1. USA
  2. Maryland
  3. Annapolis
  4. Naval Academy
  5. Rentals by Owner

Discover Your Perfect Naval Academy Rentals by Owner

Naval Academy Rentals by Owner

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10.0 (2 Reviews)
House
Skyline Sanctuary
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
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10.0 (1 Review)
House
Harrison Hall
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
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10.0 (1 Review)
House
Anchors Aweigh
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
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More Top-Rated Rentals by Owner in Naval Academy Area

Why Choose Rent By Owner for your Naval Academy 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.

Popular Areas for Naval Academy Rentals by Owner

Where are the best neighborhoods to stay in Naval Academy?

When planning your stay near Naval Academy in Annapolis, Maryland, exploring the various neighborhoods can help you find the perfect rental experience. Each area offers unique charm and convenient access to the historic maritime surroundings that make this city special. Whether you prefer a peaceful residential community or a more lively neighborhood close to local amenities, choosing the right location ensures a memorable visit. With Rent By Owner, you can find trustworthy vacation rentals in neighborhoods that suit your preferences, providing a seamless and dependable booking process for your trip to Annapolis.

Historic District

In this area, you’ll find charming streets and well-preserved architecture that reflect the rich history of Annapolis; it's an ideal choice for those wanting to immerse themselves in the region's cultural heritage while enjoying convenient access to local landmarks.

View 386+ Rentals in Historic District

West Annapolis

This neighborhood offers a blend of small-town charm and modern amenities, making it an excellent spot for visitors seeking a relaxed atmosphere with easy proximity to navigable waterways and vibrant local businesses.

View 710+ Rentals in West Annapolis

Best Times to Visit Naval Academy

When should you plan your Rentals by Owner stay?

Timing your visit to this charming area can significantly enhance your experience, so consider planning your stay during the shoulder seasons when the region offers pleasant weather and fewer crowds, making it ideal for booking a rental by owner through Rent By Owner in Naval Academy, Annapolis, Maryland.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this period, the area experiences warm and inviting weather, making it ideal for exploring outdoor activities and enjoying the scenic beauty.

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

The early fall months bring mild temperatures and crisp air, perfect for sightseeing and experiencing the region’s natural charm without the summer crowds.

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

Off-Season Highlights

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Winter (December - February)

In winter, the region tends to be quieter with cooler temperatures, offering a peaceful retreat for visitors seeking tranquility.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 30°F - 40°F
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Mid to Late Summer (July - August)

While summer draws many tourists, these months can also be less busy on weekdays, providing more relaxed access to your preferred accommodations by owner.

Average Temperature Daytime: 80°F - 90°F - Nighttime: 65°F - 75°F

Weekly Weather Forecast for Naval Academy

How to Book Your Naval Academy 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 Naval Academy

More Top-Rated Rentals by Owner in Naval Academy 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 seating areas such as patios or decks to relax and take in the scenery.
  • Benefit from access to well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Make use of private or communal grilling stations for outdoor dining during your stay.
  • Take advantage of nearby walking trails or pathways ideal for exploring the scenic surroundings.
  • Utilize outdoor recreational facilities like tennis courts, basketball courts, or play areas for family fun.
  • Experience waterfront views or direct access to beaches and piers if available in the area.
  • Discover outdoor swimming pools for a refreshing dip without leaving your rental property.

Top Attractions Around Naval Academy

What attractions are nearby?

In this vibrant area, you can enjoy a variety of activities nearby, from exploring charming local shops to discovering scenic parks, all easily accessible for a memorable and relaxing stay.

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Family Activities

  • U.S. Naval Academy Tour: Discover the rich history and impressive architecture of this iconic institution, offering engaging guided tours perfect for family learning experiences.
  • City Dock Activities: Enjoy a leisurely day at the waterfront with boat rentals, scenic cruises, or simply relaxing by the harbor while taking in stunning views of the region’s historic charm.
  • Chesapeake Bay Exploration: Embark on family-friendly kayaking or paddleboarding adventures on the bay to connect with nature and enjoy water-based fun in this coastal area.
  • Historic Downtown Annapolis: Stroll through charming streets lined with boutique shops, kid-friendly cafes, and vibrant public spaces that showcase the area's maritime heritage.
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Adult Activities

  • Historic Naval Academy Tours: Explore the rich maritime history of this destination by touring the renowned Naval Academy, gaining insight into its significant role in American naval tradition.
  • Sailing and Boating Experiences: Engage in memorable sailing or boating adventures along the scenic waters of the region, perfect for those seeking water-based activities during their stay.
  • Wine Tastings and Local Breweries: Discover the area's vibrant craft beverage scene with tastings at local wineries and breweries that highlight regional flavors and craftsmanship.
  • Fine Dining and Waterfront Restaurants: Savor exquisite cuisine at waterfront restaurants where you can enjoy views of the harbor while experiencing the region’s culinary excellence.

Other Places to Stay in Naval Academy, MD

U.S. Naval Academy
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Naval Academy Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit Around Local Events: Check the calendar for regional festivals or Naval Academy events to enrich your stay and experience authentic local culture.
  • Choose a Rental Close to Key Attractions: Opt for accommodations near the Naval Academy or waterfront areas to maximize your sightseeing opportunities and reduce travel time.
  • Take Advantage of Waterfront Activities: Explore the area’s maritime charm by engaging in nearby boating, sailing, or strolling along scenic harbor pathways.
  • Explore Hidden Local Gems: Seek out smaller cafés, shops, and parks that offer a genuine taste of the region’s community and character away from typical tourist spots.

Transportation Options

  • Washington Metro & MARC Train: You can access regional rail services connecting the area to Washington, D.C., making it convenient for day trips and commuting.
  • Local Bus Services: The local transit system offers reliable bus routes within Annapolis and surrounding neighborhoods, providing easy movement around the region.
  • Taxi and Rideshare Services: Taxis and rideshare options are readily available here, giving you quick, comfortable transportation without the need for a rental car.
  • Rental Cars: Plenty of rental agencies serve this destination, offering flexible mobility options for exploring the area at your own pace.

Local Customs Options

  • Military Tradition: Respect for the naval customs and ceremonies is deeply ingrained, and visitors are encouraged to observe the formalities during official events and parades.
  • Dress Code Etiquette: When attending ceremonies or visiting the campus, modest and respectful attire is appreciated as part of the area's maritime heritage.
  • Historical Reenactments: Participating in or observing historical reenactments related to naval history offers insight into the region's proud maritime past.
  • Local Celebrations: Community events often celebrate naval accomplishments and traditions, making it a great opportunity to experience the area's unique cultural heritage.

Frequently Asked Questions About Naval Academy Rentals by Owner

1. What are the top vacation rentals in Naval Academy?

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

2. How many Rentbyowner vacation rentals are available in Naval Academy?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 582 in the Naval Academy 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 Naval Academy. 

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

Cancellation policies vary by listing, so it's important to review the specific terms outlined on the property’s page or contact the owner directly for details about refunds and cancellation timeframes.

4. How do I verify the authenticity of a rental listing in this region?

To ensure the listing's legitimacy, check for verified profiles, look for detailed descriptions and multiple photos, and communicate directly with the owner through the platform before booking.

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

Additional fees such as cleaning, service charges, or security deposits are usually specified in the listing. It's recommended to read the full description or ask the owner for clarification prior to confirming your reservation.

6. What amenities are typically included in rentals by owner in this part of the region?

Properties often feature essentials like Wi-Fi, parking, kitchen facilities, and linens; however, amenities can differ, so review the listing details carefully or reach out to the owner for specifics.

7. How can I contact the owner if I have questions about my stay in this destination?

You can generally message the owner directly through the platform used for booking. Ensure you clarify all your concerns before finalizing the reservation to ensure a smooth stay.

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More Top-Rated Rentals by Owner in Naval Academy Area