Holiday houses in Sheridan

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Top-rated holiday rentals in Sheridan

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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

5 out of 5 average rating, 4 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.

Guest favourite

A modern living area features two plush black sofas adorned with colorful cushions, accompanied by a sleek round coffee table. Natural light fills the space through large windows with blinds, highlighting the stylish area rug that adds warmth to the room.

Apartment in Whitestown

4.95 out of 5 average rating, 22 reviews

Sora, The Loft

Welcome to your modern retreat in Whitestown, Indiana!This brand-new 2-bed, 2-bathroom apartment offers a luxurious yet comfortable stay for up to 5 guests. Thoughtfully designed with stylish finishes, spacious rooms, and premium amenities, it’s ideal for families, business travelers, or couples seeking a relaxing getaway.Each bedroom is furnished with lush queen beds, and a rollaway bed ensures extra flexibility for larger groups.The apartment also features a dedicated workspace for remote work

Top Guest favourite

An aerial view showcases a sprawling estate set on over 13 acres, featuring a landscaped yard with manicured grass. A large pond is visible in the background, surrounded by trees and established gardens. The elegant architecture of the buildings complements the serene outdoor environment.

Guesthouse in Carmel-by-the-Sea

5 out of 5 average rating, 16 reviews

Gated estate home, 10 minutes to Christkindlmarkt!

A private country escape in the heart of the suburbs on a 13+ acre gated estate property with old world charm! Accommodations include a semi-attached carriage home w/dedicated garage parking, fully equipped kitchen, W/D, access to commercial style fitness center, indoor half bball court with pickleball & plenty of outdoor living and areas to explore. -15 min to Grand Park -30 min or less to Lucas Oil/Gainbridge/IND/Speedway -10 min to Carmel Arts & Design District -10 min to Zionsville Village

Guest favourite

A living space is depicted with a dark sofa and a wooden dining table surrounded by chairs. The adjacent kitchen area is visible in the background. Light-colored walls complement the tiled floor, while a doorway leads to a bathroom, with vibrant artworks adorning the walls.

Guesthouse in Sheridan

4.91 out of 5 average rating, 11 reviews

Casita Sheridan - Grand Park, Winter Pricing

You’ll find our Casita to be private, clean, and a value focused lodging option. Ten minutes to the Grand Park events center and convenient to venues in Westfield, Carmel, Noblesville and Kokomo. About this space Our Casita is a half of a detached garage on a four acre property south of the town of Sheridan. It features one bedroom with a queen bed and a futon, a living room with two futons, a full kitchen, and a full bathroom. View cornfields and farm animals from your living room window!

Top Guest favourite

A charming entrance features a covered porch with two white rocking chairs. Colorful flowers surround the pathway, leading to a welcoming front door adorned with a decorative welcome sign. A light fixture is positioned above the door, enhancing the entrance's appeal.

Home in Noblesville

4.98 out of 5 average rating, 142 reviews

The Cozy Cottage

Enjoy a relaxing getaway in this cozy cottage. Historic Downtown Noblesville is just a short walk where you will find great restaurants, pubs, and boutique shops. The cottage consists of one bedroom, a fully equipped kitchen, and a full bathroom with walk-in shower. There’s also a fenced backyard with fire pit and furniture. The Cozy Cottage is centrally located near downtown Noblesville (2 min), Ruoff Music Center (15 min), Grand Park Sporting Complex (20 min), and over 100 miles of trails.

Top Guest favourite

The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.

Cabin in Greenbriar

4.97 out of 5 average rating, 103 reviews

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Superhost

The living room features a comfortable sofa, a coffee table, and a media unit with a television mounted on the wall. Natural light enters through a window with blinds. A door leads to the exterior, while a climate control unit is positioned beneath the window.

Apartment in Sheridan

4.77 out of 5 average rating, 48 reviews

Relaxing Apartment In Small Town Setting

Recently remodeled cozy one bedroom one bathroom 1st floor apartment in the heart of Sheridan Indiana. The living room has a pull-out sofa, recliner and 43'' television. A galley kitchen is outfitted for your needs with a stove, microwave and refrigerator. Queen bed and TV in Bedroom, Bathroom has a full tub. Shared laundry is available, has internet, can sleep four comfortably and is right on the monon trail, close to Grand Park, Westfield, Carmel and a short drive to Indianapolis!

Superhost

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

4.9 out of 5 average rating, 109 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, 44 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

The exterior of the cozy casita is framed by lush greenery and features a welcoming entrance with a decorative sign. A wooden deck overlooks the tranquil river, complemented by outdoor seating. The pathway is lined with white gravel, enhancing the serene environment.

Cottage in Noblesville

4.97 out of 5 average rating, 203 reviews

Noblesville Riverfront house: Pet friendly, kayaks

Welcome to @WhiteRiverCasita - a cozy getaway minutes from historic downtown Noblesville and Koteewi Park - enjoy a breathtaking slide down Koteewi Run, Indianapolis’ best and only snow tubing hill! This hidden 1-bedroom, 1-bath gem features a large deck overlooking the river with comfortable furniture for dining and enjoying the outdoors. You’ll love the peaceful surroundings but there’s also plenty to do nearby, including kayaking, hiking, golfing, shopping and more.

Guest favourite

A well-lit room features a spacious bed with crisp white linens. A ceiling fan adds to the comfort of the space. Two framed artworks adorn the walls above the bed, while a lamp provides soft lighting on a bedside table. Blinds cover the windows, and a wardrobe is positioned nearby.

Home in Noblesville

4.93 out of 5 average rating, 29 reviews

Total Privacy: Private Entry · Private Bathroom

Comfortable and Spacious Room for One Guest. Please note that additional guests or visitors are not allowed, so kindly refrain from inquiring about bringing extra visitors. Private Bathroom & Independent Entrance: Enjoy full privacy with a dedicated entrance. Modern Amenities: Smart TV: Stream your favorite shows with your personal login details. Microwave, Coffee Maker, and Mini Refrigerator. Convenient Located in a quiet neighborhood close to shops and dining.

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 out of 5 average rating, 24 reviews

Tranquility Creek - sleeps up to 14 comfortably

Relax with the whole family at this tranquil wooded property along a rippling creek. This beautiful & clean home is fully stocked with brand 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.