Discover Your Perfect Ridgely Vacation Homes

Ridgely Pet Friendly Vacation Rentals

10.0 (28 Reviews)
House
Eastern Shore Oasis!
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
|
9.8 (48 Reviews)
Bed & Breakfast
Hummingbird Inn
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Ridgely on PetFriendly.io

Why Choose Rent By Owner for your Ridgely 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 Ridgely

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you enjoy this destination at its finest, whether you're seeking pleasant weather or seasonal events that highlight the charm of the area.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you'll experience warm temperatures perfect for outdoor activities and exploring the region's natural beauty. This is a popular time for visitors seeking a lively atmosphere and pleasant weather.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 60°F - 70°F
autumn
Early Fall (September to October)

The early fall months offer cooler temperatures and vibrant autumn foliage, making it an ideal time for scenic drives and outdoor pursuits in the area. Expect bustling activity as travelers enjoy the harvest season.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 55°F - 65°F

Off-Season Highlights

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Mid Winter (January to February)

During mid winter, the region tends to see fewer visitors, providing a quieter experience for those seeking tranquility and cozy getaways. The temperatures are cooler, so packing accordingly is recommended.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 30°F - 40°F
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Late Fall (November to December)

Late fall brings cooler weather and fewer crowds, offering an excellent opportunity for relaxed stays before the holiday rush. You'll enjoy peaceful surroundings and lower accommodation rates.

Average Temperature Daytime: 50°F - 60°F - Nighttime: 40°F - 50°F

Weekly Weather Forecast for Ridgely

How to Book Your Ridgely 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 Ridgely

More Top-Rated Vacation Rentals in Ridgely 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 barbecue grill available at many properties in the area.
  • Relax by a private or shared swimming pool, perfect for warm Maryland days.
  • Take advantage of spacious yards ideal for outdoor games and family activities.
  • Experience picturesque views from outdoor patios or decks.
  • Explore nearby walking trails or nature paths accessible directly from some rentals.
  • Utilize outdoor fire pits for cozy evenings under the stars.
  • Benefit from well-maintained gardens or landscaped grounds that enhance your outdoor experience.

Top Attractions Around Ridgely

What attractions are nearby?

Within this charming area, you can enjoy a variety of outdoor activities, local parks, and scenic spots that make your stay here truly memorable.

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Family Activities

  • Blackwater National Wildlife Refuge: Explore this renowned sanctuary with your family through scenic nature walks and birdwatching opportunities, offering a peaceful escape into the region’s natural beauty.
  • Museum of Rural Life & Fishing Heritage: Discover local history and culture in this engaging museum, perfect for educational family outings that highlight the area's rich maritime traditions.
  • Ridgely Historic District: Take a leisurely stroll through this charming district filled with well-preserved historic buildings, providing an authentic glimpse of the area's past.
  • Outdoor Recreation at nearby parks: Enjoy outdoor activities such as picnicking and playground fun at local parks, making for a relaxing day out with loved ones here.
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Adult Activities

  • Fishing at Mattaponi Creek: You can enjoy a relaxing day casting lines in this scenic waterway, renowned for its excellent fishing opportunities in the region.
  • Exploring Local Heritage: Delve into the area's history by visiting local museums and historic sites that highlight Ridgely’s rich cultural background.
  • Bird Watching at Conservation Areas: Bird enthusiasts will appreciate the diverse species found within nearby conservation lands, perfect for a peaceful outdoor experience.
  • Enjoying Rural Scenic Drives: Take a leisurely drive through the countryside to immerse yourself in the tranquil landscapes characteristic of this part of Maryland.

Other Places to Stay in Ridgely, MD

Adkins Arboretum
Adkins Arboretum Vacation Rentals
More Places to Stay Near Ridgely

Ridgely Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take the time to discover the region's charming eateries and fresh markets to enjoy authentic flavors during your stay.
  • Visit nearby outdoor spaces: Make the most of the area's natural beauty by spending time in parks, trails, or waterways that showcase the region’s scenic landscape.
  • Plan day trips and excursions: Use your vacation rentals as a comfortable base to explore surrounding attractions and cultural sites in this destination.
  • Connect with the local community: Engage with local events or markets to immerse yourself in the area's culture and enhance your visit experience.

Transportation Options

  • Ridgely Transit Bus Service: This local bus service provides convenient transportation options connecting you to key points within the region, making it easy to explore your surroundings.
  • Maryland Area Amtrak Station: The nearby Amtrak station offers reliable train travel, providing a comfortable way to reach other major cities from here.
  • Rental Car Services: Several rental car companies operate in the area, giving you the flexibility to explore Ridgely and its scenic surroundings at your own pace.
  • Local Taxi and Shuttle Services: Accessible taxi and shuttle options ensure quick and hassle-free transfers for your trips around the region during your stay.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm welcome and friendly demeanor that reflect the region’s emphasis on hospitality during your stay here.
  • Local Seafood Traditions: Enjoy the area's seafood cuisine, which is celebrated through community festivals and daily dining experiences that highlight fresh, regional catches.
  • Historic Celebrations: Participate in local events that honor the area’s rich history, offering insights into traditions passed down through generations.
  • Community Gatherings: Engage with residents at seasonal markets and outdoor festivals that foster a strong sense of community here in this charming destination.

Frequently Asked Questions About Ridgely?

1. What are the top vacation rentals in Ridgely?

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

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

There are 16 vacation rentals with private pools near Ridgely. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 141 in the Ridgely 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 Ridgely. 

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

Cancellation policies vary by listing. To find the specific terms, please review the details on the property listing or contact the owner directly.

6. Are there any additional fees I should be aware of when booking a vacation rental in this destination?

Additional fees, such as cleaning or service charges, are specified in the listing details. Review these carefully before completing your reservation or reach out to the owner for clarification.

7. What amenities are typically included in vacation rentals here?

Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. The specific amenities available will be listed on each property page for your review.

8. How do I confirm my reservation and what is the process if I need to make changes?

Reservation confirmation is handled through the booking platform after you complete your payment. For modifications or special requests, contact the property owner directly through the messaging system.

9. Is there information available about local regulations or restrictions for vacation rentals in the region?

Local regulations or restrictions may impact your stay. It is recommended to review the property listing details or contact the owner to ensure compliance with area-specific rules.