A riverbank with pebbles and trees at sunset.

Lesterville Holiday Rentals

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Our top choices for Lesterville holiday rentals

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 NZ$869
includes taxes & fees
16 Nov - 17 Nov
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

2. 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 NZ$363
includes taxes & fees
26 Oct - 27 Oct
FS Rental #4 Annapolis, MO Black River

3. Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River
Annapolis
9.4 out of 10, Exceptional, (65 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 NZ$377
includes taxes & fees
26 Oct - 27 Oct
Hillside Cabin #2 Annapolis, MO Black River

4. 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 NZ$383
includes taxes & fees
17 Oct - 18 Oct
Hillside Cabin #5 Annapolis, MO

5. 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 NZ$445
includes taxes & fees
20 Oct - 21 Oct
Hillside Cabin #1 Annapolis, MO Black River

6. 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 NZ$434
includes taxes & fees
26 Oct - 27 Oct
Small Town Lodge - Annapolis, MO Black River

7. 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 NZ$411
includes taxes & fees
20 Oct - 21 Oct
FS Rental #1 Annapolis, MO Black River

8. 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 NZ$321
includes taxes & fees
20 Oct - 21 Oct
Lake Road Cabin C — Million Dollar Ozark View!

9. FS Rental #3 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River
Annapolis
8.4 out of 10, Very good, (14 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 NZ$355
includes taxes & fees
16 Nov - 17 Nov
FS Rental #3 Annapolis, MO Black River

10. Mountain View at Pickle & Perk

Mountain View at Pickle & Perk
Ironton
10.0 out of 10, Exceptional, (30 reviews)
"Perfect getaway, great experience. Hosts are phenomenal, food and coffee drinks are excellent. Highly recommend."
United States
Anonymous traveller
The price is NZ$364
includes taxes & fees
18 Oct - 19 Oct
Mountain View at Pickle & Perk

11. AV Bungalows #4

AV Bungalows #4
Arcadia
10.0 out of 10, Exceptional, (4 reviews)
"Nice place to stay with all amenities plus pool, bbq area with bbqs and pickleball courts. Lots of sites to see in this area."
United States
Anthony B.
The price is NZ$339
includes taxes & fees
18 Oct - 19 Oct
AV Bungalows #4

12. 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 NZ$261
includes taxes & fees
27 Oct - 28 Oct
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

13. 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 NZ$410
includes taxes & fees
18 Oct - 19 Oct
Pickleball Cafe & Micro Hotel

14. 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 NZ$348
includes taxes & fees
15 Nov - 16 Nov
Hillside Cabin #3 Annapolis, MO Black River

15. RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub
Fredericktown
9.4 out of 10, Exceptional, (6 reviews)
"Great getaway"
United States
Anonymous traveller
The price is NZ$433
includes taxes & fees
15 Nov - 16 Nov
RIVER and SKY Cabin; Hot Tub

16. 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 NZ$354
includes taxes & fees
18 Oct - 19 Oct
Ironton Hub: Near Elephant Rocks & Shut-Ins

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

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
Ironton
10.0 out of 10, Exceptional, (41 reviews)
"Great place to stay!"
United States
Derek R.
The price is NZ$543
includes taxes & fees
27 Oct - 28 Oct
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

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

Ironton Hub: Near Elephant Rocks & Shut-ins
3.0 star property
Ironton
The price is NZ$349
includes taxes & fees
18 Oct - 19 Oct
Ironton Hub: Near Elephant Rocks & Shut-ins

19. Ride Trails or go fishing near Clearwater lake. No cleaning fees, pet friendly

Ride Trails or go fishing near Clearwater lake. No cleaning fees, pet friendly
Piedmont
10.0 out of 10, Exceptional, (2 reviews)
"Clean rooms. Great quality of craftsmanship in the cabin. Cold ac full fridge. Everything looked exactly like the pics ..you get what you pay for and more. Will definitely go back again. And recommend"
United States
Mike A.
The price is NZ$337
includes taxes & fees
20 Oct - 21 Oct
Ride Trails or go fishing near Clearwater lake. No cleaning fees, pet friendly

20. 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 NZ$464
includes taxes & fees
16 Nov - 17 Nov
Charming 1860s Renovated Home
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

Find out more about Lesterville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lesterville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lesterville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lesterville. Seeing all the best attractions is bound to make you fall in love with Lesterville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lesterville short-term rentals, that won’t be hard to do.

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.