Holiday houses in Sheridan

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Top-rated holiday rentals in Sheridan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A two-story home features a combination of brick and siding, complemented by neatly trimmed shrubs and trees. The attached two-car garage is visible, showcasing a paved driveway. Large windows provide ample natural light, enhancing the inviting appearance of the front entrance.
Home in Westfield
4.99 out of 5 average rating, 107 reviews

Grand Park minutes away Sleep 13, 11 beds

Tournament at Grand Park with the team or plans to enjoy downtown Westfield, Carmel or Indy? This house has you covered with plenty of fun and games for the whole family and easy access to shopping and restaurants. This home is in a quiet neighborhood with nearby access to the Midland Trace Trail and the Monon Trail. The fully fenced in backyard is a great space for the family or enjoy playing the Nintendo switch and a few rounds of foosball. The backyard includes patio, grill, seating and more.

Superhost
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.
Home in Sheridan
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.

Superhost
An open living space features a cozy seating area with light-colored sofas on a patterned rug. A dining table is set for four, while bright natural light streams through large windows, highlighting the seamless connection to the kitchen in this welcoming environment.
Home in Carmel
4.94 out of 5 average rating, 103 reviews

Carmel Remodel near Arts & Design on 2 Acres

Welcome to this newly remodeled 1,300sf ranch in the heart of Carmel. Luxuriously appointed with fully-stocked custom kitchen, tile showers, memory foam matresses, and loads of charm and comfort. Enjoy your morning coffee watching the deer and other wildlife meandering the 2-acre property. While you may never want to leave this peaceful retreat, it's located in the heart of Carmel within walking distance of the Arts & Design District; a hub for dining, shopping, entertainment, and nightlife.

Superhost
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
4.98 out of 5 average rating, 122 reviews

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.

Guest favourite
Home in Zionsville
4.83 out of 5 average rating, 41 reviews

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.

Top Guest favourite
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.
Home in Sheridan
5.0 out of 5 average rating, 36 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

Top Guest favourite
Home in Sheridan
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.

Guest favourite
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.
Home in Sheridan
4.91 out of 5 average rating, 128 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.

Top Guest favourite
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.
Home in Sheridan
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

Guest favourite
A welcoming entry area is highlighted by a chalkboard sign displaying the word 'Welcome.' Sunflowers in a glass vase add a touch of color. The open layout reveals a spacious living room and dining area, featuring a large TV, comfortable seating, and a round table.
Home in Westfield
4.91 out of 5 average rating, 180 reviews

Grand Park HUGE Space Sleeps 13+|Tons of Parking

Spacious 2400+ sq ft farmhouse retreat, perfect for teams and large groups! This beautifully updated home sleeps 13+ with 12 beds and is just 10 minutes from Grand Park. Enjoy a wide-open layout, large deck, and private yard with plenty of space to relax. No street parking—room for 6+ SUVs. Stay connected with fast WiFi, Xbox, and streaming. Minutes from downtown Westfield, Carmel, and Zionsville—ideal for tournaments, family trips, or group getaways.

Top Guest favourite
Home in Cicero
5.0 out of 5 average rating, 24 reviews

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.

Top Guest favourite
A spacious living area features a dark sectional sofa with matching ottoman set on a decorative area rug. Sunlight enters through large windows, illuminating the room, which includes a side table with a lamp and a patterned armchair. A charming dining space is visible in the background.
Home in Arcadia
4.99 out of 5 average rating, 134 reviews

Historic 2 Bedroom House in Downtown Arcadia

Our newly remodeled and furnished historic 2 Bedroom, 1 bath, house is located in the heart of downtown Arcadia! With all the essentials of home, you can relax whether you are in town for just the weekend or even more of a long term stay. Come enjoy “Where Small Town America Still Exists”, and be footsteps away from our local restaurants, brewery and our Summer Thursday farmer’s market.

Popular amenities for Sheridan holiday rentals