Discover Your Perfect Webster County Vacation Homes

Best Vacation Homes in Webster County

10.0
Exceptional
(109 Reviews)
1300 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R4,438/Night For 7 Nights R31,070
9.9
Exceptional
(8 Reviews)
831.51 ft² 8 Guests 4 Bedrooms 4 Bathrooms
Bed & Breakfast
  • Hot Tub
  • Balcony/Terrace
  • Breakfast
R2,775/Night For 7 Nights R19,427
8.6
Fabulous
(533 Reviews)
1 Bathroom
Family Friendly Hotel
  • Balcony/Terrace
  • Breakfast
  • Kitchen
R2,238/Night For 7 Nights R15,667
10.0
Exceptional
(82 Reviews)
6000 ft² 20 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Pool
R9,947/Night For 7 Nights R69,629
New
5995.5 ft² 20 Guests 4 Bedrooms 4 Bathrooms
House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
R11,348/Night For 7 Nights R79,433
10.0
Exceptional
(30 Reviews)
1700 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R4,264/Night For 7 Nights R29,839
10.0
Exceptional
(21 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R3,238/Night For 7 Nights R22,662
10.0
Exceptional
(13 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R3,236/Night For 7 Nights R22,646

Webster County Luxury Rentals

9.8
Exceptional
(13 Reviews)
9 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R8,557/Night For 7 Nights R59,907
New
2454.17 ft² 15 Guests 4 Bedrooms 3 Bathrooms
Villa
  • Hot Tub
  • Balcony/Terrace
  • Kitchen
R8,211/Night For 7 Nights R57,477
10.0
Exceptional
(1 Review)
10 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R7,505/Night For 7 Nights R52,534
10.0
Exceptional
(6 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Air Conditioner
  • Child Friendly
R5,857/Night For 7 Nights R41,006
10.0
Exceptional
(97 Reviews)
1125 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Other
  • Hot Tub
  • Fireplace/Heating
  • Pool
R4,310/Night For 7 Nights R30,167
10.0
Exceptional
(2 Reviews)
1280 ft² 7 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R3,957/Night For 7 Nights R27,704
New
1400 ft² 6 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Ocean View
  • View
  • Pet Friendly
R3,560/Night For 7 Nights R24,912
9.4
Exceptional
(3 Reviews)
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R2,979/Night For 7 Nights R20,856

Webster County Pet Friendly Vacation Rentals

10.0
Exceptional
(3 Reviews)
144 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R1,135/Night For 7 Nights R7,948
7.6
Very Good
(80 Reviews)
247.57 ft² 2 Bathrooms
Free Cancellation Hotel
  • Pet Friendly
  • Parking
  • Air Conditioner
R1,467/Night For 7 Nights R10,264
10.0
Exceptional
(1 Review)
3 Guests 1 Bedroom 2 Bathrooms
Couples Retreat RV Rental
  • Pet Friendly
  • Child Friendly
  • Security/Safety
R503/Night For 7 Nights R3,514
7.1
Very Good
(150 Reviews)
269.1 ft² 7 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Breakfast
  • Pet Friendly
R1,363/Night For 7 Nights R9,541
9.8
Exceptional
(8 Reviews)
5 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R2,469/Night For 7 Nights R17,276
New
3000 ft² 14 Guests 1 Bedroom 2 Bathrooms
Pet Friendly RV Rental
  • Pet Friendly
  • Child Friendly
  • Designated Smoking Area
R643/Night For 7 Nights R4,500
New
6 Guests 1 Bedroom 2 Bathrooms
Pet Friendly RV Rental
  • Pet Friendly
  • Child Friendly
  • Barbecue/Outdoor Cooking
R573/Night For 7 Nights R4,007
New
3 Guests 1 Bedroom 2 Bathrooms
Couples Retreat RV Rental
  • Pet Friendly
  • Child Friendly
  • Security/Safety
R573/Night For 7 Nights R4,007

Webster County Large Vacation Homes

10.0
Exceptional
(21 Reviews)
2680 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R2,242/Night For 7 Nights R15,699
10.0
Exceptional
(4 Reviews)
12 Guests 5 Bedrooms 5 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R8,734/Night For 7 Nights R61,139
New
13 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R8,074/Night For 7 Nights R56,524

Why Choose Rent By Owner for your Webster County 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 Webster County

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the area offers pleasant weather and fewer crowds, ensuring an enjoyable experience in this popular destination for vacation rentals.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area comes alive with blooming flora and pleasant weather, making it an ideal time for enjoying outdoor activities in this destination.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn offers colorful foliage and comfortable temperatures, perfect for exploring the region's scenic landscapes and outdoor pursuits.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

Summertime can be hot and humid here, but it’s a popular season for those seeking warm weather and longer days for outdoor adventures.

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

Winter tends to be cooler, with fewer visitors, providing a quiet and cozy atmosphere for those looking to enjoy the region’s peaceful charm.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 30°F

Weekly Weather Forecast for Webster County

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.

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 cooking with a fully equipped barbecue grill, perfect for meals under the stars in this scenic region.
  • Relax on private patios or decks that provide picturesque views of the surrounding countryside.
  • Take advantage of spacious yards ideal for outdoor games and family activities in the area.
  • Make the most of outdoor fire pits for cozy evenings spent around a crackling fire in this inviting destination.
  • Access to hiking trails directly from your rental, allowing you to explore the natural beauty of the region.
  • Use of outdoor dining areas where you can savor meals while enjoying the fresh air and peaceful scenery.
  • Spend time at nearby lakes or ponds that are often accessible for fishing, kayaking, or simply relaxing by the water.
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Family Activities

  • Silver Dollar City Theme Park: Spend a fun-filled day exploring thrilling rides, live entertainment, and artisan crafts at the renowned Silver Dollar City, just a short drive from here.
  • Table Rock Lake: Enjoy family activities such as boating, fishing, or simply relaxing on the scenic shores of this popular lake within the region.
  • Ozarks National Scenic Riverways: Embark on peaceful float trips or river adventures along the peaceful waterways that showcase the natural beauty of the area.
  • Living Historical Farm in the Region: Discover rural history and hands-on experiences that bring the area's past to life, perfect for family educational outings.
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Adult Activities

  • Hiking at the Ozark National Scenic Riverways: Explore scenic trails along the river, offering a perfect opportunity to enjoy nature and outdoor adventure in this part of Missouri.
  • Fishing in the local lakes and rivers: Engage in peaceful fishing experiences amid the region’s abundant waterways, ideal for relaxing afternoons during your stay.
  • Exploring local wineries and breweries: Discover the flavors of the area with visits to nearby wineries and breweries, providing a taste of the region's craft beverages.
  • Golfing at nearby courses: Play a round of golf on picturesque courses that showcase the area's natural beauty and provide a fun outing for enthusiasts.

Webster County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Immerse yourself in the area’s vibrant culture by attending local events that showcase Webster County's unique traditions and community spirit.
  • Plan Outdoor Adventures: Take advantage of the region’s natural landscapes by scheduling outdoor activities like hiking or picnicking near your vacation rental for a memorable experience.
  • Discover Nearby Dining Options: Savor authentic regional cuisine by exploring dining spots within easy reach of your stay to enhance your overall visit.
  • Book in Advance: Secure your ideal vacation rental early to ensure availability during peak seasons and to enjoy the best selections here.

Transportation Options

  • Webster County Transit: Offers convenient bus services that connect you to key points throughout this region, making local travel straightforward.
  • Major Highway Access: Interstate and state highways run through the area, providing easy road access for driving your own vehicle or rental car.
  • Regional Airports: Nearby airports serve the region with domestic flights, facilitating quick arrivals and departures for visitors coming from afar.
  • Rental Car Services: Numerous rental agencies operate in the vicinity, giving you flexibility and independence during your stay in this part of Missouri.

Local Customs Options

  • Honoring Local Traditions: You’ll find that residents of this region take pride in maintaining long-standing customs, especially during community festivals and gatherings.
  • Respect for Nature and the Land: It’s customary here to show reverence for the area's natural beauty by participating in outdoor activities responsibly and preserving local parks.
  • Genuine Hospitality: Expect a warm welcome and friendly interactions, as hospitality is a key aspect of the regional culture when engaging with locals.
  • Celebration of Local Crafts: Traditional arts and crafts are highly valued, often celebrated through markets and events where you can observe and appreciate regional craftsmanship.

Frequently Asked Questions About Webster County?

2. Which vacation homes in Webster County are best for families?

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

3. How many Rentbyowner vacation rentals are available in Webster County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 68 in the Webster County 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 Webster County. 

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

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the property's page or by contacting the host directly to understand any fees or refund options.

5. How do I ensure my reservation in this area is secure and confirmed?

Once you select your preferred dates and complete the booking process through the website, your reservation will be confirmed. Be sure to check for a confirmation email and review the host's instructions for a smooth check-in.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. These are typically detailed during the checkout process, so review the total cost before finalizing your reservation.

7. What amenities are commonly available at vacation rentals in this region?

Most properties offer amenities like Wi-Fi, kitchen facilities, parking, and outdoor spaces. To see what’s included, check the listing description carefully or contact the host for specific questions about the amenities.

8. Is it possible to modify or extend my stay in a vacation rental here after booking?

Modifications or extensions depend on the property's policies and availability. Contact the host directly through the platform to inquire about adjusting your reservation and ensuring your plans can be accommodated.

Webster County Top Rated Vacation Rentals

9.2
Exceptional
(108 Reviews)
322.92 ft² 4 Bathrooms
Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
R2,387/Night For 7 Nights R16,701
10.0
Exceptional
(1 Review)
1300 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • Pet Friendly
R2,956/Night For 7 Nights R20,692
9.8
Exceptional
(14 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R2,217/Night For 7 Nights R15,519