Holiday rentals in Diamond Island

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Top-rated holiday rentals in Diamond Island

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

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Guest favourite
A welcoming living area features a comfortable sectional sofa adorned with decorative pillows. A sleek coffee table occupies the center, while a modern television is positioned across from the seating. Soft lighting is provided by a ceiling fan, and large windows dressed in dark curtains allow natural light.
Home in Evansville
4.94 out of 5 average rating, 138 reviews

House Near U of Evansville and Ford Center

Stay at this peaceful and centrally located home with fenced yard. The house has been completely remodeled and is located 5 blocks from the University of Evansville and 7 minutes from downtown Evansville for concerts, shows and conventions. The house is located in a quiet safe neighborhood and is 15 minutes from anywhere in town. The house has 2 bedrooms, each with a queen bed, sleeping 4 total. One queen bed has an adjustable base to adjust head and legs in various positions for maximum comfort

Superhost
Flat in Evansville
4.97 out of 5 average rating, 38 reviews

Cozy One-Bedroom Studio in downtown EVV

Experience the charm of a beautifully renovated studio apartment set in an elegant Queen Anne home from the 1880s. Modern comforts meet historic character for a cozy and convenient stay. ✨ Immaculate clean and well maintained 🚿 Private bathroom with a spacious shower 🍽️ Full kitchen 🛏️ Comfortable Queen bed 🌆 Prime location, just blocks from Haynie’s Corner Arts District, Ford Center, IU School of Medicine, Evansville Riverfront, and Main Street 🚗 Street parking right in front of the home

Top guest favourite
The exterior of the Hobbit House features unique architectural elements, including curved rooflines and a distinctive round window. A manicured pathway leads to the front door, with greenery surrounding the entrance and decorative outdoor lighting providing subtle illumination.
Home in Evansville
4.98 out of 5 average rating, 121 reviews

Hobbit House 2 bedroom.

Welcome to the Hobbit House! Relax or work from home in this cozy house located in a charming, quiet neighborhood in central Evansville. Each room is curated to set a different vibe from relaxation, sophistication, and fun. This house also has an old speakeasy downstairs filled with arcade games and a movie projector and screen. At night relax in the backyard under a beautifully lit gazebo. This house is also equipped with an office set up to make it easy to work from your home away from home.

Guest favourite
A spacious living room features two comfortable sofas and a single armchair arranged around a round coffee table. Large windows allow natural light to fill the area, and a decorative area rug adds a touch of warmth to the hardwood floor.
Loft in Henderson
4.99 out of 5 average rating, 106 reviews

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!

Top guest favourite
Home in Mount Vernon
5.0 out of 5 average rating, 19 reviews

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.

Guest favourite
A contemporary living area features two patterned armchairs beside a small round table with a decorative lamp. Abstract artwork adorns the brick wall, while a textured rug adds comfort underfoot. Soft, ambient light enhances the inviting space.
Loft in Evansville
4.98 out of 5 average rating, 126 reviews

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!

Guest favourite
A charming single-story home features a welcoming yellow front door framed by a wreath. Flanking the door are two black chairs on a subtly illuminated front porch. Lush greenery and decorative plants surround the entrance, complemented by a stone pathway leading to a well-kept lawn.
Home in Mount Vernon
5.0 out of 5 average rating, 13 reviews

Convenient, Comfy and Cozy

Centrally located near Mt Vernon High School. Sleeps five. The whole group will enjoy space to spread out and be active both indoors and out. The two bedrooms have full size beds and room darkening shades. There is a love seat with a single pullout bed in sunroom along with a piano, a ukulele, and a turntable with vintage LP’s. Fully equipped kitchen. Finished basement with additional tv area, ping pong, Pac-Man arcade, games and more. Basement has a washer/dryer and a second bathroom.

Top guest favourite
The exterior of the cottage showcases a welcoming blue facade with white trim. A covered porch features a comfortable swing, and large windows provide ample natural light. Lush green trees frame the peaceful setting, enhancing the cottage's serene ambiance.
Home in Henderson
5.0 out of 5 average rating, 55 reviews

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.

Top guest favourite
The exterior of a two-story building is showcased, featuring a red metal roof and a balcony with black chairs. A sign hangs above the entrance, while the river and sunset are visible in the background. A pathway runs alongside the building, with parked cars lining the street.
Loft in Newburgh
4.97 out of 5 average rating, 423 reviews

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!

Guest favourite
A spacious living room features two light-colored sofas with decorative cushions, arranged around a dark wooden coffee table. A flat-screen television is mounted on the wall, and natural light fills the room through bright walls. A doorway leads to another area of the home.
Home in Evansville
4.93 out of 5 average rating, 15 reviews

Spa feel sleep 6 wk/mo discounts

Beautifully renovated & stylishly decorated, this charming 3-bedroom, 2-bath brick ranch offers modern comfort in a prime west side location. Just minutes from USI, you’ll also enjoy easy access to shopping, a variety of restaurants, and a nearby movie theater. Relax in the inviting living room for a movie night or bask in natural light in the cozy sunroom with your favorite book. This home perfectly blends style, convenience, and warmth—ideal for both relaxation and entertainment.

Top guest favourite
Cabin in Dixon
4.96 out of 5 average rating, 345 reviews

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

Top guest favourite
Flat in Mount Vernon
4.93 out of 5 average rating, 40 reviews

The Creekside by Davis Properties MTV

Welcome to The Creekside by Davis Properties MTV! A comfortable and convenient apartment in Mount Vernon, IN. You'll enjoy reliable wi-fi, a fully equipped kitchen, self check in, TV in each room, off street free parking with plenty of room for a bigger vehicle or trailer. Whether you're working at one of the local plants, attending a family gathering or simply here for a relaxing getaway, The Creekside offers a clean, welcoming place to call home! Come Stay With Us!!

Popular amenities for Diamond Island holiday rentals