Philpot Holiday Rentals

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Holiday Rentals in Philpot

Charming Treehouse with Lake View and Access

9.6 out of 10, Exceptional, (48)
"This treehouse was a perfect little getaway for us! It was very serene and peaceful, yet exciting and fun for the kids! The house had everything we needed and the owners were easily accessible should the need occur. We loved the fishing and the boat was complimentary. It was obvious that a lot of time and attention went into ensuring that guests enjoy their stay. We will definitely be back! "
The price is AU$257
includes taxes & fees
30 Nov - 1 Dec
Charming Treehouse with Lake View and Access

Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

9.8 out of 10, Exceptional, (50)
"Lovely house in a peaceful countryside setting. Really enjoyed sitting on the porch listening to all the birds singing. Everything we needed was provided. There was even an acoustic guitar that my hubby enjoyed playing. Thank you !"
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

Uniquely remodeled 3 bdrm 2 bth home in safe area! Fenced in with a large deck!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great place to stay over a weekend or a longer stay if needed. Very clean. Listening is completely accurate and the property owner is very hospitable. Will stay there in the future if available. "
The price is AU$334
includes taxes & fees
1 Dec - 2 Dec
Uniquely remodeled 3 bdrm 2 bth home in safe area! Fenced in with a large deck!

Centrally located 3 bdrm quaint house with a yard. Pet friendly, no cleaning fee

10.0 out of 10, Exceptional, (25)
"My family and I loved this place! We came in for the weekend to see some old friends and this was the perfect location for our little group! It is in a great location and we loved the bonfire pit in the backyard. "
Centrally located 3 bdrm quaint house with a yard. Pet friendly, no cleaning fee

Downtown Dream in Owensboro Ky

9.8 out of 10, Exceptional, (10)
"Our overall stay was good, we had some issues when we first checked in b/c the cleaning crew had not showed up, & the host was right on it. He had everything satisfactory within a couple hours. I would stay here again. "
The price is AU$890
includes taxes & fees
9 Dec - 10 Dec
Downtown Dream in Owensboro Ky

Blue Moon Cottage: Music Room, Inground Pool

10.0 out of 10, Exceptional, (13)
"Great house with adult children and grands. Hosts were very accommodating with need for early arrival for family wedding. "
The price is AU$615
includes taxes & fees
22 Dec - 23 Dec
Blue Moon Cottage: Music Room, Inground Pool

Heartland Hideaway in the Heart of Owensboro

10.0 out of 10, Exceptional, (11)
"We came to town for a funeral. This place was what we needed to get some much needed rest. The house was perfect for our needs. "
Heartland Hideaway in the Heart of Owensboro

Welcome to simple comfort a like new family friendly home Full of accommodation

10.0 out of 10, Exceptional, (8)
"Very clean and well organized house. Great communication with host both before and after checkout. We will stay again. "
The price is AU$371
includes taxes & fees
1 Dec - 2 Dec
Welcome to simple comfort a like new family friendly home Full of accommodation

Oh what a view!!

The price is AU$589
includes taxes & fees
28 Nov - 29 Nov
Oh what a view!!

NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a lovely stay. We had coffee on the porch each morning and shared it with many hummingbirds. The property was very quiet and felt very secluded. The place was clean and the AC worked well!"
NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning

Entire home Beautiful remodeled bluegrass bungalow

8.0 out of 10, Very good, (5)
"Very clean house and quiet neighborhood. Really close to everything. Beds was comfortable everything you need in the house. "
The price is AU$502
includes taxes & fees
15 Dec - 16 Dec
Entire home Beautiful remodeled bluegrass bungalow

Newly renovated- 2.5 mi to Downtown Riverfront

10.0 out of 10, Exceptional, (14)
"We had a wonderful stay the house was perfect and the owner was very responsive "
Newly renovated- 2.5 mi to Downtown Riverfront

Close to the River

6.8 out of 10, (6)
"Had a wonderful time."
The price is AU$183
includes taxes & fees
2 Dec - 3 Dec
Close to the River

Comfy Cottage

10.0 out of 10, Exceptional, (17)
"Better than pics & description. Fully stocked & great proximity to covention center, riverfront & downtown. Loved our visit! "
Comfy Cottage

315 West 14th Street

10.0 out of 10, Exceptional, (11)
"Nice downstairs space. Big bedrooms. Clean."
315 West 14th Street

Private 1 bdrm apartment in the heart of the city. Pet friendly, no cleaning fee

10.0 out of 10, Exceptional, (7)
"We had a marvelous time staying here. The yard and the porch were great for my three year-old granddaughter to run and play. It is a cute little place. Located close to restaurants and shopping. It was nicely appointed and felt homey. The bed was very comfortable and the tub was nice and deep. Great tub for soaking away your aches and pains away. We enjoyed our stay there and would definitely book again."
Private 1 bdrm apartment in the heart of the city. Pet friendly, no cleaning fee

Downtown Tell City Ground floor 1 Bed 1 Bath Wifi 30 minutes to Holiday World

8.0 out of 10, Very good, (1)
Downtown Tell City Ground floor 1 Bed 1 Bath Wifi 30 minutes to Holiday World

Downtown Tell City Upstairs Rental 2 Bed 2 Bath Wifi 30 minutes to Holiday World

10.0 out of 10, Exceptional, (34)
"Visited all the amazing places around my hometown of Tell City! So many beautiful places to see. Loved the place. Only suggestion would be to move futon to living room and explain second bedroom isn’t really a room- kind of a nook. Very clean and comfortable "
Downtown Tell City Upstairs Rental 2 Bed 2 Bath Wifi 30 minutes to Holiday World

Remodeled 3bd house near airport.

10.0 out of 10, Exceptional, (2)
"Right next to the highway for convenience but not too loud, groceries and supermarkets are close and convenient to get to. Property is great with all the amenities to cook anything you need. Clean, nice, cozy, and well furnished."
Remodeled 3bd house near airport.

Private 2 bdrm apartment in the heart of the city. Pet friendly, no cleaning fee

Private 2 bdrm apartment in the heart of the city. Pet friendly, no cleaning fee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Philpot you may be interested in

Wingfield Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1077)
"."
The price is AU$128
includes taxes & fees
29 Nov - 30 Nov
Wingfield Inn & Suites

Hampton Inn & Suites Downtown Owensboro/Waterfront

2.5 star property
9.4 out of 10, Exceptional, (982)
"The convention center is right next door. Very convenient. "
The price is AU$199
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn & Suites Downtown Owensboro/Waterfront

Courtyard by Marriott Owensboro

3.0 star property
9.0 out of 10, Wonderful, (565)
"Updating the pool area would make this an even better place to stay. Staff was friendly, enjoyed the fire pit and lounge area. "
The price is AU$176
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Owensboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Philpot?

Yes, there are holiday rentals close to the most popular sights in Philpot, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Philpot has to offer?

Privacy and breathtaking views on the highest point in Daviess County! So cozy!!: This holiday home rental outside of Philpot offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Philpot?

Explore the area and family-friendly sights such as International Bluegrass Music Museum, or get out into nature at a spot like Yellow Creek Park. Kentucky Wesleyan College and Smothers Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Philpot?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Philpot. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.