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  3. Ardmore
  4. Oakland
  5. Rentals by Owner

Discover Your Perfect Oakland Rentals by Owner

Oakland Rentals by Owner

More Top-Rated Rentals by Owner in Oakland Area

Why Choose Rent By Owner for your Oakland vacation rental?

What makes our Rentals by Owner 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 Oakland

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience and ensure you enjoy all that this destination has to offer; consider visiting during the shoulder seasons when the weather is pleasant, and accommodations are more available through Rent By Owner for a seamless booking experience.

Peak Season Highlights

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Spring (March to May)

During the spring, this area experiences mild weather that is ideal for exploring and enjoying your stay in Oakland, Madill, Oklahoma. It’s a popular time for visitors seeking pleasant temperatures and lush scenery.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
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Fall (September to November)

Fall offers comfortable temperatures and vibrant foliage, making it an excellent season to book your rental here. This period attracts those looking to enjoy outdoor activities with fewer crowds.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Summer (June to August)

While summer can bring higher temperatures, it remains a quieter time for booking rentals in the region. You can enjoy warm weather and less crowded accommodations during these months.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F
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Winter (December to February)

The winter months tend to see fewer visitors, offering a more peaceful experience. The cooler climate is suitable for travelers who prefer a calm and relaxed environment here.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Oakland

How to Book Your Oakland vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Oakland

More Top-Rated Rentals by Owner in Oakland Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 seating areas such as patios or decks to relax and take in the scenery.
  • Look for a private backyard or garden space perfect for outdoor gatherings or quiet evenings.
  • Benefit from access to nearby lakeside or riverfront spots for fishing, boating, or swimming.
  • Make use of a barbecue grill or outdoor cooking station for alfresco dining experiences.
  • Find spacious yards suitable for outdoor games and family activities.
  • Experience scenic views from outdoor seating or observation points within the property.
  • Take advantage of outdoor fire pits for cozy evenings under the stars.

Top Attractions Around Oakland

What attractions are nearby?

Within this region, you can enjoy activities such as exploring scenic outdoor spaces, engaging in local recreational pursuits, and discovering charming spots that showcase the area's natural beauty—all just moments away from your Rent By Owner rental.

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Family Activities

  • Lake Texoma State Park: You can enjoy outdoor adventures such as fishing, boating, and picnicking in this scenic state park nearby.
  • Marietta-Oswego Community Playhouse: Experience family-friendly performances and cultural events that add to your visit here.
  • Madill City Park: Spend quality time exploring walking trails, playgrounds, and open green spaces perfect for relaxation and outdoor fun.
  • Little City Park: This local park offers a peaceful setting with playgrounds and picnic areas, ideal for enjoying a day with loved ones in the region.
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Adult Activities

  • Kayaking and Canoeing: Explore the tranquil waters of nearby lakes and rivers, offering a peaceful escape to enjoy the region's natural beauty.
  • Golfing: Tee off at local golf courses that provide scenic views and challenging fairways for a relaxing day on the links in this area.
  • Hiking and Nature Walks: Discover scenic trails that wind through the region’s landscapes, perfect for outdoor enthusiasts seeking adventure or tranquil reflection.
  • Fishing: Cast your line in well-stocked lakes and streams, a popular activity for anglers visiting here for recreational fishing opportunities.

Oakland Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Experiences: Research the area's hidden gems and activities to enrich your stay and enjoy authentic regional charm in Madill.
  • Choose a Convenient Rental: Opt for a rental by owner that offers easy access to key attractions and amenities, making your visit more comfortable and efficient.
  • Connect with the Community: Engage with local hosts and neighbors to gain insider tips and enhance your understanding of the region's culture.
  • Respect the Environment and Neighborhood: Practice eco-friendly habits and adhere to community guidelines to ensure a pleasant experience for everyone during your visit.

Transportation Options

  • Madill Transit Services: This regional bus service offers convenient transportation options around the area, making it easy to explore local attractions and amenities from your rental.
  • Rental Car Agencies: Numerous car rental companies operate nearby, providing flexibility and independence while navigating the region at your own pace.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are readily available for quick trips within and around the destination, ensuring reliable mobility during your stay.
  • Local Shuttle Services: Some accommodations and local operators offer shuttle services that connect you directly to key points of interest in the region, enhancing your travel convenience.

Local Customs Options

  • Community Gatherings: Participating in local events and community gatherings reflects the friendly spirit here and enhances your experience in the area.
  • Western Heritage Respect: Showing appreciation for the region's Western heritage through casual conversations or visiting local traditions helps you connect authentically with the community.
  • Southern Hospitality: Expect warm hospitality and courteous manners, which are core to the region's welcoming atmosphere during your stay.
  • Food Traditions: Engaging with local cuisine and traditional dishes offers insight into the area's cultural customs and enhances your understanding of the region’s roots.

Frequently Asked Questions About Oakland Rentals by Owner

1. What are the top vacation rentals in Oakland?

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

2. How many Rentbyowner vacation rentals are available in Oakland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 45 in the Oakland 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 Oakland. 

3. What is the cancellation policy for a rental by owner in this area?

Cancellation policies vary depending on the individual owner. To find specific details, please review the listing or contact the owner directly before confirming your booking.

4. How do I verify the safety and cleanliness standards of a rental in this destination?

Safety and cleanliness measures are typically outlined in the property listing. For further assurance, reach out to the owner to inquire about their cleaning protocols and safety features.

5. Are there any additional fees beyond the listed nightly rate when booking a rental by owner here?

Additional fees such as service charges, cleaning fees, or security deposits are often detailed in the listing. Always review the full fee breakdown or consult with the owner to clarify any extra costs.

6. What amenities are generally included in rentals by owner in this region?

Listings usually specify available amenities; common ones include Wi-Fi, parking, kitchen essentials, and air conditioning. Confirm these details directly with the owner to ensure your stay meets your needs.

7. What should I know about check-in and check-out procedures for rentals in this area?

Check-in and check-out times are specified in each listing. Contact the owner for detailed instructions or any flexible arrangements to facilitate a smooth arrival and departure.

More Rentals You May Like Near Oakland

More Top-Rated Rentals by Owner in Oakland Area