Wildewood Rentals by Owner
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- Air Conditioner
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- Pet Friendly
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- Air Conditioner
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- Pet Friendly
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- Air Conditioner
- Security/Safety
- Kitchen
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- Air Conditioner
- Parking
- Security/Safety
Why Choose Rent By Owner for your Wildewood vacation rental?
What makes our Rentals by Owner special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Wildewood
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, so consider visiting during the region’s peak seasons or off-peak periods to find the perfect rental by owner that suits your travel plans.
Peak Season Highlights
Spring (March to May)
During the spring months, the area begins to bloom, attracting visitors seeking pleasant weather and outdoor activities.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Summer (June to August)
Summer is the most popular time to visit, with warm temperatures and longer days making it ideal for exploring the region’s outdoor attractions.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Off-Season Highlights
Fall (September to November)
Autumn offers cooler weather and vibrant foliage, providing a quieter experience for those looking to enjoy the region’s natural beauty without the crowds.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Winter (December to February)
In winter, the area experiences cooler temperatures and fewer visitors, making it a peaceful time to book a rental by owner and enjoy serene surroundings.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Wildewood
How to Book Your Wildewood 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 Wildewood
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 dining areas perfect for meals with scenic views of the surrounding landscape.
- Take advantage of private patios or decks to relax and unwind after a day of exploring.
- Make use of well-maintained lawns or gardens ideal for outdoor activities or picnics.
- Benefit from access to community pools or hot tubs, providing a refreshing escape in good weather.
- Relax in outdoor lounge areas equipped with comfortable seating for social gatherings or quiet moments.
- Utilize barbecue grills available for outdoor cooking to enhance your vacation experience.
- Explore nearby walking trails or recreational spaces that are often accessible from rentals here in the region.
Top Attractions Around Wildewood
What attractions are nearby?
Enjoy a variety of outdoor activities, local parks, and recreational opportunities just minutes from your rental in the area, offering you a perfect blend of relaxation and adventure during your stay.
Family Activities
- Wildewood Community Park: Enjoy a family picnic or a leisurely stroll through this scenic park featuring playgrounds and open spaces perfect for outdoor activities.
- Maryland Sports Complex: Engage in friendly matches or try new sports at this well-maintained sports complex, ideal for keeping active together as a family.
- Local Nature Trails in the Region: Explore the area's beautiful hiking and biking trails, providing a peaceful escape amid natural surroundings suitable for all ages.
- Community Events & Festivals: Experience family-friendly events hosted regularly here that bring the local community together with entertainment and activities everyone will enjoy.
Adult Activities
- Wildewood Golf Club: Tee off at this popular golf course to enjoy a relaxing round amidst scenic views and well-maintained greens in the area.
- Patuxent River Naval Air Museum: Explore aviation history through engaging exhibits and displays that highlight the region’s connection to naval aviation.
- St. Mary's City Historic Site: Discover the roots of the region’s history by touring this historic site, offering insights into early colonial life and local heritage.
- Calvert Cliffs State Park: Experience outdoor adventures with nature trails and breathtaking views of the Chesapeake Bay in nearby outdoor recreation areas.
Wildewood Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Research local amenities and activities to maximize your time and enjoy the best experiences in this destination.
- Book Early: Secure your rental by owner accommodation well in advance to ensure availability and better rates during peak seasons.
- Explore Local Dining: Take advantage of nearby restaurants and eateries to sample regional flavors and enhance your stay.
- Stay Connected: Keep an eye on weather updates and local events through reliable sources to make the most of your trip here.
Transportation Options
- Public Transit Services: You can rely on regional bus routes that connect this area to nearby towns and city centers, making local travel convenient and cost-effective.
- Car Rentals: Renting a car offers the flexibility to explore the region at your own pace, with many rental agencies conveniently located nearby.
- Taxi and Ride-Sharing: Taxi services and ride-sharing apps provide quick and dependable transportation options within the area and to surrounding destinations.
- Bicycle Rentals: Biking is an eco-friendly choice for exploring the local scenery and getting around the neighborhood comfortably and efficiently.
Local Customs Options
- Respect for Local Traditions: When visiting here, you'll find that embracing the area's traditional customs fosters a warm connection with residents and enriches your experience.
- Cultural Celebrations: Participating in local festivals and community events is encouraged, as these occasions showcase the region's unique heritage and bring visitors closer to the local lifestyle.
- Dining Etiquette: Observing polite dining manners at local eateries ensures a respectful interaction with the community and enhances your culinary experiences in this destination.
- Environmental Responsibility: Maintaining eco-friendly practices and respecting natural sites demonstrates appreciation for the region’s commitment to preserving its scenic beauty.
Frequently Asked Questions About Wildewood Rentals by Owner
1. What are the top vacation rentals in Wildewood?
There are a lot of options in Wildewood. If you plan on staying in the Wildewood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wildewood:
- Blue Heron on Little Kingston Creek
- Riverside House with Kayaks, Piano and Fireplace
- Riverside House w/Kayaks, Piano & Fireplace
- 2 Mi to Lighthouse: Waterfront Home w/Dock!
- 2 Mi to Lighthouse Waterfront Home with Dock!
- Cozy RV in Hollywood, MD with AC and WiFi for a relaxing stay
- Cozy RV in Hollywood, MD centered between Solomons Island and Leonardtown, MD
2. How many Rentbyowner vacation rentals are available in Wildewood?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 7 in the Wildewood 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 Wildewood.
3. What is the cancellation policy for rental by owner properties in this area?
The cancellation policy varies by listing. You should review the specific terms listed on the property page or contact the owner directly to understand the cancellation options and any applicable fees.
4. Are there any additional fees I should be aware of when booking a rental by owner in this region?
Additional fees such as cleaning, service charges, or local taxes may apply. Details are typically provided in the listing or can be clarified by reaching out to the owner before booking.
5. How do I communicate with the property owner during my stay?
Communication methods are usually outlined in the listing, often through the platform's messaging system. You can contact the owner prior to booking or during your stay for any questions or assistance.
6. What amenities are generally included in rentals by owner in this destination?
Amenities vary by property but commonly include essentials like Wi-Fi, parking, kitchen facilities, and laundry. Specific amenities are detailed in each listing, so reviewing the property description is recommended.
7. How can I ensure the rental I choose has accurate photos and descriptions?
Listings on Rent By Owner are created by the property owners with detailed descriptions and photos. To confirm accuracy, you can read guest reviews and contact the owner if you have specific questions about the property.
