Naval Academy Holiday Rentals

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Holiday Rentals in Naval Academy

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville
10.0 out of 10, Exceptional, (14)
"Very clean beautiful house! We stayed there for a wedding weekend and it was perfect. Great location. The hosts were wonderful and got back to us right away! Would love to go back one day."
United States
Tammy S.
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic District
10.0 out of 10, Exceptional, (31)
"The location is fabulous. We could walk wherever we wanted to go. The room to bathroom ration was also great. We would stay here again. "
United States
Diana L.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
Stevensville
7.0 out of 10, Good, (6)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "
United States
Natalia F.
Floating 2 bed 2 bath condo stunning views of the bay

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall
10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is NZ$506
includes taxes & fees
12 Nov - 13 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Cass-N-Reel Luxury Houseboat

Grasonville
10.0 out of 10, Exceptional, (45)
"If you’re looking for a great view sitting on the water, with a modern look, convenient to everything, you need to stay on the Cass-and-Reel Luxury Houseboat!!"
United States
Karen B.
Cass-N-Reel Luxury Houseboat

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena
9.4 out of 10, Exceptional, (89)
"What a wonderful vacation we had everything you want is there. All you have to bring is food . The trampoline will keep everyone occupied for hours. Looking forward to staying there in the future."
United States
Tom S.
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Historic District
9.4 out of 10, Exceptional, (18)
"The gigantic house was perfect for our quick Army-Navy Football game weekend. We hope to come back when it’s warm to take advantage of the great gathering spaces outdoors. Go Navy! Beat Army!!"
United States
Elizabeth B.
The price is NZ$2,034
includes taxes & fees
17 Nov - 18 Nov
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton
9.6 out of 10, Exceptional, (97)
"Food options where very good, there was more than enough options to choose from (which we loved). "
United States
Marcus
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Eastport
10.0 out of 10, Exceptional, (125)
"Cutest little cottage, just as described. Great location and a wonderful and thoughtful host. "
United States
Nicole W.
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Waterfront Getaway, Dock Your Boat & Play!

Edgewater
10.0 out of 10, Exceptional, (3)
"Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!"
United States
Daniel K.
The price is NZ$547
includes taxes & fees
12 Nov - 13 Nov
Waterfront Getaway, Dock Your Boat & Play!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Cape Saint Claire
10.0 out of 10, Exceptional, (38)
"Fabulous week! Our family of 3 generations had a blast and appreciated the outstanding accommodations. House and outdoor areas are beautiful and well-maintained. Excellent location close to amenities and just minutes from Annapolis. Everything was great!"
United States
Melissa K.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
9.8 out of 10, Exceptional, (50)
"The house was so beautiful from top to bottom! It was incredibly well stocked on everything that we needed and we had an incredible weekend! The hosts were very responsive when needed and we can't speak higher about how wonderful this property is! We will certainly be back! "
United States
Julie S.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Modern New Suite Close to US Capital and BWI Airport

Pasadena
7.0 out of 10, Good, (2)
"Great location but horrible noise level AT the property as well as someone else’s hair in the carpets in our room. The property manager communicated well, however, we shouldn’t have had to ask on more than one occasion for his tenant to stop playing his game so loudly at night. We also shouldn’t have had someone else hair in our room and on our belongings. Would not stay again. "
United States
Lenny J.
The price is NZ$261
includes taxes & fees
6 Dec - 7 Dec
Modern New Suite Close to US Capital and BWI Airport

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
The price is NZ$465
includes taxes & fees
16 Nov - 17 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville
10.0 out of 10, Exceptional, (55)
"My wife and I have stayed at many different places over the years but this may be one of the most well maintained properties I've ever seen. It was a great place for us to unwind with our dog and we would certainly recommend this location for anyone looking to stay in the area"
United States
Nick B.
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Glen Burnie
8.0 out of 10, Very good, (2)
"No problems close to everything, only gripe was it being a basement and little feet upstairs tend to be a bit lohd. However, just the bathroom alone made this property worth another stay"
United States
James D.
The price is NZ$222
includes taxes & fees
29 Nov - 30 Nov
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Fabulous 5-bedroom house with AC in charming Annapolis

2.0 star property
Annapolis
The price is NZ$919
includes taxes & fees
24 Nov - 25 Nov
Fabulous 5-bedroom house with AC in charming Annapolis

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

stevensville
10.0 out of 10, Exceptional, (196)
"We had a great time with friends on our annual MD golf trip. Hal was great and the place was perfect for our group."
United States
Jason R.
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Annapolis
7.2 out of 10, Good, (5)
"We enjoyed unforgettable moments, thank you"
United States
Jonatan B.
Luxury Waterfront Executive Family Home Annapolis with All Amenities

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (1)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
The price is NZ$483
includes taxes & fees
21 Nov - 22 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Naval Academy

Everything you need to know about Naval Academy holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Naval Academy holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Naval Academy holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Naval Academy holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Naval Academy. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Naval Academy holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Naval Academy holiday rentals we have selected for you start as low as NZ$222 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Naval Academy rentals

At Expedia, we put the best Naval Academy holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Naval Academy rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Naval Academy holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Naval Academy. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Naval Academy?

Yes, there are holiday rentals close to the most popular sights in Naval Academy, or you can select a more secluded option if you're looking for a relaxing stay. Naval Academy is known for its university setting and architecture. Make sure you have time to check out the cathedral and sporting events during your trip.

What are some of the best holiday rentals that Naval Academy has to offer?

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. : This holiday home rental outside of Naval Academy is located next to a golf course, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table.

What’s there to see and do in Naval Academy?

Enjoy the area's cultural attractions such as Maryland Federation of Art, or get outdoors into nature at a spot like Peters Cove. While here, Annapolis Harbor and Alumni Hall are other places worth a visit.

What’s a holiday rental in Naval Academy like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Naval Academy. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.