Vacation rentals in Philpot

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Top-rated vacation rentals in Philpot

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A first aid kit is displayed in a clear plastic case, labeled for easy identification. The kit includes various items such as bandages, topical medicines, and wound dressings, organized for user convenience. The contents are visible through the case, highlighting the number of included items.

Home in Owensboro

4.85 out of 5 average rating, 226 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!

Top guest favorite

A set of wooden stairs leads up alongside a red metal building, framed by a railing with a wire mesh design. The stairs, slightly worn, are surrounded by greenery, providing access to the upper level of the barn apartment.

Loft in Hartford

4.97 out of 5 average rating, 143 reviews

Cozy One Bedroom Apartment in the Country

What was originally a hay loft has been converted into a country chic barn apartment. We would love to host you and your friends and family (including actual kids and fur kids) on our property. Children love collecting eggs from the chicken coop and everyone loves a short hike to the creek. We are only an hour from Mammoth Cave National Park and an hour from Holiday World in Santa Claus Indiana. The local community has charming little shops, several restaurants, and The Beaver Dam amphitheater.

Guest favorite

The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.

Cottage in Maceo

4.96 out of 5 average rating, 167 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 (Pool is currently under repair) Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

Guest favorite

An open-concept living area is highlighted by modern furnishings and natural light. A sectional sofa is paired with a circular coffee table, while a well-equipped kitchen with bar seating is visible in the background. Stylish artwork complements the neutral color palette.

Home in Owensboro

4.94 out of 5 average rating, 114 reviews

Bluegrass Commons

You will be close to everything when you stay at this centrally-located three bedroom two bath home right off the bypass that is a short drive to anywhere in Owensboro, KY for any business travelers. This is a brand new construction home in Bluegrass Commons neighborhood! New furnishings and the home sleeps 6 comfortably. Split bedroom with an open concept perfect for families. Fully stocked kitchen with a keurig coffee station. Large backyard perfect for entertaining or just grilling.

Guest favorite

A wide view of a calm river scene is presented, with a grassy slope leading down to the water. A boat is docked near the shore, while individuals can be seen walking along the pathway. The sky is clear with a few scattered clouds.

Home in Owensboro

4.96 out of 5 average rating, 135 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.

Top guest favorite

A kitchen space is presented, featuring dark cabinetry and a speckled granite countertop. A coffee maker sits prominently on the counter beside decorative items. Natural light enters through a nearby door, highlighting the organized shelves with baskets and a welcome sign.

Home in Owensboro

4.99 out of 5 average rating, 149 reviews

Midtown Cottage- Self Check-In & Centrally Located

Enjoy your stay in Owensboro, KY in this cozy, warmly decorated home! This home is centrally located to everything Owensboro has to offer, a short drive from downtown and the award winning riverfront. Wifi and parking are included. Enjoy a stylish experience at this centrally-located home. You will enjoy relaxing either in the home or the lovely backyard space. Whether you are in town for work or play indulge in the comfort and tranquility of this modern house.

Guest favorite

Seating is provided at a wooden picnic table beside a small fire pit. Four individuals, including two children and two dogs, are positioned facing a lively fire with water and trees visible in the background, creating a serene natural setting.

Cottage in Huntingburg

4.85 out of 5 average rating, 231 reviews

Lakeside Cottage Getaway Fishing, Hiking, Relaxing

Enjoy the lovely setting of this romantic spot in nature. This quiet getaway comes with a full kitchen, two bedrooms, access to a lovely lake, and an outdoor deck for enjoying the view. The master bedroom has a queen size bed and a crib. The second bedroom has a twin bed and a bunk bed [twin over full]. This space is perfect for singles, couples, or even large families. Close to Patoka Lake and Holiday World. No smoking/not handicap accessible

Guest favorite

A marble-topped coffee table displays a stack of vintage records alongside a book titled 'Doodle Revolution.' The records, with colorful labels, are arranged in a casual yet appealing manner on the soft, patterned rug.

Home in Owensboro

4.85 out of 5 average rating, 149 reviews

The Bluegrass Barbie

Welcome to Owensboro, KY home to the ONLY Bluegrass Museum Hall of Fame on PLANET EARTH! Minutes away from Owensboro Convention Center, ALL sports facilities, world class dining, & one of the MOST UNIQUE stays in Owensboro, KY! Great home to stay at for sports tournaments, visiting family, visiting Holiday World, or just a weekend away! And don't forget to check out The Green River Distillery!

Top guest favorite

A hallway featuring a light-toned rug runs alongside white cabinetry and multiple doors. A farmhouse-style sliding door is positioned at the end of the hall, contributing to the modern design. Natural light is provided by a stylish ceiling fixture.

Home in Owensboro

4.95 out of 5 average rating, 224 reviews

2 bedroom w/free on-site parking. Near downtown

When you stay at this centrally located accommodation, your family will be close to everything. The backyard is fenced in and has a fire pit. The sofa has one pullout bed. The master suite has one queen bed. The second bedroom has two XL twin beds. Complete kitchen with dishwasher, plates, utensils, and washer and dryer. No more than two pets. Pets must be under 30 pounds each.

Guest favorite

Bungalow in Owensboro

4.98 out of 5 average rating, 138 reviews

Bluegrass Bungalow: Historic Charm, Modern Comfort

Welcome to the Bluegrass Bungalow, a charming 1924 two-bedroom, one-bath home that seamlessly blends historic charm with modern amenities. Located near the Ohio River and downtown, this cozy retreat is just moments from top restaurants and shopping. Enjoy the preserved vintage details alongside a fully renovated kitchen and bath, including a spacious walk-in shower.

Top guest favorite

A bright kitchen features a wooden countertop with an egg carton holding various eggs. A window allows natural light to illuminate the space, and fresh flowers are seen in a glass vase. Decorative signs and a small sink complement the clean design.

Farm stay in Owensboro

4.98 out of 5 average rating, 149 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.