
Places to stay near United States Naval Academy
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Top-rated holiday rentals near United States Naval Academy
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Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Villa Annapolitana • Parking 1 min • USNA 4 min
Our 1700s home offers a perfect blend of luxury and comfort. With three beautiful bedrooms, three bathrooms, and a sleek lounge area, it’s a perfect place to relax and unwind. The fully stacked kitchen is ready and waiting for you to cook a perfect meal and enjoy a glass of wine. The location is ideal, with the US Naval Academy just a 5-minute walk away. If you are looking for a peaceful escape or a fun vacation, our property has something for everyone. ✔ King Beds ✔ Smart TVs ✔ Sport Equipment

Historic 3 Bedroom Downtown Annapolis Townhome
Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, Downtown Restaurants, Bars, Shopping, and Festivals. Enjoy and relax on your large private, fenced-in patio or in your modern living room. While the restaurant scene is mouth-watering in Annapolis, you can also stay "home" and cook in your gourmet kitchen. Explore all that Annapolis has to offer from the comfort of your home away from home! No on-site parking but lots of off.

Secluded Cottage_ A+ Amenities in Historic Dwntwn
Beautifully restored 1928 cottage w/ open floor plan & vaulted ceilings provide a homey vibe Enjoy Historic Annapolis Towncenter in your backyard Jack & Jill bath separates queen bedrooms. Comfortable full-size daybed = 3beds Hardwood floors adorn common areas Gourmet kitchen w/ extensive granite countertops, breakfast bar & amenities Dining table & chairs, extra-large comfy couch nestled between 2 chaise lounge chairs, 55" Roku tv, electric FP, towels, linens, pvt laundry, and more!

Moose’s Happy Place
Built in 2019 with open spaces and happy places on historic Eastport Peninsula. A fresh take on coastal contemporary with front & back porches just steps from the Severn River & Spa Creek. Easy to enjoy the salty vibe with short walks to water access areas as well as Eastport's best local pubs and restaurants; or head over the Eastport bridge to downtown Annapolis and the Naval Academy - also accessible by water-taxi, rental boats & paddle-boards... A great NEW place in a great OLD place!!!

Annapolis Downtown Pleasant St Townhome 3 bedrooms
Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. 10 min walk to Main St. 15 min walk from Naval Academy. 300 Mbps high-speed Nest wireless internet. Parking available, as well as another parking garage nearby 600 ft. Cozy up with a great show or movie on the smart TV or on your WiFi-enabled device. Unwind and relax in any of three finely appointed, luxurious bedrooms.

Annapolis @Gate 1 steps to the Harbor Free parking
Parking included. The heart of Annapolis 1 street from the harbor, fun restaurants & backs to the Naval Academy. This 1st floor 2 bed / 1 ba condo has been fully renovated with new paint, floors, bath & kitchen. 1 Parking space included & additional paid parking on street. Queen Bed & sleeper couch is a full size. Linens included. Kitchen includes refrigerator, stove/oven, microwave, keurig, dishes silverware, pots and pans. High speed internet included & separate work area.

King George Hideaway
Perfect location for all that downtown Annapolis offers, right across from USNA gate 2. Super convenient, park your car and walk everywhere! Lots of shopping, restaurants, tours, cruises & nightlife. The unit is located on the 3rd floor. My place is perfect for couples, solo and business travelers. There is a large living room space with a full pull out couch, tv and dining table. The bedroom has a queen bed with a tv. There is a small full kitchen and updated bathroom.

Welcome Aboard!
Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annapolis and the Naval Academy. 15 minute drive to the Navy Stadium, 15 minutes drive to Rt 50. THIS LISTING IS FOR ACCOMODATIONS ONLY; BOAT MAY NOT BE DRIVEN! Forward cabin has bunk beds. Aft cabin has a queen bed. Fully equipped galley (kitchen) with 2-burner cook top, microwave/oven, fridge, toaster oven and Keurig. Boat has WIFI, heat, AC and hot water!

Charming Eastport
You don’t need a boat to enjoy marina living. Safe Harbor Eastport Yacht Center offers a charming, one bedroom apartment in Eastport, just a short walk from Downtown Annapolis and the U.S. Naval Academy. The property is conveniently located next to the Annapolis Maritime Museum and accommodates up to two guests. If this apartment isn't available for your time period check out our other studio apartment listed under "NEW lovely studio apartment with onsite parking".

Fleet St Retreat in Downtown - Great Location!
We welcome you to our renovation on historic Fleet Street. Purchased in 2016 this house was taken down to the studs so everything is brand new and waiting to host you on your next trip to Annapolis. Literally a stones throw from everything downtown has to offer you can’t get closer to the action. USNA, Maryland State House, City Dock, McGarveys and Iron Rooster are just around the corner. Perfect place for two couples and a extra single. Small city patio out back.

Weems Creek Cottage, Annapolis Waterfront
(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.
Popular amenities for holiday rentals near United States Naval Academy
Apartment rentals with wifi

New Downtown Annapolis Condo With Free Parking

Renovated Apt In Historic Dist w/2 Parking Spots

1st Floor Condo in Annapolis

Light-filled Private Oasis / Close to Capitol Bldg

Cozy Old Town Apartment

Monumental Getaway

Luxury Condo • In the heart of National Harbor

Gorgeous, large, modern 1 BR on Hist. Logan Circle
Family-friendly house rentals

Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths

Quaint in the Heart of Annapolis

Charming house; walk to everywhere in Annapolis

Chic Renovation On Fleet Street

Historic & sunny home steps from USNA/downtown

Sophisticated & Spacious Historic Home w/ Parking!

New Hotel Chic

Elegant & Authentic Annapolis
Apartment rentals with air conditioning

Stunning 1BR Apt. in Historic Row Home w/ Parking

Hideaway in the Middle of Everything AYC 2+BR apt

Blue Crab Lodge

CIRCA 1885-Historic Annapolis-USNA GATE 1

Safe, quiet neighborhood close to downtown!

Butchershill- Clean, Fireplace, King Bed, Parking!

Cozy Waterfront Apartment Chester, MD

Private Annapolis Inlaw Apartment
Other great holiday rentals near United States Naval Academy

Calico Cottage Guest House, king bed, free parking

Charming Rowhome in Downtown Annapolis

Charming, Chic Downtown Annapolis Apartment

Historic + Modern Home | Just Steps to Waterfront

Dog friendly! Next to Navy Stadium & DTA Shuttle!

Newly Renovated Downtown Charm, Game Room, Patio

Coastal Waterfront 1 Bedroom Cottage

Cozy Stay in Downtown Naptown
Destinations to explore
- Georgetown University
- Walter E Washington Convention Center
- The White House
- National Mall
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Oriole Park at Camden Yards
- Federal Hill Park
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Sandy Point State Park
- Howard University
- Washington Monument
- Betterton Beach
- National Harbor
- The Anthem
- Johns Hopkins University
- Patterson Park
- Capital One Arena
- Smithsonian American Art Museum





