Holiday houses in Owensboro

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Top-rated holiday rentals in Owensboro

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

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Guest favourite

Home in Owensboro

5.0 out of 5 average rating, 125 reviews

4 bed near Conv Ctr, Fischer pk, 30 min Hol World

CLEAN, updated 3 bedroom home, 4 beds each with tv, private backyard! This home is close (3 mi) to the downtown area featuring; Smothers Park & Playground right on the river front, Convention Center, River Park Center, Bluegrass Museum, Science Museum, Botanical Garden. It’s also minutes from baseball fields, restaurants, and shopping, 30 min to Holiday World. Property features the following amenities: - Wifi - Roku Tv's in the living and all bedrooms - Washer and Dryer - Stocked kitchen.

30 Dec – 6 Jan

$278 NZD per night

Superhost

Home in Owensboro

4.85 out of 5 average rating, 196 reviews

Emma B's Place Close to Town and the Riverfront

Emma B's Place is newly renovated and ready for guests! Here you'll find a cozy atmosphere, comfortable beds, fully equipped kitchen, and brand new washer & dryer. The location is convenient to an award winning Riverwalk, shopping, great dining, and our central location offers a short commute to the entire city. If you prefer to stay in and relax, a 42-inch smart tv and wireless high-speed internet are available for your enjoyment. Lockbox self-entry. Your hosts live nearby if you need anything!

30 Sep – 7 Oct

$164 NZD per night

Guest favourite

Home in Owensboro

4.86 out of 5 average rating, 43 reviews

The Bluegrass House

Welcome y'all! Serene hot tub, fenced-in back yard (2-dog limit, extra charge). Airport shuttle (separate fee). Nestled near parks, 3 miles from Edge Ice/Sports Arena. Immerse yourself in cultural richness at Bluegrass Music Hall of Fame and Owensboro Symphony Orchestra. Enjoy free summer outdoor entertainment on the Riverfront. Holiday World (30+min). Experience southern style with breakfast at Windy Hollow Biscuit House, & ribs, mutton or burgoo at Moonlight BBQ (visited by celebrities).

17–24 Sep

$247 NZD per night

Guest favourite

Home in Owensboro

4.93 out of 5 average rating, 80 reviews

Peaceful On The Lake

Guests who do not comply with our smoke and pet-free policy will be charged an additional cleaning fee of $500. We enforce this policy as we have several asthmatic guests who stay with us throughout the year. Come and stay in our beautiful lakefront home and enjoy the breathtaking scenery just steps away from your bedroom. Relax and unwind on one of our decks, taking in the stunning views of the sunset and ducks on the lake. This neighborhood is extremely safe for walking day or night.

5–12 Mar

$204 NZD per night

Guest favourite

Bungalow in Owensboro

4.88 out of 5 average rating, 216 reviews

The Green Garden Cottage

The Cottage House is centrally located to library and 1 1/2 miles from Riverfront. This 1930s home has hardwood floors, glass door knobs, and rounded entry ways. The kitchen has been remodeled with new appliances, cabinets and countertops. The upstairs bedroom is a large finished attic with its own heating and cooling system. We do allow pets for an additional one-time fee of $45 paid through Airbnb. No more than two dogs and we ask that animals not sleep or be on the beds.

8–15 Oct

$199 NZD per night

Guest favourite

Cottage in Maceo

4.97 out of 5 average rating, 144 reviews

Hattie's Hill Cottage

Cottage sits behind our home (see photo) . NOTE- Main house may have large groups ... pool and outside areas share spaces ...Near Owensboro, Rockport, Hawesville & Lewisport...There is ONLY ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi ..Smart TV... use your Netflix and so on with this TV ...... Kitchen has everything you need ..Eating/work space. Comfortable recliner chairs ... Use of pool/ plenty of places to roam on farm .

3–10 Sep

$149 NZD per night

Guest favourite

Apartment in Owensboro

4.88 out of 5 average rating, 42 reviews

My Old Kentucky Home: Downtown Stylish 1 Bedroom

A few minute walk to Downtown Owensboro! Welcome to our charming Airbnb in Owensboro, KY! Experience modern comfort and historic charm in the heart of the city. Relax in the cozy living area, cook in the fully equipped kitchen, and enjoy a peaceful night's sleep in the comfortable bedroom. Explore nearby attractions, indulge in local cuisine, and make unforgettable memories. Only a few blocks from Smothers Park, Bluegrass Museum, and more! Book now for an exceptional stay!

18–25 Sep

$175 NZD per night

Guest favourite

Home in Owensboro

4.94 out of 5 average rating, 47 reviews

The Cozy Cottage

Join us for a relaxing stay at the Cozy Cottage! Inside you will find everything you need to make for a cozy stay whether you’re with us for short weekend or a month. Outside you will find plenty of spaces to sit and enjoy the view of the Ohio River just 2 blocks away. The Cozy Cottage is conveniently located less than 5 minutes from downtown Owensboro and popular attractions such as the Convention Center, Bluegrass Museum, Botanical Gardens, and Jack C. Fisher Park.

2–9 Sep

$174 NZD per night

Guest favourite

Home in Owensboro

4.97 out of 5 average rating, 29 reviews

Naomi’s Gnome Home

My name is Naomi. I am opening up my second home for others to enjoy. We are close to Edge Ice and Sports Arena, Bluegrass Music Hall of Fame, Convention Center, Theatre Workshop, Legion Park and Owensboro Symphony Orchestra. The Riverfront entertains families and music lovers with FREE outdoor entertainment during summer’s Friday after 5! Don’t forget that the Ellis Horse Park Raceway & Romp Music Festival are only about 40/45 minutes away.

5–12 Dec

$178 NZD per night

Guest favourite

Cottage in Owensboro

4.97 out of 5 average rating, 324 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.

22–29 Mar

$158 NZD per night

Guest favourite

Loft in Newburgh

4.99 out of 5 average rating, 146 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. 2 complimentary drip coffees are included with your stay.

19–26 Jan

$275 NZD per night

Guest favourite

Farm stay in Owensboro

4.98 out of 5 average rating, 129 reviews

The Farmhouse on Nannie Belle

Set on 13 acres, this 142 year old Farmhouse will take you back to simpler times. Unplug and spend quality time with your family. Roast marshmallows, go fishing, play board games, or challenge your family to an intense game of foosball. A perfect place for families to reconnect. Note: The farmhouse road name has changed from Old Hwy 144 to Nannie Belle Loop.

7–14 Aug

$339 NZD per night