Windyville Holiday Rentals

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Holiday Rentals in Windyville

Luxurious Cabin with private Niangua River access & view

10.0 out of 10, Exceptional, (166)
"Cave Creek Cabin never disappoints! Even with all the rain we had, it was fabulous! Loved listening to the rain on the roof and just relaxing for 4 days. We will be back! "
Luxurious Cabin with private Niangua River access & view

Country Cottage, near HaHa Tonka Park, Free Kayaks & Outdoor Pavilion Game room

10.0 out of 10, Exceptional, (308)
"We took a long weekend to getaway from the world . The cabin was perfect for us, very quiet and peaceful. We saw deer and had a great view of the lake. The fire pit was awesome and so relaxing! Everything was great."
Country Cottage, near HaHa Tonka Park, Free Kayaks & Outdoor Pavilion Game room

Lake Home, near HaHa Tonka State Park, Free Kayaking & Outdoor Pavilion Gameroom

9.8 out of 10, Exceptional, (256)
"This was our groups 2nd time to stay at the Norton house. It’s a great property & nice location. "
Lake Home, near HaHa Tonka State Park, Free Kayaking & Outdoor Pavilion Gameroom

NEW! LUXURY AWAITS! Four BR's - 3 with their own Private Bath PLUS Bonus room.

9.8 out of 10, Exceptional, (29)
"We had a great time. The house was perfect and close to everything we needed. We will rent this again if we come back to town for another concert. "
NEW! LUXURY AWAITS! Four BR's - 3 with their own Private Bath PLUS Bonus room.

Macks Creek Cabin on 30 Acres: Dock & Private Lake

10.0 out of 10, Exceptional, (71)
"This was an amazing vacation retreat. The cabin was incredible with its warm woodwork throughout and was beautifully decorated with antiques, lending to the ambiance of a true cabin in the woods. It only gets better when you step outside and take in the stunning view of the lake and secluded landscape from the big wrap-around covered porch. Although the inside is warm and inviting, most of our time was spent outside enjoying the quiet tranquility of the nature that surrounds it. The cabin is...
Macks Creek Cabin on 30 Acres: Dock & Private Lake

You want Tranquility... you have found it!

9.8 out of 10, Exceptional, (22)
"Great little bungalow with fantastic access to the water and hiking. Quiet area, great for relaxing and enjoying the outdoors."
You want Tranquility... you have found it!

Cozy Bungalow

10.0 out of 10, Exceptional, (35)
"This little home was perfect for our getaway. "
Cozy Bungalow

Hill Top Haven Dock!! Lake access!!

9.2 out of 10, Wonderful, (100)
"It was very comfortable and cozy place to stay. We had a great time."
Hill Top Haven Dock!! Lake access!!

LOZ Family Fun Lakefront Vacation Home #1, 5000sf, 6 bdr, 4 bath, 1 is ADA

10.0 out of 10, Exceptional, (182)
"Everything was perfect for what we needed. Plenty of space and things to do. Fire pit is located close to the water which made it perfect for the evenings. Peaceful and quiet neighborhood. Wouldn't change a thing."
LOZ Family Fun Lakefront Vacation Home #1, 5000sf, 6 bdr, 4 bath, 1 is ADA

Trout fishing enthusiasts -- minutes from the stream!

9.6 out of 10, Exceptional, (28)
"As the title reads, we are old fly fishermen who have been taking trips twice a year for many decades. We bring everything we need. This cabin (house) was one of the cleanest and best stocked places we’ve stayed in. We still used our own stuff, just didn’t need to, lol. Very nice place, great location. Will rent again in the future."
Trout fishing enthusiasts -- minutes from the stream!

Located in between the entrances to Bennett Springs State Park on Highway 64

9.8 out of 10, Exceptional, (18)
"The location of this place is perfect for a fishing trip and staying at Bennett Springs! The back patio is what makes this property... it feels just like home and its a little secluded spot right off the blacktop.. hard too beat a place like this and the hosts answer back right away. "
Located in between the entrances to Bennett Springs State Park on Highway 64

HOUSE OF JOY, a spacious home near Pom de Terre Lake and Lake of the Ozarks

9.0 out of 10, Wonderful, (4)
"We enjoyed our stay at House of Joy! Its a very unique house with plenty of space. We had a large group and everyone had a bed. Plenty of bathrooms, lots of towels for bath and pool. Everyone with us loved it! Just watch your toes there are small step ups throughout the home."
HOUSE OF JOY, a spacious home near Pom de Terre Lake and Lake of the Ozarks

Castle Cliff Cabin - Home on the water- walking distance to Ha Ha Tonka

9.8 out of 10, Exceptional, (10)
"We really enjoyed our stay! Went for a wonderful hike, enjoyed the lake, and the house was comfy and tidy! Added bonus was the local donut shop! "
Castle Cliff Cabin - Home on the water- walking distance to Ha Ha Tonka

Off Grid tiny cabin on riverfront property

9.4 out of 10, Exceptional, (26)
"We really enjoyed the trails in the woods and the river! Its a great place to get away ! The only thing we didnt like very well was the bathroom being so far away."
The price is AU$192
includes taxes & fees
2 Dec - 3 Dec
Off Grid tiny cabin on riverfront property

Cozy 1-bedroom cabin with Loft. Sleeps 8 Near Bennett Springs State Park

2.0 star property
10.0 out of 10, Exceptional, (2)
Cozy 1-bedroom cabin with Loft. Sleeps 8 Near Bennett Springs State Park

Cozy Cabin #3 located 1 mile from Bennett Spring state park

2.0 star property
7.6 out of 10, Good, (4)
"Nice place if you want to be near Bennett,listing leads you to believe there's a bedroom but it's just 1 large room with 2 beds the hot water heater gives you about 2 minutes so be prepared if you're taking a shower"
Cozy Cabin #3 located 1 mile from Bennett Spring state park

Cozy Cabin #4

2.0 star property
9.0 out of 10, Wonderful, (8)
"Very nice, quaint, cozy! "
Cozy Cabin #4

Lisas place. Cozy gathering place nestled in the heart of Lebanon Mo

9.2 out of 10, Wonderful, (5)
"We had a great stay at Lisa’s Place. It started off a bit rocky, when we arrived and there was no electricity to the home (or neighboring homes) due to a power outage. We contacted Susie and she called the electric company and kept us up to date with progress. She was on top of it! Once we got into the home (with electricity) it was very nice. Kitchen has all the things needed to cook/clean. Family room was spacious with several streaming options on the TV. Bedrooms had plenty of outlets and...
Lisas place. Cozy gathering place nestled in the heart of Lebanon Mo

Richardson Roost! Hidden spot in the city but a feel of country!

2.0 star property
10.0 out of 10, Exceptional, (12)
"The home is located close to town, and so easy to get to. The neighborhood was so quiet. It was perfect after coming back after a full day of fun. The beds were so comfortable, there were four of us ladies and no one complained. The owner was very responsive to any inquiries. We’d definitely stay again."
The price is AU$286
includes taxes & fees
2 Dec - 3 Dec
Richardson Roost! Hidden spot in the city but a feel of country!

Cozy house with an amazing lake view

9.6 out of 10, Exceptional, (31)
"The deck was nice and the view was great"
The price is AU$274
includes taxes & fees
1 Dec - 2 Dec
Cozy house with an amazing lake view
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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Other types of properties in Windyville you may be interested in

Luxurious Cabin with private Niangua River access & view

10.0 out of 10, Exceptional, (166)
"Cave Creek Cabin never disappoints! Even with all the rain we had, it was fabulous! Loved listening to the rain on the roof and just relaxing for 4 days. We will be back! "
Luxurious Cabin with private Niangua River access & view

Rustic Beauty by the Niangua River

10.0 out of 10, Exceptional, (1)
"It was a beautiful home and we enjoyed a weekend away. We will be back!!!"
Rustic Beauty by the Niangua River

Super 8 by Wyndham Lebanon

2.0 star property
7.6 out of 10, Good, (958)
"Safe. Proximity to food and destination "
The price is AU$129
includes taxes & fees
30 Nov - 1 Dec
Super 8 by Wyndham Lebanon
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Windyville?

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

Country Cottage, near HaHa Tonka Park, Free Kayaks & Outdoor Pavilion Game room: This holiday home rental outside of Windyville is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Windyville?

Explore the area and family-friendly sights such as Redmons Candy Factory, or get out into nature at a spot like Niangua River. In the wider area, you’ll find Bennett Spring State Park and Boswell City Park.

What’s a holiday rental in Windyville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windyville. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.