Discover Your Perfect Windyville Vacation Homes

Best Vacation Homes in Windyville

Cabin
Map-icon
like-icon9.4
Exceptional
(97 Reviews)
2 Bedrooms 1 Bath 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $230/Night 7 Nights - US $1,613
Cabin
Map-icon
like-icon9.4
Exceptional
(33 Reviews)
2 Bedrooms 1 Bath 5 Guests 900 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $279/Night 7 Nights - US $1,955
House
Map-icon
like-icon9.6
Exceptional
(34 Reviews)
3 Bedrooms 2 Baths 7 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $246/Night 7 Nights - US $1,719
Cabin
Map-icon
like-icon9.4
Exceptional
(11 Reviews)
5 Bedrooms 2 Baths 16 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $398/Night 7 Nights - US $2,784
Other
Map-icon
like-icon10.0
Exceptional
(59 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $332/Night 7 Nights - US $2,324
New
Cabin
Map-icon
like-icon9.8
Exceptional
(198 Reviews)
3 Bedrooms 1 Bath 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $401/Night 7 Nights - US $2,810
New
Cabin
Map-icon
like-icon8.0
Excellent
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $416/Night 7 Nights - US $2,911
Condo
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $179/Night 7 Nights - US $1,253

Windyville Luxury Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $483/Night 7 Nights - US $3,378
Condo
Map-icon
like-icon8.4
Excellent
(6 Reviews)
2 Bedrooms 1 Bath 6 Guests 950 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $448/Night 7 Nights - US $3,138
Cabin
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 1 Bath 8 Guests 950 ft²
  • Air Conditioner
    Air Conditioner
  • Pet Friendly
    Pet Friendly
More amenities
US $416/Night 7 Nights - US $2,911
Cabin
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $416/Night 7 Nights - US $2,911
Cabin
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $345/Night 7 Nights - US $2,413
House
Map-icon
like-icon9.6
Exceptional
(137 Reviews)
4 Bedrooms 2 Baths 12 Guests 3244 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $245/Night 7 Nights - US $1,716
House
Map-icon
like-icon9.6
Exceptional
(21 Reviews)
2 Bedrooms 6 Baths
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $227/Night 7 Nights - US $1,591
House
Map-icon
like-icon9.6
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $225/Night 7 Nights - US $1,578

Windyville Pet Friendly Vacation Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Air Conditioner
    Air Conditioner
  • Pet Friendly
    Pet Friendly
More amenities
US $167/Night 7 Nights - US $1,167
Cabin
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $192/Night 7 Nights - US $1,346
Cabin
Map-icon
like-icon8.8
Fabulous
(15 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $103/Night 7 Nights - US $722
Apartment
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $93/Night 7 Nights - US $652
Cabin
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 6 Guests 500 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $129/Night 7 Nights - US $903

Windyville Large Vacation Homes

Cabin
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $193/Night 7 Nights - US $1,351
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 2 Baths 24 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $487/Night 7 Nights - US $3,408
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $324/Night 7 Nights - US $2,270
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $265/Night 7 Nights - US $1,856
Cabin
Map-icon
like-icon9.8
Exceptional
(188 Reviews)
4 Bedrooms 1 Bath 12 Guests 1835 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $280/Night 7 Nights - US $1,961
House
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $265/Night 7 Nights - US $1,856
House
Map-icon
2 Bedrooms 2 Baths 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $324/Night 7 Nights - US $2,270
House
Map-icon
2 Bedrooms 2 Baths 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $265/Night 7 Nights - US $1,856

Discover & compare premier experiences around Windyville

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Windyville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Windyville

When should you plan your Vacation Rentals stay?

Discovering the ideal time to visit here can enhance your experience and ensure you enjoy the region's unique charm at its best, whether you're seeking outdoor adventures or peaceful relaxation during your stay.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild weather and blooming landscapes, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Autumn brings cooler air and vibrant foliage, perfect for nature walks and enjoying the scenic views in this destination's natural setting.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Summer (June to August)

The summer months see higher temperatures and increased visitor activity, offering warm weather for outdoor pursuits while fewer crowds make for a relaxed stay.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
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Winter (December to February)

Winter can bring colder weather with occasional snow, providing a quieter atmosphere for those seeking solitude and cozy vacation rentals in this region.

Average Temperature Daytime: 30-45°F - Nighttime: 20-30°F

Weekly Weather Forecast for Windyville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windyville

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a spacious patio or picnic area.
  • Relax by the private outdoor fireplace or fire pit during cool evenings.
  • Take advantage of the scenic views with a furnished balcony or deck.
  • Explore the surrounding nature with access to hiking trails and wooded areas.
  • Cool off or enjoy water activities in a private swimming pool or hot tub.
  • Make use of outdoor sports equipment such as basketball courts or volleyball nets.
  • Experience serenity at a tranquil pond or lakeside setting, perfect for fishing or kayaking.
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Family Activities

  • Ozark National Scenic Riverways: You can explore the scenic beauty of the area by tubing, kayaking, or canoeing along its clear, winding rivers, perfect for family adventures.
  • Big Spring Park: Enjoy a relaxing day picnic and observing local wildlife at this peaceful park, which offers plenty of space for children to play and learn about nature.
  • Missouri River Bend Conservation Area: Discover the region’s native flora and fauna through easy hiking trails, making it an ideal outdoor activity for families seeking fresh air and education.
  • Local Family-Friendly Events: Participate in seasonal festivals and community gatherings that highlight the charm of this destination, providing memorable experiences for all ages.
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Adult Activities

  • Hiking and Nature Trails: Explore extensive trails that weave through the region's scenic landscape, offering a peaceful escape into nature right at your doorstep.
  • Fishing in Local Waters: Spend a relaxing day casting lines in nearby lakes and rivers, renowned for their abundance of local fish species.
  • Kayaking and Canoeing: Enjoy water adventures on the area’s tranquil waterways, perfect for both beginners and experienced paddlers seeking adventure.
  • Wildlife Watching: Observe diverse wildlife in their natural habitat, providing an excellent opportunity for photography and outdoor appreciation.

Windyville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the region’s outdoor spaces to enjoy scenic hikes and tranquil moments in nature, perfect for immersing yourself in this destination's natural beauty.
  • Plan Ahead for Activities: Book popular activities and excursions early to secure your spot and make the most of your time in this area’s renowned outdoor settings.
  • Utilize Proximity to Amenities: Choose vacation rentals that are conveniently located near essential amenities to simplify your stay and maximize your relaxation time here.
  • Respect Local Environment: Practice eco-friendly habits during your visit to help preserve the region's natural landscapes and ensure a sustainable experience for future travelers.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers flexibility and convenience for exploring the scenic surroundings here in Windyville, Missouri.
  • Shuttle Services: Local shuttle services provide reliable transportation to and from key points within this region, making it easy to get around without the hassle of parking.
  • Taxi and Ride-Sharing: Taxis and ride-sharing options are readily available for quick trips across this destination, offering a comfortable way to navigate the area.
  • Public Transit: Bus routes serve the region effectively, providing an economical and accessible way to reach popular sites near your vacation rental here.

Local Customs Options

  • Local Folk Music: Embrace the area's vibrant musical traditions by attending community gatherings that celebrate regional folk music, a cherished aspect of life here.
  • Traditional Ozark Cuisine: Savor authentic flavors in local eateries that serve classic dishes rooted in the region’s culinary heritage, reflecting its rich cultural history.
  • River Respect and Conservation: Participate in mindful practices and local initiatives aimed at preserving the scenic waterways that are vital to the area's natural beauty.
  • Community Festivities: Join seasonal festivals and parades that showcase the friendly spirit and time-honored customs cherished by residents of this destination.

Windyville Vacation Rental Frequently Asked Questions

2. Which vacation homes in Windyville are best for families?

If you are looking for a family-friendly vacation home in Windyville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windyville:

3. How many Rentbyowner vacation rentals are available in Windyville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 40 in the Windyville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windyville. 

4. What is the cancellation policy for vacation rentals in Windyville, Missouri?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with canceling your reservation.

5. How do I ensure my booking in Windyville's vacation rentals is secure and reliable?

Booking through a trusted platform like this destination's listings offers secure payment options and verified hosts, giving you peace of mind that your reservation is dependable. Always check the listing's reviews and ratings before confirming.

6. Are pets allowed in vacation rentals located in Windyville, Missouri?

Pet policies differ among properties. To find a pet-friendly rental, read the listing description carefully or reach out directly to the host to confirm if your furry friend can join your stay.

7. What amenities are typically included in vacation rentals in this region?

Most rentals offer essential amenities such as Wi-Fi, fully equipped kitchens, and outdoor spaces. For specific features, review each listing’s amenities section or contact the host for additional information.

8. How close are the vacation rentals to popular attractions and natural sites in the area?

Many properties are conveniently situated near key attractions and scenic spots. Check the property's location details on the listing or ask the owner for guidance on nearby points of interest.

Windyville Top Rated Vacation Rentals

House
Map-icon
like-icon8.4
Excellent
(5 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $210/Night 7 Nights - US $1,472