Naval Academy Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11

Vacation Rentals in Naval Academy

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (36)
"Fabulous place. We’ll be booking again next year. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Marina
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (236)
"This was a wonderful historic home to vacation in"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Outdoor dining
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (49)
"Our large family of adults and two one-year-olds and a dog had a perfect week. The hosts were kind and responsive, and the home was spacious with lots of room for privacy and being all together. Looking forward to going again!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Fridge, microwave, oven, stovetop
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
10.0 out of 10, Exceptional, (14)
"Everything was exactly as described on the listing. It’s the perfect spot for a peaceful and relaxing getaway, all while being close to a charming town. The hosts were very pleasant and easy to communicate with. I highly recommend this place! "
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Floating 2 bed 2 bath condo stunning views of the bay
Marina
Floating 2 bed 2 bath condo stunning views of the bay
2.0 star property
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. "
Floating 2 bed 2 bath condo stunning views of the bay
18th Cent. Charm in Historic Downtown Annapolis
Fridge, microwave, oven, stovetop
18th Cent. Charm in Historic Downtown Annapolis
9.0 out of 10, Wonderful, (12)
"Property description is accurate, host is quickly responsive."
The price is ￥28,726
￥56,188 total
includes taxes & fees
Oct 19 - Oct 20
18th Cent. Charm in Historic Downtown Annapolis
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
10.0 out of 10, Exceptional, (194)
"We all had wonderful stay at Love point! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Property grounds
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
9.4 out of 10, Exceptional, (89)
"This property was a great place for a family to all relax together, play games, and enjoy the water!"
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Charming townhome with AC and WiFi in delightful Annapolis
Interior
Charming townhome with AC and WiFi in delightful Annapolis
3.0 out of 10, (2)
"This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very "
The price is ￥8,013
￥12,582 total
includes taxes & fees
Nov 2 - Nov 3
Charming townhome with AC and WiFi in delightful Annapolis
Waterfront Getaway, Dock Your Boat & Play!
Outdoor dining
Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is ￥17,518
￥49,376 total
includes taxes & fees
Oct 28 - Oct 29
Waterfront Getaway, Dock Your Boat & Play!
Cass-N-Reel Luxury Houseboat
Marina
Cass-N-Reel Luxury Houseboat
10.0 out of 10, Exceptional, (42)
"We really enjoyed our stay. Looking forward to staying again!"
Cass-N-Reel Luxury Houseboat
Relax on Kent Island in 3 Bedroom Home w/Waterview
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
The price is ￥13,494
￥41,228 total
includes taxes & fees
Oct 19 - Oct 20
Relax on Kent Island in 3 Bedroom Home w/Waterview
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (16)
"Great place for our short trip anniversary getaway. Mermaid’s getaway was clean and well stocked with cookware. Rick was very communicative and made sure that we felt right at home and that we could easily contact him if there were any issues (there weren’t). Rock Hall was a charming little town."
The price is ￥17,810
￥43,038 total
includes taxes & fees
Oct 15 - Oct 16
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Outdoor dining
Luxury Waterfront Executive Family Home Annapolis with All Amenities
7.6 out of 10, Good, (4)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Million Dollar View of the Chesapeake Bay
Dining
Million Dollar View of the Chesapeake Bay
9.8 out of 10, Exceptional, (129)
"We just enjoyed our fourth year at Million Dollar View of the Chesapeake Bay and already look forward to our next vacation at this wonderful home!"
Million Dollar View of the Chesapeake Bay
Top Location | Free Breakfast + Fitness Center
Exterior
Top Location | Free Breakfast + Fitness Center
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice!"
Top Location | Free Breakfast + Fitness Center
Large 2 bedroom house with private parking in a nice neighborhood
Smart TV, books
Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (28)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
The price is ￥19,655
￥49,294 total
includes taxes & fees
Nov 3 - Nov 4
Large 2 bedroom house with private parking in a nice neighborhood
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Marina
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
9.8 out of 10, Exceptional, (67)
"Perfect for the wedding I attended and great place to host a short getaway with my brother and his kids."
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (219)
"We had a wonderful time. Hosts were very kind and responsive! Beautiful property "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Smart TV, fireplace
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
8.0 out of 10, Very Good, (1)
"The property itself was very clean and cozy, and having our own private entry was also very nice. Towels and shower supplies were provided, and the bed was nice and comfortable. The host was also very kind and answered any questions we had. However, every morning we were woken up at around 7:30 am by someone (I assume children) stomping around right over our heads. There were also times we didn't really feel comfortable hanging out to watch TV in the living room area, because we could hear the...
The price is ￥13,607
￥18,959 total
includes taxes & fees
Oct 15 - Oct 16
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
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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Top Naval Academy Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Our night at your hotel was just fine! Room was clean. Supply toiletries, towels for the bath and kitchen were as expected, neat and plentiful. There was a creak in the bathroom door, but that is a nitpick. Coffee maker was easy to operate. Breakfast was as expected, with some delay when coffee carafe and food service trays were empty. I would go back."
Edmund 1-night trip
Posted 1 day ago
Sonesta ES Suites Annapolis

Find out more about Naval Academy

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Frequently asked questions

Can I find a vacation rental in Naval Academy?

Yes, we offer vacation rentals near popular points of interest in Naval Academy, or you can go with a secluded option if you'd like a relaxing place to 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 vacation rentals in Naval Academy?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This vacation home rental outside of Naval Academy is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 vacation rental in Naval Academy like?

A vacation rental is a private property you can book for a couple of days or more in Naval Academy. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family getaway.