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Naval Academy Luxury Rentals

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Naval Academy Pet Friendly Vacation Rentals

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Naval Academy Large Vacation Homes

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8.3 (316 Reviews)
Bed & Breakfast
Inn on Main Annapolis
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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Why Choose Rent By Owner for your Naval Academy 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.

Popular Areas for Naval Academy Vacation Rentals

Where are the best neighborhoods to stay in Naval Academy?

When choosing where to stay in the Naval Academy area of Annapolis, Maryland, you'll find a variety of charming neighborhoods that offer both convenience and authentic local experiences. Staying near the historic core provides easy access to the city’s rich maritime heritage and scenic waterfront views, while nearby residential districts offer peaceful surroundings and comfortable accommodations. Regardless of your preference, these neighborhoods give you an ideal base to explore all that Annapolis has to offer, ensuring a memorable and relaxing visit to this vibrant Maryland city.

Historic District

This central neighborhood offers charming streets and timeless architecture, making it an ideal base for exploring the area's rich history and culture. Staying here places you within easy reach of Annapolis' iconic landmarks and vibrant local scene.

View 387+ Rentals in Historic District

West Annapolis

Known for its welcoming community and quaint atmosphere, this neighborhood provides a peaceful retreat while still offering convenient access to the region's attractions. It’s a perfect choice for those seeking a relaxing stay close to the heart of Annapolis.

View 710+ Rentals in West Annapolis

Best Times to Visit Naval Academy

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you can fully enjoy the region's welcoming atmosphere while making the most of your stay in this charming destination.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this period, you can enjoy the warm weather and vibrant atmosphere, making it ideal for exploring outdoor activities and local events.

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

This season offers pleasant temperatures and fewer crowds, providing a comfortable environment for sightseeing and enjoying the region's natural beauty.

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

Off-Season Highlights

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Winter (December - February)

Experience a quieter atmosphere with cooler temperatures, perfect for those seeking a more relaxed visit without the typical tourist crowds.

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

The region sees fewer visitors during this time, offering a peaceful setting to explore the area’s historical sites and scenic views in cooler weather.

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

Weekly Weather Forecast for Naval Academy

How to Book Your Naval Academy 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 Naval Academy

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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 seating areas such as patios or decks to relax and take in the scenery.
  • Benefit from private yards or gardens perfect for outdoor activities or gatherings.
  • Look for properties with access to scenic walking trails or nearby parks in the area.
  • Take advantage of outdoor dining spaces ideal for al fresco meals.
  • Find accommodations with a private pool or hot tub to unwind after a day exploring the region.
  • Seek properties featuring barbecue grills for outdoor cooking and entertaining.
  • Explore outdoor recreational amenities like fire pits or lounge areas designed for socializing under the stars.

Top Attractions Around Naval Academy

What attractions are nearby?

In this charming area, you can enjoy a variety of activities nearby, including exploring historic sites, dining at local waterfront restaurants, and taking scenic walks along the harbor, all easily accessible from your vacation rental in Naval Academy, Annapolis, Maryland.

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Family Activities

  • U.S. Naval Academy Tour: Discover the rich history and impressive architecture of the Naval Academy, a must-visit for families interested in American maritime heritage.
  • Anne Arundel County Farmers Market: Experience local flavors and enjoy fresh produce with your family at this vibrant market held nearby, offering a fun outdoor activity.
  • Annapolis Maritime Museum & Park: Engage with interactive exhibits and explore scenic waterfront views that highlight the area's maritime traditions.
  • St. Mary's City Historic Site: Step back in time at this historic site where you can learn about Maryland's colonial past through engaging exhibits suitable for all ages.
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Adult Activities

  • Historic Sailing Tours: Embark on a guided sailing experience to appreciate the maritime heritage that makes this region so distinctive.
  • Chesapeake Bay Kayaking: Explore the scenic waterways and enjoy the tranquility of the region’s lush natural surroundings from the water.
  • Old Town Annapolis Exploration: Wander through charming streets filled with boutique shops, local eateries, and historic sites that capture the area's colonial past.
  • Wine and Brew Tasting Experiences: Visit nearby wineries and breweries for tasting sessions that highlight the region’s growing craft beverage scene.

Other Places to Stay in Naval Academy, MD

U.S. Naval Academy
U.S. Naval Academy Vacation Rentals
More Places to Stay Near Naval Academy

Naval Academy Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Maritime Heritage: Dive into the rich naval history by visiting nearby museums and historical sites to deepen your connection with this iconic waterfront destination.
  • Plan for Water Activities: Take advantage of the region's scenic waterways by scheduling boat tours or kayaking adventures that showcase the area's natural beauty.
  • Visit Local Eateries: Savor authentic regional cuisine at local restaurants to experience the flavors that define this charming Chesapeake Bay area.
  • Book Conveniently Located Vacation Rentals: Choose a property close to key attractions to maximize your time exploring this vibrant coastal community without hassle.

Transportation Options

  • Light Rail Transit: This reliable public transportation option connects you to key areas within the region, making it easy to explore here without a car.
  • Bus Services: Local bus routes provide convenient access around the area, ideal for guests looking to navigate nearby attractions and amenities effortlessly.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer flexible, on-demand transportation directly from your vacation rental here.
  • Car Rentals: Renting a car ensures you have the freedom to explore beyond the destination, with numerous agencies available close to the accommodation options here.

Local Customs Options

  • Saluting the Flag: Visitors should always observe proper military etiquette, including saluting the American flag during ceremonies or when in uniformed presence within this historic area.
  • Respect for Military Traditions: It is important to honor the traditions of the Naval Academy, such as standing at attention during formal events and refraining from disruptive behavior on campus grounds.
  • Ceremonial Parades and Events: Attending or viewing ceremonial parades offers a glimpse into the customs here, where uniforms and discipline reflect the proud maritime heritage of the region.
  • Historical Preservation Etiquette: When exploring historic sites and monuments, be mindful to preserve their dignity by refraining from touching displays or taking flash photography.

Frequently Asked Questions About Naval Academy?

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 vacation rentals have private pools in Naval Academy?

There are 11 vacation rentals with private pools near Naval Academy. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Naval Academy are best for families?

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

4. 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 711 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. 

5. What is the cancellation policy for vacation rentals near the Naval Academy in Annapolis?

Cancellation policies for properties here vary depending on the owner or manager. It’s recommended to review the specific listing details or contact the host directly for information regarding refunds and cancellation timeframes.

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

Additional fees such as cleaning, service charges, or local taxes may apply. These details are typically outlined in the listing or during the booking process, so it’s best to check the property’s description or contact the host for clarity.

7. What amenities are usually available in vacation rentals close to the Naval Academy?

Most properties in this area offer amenities like free Wi-Fi, parking, fully equipped kitchens, and laundry facilities. For specific amenities, please refer to each listing or reach out to the property owner before booking.

8. How do I ensure my stay complies with local regulations in Annapolis?

Guests are encouraged to review the house rules and local ordinances listed on the property page. If you have questions about regulations in the region, contacting the host or local authorities can provide additional guidance.

9. Is there a minimum stay requirement for vacation rentals near the Naval Academy?

Many properties here have minimum night stays, especially during peak seasons. To confirm the duration required, please check the individual listing details or contact the owner directly prior to booking.

Naval Academy Top Rated Vacation Rentals

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