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Stoutland Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Stoutland holiday rentals

A wooden cabin with a porch, a door, and a window.

1. Dragonfly Meadows Guesthouse

Dragonfly Meadows Guesthouse
Stoutland
10.0 out of 10, Exceptional, (26 reviews)
"This was a very relaxing and beautiful place to stay!"
United States
Denise
The price is AU$184
includes taxes & fees
21 Sept - 22 Sept
Dragonfly Meadows Guesthouse
A bedroom with a bed, bedside lamps, a ceiling fan, a framed picture, and a door.

2. Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.

Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.
Saint Robert
9.8 out of 10, Exceptional, (41 reviews)
"Perfect house for hosting my son and giving him a space to relax after Basic training at the base. Very clean and had everything we needed. "
United States
Jason H.
The price is AU$443
includes taxes & fees
12 Sept - 13 Sept
Blue Sage Inn-Pet Friendly home in Saint Robert, MO. Close to Fort Leonard Wood.
A modern living room with a brown sofa, two armchairs, a coffee table, a black patterned rug, a ceiling fan, a TV, and a potted plant.

3. Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.

Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.
Saint Robert
9.4 out of 10, Exceptional, (45 reviews)
"Great place to stay, in a quiet neighborhood. It was clean and spacious. Anna is a great host and promptly answered any questions we had. "
United States
Michele M.
The price is AU$465
includes taxes & fees
12 Sept - 13 Sept
Full 3-bedroom house with entertainment room. 5 minutes to FLW front gate.
A modern living room with a sectional sofa, a black ottoman, a dining area with a table and chairs, and a TV on a dark wooden cabinet.

4. Emerald & Ivory Cottage

Emerald & Ivory Cottage
Saint Robert
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed stay a night there. Very family friendly! Will stay again in the future! "
United States
Skye C.
The price is AU$546
includes taxes & fees
19 Sept - 20 Sept
Emerald & Ivory Cottage
A modern kitchen with a stone wall, a fireplace, and a dining area with a sofa and table.

5. All Towne Suites

All Towne Suites
2.0 star property
St. Robert
9.2 out of 10, Wonderful, (416 reviews)
"Staff very friendly, inviting hotel.....room was exceptional ....clean and comfortable"
United States
Ronald
The price is AU$113
includes taxes & fees
12 Oct - 13 Oct
All Towne Suites
A dining table set with plates, glasses, and a decorative centerpiece.

6. Cozy House On The HILL Military Family Favorite

Cozy House On The HILL Military Family Favorite
Waynesville
10.0 out of 10, Exceptional, (62 reviews)
"Lovely and relaxing place to stay. Easy walking distance o downtown and park"
United States
Shelley
The price is AU$296
includes taxes & fees
12 Sept - 13 Sept
Cozy House On The HILL Military Family Favorite
A brick house with a red door, a porch with a blue railing, and a garden with stepping stones and plants.

7. Relax At Rt.66 Military Family Favorite

Relax At Rt.66 Military Family Favorite
Waynesville
9.8 out of 10, Exceptional, (47 reviews)
"Excellent property! We enjoyed our 5 day stay! Exceptionally well maintained and kept home. Easily accessible to downtown."
United States
David S.
The price is AU$270
includes taxes & fees
12 Sept - 13 Sept
Relax At Rt.66 Military Family Favorite
A kitchen with white cabinets, a granite countertop, a coffee maker, a microwave, and two potted plants.

8. The Bonny Bungalow

The Bonny Bungalow
Waynesville
9.0 out of 10, Wonderful, (9 reviews)
"Great home close to Fort Learnard Wood. House was perfect and clean, and the bed was super comfortable. Check In was simple and the area was safe. We enjoyed to small home, and it was absolutely perfect for what we needed."
United States
Julian D.
The price is AU$293
includes taxes & fees
12 Sept - 13 Sept
The Bonny Bungalow
A hallway with a wall-mounted vinyl record collection and a patterned floor.

9. Pleasant Mornings

Pleasant Mornings
Waynesville
9.4 out of 10, Exceptional, (19 reviews)
"Great location, comfortable stay. "
United States
Heidi C.
The price is AU$472
includes taxes & fees
3 Oct - 4 Oct
Pleasant Mornings
A cozy living room with a green sofa, a small wooden table with a plant, and a large window with blinds.

10. Story Time

Story Time
Waynesville
9.8 out of 10, Exceptional, (13 reviews)
"The house and location was perfect for our family in visiting the area. And the owner was very responsive! "
United States
Stephanie E.
The price is AU$596
includes taxes & fees
12 Sept - 13 Sept
Story Time
A wooden cabin with a porch, a bench, and a small table.

11. Cozy Country Cabin By Ft Wood & 1 mile Shrine club

Cozy Country Cabin By Ft Wood & 1 mile Shrine club
Laquey
10.0 out of 10, Exceptional, (24 reviews)
" Clean cabin, friendly hostess, nice quiet place with a beautiful pond. And picnic area. We absolutely loved this Cozy cabin."
United States
Melissa O.
The price is AU$246
includes taxes & fees
9 Oct - 10 Oct
Cozy Country Cabin By Ft Wood & 1 mile Shrine club
A living room with a sofa, coffee table, and lamp, a kitchen in the background, and a ceiling fan.

12. Welcome to our Comfy Condo, on historic rte 66, 15 min from Ft Leonard Wood.

Welcome to our Comfy Condo, on historic rte 66, 15 min from Ft Leonard Wood.
Richland
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay. Clean, bright, cozy."
United States
Jerry K.
The price is AU$305
includes taxes & fees
12 Sept - 13 Sept
Welcome to our Comfy Condo, on historic rte 66, 15 min from Ft Leonard Wood.

13. “Clabe” one of the 5 Tiny Cabins on the Osage River

“Clabe” one of the 5 Tiny Cabins on the Osage River
Tuscumbia
10.0 out of 10, Exceptional, (2 reviews)
"It was a great quiet place to get away for a weekend."
United States
Kyle B.
The price is AU$248
includes taxes & fees
15 Sept - 16 Sept
“Clabe” one of the 5 Tiny Cabins on the Osage River
A natural landscape with a river and trees.

14. Great Cabin on Osage River in Tuscumbia, MO

Great Cabin on Osage River in Tuscumbia, MO
Tuscumbia
9.8 out of 10, Exceptional, (59 reviews)
"It is a very comfortable place to stay! "
United States
Amanda
The price is AU$276
includes taxes & fees
15 Sept - 16 Sept
Great Cabin on Osage River in Tuscumbia, MO
A nighttime outdoor area with a wooden pergola, string lights, and a wooden deck leading to a building with a door and windows.

15. Luxury Cabin, fire pit, BBQ, WiFi, forest view, river access

Luxury Cabin, fire pit, BBQ, WiFi, forest view, river access
Richland
10.0 out of 10, Exceptional, (20 reviews)
"They have really outdone themselves Their attention to detail and anticipating ur every need makes this extraordinary place tp stay we loved every single thing about it"
United States
Denise
The price is AU$486
includes taxes & fees
14 Sept - 15 Sept
Luxury Cabin, fire pit, BBQ, WiFi, forest view, river access

16. Honey Springs Cabin- restored historic cabin 12 minutes from Lake of the Ozarks

Honey Springs Cabin- restored historic cabin 12 minutes from Lake of the Ozarks
Brumley
10.0 out of 10, Exceptional, (33 reviews)
"Awesome property especially if you love vintage/retro!"
United States
Robbie H.
The price is AU$194
includes taxes & fees
22 Sept - 23 Sept
Honey Springs Cabin- restored historic cabin 12 minutes from Lake of the Ozarks
A bedroom with a large bed, a ceiling fan, and a view of a lake with boats.

17. Stunning Views, Inviting Pools, and Endless Fun!

Stunning Views, Inviting Pools, and Endless Fun!
Osage Beach
9.8 out of 10, Exceptional, (13 reviews)
"place was perfect and clean ,excellant location"
United States
Ron G.
The price is AU$787
includes taxes & fees
22 Sept - 23 Sept
Stunning Views, Inviting Pools, and Endless Fun!
A balcony with a table and chairs, overlooking a lake and forested hills.

18. Amazing Lake Views with Pool, Loft, & Balcony

Amazing Lake Views with Pool, Loft, & Balcony
Kaiser
9.6 out of 10, Exceptional, (13 reviews)
"We had a great time and was a wonderful place to stay!"
United States
Ryan G.
The price is AU$486
includes taxes & fees
13 Sept - 14 Sept
Amazing Lake Views with Pool, Loft, & Balcony
A modern kitchen with a marble island, white bar stools, and a refrigerator.

19. Cozy 1BR Condo - Pool & Wi-Fi

Cozy 1BR Condo - Pool & Wi-Fi
Osage Beach
10.0 out of 10, Exceptional, (12 reviews)
"The condo was very clean and comfortable. Our host was easy to check in and communicate with. We really appreciated the pet friendly quarters and reasonable pet fee."
United States
Ian L.
The price is AU$205
includes taxes & fees
5 Oct - 6 Oct
Cozy 1BR Condo - Pool & Wi-Fi
A modern kitchen with white cabinets, a built-in microwave, and a dishwasher. The dining area features a glass table with chairs and a chandelier.

20. Charming 2-bedroom condo with WiFi & AC in Lake Ozark State Park

Charming 2-bedroom condo with WiFi & AC in Lake Ozark State Park
Kaiser
10.0 out of 10, Exceptional, (9 reviews)
"Perfect host! Perfect location! We will definitely be booking again in the future. "
United States
Jeff W.
The price is AU$478
includes taxes & fees
14 Sept - 15 Sept
Charming 2-bedroom condo with WiFi & AC in Lake Ozark 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 Stoutland Hotel Reviews

Studio Z, an Ascend Collection Hotel

Studio Z, an Ascend Collection Hotel

10/10 Excellent
"Everything perfect"
Pelin 2-night trip
Posted 4 hours ago
Studio Z, an Ascend Collection Hotel

Find out more about Stoutland

Everything you need to know about Stoutland 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 Stoutland 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 Stoutland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Stoutland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stoutland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stoutland 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 Stoutland holiday rentals we have selected for you start as low as AU$113 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stoutland rentals

At Expedia, we put the best Stoutland 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 Stoutland 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 Stoutland 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 Stoutland. 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

Are there holiday rentals in Stoutland?

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

The Lighthouse - 2026 VRBO OF THE YEAR - Private Heated Pool & Golf Course 7k SF: This holiday home rental outside of Stoutland is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Stoutland?

While exploring the area, visit family-friendly sights like Waynesville Splash Park, or get outside and enjoy nature at Atchley Park. In the wider area, you’ll find Lebanon I-44 Speedway and Route 66 Museum.

What are holiday rentals like in Stoutland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stoutland. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.