Pilot Knob Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Pilot Knob holiday rentals

Property grounds
5 camper hookups on a beautiful private lake.

Camping in Ironton

5 camper hookups on a beautiful private lake.
1.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to enjoy camping"
United States
ChangHee S.
The price is HK$93
HK$249 total
includes taxes & fees
12 Jan - 13 Jan 2026
5 camper hookups on a beautiful private lake.
Private kitchen
Cozy 1-bedroom house with AC and WiFi in charming Farmington

Holiday Home in Farmington

Cozy 1-bedroom house with AC and WiFi in charming Farmington
10.0 out of 10, Exceptional, (6)
"A very nice place to stay. It is close to everything we were interested in doing.Everything worked as advertised. "
United States
Cary B.
The price is HK$595
HK$1,425 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 1-bedroom house with AC and WiFi in charming Farmington
Property grounds
Newly remodeled house minutes away from downtown, golf courses + BIG back yard

Holiday Home in Farmington

Newly remodeled house minutes away from downtown, golf courses + BIG back yard
2.0 star property
10.0 out of 10, Exceptional, (22)
"very nice house and good location . had so many things to enjoy"
United States
Peter V.
The price is HK$801
HK$1,663 total
includes taxes & fees
5 Jan - 6 Jan 2026
Newly remodeled house minutes away from downtown, golf courses + BIG back yard
Exterior
Lake Road Cabin C — Million Dollar Ozark View!

Cabin in Ironton

Lake Road Cabin C — Million Dollar Ozark View!
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 HK$693
HK$1,232 total
includes taxes & fees
8 Jan - 9 Jan 2026
Lake Road Cabin C — Million Dollar Ozark View!
Outdoor dining
"The Hideaway 2" Charming 2-bedroom house in delightful Farmington with WiFi, AC

Holiday Home in Farmington

"The Hideaway 2" Charming 2-bedroom house in delightful Farmington with WiFi, AC
2.0 star property
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 HK$941
HK$1,778 total
includes taxes & fees
12 Jan - 13 Jan 2026
"The Hideaway 2" Charming 2-bedroom house in delightful Farmington with WiFi, AC
Smart TV
In-law Suite

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 HK$575
HK$1,617 total
includes taxes & fees
5 Jan - 6 Jan 2026
In-law Suite
Outdoor dining
"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington

Holiday Home in Farmington

"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington
2.0 star property
10.0 out of 10, Exceptional, (13)
"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 HK$941
HK$1,786 total
includes taxes & fees
1 Jan - 2 Jan 2026
"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington
Fridge, microwave, oven, stovetop
Cozy Three bedroom home in Central Farmington

Holiday Home in Farmington

Cozy Three bedroom home in Central Farmington
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 HK$840
HK$1,901 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy Three bedroom home in Central Farmington
Outdoor dining
Cabin 1 at the Pallet Factory

Cabin in Leadwood

Cabin 1 at the Pallet Factory
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 HK$280
HK$1,215 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cabin 1 at the Pallet Factory
Living area
Modern Newly built 2-bedroom house minutes from downtown Park Hills

Holiday Home in Park Hills

Modern Newly built 2-bedroom house minutes from downtown Park Hills
8.6 out of 10, Excellent, (7)
"Stayed here as it was close to our newly purchased home. The home was comfortable and quiet. "
United States
Greg S.
The price is HK$511
HK$1,615 total
includes taxes & fees
3 Jan - 4 Jan 2026
Modern Newly built 2-bedroom house minutes from downtown Park Hills
Private kitchen
Parkside B&B

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 HK$833
HK$1,820 total
includes taxes & fees
7 Jan - 8 Jan 2026
Parkside B&B
Exterior
Couples Retreat with hot tub (cabin2)

Cabin in Leadwood

Couples Retreat with hot tub (cabin2)
9.6 out of 10, Exceptional, (21)
"Nive quite lil getawaynyet close to what you needed "
United States
Do more a.
The price is HK$287
HK$1,222 total
includes taxes & fees
4 Jan - 5 Jan 2026
Couples Retreat with hot tub (cabin2)
Beach
Your home away from home in downtown, historic Farmington!

Holiday Home in Farmington

Your home away from home in downtown, historic Farmington!
10.0 out of 10, Exceptional, (37)
"Beautiful piece of property. Would stay here again and again. "
United States
Mary N.
The price is HK$1,003
HK$1,788 total
includes taxes & fees
5 Jan - 6 Jan 2026
Your home away from home in downtown, historic Farmington!
Fridge, microwave, oven, stovetop
Small Town Lodge - Annapolis, MO Black River

Cabin in Annapolis

Small Town Lodge - Annapolis, MO Black River
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 HK$1,026
HK$1,975 total
includes taxes & fees
11 Jan - 12 Jan 2026
Small Town Lodge - Annapolis, MO Black River
Property grounds
Hillside Cabin #2 Annapolis, MO Black River

Cabin in Annapolis

Hillside Cabin #2 Annapolis, MO Black River
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 HK$941
HK$1,710 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hillside Cabin #2 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
FS Rental #4 Annapolis, MO Black River

Cabin in Annapolis

FS Rental #4 Annapolis, MO Black River
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 HK$847
HK$1,624 total
includes taxes & fees
2 Jan - 3 Jan 2026
FS Rental #4 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Hillside Cabin #5 Annapolis, MO

Cabin in Annapolis

Hillside Cabin #5 Annapolis, MO
9.2 out of 10, Wonderful, (5)
"Great location and very clean."
United States
Mary C.
The price is HK$941
HK$1,710 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hillside Cabin #5 Annapolis, MO
Property grounds
Charming 2 bedroom cabin on a beautiful private lake.

Cabin in Ironton

Charming 2 bedroom cabin on a beautiful private lake.
9.4 out of 10, Exceptional, (18)
"Place is nice & easy to find. "
United States
Mercy
The price is HK$1,015
HK$1,520 total
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 2 bedroom cabin on a beautiful private lake.
Terrace/patio
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

Holiday Home in Ironton

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
10.0 out of 10, Exceptional, (33)
"Very friendly, helpful host, clean and cute house. Love the area for shops, and hiking we had a wonderful stay!"
United States
beth s.
The price is HK$958
HK$1,940 total
includes taxes & fees
1 Jan - 2 Jan 2026
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
Outdoor dining
Hillside Cabin #1 Annapolis, MO Black River

Cabin in Annapolis

Hillside Cabin #1 Annapolis, MO Black River
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 HK$1,026
HK$1,982 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hillside Cabin #1 Annapolis, MO Black River
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

Newly remodeled house minutes away from downtown, golf courses + BIG back yard

Newly remodeled house minutes away from downtown, golf courses + BIG back yard

10/10 Excellent
"What a great house to stay in. Very close to everything in Farmington. The house was clean and inviting. It was decorated all over the house with Grinch items, that was a great touch. The basement had a large selection of games and a pool table and toys for the little ones to play with. Overall, it was a great place to stay. I would recommend it. "
Joseph R. 2-night trip
Posted 6 days ago
Newly remodeled house minutes away from downtown, golf courses + BIG back yard

Find out more about Pilot Knob

Search for holiday rentals in Pilot Knob on Expedia! You can easily find your home rentals, villas, holiday apartments in Pilot Knob using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pilot Knob!

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.