A riverbank with pebbles and trees at sunset.

Lesterville Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Lesterville holiday rentals

A dining area with a table and chairs, wooden cabinets, and a kitchen with an archway.

1. Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Lesterville
9.0 out of 10, Wonderful, (20 reviews)
"Ellen is a Very communicative and helpful host. Property looks even better in person than in the pictures. Enjoyable stay!"
United States
Robert H.
The price is HK$2,353
HK$3,947 total
includes taxes & fees
27 Oct - 28 Oct
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
A cabin interior with a loft bed, a chair, and a ceiling fan.

2. Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River
Annapolis
9.4 out of 10, Exceptional, (66 reviews)
"The cabin was very nice but looks a little un loved. 6 nights no tv in the evening and no reply. Looks like no one is doing up keep on the place. We did love how close we were to the river and the store. Very quite and private property. Shower curtain had a lot of mildew build up. Would give it 4 stars if it was cleaner and everything worked."
United States
Tim S.
The price is HK$949
HK$1,702 total
includes taxes & fees
27 Oct - 28 Oct
Hillside Cabin #2 Annapolis, MO Black River
A kitchen with wooden cabinets, a central island with stools, a microwave, a refrigerator, and a stove.

3. Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River
Annapolis
9.6 out of 10, Exceptional, (41 reviews)
"Very grateful for this safe clean cabin. We were there during the terrible Black River flooding and thankfully this cabin was in safe high ground. "
United States
Leslie
The price is HK$1,035
HK$1,976 total
includes taxes & fees
27 Oct - 28 Oct
Hillside Cabin #1 Annapolis, MO Black River
A compact kitchen with wooden cabinets, a large TV, and various kitchen utensils hanging on the wall.

4. FS Rental #4 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River
Annapolis
9.4 out of 10, Exceptional, (10 reviews)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
The price is HK$854
HK$1,630 total
includes taxes & fees
27 Oct - 28 Oct
FS Rental #4 Annapolis, MO Black River
A cozy living room with a brown leather sofa, a small table with a lamp, and a wooden floor. A kitchen with wooden cabinets and a dining area with a table and chairs are visible in the background.

5. Small Town Lodge - Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River
Annapolis
8.4 out of 10, Very good, (9 reviews)
"Owner communicated well and the place was a nice clean place for us to stay "
United States
Jeremy H.
The price is HK$1,035
HK$1,968 total
includes taxes & fees
27 Oct - 28 Oct
Small Town Lodge - Annapolis, MO Black River
Living Room & Dining Area

6. FS Rental #1 Annapolis, MO Black River

FS Rental #1 Annapolis, MO Black River
Annapolis
8.0 out of 10, Very good, (7 reviews)
"We enjoyed our stay here. It was a great place for the 8 of us to stay. We were going over to Sam A Baker to join family camping there. We would stay here again if available. "
United States
Sue F.
The price is HK$949
HK$1,827 total
includes taxes & fees
27 Oct - 28 Oct
FS Rental #1 Annapolis, MO Black River
A kitchen with dark cabinets, a stainless steel refrigerator, a built-in oven, a microwave, and a flat-screen TV mounted above the counter.

7. Hillside Cabin #5 Annapolis, MO

Hillside Cabin #5 Annapolis, MO
Annapolis
9.2 out of 10, Wonderful, (5 reviews)
"Great location and very clean."
United States
Mary C.
The price is HK$949
HK$1,702 total
includes taxes & fees
27 Oct - 28 Oct
Hillside Cabin #5 Annapolis, MO
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

8. Mountain View at Pickle & Perk

Mountain View at Pickle & Perk
Ironton
10.0 out of 10, Exceptional, (32 reviews)
"Could not have asked for better hosts or accommodations."
United States
David
The price is HK$1,122
HK$1,620 total
includes taxes & fees
28 Oct - 29 Oct
Mountain View at Pickle & Perk
A kitchen with wooden cabinets, a toaster, and a dishwasher.

9. Lake Road Cabin C — Million Dollar Ozark View!

Lake Road Cabin C — Million Dollar Ozark View!
Ironton
10.0 out of 10, Exceptional, (32 reviews)
"Great cabin. Very quiet area. Nice fire pit."
United States
Heather the Librarian
The price is HK$847
HK$1,401 total
includes taxes & fees
27 Oct - 28 Oct
Lake Road Cabin C — Million Dollar Ozark View!
A porch with four green Adirondack chairs, a small table, and string lights.

10. *State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
Ironton
10.0 out of 10, Exceptional, (42 reviews)
"Great place to stay!"
United States
Derek R.
The price is HK$1,344
HK$2,612 total
includes taxes & fees
27 Oct - 28 Oct
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
A table with two chairs under a large tree with a potted plant on it.

11. Pickleball Cafe & Micro Hotel

Pickleball Cafe & Micro Hotel
Ironton
10.0 out of 10, Exceptional, (32 reviews)
"Great place to get away. Loved the coffee . "
United States
Craig C.
The price is HK$1,334
HK$1,832 total
includes taxes & fees
27 Oct - 28 Oct
Pickleball Cafe & Micro Hotel
A modern kitchen with a large TV, stainless steel appliances, and a wooden floor.

12. FS Rental #3 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River
Annapolis
8.4 out of 10, Very good, (15 reviews)
"Ac needs an update, or add window units. Beautiful stay and beautiful location. About 7 minutes from the river. Train runs in front at 1am and 4am just a heads up. "
United States
Jessica W.
The price is HK$820
HK$1,604 total
includes taxes & fees
27 Oct - 28 Oct
FS Rental #3 Annapolis, MO Black River
A spacious living room with a fireplace, a ceiling fan, and a large window.

13. AV Bungalows #1 with Loft

AV Bungalows #1 with Loft
Arcadia
9.6 out of 10, Exceptional, (5 reviews)
"Arcadia Bungalow #1 was so cute and well stocked. There were fresh flowers on the counter and porch. We had plenty of places to sleep, a pool to play in and a kitchen to cook in. There were so many towels and pillows! The toys were a big hit too. The showers were awesome, with all of the different functions and the loft was wonderful for the bigger kids to hang out in. I spoke with Katherine on the phone a couple of times and she was so kind and easy to talk to. I greatly appreciated her!"
United States
Sarah H.
The price is HK$1,886
HK$2,304 total
includes taxes & fees
27 Oct - 28 Oct
AV Bungalows #1 with Loft
A window with a vase of flowers and a book on a wooden table.

14. The Sutton House 2 blocks from Main Street & Courthouse Square

The Sutton House 2 blocks from Main Street & Courthouse Square
Ironton
10.0 out of 10, Exceptional, (65 reviews)
"This property is beautiful and everything is thought of for the guests. The hosts were amazing. It is close to wonderful state parks. My family had a great time. I would stay here again!"
United States
Jennifer D.
The price is HK$1,325
HK$1,628 total
includes taxes & fees
28 Oct - 29 Oct
The Sutton House 2 blocks from Main Street & Courthouse Square
A modern kitchen with white cabinets, a stainless steel microwave, and a coffee bar with stools.

15. Charming 1860s Renovated Home

Charming 1860s Renovated Home
Ironton
8.0 out of 10, Very good, (20 reviews)
"Had a great stay"
United States
Kevin S.
The price is HK$1,078
HK$2,114 total
includes taxes & fees
27 Oct - 28 Oct
Charming 1860s Renovated Home
A cabin with a wooden deck, large windows, and a forested backdrop.

16. Newly constructed lofted cabin near Clearwater Lake and upper Black River

Newly constructed lofted cabin near Clearwater Lake and upper Black River
Piedmont
10.0 out of 10, Exceptional, (1 review)
"Beautiful place! My 5 and 6 year old said their favorite thing was their room up in the loft. Cozy relaxing feel, we loved the couches."
United States
Matthew M.
The price is HK$1,341
HK$2,072 total
includes taxes & fees
27 Oct - 28 Oct
Newly constructed lofted cabin near Clearwater Lake and upper Black River
A modern kitchen with dark cabinets, a built-in microwave, a flat-screen TV, and a large window with a view of the street.

17. Ironton Hub: Near Elephant Rocks & Shut-Ins

Ironton Hub: Near Elephant Rocks & Shut-Ins
Ironton
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Perfect for the short stay we needed. Clean and convenient. Will recommend."
United States
angie m.
The price is HK$557
HK$1,553 total
includes taxes & fees
27 Oct - 28 Oct
Ironton Hub: Near Elephant Rocks & Shut-Ins
A modern kitchen with dark cabinets, a built-in microwave, a flat-screen TV, and a large window with a view of the street.

18. Ironton Hub: Near Elephant Rocks & Shut-ins

Ironton Hub: Near Elephant Rocks & Shut-ins
3.0 star property
Ironton
The price is HK$784
HK$1,538 total
includes taxes & fees
27 Oct - 28 Oct
Ironton Hub: Near Elephant Rocks & Shut-ins
A wooden deck with chairs and a fire pit in a forested area.

19. Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River
Annapolis
7.8 out of 10, Good, (30 reviews)
"Really a nice and clean and cozy stay."
United States
Adam G.
The price is HK$820
HK$1,557 total
includes taxes & fees
8 Nov - 9 Nov
Hillside Cabin #3 Annapolis, MO Black River
A kitchen with wooden cabinets, a microwave, a coffee maker, a stove, and a sink.

20. Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Piedmont
10.0 out of 10, Exceptional, (48 reviews)
"Would stay here again"
United States
Steve A.
The price is HK$941
HK$1,152 total
includes taxes & fees
27 Oct - 28 Oct
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
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 Lesterville Hotel Reviews

Shepherd Mountain Inn

Shepherd Mountain Inn

10/10 Excellent
"Clean was updated and very clean Breakfast was top of the line! Staff was so friendly and helpful Very great experience stay!"
Randy 2-night trip
Posted 6 hours ago
Shepherd Mountain Inn

Find out more about Lesterville

Search for holiday rentals in Lesterville on Expedia! You can easily find your home rentals, villas, holiday apartments in Lesterville 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 Lesterville!

Frequently asked questions

Can I find a holiday rental in Lesterville?

Yes, there are holiday rentals close to the most popular sights in Lesterville, 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 Lesterville has to offer?

Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.: This highly rated holiday home rental in Lesterville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Lesterville?

While you're exploring the area, Mark Twain National Forest and K Bridge Recreation Area are a couple of picturesque spots to get outside and enjoy nature. While here, Johnson's Shut-ins State Park and Taum Sauk Mountain State Park are other places worth a visit.

What’s a holiday rental in Lesterville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lesterville. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.