Pilot Knob Holiday Rentals

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Holiday Rentals in Pilot Knob

"The Hideaway 2" Charming 2-bedroom house in delightful Farmington with WiFi, AC

2.0 star property
Farmington
10.0 out of 10, Exceptional, (7)
"The place was just the right size for my son and I. Very clean and comfortable. Pretty quiet for being in the middle of town. Would stay here again. "
United States
Kimberly
The price is NZ$412
includes taxes & fees
10 Nov - 11 Nov
"The Hideaway 2" Charming 2-bedroom house in delightful Farmington with WiFi, AC

Hillside Cabin #1 Annapolis, MO Black River

Annapolis
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$454
includes taxes & fees
10 Nov - 11 Nov
Hillside Cabin #1 Annapolis, MO Black River

Cabin getaway with hot tub

Leadwood
9.4 out of 10, Exceptional, (6)
"Same as always everything was great!"
United States
Rob M.
The price is NZ$271
includes taxes & fees
14 Nov - 15 Nov
Cabin getaway with hot tub

Completely Renovated in May 2023

Annapolis
9.6 out of 10, Exceptional, (5)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
The price is NZ$375
includes taxes & fees
10 Nov - 11 Nov
Completely Renovated in May 2023

Hillside Cabin #2 Annapolis, MO Black River

Annapolis
9.4 out of 10, Exceptional, (59)
"My husband and I came here with the hopes of escaping and just enjoying a peaceful weekend. The cabin is perfect for what we needed. Cozy and comfy and just what we needed. Yes the couch is broken, LOL. But if a broken couch is going to ruin your vacay maybe this isn’t the place for you. Just saying that just added to the character and provided some laughter. "
United States
Lisa H.
The price is NZ$391
includes taxes & fees
10 Nov - 11 Nov
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #5 Annapolis, MO

Annapolis
9.2 out of 10, Wonderful, (5)
"Cabin was nice but the setting where the cabin was located kinda remote and not easy to find. Street leading to cabin was just a dirt road up a hill and looked like it lead to know where. "
United States
Elizabeth M.
The price is NZ$391
includes taxes & fees
10 Nov - 11 Nov
Hillside Cabin #5 Annapolis, MO

Charming 2 bedroom cabin on a beautiful private lake.

Ironton
9.4 out of 10, Exceptional, (16)
"Place is nice & easy to find. "
United States
Mercy
The price is NZ$348
includes taxes & fees
13 Nov - 14 Nov
Charming 2 bedroom cabin on a beautiful private lake.

In-law Suite

Leadwood
9.8 out of 10, Exceptional, (14)
"Nice property for the price. The host was not super fast at replying but did always reply after a bit. "
United States
Reba
The price is NZ$347
includes taxes & fees
11 Nov - 12 Nov
In-law Suite

Lake Road Cabin C — Million Dollar Ozark View!

Ironton
10.0 out of 10, Exceptional, (23)
"Beautiful property and perfectly cozy for a weekend away. "
United States
Katy B.
The price is NZ$321
includes taxes & fees
10 Nov - 11 Nov
Lake Road Cabin C — Million Dollar Ozark View!

Completely Renovated in May 2023

Annapolis
8.0 out of 10, Very good, (12)
"Love the people, town,float trip, and lil cabin#3 was perfect for family and pets"
United States
Jimmy S.
The price is NZ$366
includes taxes & fees
10 Nov - 11 Nov
Completely Renovated in May 2023

The Budget Suite

Leadwood
The price is NZ$256
includes taxes & fees
15 Nov - 16 Nov
The Budget Suite

Cozy 1-bedroom house with AC and WiFi in charming Farmington

Farmington
10.0 out of 10, Exceptional, (5)
"I needed a place to stay that was not a hotel and this was perfect. I made my coffee while in my PJs. Everything was comfy, clean and perfect. Will definitely use this one again."
United States
Kim R.
The price is NZ$326
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom house with AC and WiFi in charming Farmington

Modern Newly built 2-bedroom house minutes from downtown Park Hills

Park Hills
8.8 out of 10, Excellent, (6)
"Property was a great fit for me and my husband. We had friends staying at St. Joe Park and we were just a few minutes from them so worked out great! I would highly recommend this property!"
United States
Sheri S.
The price is NZ$371
includes taxes & fees
10 Nov - 11 Nov
Modern Newly built 2-bedroom house minutes from downtown Park Hills

The Sutton House 2 blocks from Main Street & Courthouse Square

Ironton
10.0 out of 10, Exceptional, (41)
"Perfect location for all the nearby state parks. Bedrooms are generous sized areas so individuals could have some down-time in their own area if they wished. We loved it and would stay again. "
United States
Angela H.
The price is NZ$248
includes taxes & fees
4 Dec - 5 Dec
The Sutton House 2 blocks from Main Street & Courthouse Square

The Shack- 3 bedroom finished house

Leadwood
8.6 out of 10, Excellent, (9)
"Overall great. Just as stated. "
United States
Tim R.
The price is NZ$326
includes taxes & fees
10 Nov - 11 Nov
The Shack- 3 bedroom finished house

New Cabin Just Minutes from Black River

Annapolis
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$452
includes taxes & fees
10 Nov - 11 Nov
New Cabin Just Minutes from Black River

Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations

Farmington
8.6 out of 10, Excellent, (4)
"Great place. "
United States
Diana
The price is NZ$245
includes taxes & fees
11 Nov - 12 Nov
Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations

"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington

2.0 star property
Farmington
10.0 out of 10, Exceptional, (10)
"This is a darling house and very comfortable."
United States
Stephanie B.
The price is NZ$412
includes taxes & fees
10 Nov - 11 Nov
"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington

Just Minutes from Black River – With WIFI

Annapolis
7.2 out of 10, Good, (7)
"Great experience "
United States
West n.
The price is NZ$347
includes taxes & fees
10 Nov - 11 Nov
Just Minutes from Black River – With WIFI

Cabin 1 at the Pallet Factory

Leadwood
9.6 out of 10, Exceptional, (35)
"Just what we expected. Very quiet and secluded. Close to towns. "
United States
Cheyenne F.
The price is NZ$278
includes taxes & fees
10 Nov - 11 Nov
Cabin 1 at the Pallet Factory
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$248 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?

The Sutton House 2 blocks from Main Street & Courthouse Square: This holiday home rental outside of Pilot Knob offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 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.