- USA
- Maryland
- Annapolis
- U.S. Naval Academy
- Rentals by Owner
Discover Your Ideal U.S. Naval Academy Rental by Owner for an Authentic Annapolis Experience
Discover Your Perfect U.S. Naval Academy Rentals by Owner
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U.S. Naval Academy Rentals by Owner
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
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- View
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
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- TV
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- Balcony/Terrace
- Security/Safety
- Air Conditioner
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- Security/Safety
- Air Conditioner
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- Pool
- Air Conditioner
- Security/Safety
- Sports/Activities
- Air Conditioner
- TV
- Balcony/Terrace
Why Choose Rent By Owner for your U.S. Naval Academy vacation rental?
What makes our Rentals by Owner special?
Popular Areas for U.S. Naval Academy Rentals by Owner
Where are the best neighborhoods to stay in U.S. Naval Academy?
When choosing a neighborhood to stay near the U.S. Naval Academy in Annapolis, Maryland, you'll find a variety of charming and convenient options. The historic core offers easy access to the academy, along with picturesque streets and local amenities that enhance your visit. Nearby neighborhoods provide a blend of peaceful residential areas and vibrant districts, making it simple to find a rental by owner that suits your preferences. With trustworthy and reliable vacation rentals available through Rent By Owner, you can enjoy a seamless booking experience while exploring the rich surroundings of the U.S. Naval Academy area in Annapolis.
Historic District
In the heart of this area, you'll find charming streets lined with historic architecture, making it an ideal spot to experience the region’s rich maritime heritage and vibrant local culture.
View 386+ Rentals in Historic DistrictArundel on the Bay
This peaceful neighborhood offers scenic waterfront views and a serene atmosphere, perfect for relaxing stays close to the water's edge in the surrounding region.
View 155+ Rentals in Arundel on the BayEastport
Known for its maritime charm, this neighborhood is a favorite among visitors seeking a lively yet cozy environment near the region's historic sites and waterfront activities.
View 57+ Rentals in EastportWest Annapolis
Here, you can enjoy a quaint, small-town feel with boutique shops and charming cafes, all within easy reach of the main attractions in the area.
View 710+ Rentals in West AnnapolisOyster Harbor
Offering stunning harbor views, this neighborhood is perfect for those looking to experience the region’s nautical lifestyle while staying close to local dining and recreational options.
View 220+ Rentals in Oyster HarborMurray Hill
This residential enclave provides a quiet, family-friendly environment with convenient access to the region’s historical and cultural landmarks.
View 427+ Rentals in Murray HillHomewood
Located near key attractions, this neighborhood combines comfort and accessibility, making it an excellent choice for exploring the surrounding region.
View 722+ Rentals in HomewoodHunt Meadows
A well-established community offering spacious accommodations and easy access to the region’s scenic parks and historic sights.
View 776+ Rentals in Hunt MeadowsBest Times to Visit U.S. Naval Academy
When should you plan your Rentals by Owner stay?
To make the most of your stay in this area, consider planning your vacation during the shoulder seasons when the region offers pleasant weather and fewer visitors, ensuring a more relaxed experience with your rental by owner.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area experiences warm weather and longer daylight hours, making it ideal for exploring the historic waterfront and enjoying outdoor activities around the Naval Academy.
Early Fall (September to October)
This season offers mild temperatures and fewer crowds, providing a comfortable environment for sightseeing and relaxing in the region’s scenic surroundings.
Off-Season Highlights
Winter (December to February)
The colder months bring less tourist activity, which means more tranquility and better availability for rental accommodations in the area.
Late Fall (November)
As the region transitions into winter, visitors will find fewer crowds and tend to enjoy lower rates while experiencing the quiet charm of the seaside town.
Weekly Weather Forecast for U.S. Naval Academy
How to Book Your U.S. Naval Academy vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in U.S. Naval Academy
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 outdoor seating areas such as patios or decks to relax and take in the scenic views of the region.
- Take advantage of well-maintained yards or gardens ideal for outdoor activities or gatherings.
- Benefit from private pools or hot tubs available for added leisure during your stay here.
- Make use of outdoor dining spaces perfect for al fresco meals with family or friends.
- Explore the property’s vicinity with access to walking trails or designated outdoor recreation areas.
- Utilize barbecue grills or outdoor cooking stations to enhance your culinary experience in this destination.
- Take advantage of spacious balconies or verandas that offer panoramic views of the surrounding area.
Top Attractions Around U.S. Naval Academy
What attractions are nearby?
Located near the historic U.S. Naval Academy, this destination offers a variety of engaging activities and scenic sights to explore, making it an ideal choice for travelers seeking a memorable experience in Annapolis.

Family Activities
- U.S. Naval Academy Tour: Discover the rich history and impressive architecture of this historic military institution through a guided or self-guided tour that appeals to all ages.
- Severn River Waterfront Activities: Enjoy family-friendly activities such as kayaking, paddleboarding, or simply relaxing along the scenic waterfront here in Annapolis.
- Historic Downtown Annapolis: Stroll through the charming streets filled with shops, galleries, and cafes that provide an engaging experience for visitors of all ages.
- Maryland State House Visit: Explore the oldest state capitol building still in legislative use, offering educational tours ideal for curious families interested in American history.
Adult Activities
- Guided Naval Academy Tours: Discover the rich history and traditions of the area through expertly led tours that offer unique insights into this prestigious military institution.
- Sailing and Boating Excursions: Enjoy the scenic waters surrounding the region by booking a sailing trip or boat rental for a memorable maritime experience.
- Visit historic downtown Annapolis: Immerse yourself in local culture with a stroll through the charming streets, exploring boutique shops, art galleries, and waterfront cafes.
- Attend Naval Events and Ceremonies: Experience the area's vibrant military community by participating in open ceremonies or special events held at the academy and nearby venues.
U.S. Naval Academy Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Local Neighborhoods: Take time to stroll through the charming streets surrounding the academy to discover hidden gems and authentic local dining options.
- Utilize Your Rental's Proximity: Choose a rental by owner that offers easy access to the historic sites and waterfront, maximizing your sightseeing opportunities.
- Plan for Water Activities: Make the most of the region’s maritime heritage by scheduling boat tours or waterfront activities available nearby.
- Engage with Local History: Incorporate visits to the area’s military and naval history museums to deepen your appreciation of this destination’s rich heritage.
Transportation Options
- Driving Your Vehicle: Renting a car offers flexible and convenient transportation to explore all that the area around the Naval Academy has to offer.
- Public Transit Services: Local bus routes provide an economical way to navigate this destination without the need for parking or driving yourself.
- Taxi and Rideshare Options: Taxis and rideshare services like Uber or Lyft are reliable choices for quick and comfortable travel within the region.
- Biking and Walking: The area is pedestrian-friendly, making biking or walking excellent options for short trips and enjoying the scenic surroundings.
Local Customs Options
- Parking Etiquette: Visitors should observe designated parking areas and avoid blocking historic sites or access points within the area.
- Respect for Military Traditions: When visiting, it’s important to honor the military customs, ceremonies, and dress codes observed on the grounds.
- Quiet Hours: Maintaining a quiet environment, especially during early mornings and late evenings, is valued to respect the disciplined atmosphere here.
- Appropriate Attire: Dress modestly and appropriately when exploring the region to align with its historic and formal ambiance.
Frequently Asked Questions About U.S. Naval Academy Rentals by Owner
1. What are the top vacation rentals in U.S. Naval Academy?
There are a lot of options in U.S. Naval Academy. If you plan on staying in the U.S. 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 U.S. Naval Academy:
- 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
- Charming Historic Annapolis Home With Two Off-street Parking Places!
- 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.
- Your Annapolis Adventure Starts Here!
- Historic Downtown Charmer, Water Views and Parking!
- 421 Irie: Simply Charming 2 Story COTTAGE! Private Pool! 1 Off Street Parking!
- Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
2. How many Rentbyowner vacation rentals are available in U.S. Naval Academy?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 590 in the U.S. 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 U.S. Naval Academy.
3. What is the cancellation policy for rental properties near the U.S. Naval Academy?
4. How do I secure my reservation at a rental by owner close to Annapolis?
5. Are there any additional fees associated with renting a property here?
6. What amenities are usually included in rentals near the U.S. Naval Academy?
7. How can I contact the owner if I have questions about the rental?
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