Holiday rentals in Diamond Island

Guest house in Evansville

4.86 out of 5 average rating, 205 reviews

Private Guest House close to everything!

The Private Guest House is set on our property which is located on a corner (1.5 acre lot) close to the east side of Evansville. The convenient large circle drive makes it easy to enter and exit. The east side of Evansville offers Malls, Shopping, Restaurants, Bars, Entertainment, Gyms, Starbucks, and Theaters. The property is located only 10 minutes from Downtown and the Ford Center due to close proximity to Lloyd Expressway. Check out the Casino and Riverfront if you’re in the Downtown Area!

4.97 out of 5 average rating, 34 reviews

Cabin in Henderson

Lakeside Log Cabin: Venue • Hunting • Fishing

Tucked away, sitting near a 10 acre fishing lake; you'll find tranquility and connect with family and nature, while having all the modern day comforts. LOCATION/ENTERTAINMENT: Enjoy our local horse racing, wineries and variety of excellent restaurants. Visit nationally recognized, John James Audubon Park for terrific hiking and art exhibit. Shop downtown Henderson's boutiques and shoe stores. Or book a facial, massage of yoga class with our wellness professionals. A perfect getaway!

4.91 out of 5 average rating, 487 reviews

Bungalow in Evansville

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.

Guest house in Evansville

4.9 out of 5 average rating, 629 reviews

Nest: 1905 Carriage House Apartment

Our renovated 1912 carriage house was designed exclusively for Airbnb guests! Set in the midst of Semper Fulgens gardens, this luxury apartment is small but features a large bathroom with clawfoot tub, a loft bedroom with king sized bed, a sitting area, and coffee bar. There is not a full kitchen, but we do have a fridge. Not suitable for kids. A place for pet lovers! We do have two dogs, a cat and chickens who live on the property and have access to courtyard and event space.

4.97 out of 5 average rating, 288 reviews

Cabin in Dixon

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.

5 out of 5 average rating, 29 reviews

Washington A | Stylish 1BR/1BA Downtown Apt

Enjoy this centrally-located one-bedroom, one-bath apartment with modern updates and amenities. Sparkling clean ✨ ✅ 55” Smart TV for entertainment 📺 ✅ Fast WiFi 🚀 ✅ Newly renovated throughout for a fresh feel 🏡 ✅ Stocked kitchen for easy meal prep 🍽️ ✅ Dedicated workspace for remote work 💻 ✅ Premium bedding for a restful sleep 🛏️ ✅ Off-street parking 🚗 ✅ Centrally located for easy access to local attractions 🌆 ✅ Washer and dryer for your convenience 🧺

4.97 out of 5 average rating, 86 reviews

Cabin in Corydon

The Geneva Cabin

The Geneva Cabin is one of a kind (not in the woods) and has everything you need to enjoy whatever occasion brings you to the area. Located less than 2 miles from the wildlife refuge, 10 min to downtown Henderson, 7 mi to I-69 the property sits in the middle of a quiet dead-end street. Right in the middle of anywhere anyway your journey takes you. 55” TV, sofa bed and recliner in living room, WIFI, washer & dryer. Fully equipped kitchen. Large parking area.

4.95 out of 5 average rating, 199 reviews

Victorian 1 Bedroom Guesthouse Apt on 1st Street

This one-bedroom / one-bathroom apartment features high ceilings and exposed brick and is attached to your host’s home - a Victorian townhouse on one of Evansville’s historic cobblestone streets. Enjoy easy self-check-in and a location that is centrally located near the Ohio River, Downtown Evansville, and Haynie’s Corner neighborhoods. The Ford Center, Bally’s Casino, and many of Evansville’s best restaurants and bars are all a short walk away.

4.98 out of 5 average rating, 46 reviews

Loft in Henderson

The Lifeboat Loft - in the Heart of Henderson

Welcome to The Lifeboat Loft, our luxury apartment in Downtown Henderson KY! This unique 1100 sq ft loft on Main Street features soaring ceilings, a comfy king bed, upscale furnishings, a fully equipped kitchen, washer/dryer, high speed WiFi and a cool rolltop desk work area. 7 restaurants and the Vault venue are within 1 block. The new couch features a hideaway bed for extra company. It’s even friendly to your furry friends!

Superhost

Cabin in Dixon

4.9 out of 5 average rating, 500 reviews

Handcrafted Cabin in Woodsy Heaven

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.

4.98 out of 5 average rating, 281 reviews

Loft in Newburgh

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. 2 complimentary drip coffees are included with your stay.

Holiday home in Evansville

4.95 out of 5 average rating, 168 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

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Popular amenities for Diamond Island holiday rentals

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Other great holiday rentals in Diamond Island

4.91 out of 5 average rating, 45 reviews

Flat in Henderson

Suburban Chateau- NO Cleaning Fee!

MichelleRating, 5 stars1 month ago

Very nice stay and the place was exactly as described. It was very clean with lovely decoration.

5 out of 5 average rating, 10 reviews

Home in Mount Vernon

The Cypress Cottage

CarlaRating, 5 stars5 days ago

The house was beautiful. It was better stocked than most Places we have stayed in. The yard was pristine and beautiful we watched rabbits play and deer walk through the yard. I would definitely recommend this place if you like a quiet country setting.

5 out of 5 average rating, 4 reviews

Downtown Penthouse Loft

NeilRating, 5 stars1 week ago

Super stylish corner penthouse with vaulted ceiling and a tall wall of windows to match. This penthouse delivers a “wow” factor.

Home in Mount Vernon

4.9 out of 5 average rating, 71 reviews

Cozy Posey - MtVernon - 2 BED Contractors welcome!

AlyshaRating, 5 stars14 months ago

Kendra's modern house is perfect and cozy! She has everything you would need to feel at home. We enjoyed the quiet town and the riverfront park. It's a wonderful place to have a relaxing getaway!

4.82 out of 5 average rating, 83 reviews

Quiet 1-bedroom apartment in country setting

AlexanderRating, 5 stars2 weeks ago

We really enjoyed our time here. Second time staying here, and would stay again.