Pilot Knob Holiday Rentals

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Our top choices for Pilot Knob holiday rentals

1.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to enjoy camping"
United States
ChangHee S.
The price is NZ$55
includes taxes & fees
28 Dec - 29 Dec
5 camper hookups on a beautiful private lake.

Holiday Home in Leadwood

In-law Suite
9.8 out of 10, Exceptional, (14)
"Well taken care of, nice amenities, comfortable."
United States
Daniel K.
The price is NZ$351
includes taxes & fees
28 Dec - 29 Dec
In-law Suite
9.4 out of 10, Exceptional, (6)
"Same as always everything was great!"
United States
Rob M.
The price is NZ$265
includes taxes & fees
12 Jan - 13 Jan 2026
Cabin getaway with hot tub
9.6 out of 10, Exceptional, (39)
"Just what we expected. Very quiet and secluded. Close to towns. "
United States
Cheyenne F.
The price is NZ$275
includes taxes & fees
4 Jan - 5 Jan 2026
Cabin 1 at the Pallet Factory
10.0 out of 10, Exceptional, (6)
"Absolutely LOVED it here! Hope to return in 2026. Karli made my first Vrbo experience just plain splendid!"
United States
Tru L.
The price is NZ$314
includes taxes & fees
27 Dec - 28 Dec
Cozy 1-bedroom house with AC and WiFi in charming Farmington
9.4 out of 10, Exceptional, (59)
"great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction."
United States
Hans S.
The price is NZ$373
includes taxes & fees
21 Jan - 22 Jan 2026
Hillside Cabin #2 Annapolis, MO Black River
9.6 out of 10, Exceptional, (29)
"House was adorable and comfortable. Location close to everything. Drive to The Landing was not bad at all. Host was friendly and available. I would stay again!"
United States
Jody C.
The price is NZ$422
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Three bedroom home in Central Farmington
10.0 out of 10, Exceptional, (12)
"Great place and very comfortable! Hosts were super attentive when our door code didn’t work and got us sorted out right away. "
United States
Kyser B.
The price is NZ$400
includes taxes & fees
28 Dec - 29 Dec
"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington
8.6 out of 10, Excellent, (4)
"Great place. "
United States
Diana
The price is NZ$276
includes taxes & fees
3 Jan - 4 Jan 2026
Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations
10.0 out of 10, Exceptional, (8)
"It is a very nice place and very comfortable has everything you could possibly need for homeaway from home."
United States
Scott
The price is NZ$400
includes taxes & fees
4 Jan - 5 Jan 2026
"The Hideaway 2" Charming 2-bedroom house in delightful Farmington with WiFi, AC
8.8 out of 10, Excellent, (6)
"Stayed here as it was close to our newly purchased home. The home was comfortable and quiet. "
United States
Greg S.
The price is NZ$352
includes taxes & fees
7 Jan - 8 Jan 2026
Modern Newly built 2-bedroom house minutes from downtown Park Hills
10.0 out of 10, Exceptional, (24)
"Girls weekend enjoyed our time. Just a great little cabin so we could enjoy the parks!"
United States
Jeanine H.
The price is NZ$271
includes taxes & fees
25 Dec - 26 Dec
Lake Road Cabin C — Million Dollar Ozark View!
9.4 out of 10, Exceptional, (36)
"The cabin was exactly like the pictures showed. It worked out perfectly for our family with just enough room to spread out, and with a large main area that we could hang out together comfortably. We took advantage of the spacious patio and enjoyed a fire each night. I would definitely stay again."
United States
Amy A.
The price is NZ$433
includes taxes & fees
22 Jan - 23 Jan 2026
Hillside Cabin #1 Annapolis, MO Black River
9.2 out of 10, Wonderful, (5)
"Great location and very clean."
United States
Mary C.
The price is NZ$373
includes taxes & fees
22 Jan - 23 Jan 2026
Hillside Cabin #5 Annapolis, MO
9.8 out of 10, Exceptional, (20)
"very nice house and good location . had so many things to enjoy"
United States
Peter V.
The price is NZ$388
includes taxes & fees
18 Jan - 19 Jan 2026
Newly remodeled house minutes away from downtown, golf courses + BIG back yard

Mobile Home in Farmington

Parkside B&B
10.0 out of 10, Exceptional, (1)
"Great property, quiet, clean, home away from home. Thank you"
United States
ana G.
The price is NZ$401
includes taxes & fees
7 Jan - 8 Jan 2026
Parkside B&B
9.0 out of 10, Wonderful, (7)
"Owner communicated well and the place was a nice clean place for us to stay "
United States
Jeremy H.
The price is NZ$431
includes taxes & fees
22 Jan - 23 Jan 2026
Small Town Lodge - Annapolis, MO Black River
9.4 out of 10, Exceptional, (16)
"Place is nice & easy to find. "
United States
Mercy
The price is NZ$335
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 2 bedroom cabin on a beautiful private lake.
9.6 out of 10, Exceptional, (7)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
The price is NZ$358
includes taxes & fees
22 Jan - 23 Jan 2026
FS Rental #4 Annapolis, MO Black River

Cabin in Middle Brook

Johnson's Shut-ins State Park
3.0 star property
10.0 out of 10, Exceptional, (1)
"These newer cabins are clean and have everything you need. Highly recommend! "
United States
Shelly
The price is NZ$456
includes taxes & fees
25 Dec - 26 Dec
Johnson's Shut-ins State Park
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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Top Pilot Knob Hotel Reviews

Find out more about Pilot Knob

Everything you need to know about Pilot Knob holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pilot Knob holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pilot Knob holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pilot Knob holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pilot Knob. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pilot Knob holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pilot Knob holiday rentals we have selected for you start as low as NZ$238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pilot Knob rentals

At Expedia, we put the best Pilot Knob holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pilot Knob rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pilot Knob holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pilot Knob. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Pilot Knob?

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

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

Newly remodeled house minutes away from downtown, golf courses + BIG back yard: This holiday home rental outside of Pilot Knob offers a fireplace, a selection of games and a BBQ 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.

What can I see and do in Pilot Knob?

While you're exploring the area, Big River and Shepherd Mountain Bike Park and Hiking Trails are a couple of picturesque spots to get outside and enjoy nature. Elephant Rocks State Park and Taum Sauk Mountain State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Pilot Knob?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pilot Knob. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.