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Windyville Vacation Rentals

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Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Windyville vacation rentals

Property grounds
Bunkhouse with AC at B Berry Farms & Co in Elkland, Mo

Cabin in Elkland

Bunkhouse with AC at B Berry Farms & Co in Elkland, Mo
2.0 star property
10.0 out of 10, Exceptional, (2)
"Easy place to locate and check into, fairly clean and great place! "
United States
James K.
$66 nightly
The price is $69
Jan 1 - Jan 2, 2026
Total with taxes and fees
Bunkhouse with AC at B Berry Farms & Co in Elkland, Mo
Children's area
Quail Valley Run @ B Berry Farms

Camping in Elkland

Quail Valley Run @ B Berry Farms
10.0 out of 10, Exceptional, (1)
$30 nightly
The price is $31
Dec 26 - Dec 27
Total with taxes and fees
Quail Valley Run @ B Berry Farms
House (2 Bedrooms) | Interior
On 17 Acres! Countryside Retreat in Louisburg

Cottage in Louisburg

On 17 Acres! Countryside Retreat in Louisburg
3.0 star property
$272 nightly
The price is $289
Dec 25 - Dec 26
Total with taxes and fees
On 17 Acres! Countryside Retreat in Louisburg
Property grounds
Honeyberry Hideout Campsite at B Berry Farms & Co.

Camping in elkland

Honeyberry Hideout Campsite at B Berry Farms & Co.
1.0 star property
$36 nightly
The price is $37
Dec 26 - Dec 27
Total with taxes and fees
Honeyberry Hideout Campsite at B Berry Farms & Co.
Property grounds
Off Grid tiny cabin on riverfront property

Cabin in Long Lane

Off Grid tiny cabin on riverfront property
9.4 out of 10, Exceptional, (37)
"Had a great Labor day weekend at this perfect, tiny, secluded cabin!! We will be back again soon!!"
United States
Tom and Natalie W.
$123 nightly
The price is $123
Jan 14 - Jan 15, 2026
Total with taxes and fees
Off Grid tiny cabin on riverfront property
Fridge, microwave, oven, stovetop
The Shopkeeper's Loft

Apartment in Lebanon

The Shopkeeper's Loft
10.0 out of 10, Exceptional, (1)
"Most everything was very nice and comfortable."
United States
Jerry C.
$254 nightly
The price is $254
Dec 28 - Dec 29
Total with taxes and fees
The Shopkeeper's Loft
Dining
On 17 Acres! Countryside Retreat in Louisburg

Cabin in Urbana

On 17 Acres! Countryside Retreat in Louisburg
2.0 star property
$271 nightly
The price is $286
Dec 25 - Dec 26
Total with taxes and fees
On 17 Acres! Countryside Retreat in Louisburg
1 bedroom, bed sheets
Cozy cabin in pleasant Lebanon with AC

Cabin in Lebanon

Cozy cabin in pleasant Lebanon with AC
2.0 star property
$159 nightly
The price is $167
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy cabin in pleasant Lebanon with AC
Property grounds
Charming 1-bedroom cabin with Loft. 3 Miles from Bennett Springs State Park

Cabin in Lebanon

Charming 1-bedroom cabin with Loft. 3 Miles from Bennett Springs State Park
2.0 star property
8.0 out of 10, Very Good, (5)
"We enjoyed our stay. The property met our expectations and kids had fun fishing on the river"
United States
Carrie H.
$429 nightly
The price is $437
Jan 22 - Jan 23, 2026
Total with taxes and fees
Charming 1-bedroom cabin with Loft. 3 Miles from Bennett Springs State Park
Microwave, oven, stovetop
Portable camper for all camping needs

Camping in Elkland

Portable camper for all camping needs
1.0 star property
$100 nightly
The price is $100
Dec 25 - Dec 26
Total with taxes and fees
Portable camper for all camping needs
Pool
Ripple: Cozy Cabin, Big Adventure Near Bennett Spring and the Niangua River

Vacation Home in Tunas

Ripple: Cozy Cabin, Big Adventure Near Bennett Spring and the Niangua River
9.0 out of 10, Wonderful, (4)
"New cabins we were in 3 of 4. Cabin was clean overlooks a little pond with the road on the other side. The river and pool/hot tub are not on site but at a campground 5 miles down the road. Beds were comfortable, kitchen was stocked fairly well. Cabin worked ok for meeting up with family that had pets. Bring tools, the door knob came off host never returned call so we wasted an evening driving to town for a screwdriver 30 mile RT. "
United States
James A.
$245 nightly
The price is $245
Dec 25 - Dec 26
Total with taxes and fees
Ripple: Cozy Cabin, Big Adventure Near Bennett Spring and the Niangua River
Property grounds
Mystic Woods @B Berry Farms

Camping in Elkland

Mystic Woods @B Berry Farms
$34 nightly
The price is $35
Dec 26 - Dec 27
Total with taxes and fees
Mystic Woods @B Berry Farms
Property grounds
Pullin On Over @B Berry Farms

Camping in Elkland

Pullin On Over @B Berry Farms
$28 nightly
The price is $29
Dec 29 - Dec 30
Total with taxes and fees
Pullin On Over @B Berry Farms
Property grounds
Deer Creek @B Berry Farms

Camping in Elkland

Deer Creek @B Berry Farms
$28 nightly
The price is $29
Dec 26 - Dec 27
Total with taxes and fees
Deer Creek @B Berry Farms
Property grounds
Rabbit's Den @B Berry Farms

Camping in Elkland

Rabbit's Den @B Berry Farms
$28 nightly
The price is $29
Dec 29 - Dec 30
Total with taxes and fees
Rabbit's Den @B Berry Farms
Property grounds
Busy B's Electrified Landing Campsite at B Berry Farms & Co.

Camping in Elkland

Busy B's Electrified Landing Campsite at B Berry Farms & Co.
$38 nightly
The price is $39
Dec 26 - Dec 27
Total with taxes and fees
Busy B's Electrified Landing Campsite at B Berry Farms & Co.
Property grounds
RV There Yet @B Berry Farms

Camping in Elkland

RV There Yet @B Berry Farms
$45 nightly
The price is $47
Dec 26 - Dec 27
Total with taxes and fees
RV There Yet @B Berry Farms
Property grounds
Lonely Pine @B Berry Farms

Camping in Elkland

Lonely Pine @B Berry Farms
$34 nightly
The price is $35
Jan 1 - Jan 2, 2026
Total with taxes and fees
Lonely Pine @B Berry Farms
Property grounds
Cozy 1-bedroom cabin with Loft. Sleeps 8 Near Bennett Springs State Park

Cabin in Lebanon

Cozy 1-bedroom cabin with Loft. Sleeps 8 Near Bennett Springs State Park
2.0 star property
8.0 out of 10, Very Good, (4)
"My family loved the gravel beach by the property. Our cabin"
United States
Maria
$429 nightly
The price is $437
Jan 22 - Jan 23, 2026
Total with taxes and fees
Cozy 1-bedroom cabin with Loft. Sleeps 8 Near Bennett Springs State Park
Exterior
Golf Lover's Retreat – Spacious Home in Old Kinderhook

Vacation Home in Camdenton

Golf Lover's Retreat – Spacious Home in Old Kinderhook
2.5 star property
$1,249 nightly
The price is $1,342
Jan 4 - Jan 5, 2026
Total with taxes and fees
Golf Lover's Retreat – Spacious Home in Old Kinderhook
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 Windyville Hotel Reviews

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

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

10/10 Excellent
"Always a great stay at their properties. "
Jim 3-night trip
Posted 2 days ago
Lake Home, near HaHa Tonka State Park, Free Kayaking & Outdoor Pavilion Gameroom

Find out more about Windyville

Everything you need to know about Windyville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windyville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Windyville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windyville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windyville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windyville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $29 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windyville rentals

At Expedia, we put the best Windyville vacation 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 Windyville 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 Windyville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windyville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Windyville?

Yes, we have vacation rentals near popular points of interest in Windyville, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Windyville has to offer?

Country Cottage, near HaHa Tonka Park, Free Kayaks & Outdoor Pavilion Game room: Visitors like this Windyville vacation home rental. It is located on a lake and has a patio, a barbecue grill, 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 vacation with amenities like 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 larger area, you’ll find Bennett Spring State Park and Kenneth E. Cowan Civic Center.

What’s a vacation rental in Windyville like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Windyville. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.