- USA
- Maryland
- Anne Arundel County
- Rentals by Owner
Discover Your Ideal Rental by Owner in Anne Arundel County, Maryland for a Seamless Stay
Discover Your Perfect Anne Arundel County Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Anne Arundel County Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- View
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- View
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
Why Choose Rent By Owner for your Anne Arundel County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Anne Arundel County
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation in this destination can enhance your experience, allowing you to enjoy its unique charm while making the most of your rental by owner in Anne Arundel County’s scenic surroundings.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area experiences warm weather ideal for outdoor activities and exploring. It is the perfect time to enjoy the natural beauty while booking a rental here.
Early Fall (September to October)
This season offers mild temperatures and fewer crowds, making it a popular time for visitors seeking comfortable weather and local events. Rentals tend to fill up quickly in this vibrant time of year.
Off-Season Highlights
Winter (December to February)
The colder months see fewer visitors, providing a quieter experience. It's an ideal time for those looking for more privacy when booking vacation rentals in the region.
Late Fall (November and early December)
As the leaves fall and temperatures drop, this off-peak period offers a peaceful environment for your stay. Rates may be lower, and availability increases for rentals by owner in this season.
Weekly Weather Forecast for Anne Arundel County
How to Book Your Anne Arundel County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Anne Arundel County
Common Rentals by Owner Amenities
What amenities can you expect?
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 access to a private or shared outdoor pool for relaxing swims during your stay.
- Make the most of spacious outdoor patios or decks perfect for dining and entertaining outdoors.
- Take advantage of well-maintained gardens or landscaped yards that add to the scenic beauty of your rental.
- Benefit from outdoor grilling areas or barbecue stations to enhance your alfresco meals.
- Experience outdoor recreational spaces such as tennis courts, basketball courts, or playgrounds available on the property.
- Relax by the waterfront if your rental offers access to nearby lakes, ponds, or scenic views of the region's waterways.
- Utilize designated parking areas with easy outdoor access, making your arrival and departure effortless.
Top Attractions Around Anne Arundel County
What attractions are nearby?
Within this region, you can enjoy a variety of activities nearby, including exploring scenic parks, engaging in water-based adventures, and discovering local cultural sites—all conveniently accessible when you choose a rental by owner here.

Family Activities
- Anne Arundel County Sailing Tours: Enjoy a family-friendly boat cruise that offers scenic views and educational commentary on the Chesapeake Bay’s rich maritime history.
- Quiet Waters Park: Spend a relaxing day exploring walking trails, playing in the splash zones, or participating in family programs set amidst the picturesque surroundings of this popular park.
- Baltimore & Annapolis Trail: Cycle or walk along this scenic trail with your loved ones, connecting you to natural beauty and local points of interest throughout the region.
- The Maryland Zoo in Baltimore: Discover a variety of animals and engaging exhibits designed to entertain and educate children in a family-oriented environment near here.
Adult Activities
- Wine Tasting Tours: Explore local wineries and indulge in tasting sessions that showcase the area's renowned viticulture, making for a refined experience in this scenic region.
- Boating and Water Activities: Enjoy kayaking, sailing, or paddleboarding on the picturesque waterways, offering an adventurous way to discover the natural beauty here.
- Play a round at championship golf courses nestled within the area, perfect for adults seeking leisure and sport amidst lush settings.
- Historical and Cultural Tours: Discover the region’s rich history and vibrant arts scene through guided tours and museum visits that immerse you into this area's heritage.
Other Places to Stay in Anne Arundel County, MD
Anne Arundel County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the regional event calendar to align your stay with festivals or markets that showcase the area's unique culture.
- Explore Waterfront Activities: Take advantage of the region’s proximity to water by booking rentals near marinas or beaches to enjoy boating, fishing, or scenic views.
- Utilize Local Transportation Options: Familiarize yourself with public transit or bike rentals available in this area to explore different neighborhoods effortlessly.
- Discover Hidden Gems: Ask your host or research lesser-known spots in the region to experience authentic local charm beyond typical tourist attractions.
Transportation Options
- Anne Arundel County Transit System: This regional transit service offers convenient bus routes that connect key areas, making it easy to explore without a car.
- Metro SubwayLink: Providing rapid transit between the region and Baltimore, this option is ideal for those wanting quick access to nearby urban attractions.
- Local Taxis and Ridesharing Services: Reliable taxi services and popular rideshare options like Uber and Lyft are widely available here, offering flexible transportation around the area.
- Biking and Walking Trails: The region features numerous scenic trails perfect for active travelers preferring eco-friendly ways to navigate local sights and neighborhoods.
Local Customs Options
- Crabbing and Seafood Dining: Engaging in local crab feasts and savoring fresh seafood are cherished customs that reflect the area's rich maritime heritage.
- Celebrating Chesapeake Bay Traditions: Participating in regional festivals and community events often involves honoring long-standing Chesapeake Bay customs, showcasing the area's cultural pride.
- Preserving Maritime History: Visiting historic sites and practicing maritime-related traditions help you connect with the region's seafaring legacy.
- Enjoying Outdoor Water Activities: Embracing boating, kayaking, and fishing reflects the local lifestyle centered around the picturesque waterways here.
Frequently Asked Questions About Anne Arundel County Rentals by Owner
1. What are the top vacation rentals in Anne Arundel County?
There are a lot of options in Anne Arundel County. If you plan on staying in the Anne Arundel County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Anne Arundel County:
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Stunning Waterfront Cottage with Breathtaking Views!
- PERFECT LOCATION in the heart of history
- Ultraclean Family Waterfront Home Annapolis Area - 199+ Top Reviews!
- Charming Historic Annapolis Home With Two Off-street Parking Places!
- Waterfront Apartment with Fantastic Views
- A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
- Upscale home with parking for 4 cars in driveway. Walk to downtown.
- VISTA: Country Estate, 200+ PERFECT reviews! Views & PRIVACY.Seniors?-YES!
- Your Annapolis Adventure Starts Here!
2. How many Rentbyowner vacation rentals are available in Anne Arundel County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1677 in the Anne Arundel County 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 Anne Arundel County.
3. What is the cancellation policy for a rental by owner in this area?
4. How do I confirm my booking with an owner in this destination?
5. Are there any additional fees I should be aware of when booking a rental here?
6. Can I modify or cancel my reservation after booking?
7. What amenities are typically included in rentals by owner in this region?
More Rentals You May Like Near Anne Arundel County
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly