Vacation rentals in Diamond Island

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Top-rated vacation rentals in Diamond Island

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

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Guest favorite
Home in Evansville
4.94 out of 5 average rating, 128 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

Guest favorite
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, 101 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!

Guest favorite
A large hot tub is positioned beside expansive windows that fill the space with natural light. A small plant in a pot and a high table with chairs are visible, creating a relaxing setting that overlooks the vibrant street below.
Loft in Evansville
4.98 out of 5 average rating, 120 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 favorite
Bungalow in Evansville
4.9 out of 5 average rating, 510 reviews

Haven near Haynies on Historic First Street

Warm and cozy with 11ft ceilings and warm wood floors, this 750 sq foot renovated uptown 1 bedroom is just right for your next visit to Evansville. Whether you are in town for work or for play, this is a great spot for you. Located in the same block as Hanies Corner, two blocks from the river trail, and very close to Main Street, Ford Center and Old National events Plaza this home provides a great spot for the active life as well as the night life. Fully equipped, stainless appliances.

Top guest favorite
A charming carriage house features textured red siding and a spacious driveway. Lush flower gardens with colorful blooms line the front, complemented by well-maintained landscaping. A single-car garage is visible, showcasing a clean and inviting exterior that blends harmoniously with the surroundings.
Home in New Harmony
5 out of 5 average rating, 171 reviews

The Angel Carriage House in New Harmony

Cozy and elegant, located in the heart of historic New Harmony, this 1920's carriage house was reimagined, expanded, and tastefully furnished as a stand-alone guest house in 2016. It includes a fully equipped kitchen, roomy bedroom plus queen-sized sofa bed in the living room, two full baths, hi-speed WIFI, three HD TVs, a private back porch with one of the best views in New Harmony, and heated & A/Ced garage. Relax and recharge, just one or two blocks from the town's key attractions.

Guest favorite
Home in Henderson
5 out of 5 average rating, 49 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 favorite
A two-story building features a spacious deck with a railing, overlooking the river. A staircase leads to the upper entrance, while a small seating area with colorful chairs is visible by the shoreline. The sky displays soft pink and orange hues at sunset.
Loft in Newburgh
4.97 out of 5 average rating, 401 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!

Top guest favorite
A charming cabin is reflected on the calm surface of a pond, surrounded by lush greenery and trees. Fluffy clouds are visible in the blue sky above, complementing the peaceful rural setting. A small boat is moored nearby, adding to the serene atmosphere.
Cabin in Dixon
4.96 out of 5 average rating, 336 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.

Guest favorite
A dining area is presented, featuring a driftwood table surrounded by several chairs. Exposed brick walls create a rustic feel, while a round mirror and a chandelier enhance the ambiance. A tall decorative clock and a potted plant add character to the space.
Home in Evansville
4.87 out of 5 average rating, 128 reviews

Haven on the Hilltop, Built in 1864

This home, built in 1864, promises an unforgettable stay, where timeless charm meets modern luxury. A short drive to USI, Mesker Zoo, Disc Golf Course, Helfrich Golf course, and Franklin St. which hosts the Fall Festival, boutiques & bars. Upon entering, guests are met with hardwood floors and a driftwood dining table. Guests have full access to this 3 BR and 1 bath and parking for 5 standard vehicles (see photo for parking visual). We hope you will find a haven in your stay!

Top guest favorite
Cabin in Dixon
4.91 out of 5 average rating, 546 reviews

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Top guest favorite
Cottage in Owensboro
4.97 out of 5 average rating, 424 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

Superhost
An indoor pool area features a long, narrow pool, surrounded by large windows that allow natural light to fill the space. The tiled floor is complemented by potted plants, and wicker chairs with cushions are arranged nearby for seating.
Vacation home in Evansville
4.94 out of 5 average rating, 202 reviews

Nugent House

It's rare to find a place that's both historic and one-of-a-kind. Whole house to enjoy in downtown Evansville Indiana. Walking distance to arts district , bars , restaurants, casino , ford center , Evansville museum, Evansville riverfront and much more.,, Home was built in 1915 as a mansion by the Nugent family. No lifeguard on duty, swim at your own risk

Popular amenities for Diamond Island vacation rentals