
Holiday houses in Diamond Island
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Top-rated holiday rentals in Diamond Island
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The Mint Julep! Upstairs 3BD/2BA - Next to Brewery
Book your stay at The Mint Julep and experience Henderson like a local. Fresh vibes, classic charm, and a stay worth toasting. You are "mint" to make memories at The Mint Julep. Welcome to The Mint Julep, a stylish and spacious upstairs retreat in the heart of Henderson, Kentucky! This 3-bedroom, 2-bath rental is perfectly located adjacent to Henderson Brewing Co., near Holy Name Church, and just a short walk from downtown restaurants, shops, riverfront attractions, and seasonal festivals.

The Nest - Huge Loft in Downtown Henderson
Welcome to The Nest, Henderson's finest loft! This Victorian 1800 sq. ft. loft is newly renovated, fully furnished and nicely appointed in the heart of Downtown Henderson. The huge living room is perfect to meet friends, watch TV, cook, or just gaze out the massive windows. The Master Room, Reading Room (featuring a queen Murphy bed), fully equipped Kitchen, and Private Patio are quiet spaces to relax, work, prepare a meal, or plan your day. Parking, fast wifi, and washer/dryer all included!

Porch Charm• Sleeps 10 • Walk to Dining & Shop
Whether you're visiting Evansville for work, family, sporting events, or a weekend getaway, you'll have plenty of room to spread out in this spacious 4-bedroom home just steps from the popular West Franklin District. Perfect for: • Families • Traveling professionals • Sports events • Extended stays • Friends traveling together The home comfortably sleeps up to 10 guests with six beds, two full bathrooms, a fully equipped kitchen, laundry, fast Wi-Fi, and plenty of storage for longer stays.

Suburban Chateau
Located roughly a mile from city limits, this spacious and serene duplex offers a comfortable retreat with easy access to nearby attractions while still providing a peaceful setting. Guests will have exclusive use of their unit, including a separate driveway and private entrance. Please note, this is a duplex. Accommodates up to 4 guests max -Farmer & Frenchman • 3.7 miles away -Holiday World • 43 miles away -Sloughs Hunting State Land • 12 miles away -Sandy Lee Watkins • 9.6 miles away

The Cypress Cottage
Pickleball anyone? Looking for a quiet place to disconnect and unwind? You’ll love this 1878 cottage getaway. With 4 bedrooms, there is plenty of room for you to kickback and relax. Cook a meal in the full kitchen and step outside and play pickleball on the private, woods surrounded court. Washer and dryer are included at this country getaway. A short drive to historic New Harmony and Evansville so you can attend events like Kunstfest and the Fall Festival. Also not far from USI & U of E.

The Cooper I on Franklin (The Ashby Collection)
Right in the heart of Franklin Street! All the “city feels” in this contemporary walk up loft! We provide all the pleasures, perks and pampering of a hotel, but in a fully-furnished private luxury residence. Just steps away from incredible restaurants, bars, pubs, live music, and specialty boutiques. Once you’ve arrived at The Cooper, grab a seat at our window bar overlooking Historic Franklin Street! We have equipped you with everything from a well appointed kitchen to a fabulous hot tub!

Little House on the River
This gem is nestled on the riverbank, offering you a tranquil getaway with stunning water views and quiet surroundings. Our cozy cottage is perfect for couples or solo adventurers. You'll enjoy a blend of rustic charm and contemporary amenities. The open-concept living area features large windows that flood the space with natural light, offering uninterrupted views of the river. Situated on a peaceful, dead end street and just a short drive to local attractions, shops, and restaurants.

Riverfront Loft Above Honey Moon Coffee Shop
Located right on the riverfront in downtown Newburgh. Perfect access for walking, hiking, running, or bike riding on the popular riverfront trail. With epic views of the Ohio River including a 2nd story balcony view of beautiful sunrises and sunsets, our stylish loft apartment is located directly over Honey Moon Coffee shop. Please note that the loft is above a coffee shop that opens at 7am each day and you will hear some noise. 2 complimentary drip coffees are included with your stay!

House Near USI & Ford Center
Stay at this centrally located home between USI & event centers downtown (Ford, Old National and Victory) This 3 bedroom home accommodates 6 people & has been completely remodeled and beautifully decorated. The backyard has a patio & is fenced in for privacy. There is parking in the driveway and free parking on the street. The home has a washer & dryer & the kitchen is fully equipped & includes a coffee bar. 7 min from USI, 6 min from event centers & 4 min from Walmart & restaurants.

4th St Studio. Guest Favorite! Pet Friendly!
Welcome to the 4th St Studio! If you are a business traveler working at any of the major plant sites, this apartment is going to make your commute a quick one! We are also conveniently located between New Harmony and Evansville. Food destinations are in walking distance and our Downtown Riverfront is a few blocks away. This space has a screen door and a great patio to enjoy! There is a Barber shop also located in the building. ******Laundry Service is available! ******

Cute & Cozy
Come checkout our newly remodeled home that is centrally located to almost everything in Evansville! This house is ready for guests! Quiet street with a peaceful backyard perfect for outdoor dining and grilling or to let the kids run and shoot some hoops! Located 2.5 miles from University of Evansville, 7 miles from the Ford Center and Old National events Plaza, 12 miles from USI, 5 miles from Goebel sports park and 1.5 miles from Swonder Ice Area and Wesselmans park.

The Loft
Experience The Loft, a beautifully restored barn loft apartment on a serene Kentucky family farm. Blending rustic elegance with modern amenities, it’s perfect for couples, families, or friends seeking a peaceful escape. Enjoy morning coffee or sunset views from the private balcony overlooking open fields. Inside, relax in the stylish open loft with a queen bed, full bed, kitchen, plush sofa, and curated farmhouse décor. Just minutes from Morganfield’s restaurants and shops.
Popular amenities for Diamond Island holiday rentals
Other great holiday rentals in Diamond Island

Spacious Country Home | Pool Table | Sleeps 11

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Cozy 3BR Escape Near Venue 812, Airport & Downtown

Cozy Home 5 Mins from Airport + Free Parking

Lakeside Log Cabin: Venue • Hunting • Fishing

Third Street Retreat Modern Victorian 2BR Apt

Wooden Oasis minutes from Burdette & USI

The Hillside Hideaway: Modern Farmhouse Apt B
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