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Naval Academy holiday rentals

We found 199 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Naval Academy to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Naval Academy

Showing deals for:27 Nov - 4 Dec

Rear Entry and Rooftop Balcony
Historic Annapolis and City Dock
Living Room with Cable Television
Ship's Ladder Stairs to Rooftop Deck
Exceptional
(145 reviews)

Historic Downtown Charmer, Water Views and Parking!

Annapolis

12% off
AU$4,198
for 7 nights, 1 home
AU$600 per night
includes taxes & fees
Historic Downtown Charmer, Water Views and Parking!
This cozy dining room is a space that invites warmth and togetherness. It is designed to provide a delightful setting for shared meals and cherished moments with friends and family.
Property grounds
This open kitchen allows you the ability to cook meals or just sit around the spacious dining table that accommodates up to 8 people.
Complemented by earthy tones and natural materials such as wooden floors, this space provides a place to relax, watch TV or even host a game night.
Exceptional
(16 reviews)

Downtown Pinkney House w/Parking

Annapolis

7% off
AU$4,634
for 7 nights, 1 home
AU$662 per night
includes taxes & fees
Downtown Pinkney House w/Parking
Kitchen/lounging/dining room
City Dock
Lounging room, Roku tv
Terrace/patio
Exceptional
(34 reviews)

Gem in Downtown Annapolis, close to USNA, St. John's College

Annapolis

8% off
AU$4,601
for 7 nights, 1 home
AU$657 per night
includes taxes & fees
Gem in Downtown Annapolis, close to USNA, St. John's College
Comfortable and cozy living room with fireplace (for aesthetic only), Smart TV, comfortable seating, games/puzzles, and books.
Updated kitchen with all major appliances
Private, fenced outdoor space
Comfortable and cozy living room with fireplace (for aesthetic only), Smart TV, comfortable seating, games/puzzles, and books.
Exceptional
(8 reviews)

Timeless Charm Meets Modern Comfort

Annapolis

7% off
AU$3,495
for 7 nights, 1 home
AU$499 per night
includes taxes & fees
Timeless Charm Meets Modern Comfort
Clawfoot tub
1st floor kitchen
Front of home. Apt door located under front stoop
King bed. Luxury linens, vast pillow options & wonderfully comfortable mattress
Wonderful
(14 reviews)

18th Cent. Charm in Historic Downtown Annapolis

Annapolis

16% off
AU$2,731
for 7 nights, 1 apartment
AU$390 per night
includes taxes & fees
18th Cent. Charm in Historic Downtown Annapolis
Waterfront park one block away
Property grounds
Less than 1/2 mile to the newly rebuilt Annapolis Yacht Club
Dining table seats 6 comfortable, 8 if you want to get friendly!
Exceptional
(76 reviews)

Beautifully Renovated Historic District Home

Annapolis

10% off
AU$6,288
for 7 nights, 1 home
AU$898 per night
includes taxes & fees
Beautifully Renovated Historic District Home
Bright and updated kitchen
Bright and updated kitchen
Cozy family room with a queen sofa bed and room-darkening curtains
Second level with two bedrooms, one full bath, and an office area
Exceptional
(14 reviews)

Naval Academy Gate 1

Annapolis

7% off
AU$3,027
for 7 nights, 1 home
AU$432 per night
includes taxes & fees
Naval Academy Gate 1
Enjoy a cup of coffee in the morning or an evening cocktail on the private patio located outside of the kitchen.
Interior
Complemented by earthy tones and natural materials such as wooden floors and exposed brick, this space exudes a sense of tranquility.
This cozy dining room is a space that invites warmth and togetherness. It is designed to provide a delightful setting for shared meals and cherished moments with friends and family.
Exceptional
(10 reviews)

Charming Charles -Walkable Downtown Annapolis Home

Annapolis

11% off
AU$3,566
for 7 nights, 1 home
AU$509 per night
includes taxes & fees
Charming Charles -Walkable Downtown Annapolis Home
Renovated kitchen with all major appliances and supplies
Renovated kitchen with all major appliances and supplies
Stylish half-bathroom with heated floors
Dining room with seating for 6 and electric fireplace
Exceptional
(21 reviews)

Newly renovated in DTA w parking

Annapolis

7% off
AU$4,734
for 7 nights, 1 home
AU$676 per night
includes taxes & fees
Newly renovated in DTA w parking
  • Peace of mind

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the arty city of Naval Academy

Enjoy the area's architecture, cathedral and art galleries with a rental holiday home in Naval Academy. This city's university setting, boating and sporting events draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Naval Academy

Are you hoping to find attractions to see during your stay? Venture out of your holiday home and check out everything that Naval Academy has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Maryland Renaissance Festival (5.6 mi / 9.1 km)
  • Thanksgiving Farm Wines (11 mi / 17.6 km)
  • Bay Hills Golf Club (4.3 mi / 6.8 km)
  • Severna Park Golf Center (4.6 mi / 7.3 km)
  • South River Golf Links (6.5 mi / 10.5 km)
  • Paul Reed Smith Guitars (9.2 mi / 14.7 km)

Exploring the natural features in Naval Academy

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Naval Academy is a great spot to appreciate mother nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Maryland Quiet Waters Park (2.9 mi / 4.6 km)
  • Sandy Point Beach (5.2 mi / 8.4 km)
  • Northern Chesapeake Bay (7.7 mi / 12.3 km)
  • Patuxent River (20.8 mi / 33.5 km)
  • Spa Creek (1 mi / 1.6 km)
  • Sparrows Beach (2 mi / 3.1 km)

Transport to and around Naval Academy

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 16.4 mi (26.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Baltimore Washington International Airport (BWI), which is 16.7 mi (26.8 km) away.

Frequently asked questions

What is the best area to stay in Naval Academy when booking a holiday rental?
When considering a holiday rental near the Naval Academy in Maryland, the area of Annapolis is one of the best choices. This charming city, rich in history and maritime culture, offers a delightful blend of attractions and amenities. The historic district is particularly appealing, with its cobblestone streets and well-preserved 18th-century architecture. Here, you can explore the United States Naval Academy itself, where guided tours provide insight into the institution's significant role in American naval history.Additionally, the area boasts the picturesque waterfront, where you can enjoy delightful restaurants and shops, as well as stunning views of the Chesapeake Bay. The Annapolis City Dock is a lively spot, great for an afternoon stroll or to watch the boats come and go. There are numerous holiday rental properties available in this vibrant area, ranging from quaint cottages to modern apartments, providing plenty of options to suit various preferences and budgets.
When is the best time to visit Naval Academy for a holiday rental?
April is a delightful time to visit the Naval Academy in Maryland, as the campus comes alive with spring blooms and pleasant weather, making it ideal for outdoor exploration. During this month, you can enjoy comfortably mild temperatures, typically ranging from 10 to 20 degrees Celsius, superb for strolling through the historic grounds and admiring the stunning architecture.The peak tourist season runs from July to September, attracting families and visitors eager to experience the vibrant setting of the area during the summer months. This period is bustling with activities, including various events and festivals, which can elevate the overall experience. However, if you prefer a more tranquil visit, April offers a lovely balance of good weather and fewer crowds, allowing for a more relaxed exploration of the academy and its surroundings.For those looking for a more budget-friendly option, December is the low season, providing a unique opportunity to experience the charm of Annapolis during the winter months. It's cooler, the festive holiday spirit brings a special ambience to the city, and you may find more affordable accommodation options.Ultimately, your choice depends on whether you seek the vibrancy of summer events or the serene beauty of spring.
What are the top attractions in Naval Academy?
In Naval Academy, Maryland, visitors can explore a number of top attractions. The United States Naval Academy itself is a highlight, offering guided tours that showcase its historic architecture and significant sites, such as the impressive chapel and the Naval Academy Museum. This area is steeped in tradition and provides a unique insight into naval history.Annapolis, the charming capital of Maryland, is just a stone's throw away and boasts a vibrant historic district filled with boutiques, restaurants, and waterfront views along the Annapolis Harbour. The Maryland State House, which is the oldest state capitol still in continuous legislative use, is another must-see.For those interested in outdoor activities, the nearby Sandy Point State Park offers beautiful beaches, picnic areas, and scenic trails along the Chesapeake Bay, superb for a day of relaxation or exploration.
Are all fees included in the Naval Academy holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Naval Academy holiday homes with parking?
Stayz offers a wide selection of holiday homes in Naval Academy with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Naval Academy holiday homes?
You can find great discounts on holiday homes in Naval Academy on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Naval Academy holiday home booking on Stayz?
To find Naval Academy holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Naval Academy?
A long-stay holiday home in Naval Academy is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Naval Academy holiday home?
Book your Naval Academy holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Naval Academy?
Prices for holiday homes in Naval Academy vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Naval Academy to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.