Discover Your Perfect Oakville Vacation Homes

Oakville Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Oakville on PetFriendly.io

Why Choose Rent By Owner for your Oakville 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 Oakville

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can significantly enhance your experience, so consider planning your trip during the region's most pleasant seasons to enjoy optimal weather and local events that make your stay truly memorable.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and enjoying the local scenery.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 65°F (18°C)
autumn
Fall (September to November)

Autumn brings mild temperatures and vibrant foliage, making it a perfect time to explore the scenic surroundings of this region.

Average Temperature Daytime: approximately 75°F (24°C) - Nighttime: roughly 55°F (13°C)

Off-Season Highlights

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Winter (December to February)

During winter, cooler temperatures and fewer visitors provide a peaceful environment to enjoy cozy stays in vacation rentals.

Average Temperature Daytime: around 40°F (4°C) - Nighttime: about 25°F (-4°C)
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Spring (March to May)

As the area transitions into warmer weather, spring offers fewer crowds and pleasant conditions for exploring the region's natural beauty.

Average Temperature Daytime: approximately 60°F (16°C) - Nighttime: roughly 40°F (4°C)

Weekly Weather Forecast for Oakville

How to Book Your Oakville Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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 Oakville

More Top-Rated Vacation Rentals in Oakville Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 fully equipped patio or barbecue area, perfect for relaxing evenings in the region.
  • Take advantage of spacious yards or gardens, ideal for outdoor activities or family gatherings here.
  • Relax by the private swimming pool, a popular feature in many vacation rentals situated within this destination.
  • Make use of outdoor fire pits for cozy evenings under the stars in this inviting area.
  • Benefit from access to scenic walking trails or nearby parks that are often included with rentals in the region.
  • Utilize shaded porches or verandas to unwind and enjoy the local climate during your stay here.
  • Participate in outdoor sports or recreational activities like volleyball or cornhole, common in family-friendly properties in this area.

Top Attractions Around Oakville

What attractions are nearby?

Within this scenic region, you'll find a variety of outdoor activities and local attractions to enjoy just moments from your vacation rentals, making it easy to explore the area's natural beauty and vibrant community.

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Family Activities

  • St. Louis Premium Outlets: Experience a fun shopping day with family at this popular outlet mall nearby, offering a variety of retail stores and dining options.
  • Black Bear Resort Park: Enjoy outdoor adventures and scenic views in this local park that features trails, playgrounds, and picnic areas perfect for family outings.
  • The Butterfly House: Discover the wonders of nature at this captivating butterfly conservatory, providing an educational and engaging experience for all ages.
  • Myseum of the Mind: Explore interactive exhibits focused on science and technology, making it an exciting learning destination just a short drive away from the region.
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Adult Activities

  • Golfing at Oakville Golf Course: Enjoy a round of golf at this scenic course, perfect for relaxing and enhancing your skills amidst the area's lush landscapes.
  • Exploring nearby parks and nature reserves: Discover serene outdoor spaces that offer opportunities for walking, picnicking, and appreciating the natural beauty here.
  • Savoring local cuisine at prominent restaurants: Indulge in flavorful dishes at popular eateries, providing an authentic taste of the region's culinary delights.
  • Visiting cultural and community events: Engage with local arts, festivals, and gatherings that showcase the vibrant spirit of this destination.

Oakville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's diverse culinary scene to enjoy authentic Missouri flavors during your stay.
  • Visit Nearby Parks and Trails: Discover the natural beauty surrounding your vacation rental by exploring local parks and scenic pathways in this region.
  • Plan Cultural Experiences: Engage with the local arts and community events to gain a deeper appreciation of the area's unique heritage.
  • Utilize Transportation Resources: Make use of available local transit or rental services to easily access key attractions around here for a more convenient trip.

Transportation Options

  • Personal Vehicle: Renting or using your own car offers the most flexibility for exploring this area and accessing nearby attractions from your vacation rental.
  • Local Bus Services: The regional bus network provides an affordable and convenient way to navigate through the region surrounding your stay.
  • Taxi and Rideshare Services: Professional taxi operators and rideshare options like Uber and Lyft are readily available for quick trips within this destination and its neighboring communities.
  • Bicycle Rentals: Renting a bicycle allows for an eco-friendly, leisurely exploration of the local scenery and attractions here in the region.

Local Customs Options

  • Southern Hospitality: Expect warm welcomes and friendly interactions that reflect the region's tradition of southern hospitality during your stay.
  • Local Festival Celebrations: Participating in regional festivals provides a glimpse into the area's vibrant community spirit and cultural pride.
  • Respect for Tradition: Embracing local customs and etiquette ensures a respectful experience when engaging with residents here.
  • Community Gatherings: Attending neighborhood events offers an authentic way to connect with locals and immerse yourself in the area's social fabric.

Frequently Asked Questions About Oakville?

1. What are the top vacation rentals in Oakville?

There are a lot of options in Oakville. If you plan on staying in the Oakville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oakville:

2. How many vacation rentals have private pools in Oakville?

There are 1 vacation rentals with private pools near Oakville. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Oakville are best for families?

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

4. How many Rentbyowner vacation rentals are available in Oakville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 60 in the Oakville 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 Oakville. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property. You should review the specific listing details or contact the host directly to understand the terms and any applicable fees before booking.

6. Are there any additional fees associated with my stay in a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically outlined in the listing. It’s best to read the complete details on the property page or reach out to the owner for clarification.

7. How do I secure my booking for a vacation rental in this region?

Bookings are secured through the property’s reservation process, which usually involves confirming availability and submitting payment details. For assistance or special requests, contacting the owner directly can help ensure your reservation goes smoothly.

8. What amenities are commonly available in vacation rentals around here?

Most properties offer amenities like Wi-Fi, parking, fully equipped kitchens, and laundry facilities. To confirm what’s included, review the listing details or contact the host directly.

9. Is there a check-in and check-out process I should prepare for in these vacation rentals?

Check-in and check-out procedures vary by property. These details are usually provided in the listing or communicated directly by the owner. It’s recommended to verify the process prior to your arrival to ensure a seamless stay.