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  3. Freeland
  4. Rentals by Owner

Discover Your Perfect Freeland Rentals by Owner

Freeland Rentals by Owner

9.8 (9 Reviews)
Cabin
Country cabin in horse country
  • Air Conditioner
  • Security/Safety
  • Internet
View Availability
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9.4 (5 Reviews)
House
Peaceful Hollow
  • Pet Friendly
  • Security/Safety
  • Wellness Facilities
View Availability
More Top-Rated Rentals by Owner in Freeland Area

Why Choose Rent By Owner for your Freeland 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 Freeland

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider visiting during the region's peak seasons when local events and favorable weather enhance your experience, ensuring you find the perfect rental by owner here at the optimal time.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences pleasant weather ideal for exploring the outdoors and enjoying outdoor activities in the region.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Early Fall (September to October)

This time of year offers comfortable temperatures and vibrant fall foliage, making it a popular choice for visitors seeking scenic views and mild weather.

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

Off-Season Highlights

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Mid-Winter (January to February)

During the coldest months, the region sees fewer visitors, providing a quieter experience and better availability for booking rentals here.

Average Temperature Daytime: 40°F - Nighttime: 25°F
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Late Fall to Early Winter (November to December)

As temperatures drop, tourism slows down, offering travelers a chance to enjoy the area's tranquility and more affordable rental options during this season.

Average Temperature Daytime: 50°F - Nighttime: 35°F

Weekly Weather Forecast for Freeland

How to Book Your Freeland 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 Freeland

More Top-Rated Rentals by Owner in Freeland 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 dining with a private patio or barbecue area to host gatherings in the fresh air.
  • Take advantage of spacious yards or gardens perfect for relaxing, playing, or outdoor activities.
  • Make the most of scenic views from a deck or balcony that overlook the surrounding nature.
  • Utilize an outdoor fire pit for cozy evenings and streaming marshmallow roasting opportunities.
  • Explore well-maintained hiking trails or walking paths directly accessible from your rental here.
  • Relax by a private pool or hot tub, ideal for unwinding after exploring nearby attractions.
  • Benefit from ample parking spaces or outdoor storage for your recreational gear during your stay.

Top Attractions Around Freeland

What attractions are nearby?

While visiting this destination, you can enjoy a variety of outdoor activities and local attractions that highlight the natural beauty and cultural charm of the region, making your stay both memorable and engaging.

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Family Activities

  • Patapsco Valley State Park: Explore miles of scenic trails and enjoy outdoor picnics, making it a perfect destination for active family adventures in the area.
  • Alfred R. Page Memorial Park: Spend quality time together at this local park offering playgrounds, sports fields, and peaceful spots for a relaxing outing.
  • Historic Main Street Tour: Discover charming shops and historic sites along the region’s main street, ideal for a leisurely family stroll and cultural learning.
  • Freeland Community Center Activities: Take part in family-friendly programs and events hosted here, providing engaging entertainment close to your rental home.
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Adult Activities

  • Wine Tasting at a Local Vineyard: Explore the area’s renowned vineyards for an afternoon of wine tasting and enjoy the scenic views that define this destination’s region.
  • Hiking and Nature Walks: Discover the natural beauty surrounding here with trails that provide a perfect escape into the tranquil landscapes of the region.
  • Visit Historic Sites: Immerse yourself in the area's rich history by exploring notable historic landmarks that offer insights into its past.
  • Golfing Experiences: Unwind on the region’s well-maintained golf courses, ideal for both beginners and seasoned players looking to enjoy the outdoors.

Freeland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Take advantage of the area’s authentic eateries to enjoy regional flavors and enhance your stay in this Maryland destination.
  • Plan Outdoor Activities: Make the most of nearby parks and scenic spots for outdoor adventures that showcase the natural beauty of the region.
  • Visit During Off-Peak Seasons: Consider traveling during less busy times to enjoy quieter surroundings and more personalized experiences in this area.
  • Communicate with Your Host: Reach out to your rental owner to get insider tips and ensure a smooth, personalized stay in the local community.

Transportation Options

  • Freeland Shuttle Services: You can rely on local shuttle providers for convenient transportation within the region, providing easy access to nearby attractions and amenities.
  • Rental Car Agencies: Renting a car offers flexibility to explore the surrounding area at your own pace, with several trusted agencies available in the vicinity.
  • Public Transit Options: The area's public transit system connects visitors to key points of interest, making it a practical choice for budget-conscious travelers staying in a rental by owner property.
  • Taxi and Rideshare Services: Taxis and rideshare options provide quick and reliable transportation around here, ideal for short trips or when arriving at your vacation rental.

Local Customs Options

  • Seafood Traditions: Locally celebrated seafood customs highlight the region’s rich maritime heritage, offering you authentic culinary experiences during your stay.
  • Community Festivals: Participating in seasonal festivals and events here allows you to immerse yourself in the area's vibrant local culture and social atmosphere.
  • Historical Respect: Honoring the area's historical sites and traditions is a common custom, giving visitors a glimpse into the region’s enduring legacy.
  • Farmers' Markets: Engaging with local vendors at farmers’ markets provides an authentic taste of regional produce and fosters a connection with the community's agricultural roots.

Frequently Asked Questions About Freeland Rentals by Owner

1. What are the top vacation rentals in Freeland?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 38 in the Freeland 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 Freeland. 

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

The cancellation policy varies by listing. You should review the specific property's cancellation terms on the rental detail page or contact the owner directly to understand the rules and any potential fees involved.

4. How do I communicate with the property owner before booking?

You can message the owner through the booking platform’s messaging system provided on the listing page. This allows you to ask questions about the rental, availability, and any special requests.

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

Additional fees such as cleaning, service charges, or security deposits are detailed on each listing. Make sure to read the full description or contact the owner for clarification before confirming your reservation.

6. Is there a minimum stay requirement for rentals in this destination?

Minimum stay requirements depend on the individual property. These details are specified on the listing, so check the rental terms or reach out to the owner if you need further information.

7. What amenities are typically included in a rental by owner in this region?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific amenities, refer to the listing description or contact the owner directly to ensure your needs are met.

More Rentals You May Like Near Freeland

More Top-Rated Rentals by Owner in Freeland Area