndominium

Come enjoy a cute country barndominium just outside of Indianapolis and less than 10 minutes from Grand Park in Westfield. Enjoy this private apartment inside the barn all to yourselves as a romantic getaway or a family bargain. Featuring two bedrooms with queen beds, a living room with a futon, and a full kitchen downstairs. A full bathroom in the apartment and a half bath in the barn. Wake up to the views of the countryside, and enjoy an Indiana sunset . Welcome to our paradise!

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A vibrant arcade area features two classic gaming machines. One is a racing game with a blue seat, while the other showcases a colorful design with various symbols. A sleek, high-backed stool is positioned nearby, adding to the inviting gaming environment.

4.98 out of 5 average rating, 48 reviews

Sidelines @ Westfield Grand Park & Chatham Hills

THE ULTIMATE ENTERTAINMENT SPACE / SPACIOUS / PING PONG / AIR HOCKEY / ARCADE / XBOX / POKER TABLE / BASKETBALL COURT / COMMERCIAL FRIDGE / SMART TVS / FIREPIT / GAS GRILL Welcome to Sidelines just minutes from the Grand Park Sports Campus & Chatham Hills golf course, host of Aug 2025 LIV .The owners renovated this commercial building into 3 separate units, offering plenty of space and great parking. A short drive to Clay Terrace Mall & restaurants in Westfield & Carmel

ValueFamilyCleanliness

4.95 out of 5 average rating, 100 reviews

An open-concept kitchen features modern appliances, including a gas stove and a refrigerator. A granite countertop offers ample prep space, complemented by yellow bar stools. A skylight above provides natural light, enhancing the inviting atmosphere of the room, with a bouquet of flowers on the island.

Guesthouse in Westfield

The Cubby

We know details are important. We kept this in mind while transforming this former 2 car garage into a stunning two bedroom apartment. Full kitchen (gas stove), full bathroom, laundry, skylight, mood lighting, good toilet paper, soap, sound machine - we've thought of everything. Come relax in our space. A quarter mile to US 31 for easy access into Carmel and Indy's Northside A short drive to plenty of dining, shopping, and the Monon Trail A quarter mile to Grand Park

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5.0 out of 5 average rating, 34 reviews

Guesthouse in Sheridan

Modern Family & Team Oasis – 8 Min to Grand Park

Unwind in this modern Sheridan Barndominium just 8 minutes from Grand Park! Perfect for families, teams, and extended stays, this spacious guesthouse features 2 queen bedrooms, a loft with twin trundle, and two lounge areas with Smart TVs. Enjoy a fully equipped kitchen, laundry, fast Wi-Fi, and peaceful 5-acre views. An RV space and another private residence are on-site, each with separate areas to ensure quiet and privacy throughout your stay.

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5.0 out of 5 average rating, 25 reviews

Home in Cicero

Comfy home, near Grand Park, & Ruoff Music Center.

Enjoy the best of Cicero from this charming, dog friendly home at 169 Washington Ave. Walk to local restaurants and a coffee shop, or take a short stroll two blocks to Morse Lake for boating, fishing, and sunsets. Plenty of parking—including space for a truck and boat trailer—makes lake days easy. Close to parks and just minutes from Deer Creek (Ruoff) Music Center and Grand Park, Westfield, IN. Boat by day, dine by night, and relax in comfort.

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