1. USA
  2. Maryland
  3. Smithsburg
  4. Chewsville
  5. Rentals by Owner

Discover Your Perfect Chewsville Rentals by Owner

Chewsville Rentals by Owner

More Top-Rated Rentals by Owner in Chewsville Area

Why Choose Rent By Owner for your Chewsville 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 Chewsville

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here allows you to experience the region’s unique climate and local events, ensuring your rental by owner in Chewsville, Smithsburg, Maryland offers the perfect setting for a memorable getaway.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During these months, you'll experience the region's warmest weather, making it ideal for outdoor activities and sightseeing from your rental by owner. Expect plenty of sunshine and vibrant scenery that highlights this area's natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This time offers pleasant temperatures and less humidity, perfect for exploring your vacation rental in the area. The clear skies and colorful foliage create an inviting atmosphere for a memorable stay during this popular season.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Mid Winter (January to February)

If you prefer fewer crowds and lower rates, visiting during these months allows you to enjoy the tranquility of your rental while experiencing the region's quiet winter charm. Be prepared for colder weather and potential snow.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
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Late Fall (November to December)

This period provides a peaceful atmosphere with fewer visitors, offering a cozy retreat in your rental as the area transitions into winter. You can enjoy the early holiday spirit and the area's scenic, leafless landscapes.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Chewsville

How to Book Your Chewsville 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 Chewsville

More Top-Rated Rentals by Owner in Chewsville 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 deck area.
  • Take advantage of spacious yards for outdoor games and activities.
  • Relax by a private outdoor swimming pool, perfect for sunny days.
  • Make the most of scenic views from a covered porch or balcony.
  • Utilize barbecue grills for outdoor cooking and gatherings.
  • Explore nearby walking trails or nature paths for outdoor adventures.
  • Set up a fire pit for cozy evenings under the stars.

Top Attractions Around Chewsville

What attractions are nearby?

In this area, you'll find a variety of outdoor activities and local attractions to enjoy, making your stay in Smithsburg an ideal choice for exploring Maryland's scenic beauty and charming community offerings.

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Family Activities

  • Smithsburg Community Park: You can enjoy outdoor family activities such as picnicking, playground games, and walking trails in this scenic park located near Chewsville.
  • Hagerstown Roundhouse Museum: Discover the region's railroad history through engaging exhibits that captivate both kids and adults alike.
  • South Mountain State Park: Explore hiking trails and scenic views perfect for a family day of adventure and outdoor exploration in the area.
  • Shopping at Valley Mall: A convenient destination for family shopping and dining options, offering entertainment and relaxation during your stay.
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Adult Activities

  • Wine Tastings at local vineyards: Explore the region’s renowned wineries for an authentic wine tasting experience that showcases the area's rich agricultural heritage.
  • Hiking at South Mountain State Battlefield Park: Discover scenic trails and historical landmarks while enjoying the natural beauty that surrounds this destination in the area.
  • Visit to the Maryland Theater: Attend live performances or concerts in a historic venue that offers entertainment options suited for adult interests in the region.
  • Golfing at nearby courses: Tee off at well-maintained golf courses that provide a relaxing and engaging way to spend your day in the area.

Chewsville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take the opportunity to enjoy the region's authentic flavors by discovering nearby eateries and farm-to-table restaurants during your stay.
  • Utilize Nearby Outdoor Activities: Maximize your visit by engaging in outdoor pursuits such as hiking, biking, or picnicking at scenic spots close to your rental.
  • Plan Your Day Trips: Use the area's convenient location to visit surrounding towns or natural attractions, enriching your experience without traveling far from your accommodation.
  • Book Early for Best Rates: Secure your rental early through Rent By Owner to access the most comfortable properties at competitive prices in this sought-after destination.

Transportation Options

  • Local Bus Services: The area is served by regional bus routes that provide convenient transportation to nearby towns and cities.
  • Car Rentals: Renting a vehicle offers flexibility for exploring the region at your own pace, with several rental agencies available nearby.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily accessible for short trips within this part of Maryland.
  • Private Transportation Services: Private shuttles and charter services are available for travelers seeking group travel or customized routes around the region.

Local Customs Options

  • Respect for Local Heritage: Visitors are encouraged to honor the area’s historical traditions and preserve local landmarks during their stay here.
  • Community Greetings: Warm handshakes and friendly nods are customary ways to greet neighbors in this welcoming region.
  • Celebration of Seasonal Events: Participating in regional festivals and seasonal festivities offers a genuine experience of this area's cultural heritage.
  • Environmental Stewardship: Maintaining cleanliness and respecting natural surroundings reflects the community’s commitment to preserving the landscape.

Frequently Asked Questions About Chewsville Rentals by Owner

1. What are the top vacation rentals in Chewsville?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 51 in the Chewsville 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 Chewsville. 

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

Cancellation policies vary by individual listing. To ensure you understand the specific terms, please review the cancellation details on the rental listing or contact the owner directly before booking.

4. How do I contact the property owner if I have questions about my stay?

You can reach out to the property owner through the messaging system provided on the booking website. For personalized assistance, it's best to clarify any concerns prior to finalizing your reservation.

5. Are there any additional fees I should expect when booking a rental here?

Additional fees such as cleaning, service charges, or security deposits may apply and are detailed in each listing. Always review the total cost breakdown before confirming your reservation.

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

Minimum stay requirements depend on the individual rental property. Check the listing details for specific information regarding nightly or weekly minimums.

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

Most rentals offer essential amenities such as Wi-Fi, parking, and kitchen facilities. Confirm the included amenities in each listing to ensure it meets your needs for your stay.

More Rentals You May Like Near Chewsville

More Top-Rated Rentals by Owner in Chewsville Area