Holiday rentals near U.S. Naval Academy
We found 674 holiday rentals — enter your dates for availability
Select the perfect holiday rental that's near U.S. Naval Academy. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - U.S. Naval Academy
Showing deals for:26 Sept - 3 Oct
Image gallery for Edgewater/Mayo Getaway!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Edgewater/Mayo Getaway!
Edgewater, MD
7% off
Price is NZ$5,634
NZ$5,634
NZ$805 per night
includes taxes & fees
Image gallery for 3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
1010 out of 10 rating
Exceptional
(32 reviews)
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
Crownsville, MD
5% off
Price is NZ$41,795
NZ$41,795
NZ$5,971 per night
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.
1010 out of 10 rating
Exceptional
(50 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is NZ$9,750
NZ$9,750
NZ$1,393 per night
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
8% off
Price is NZ$11,340
NZ$11,340
NZ$1,620 per night
includes taxes & fees
Image gallery for Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
9.69.6 out of 10 rating
Exceptional
(33 reviews)
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Davidsonville, MD
7% off
Price is NZ$13,920
NZ$13,920
NZ$1,989 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home
1010 out of 10 rating
Exceptional
(27 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is NZ$12,763
NZ$12,763
NZ$1,823 per night
includes taxes & fees
Image gallery for Fisher House: Steps From USNA + Covered Parking!
1010 out of 10 rating
Exceptional
(10 reviews)
Fisher House: Steps From USNA + Covered Parking!
Annapolis, MD
8% off
Price is NZ$11,492
NZ$11,492
NZ$1,642 per night
includes taxes & fees
Image gallery for Quiet Relaxing Waterfront Suisse Chalet
9.69.6 out of 10 rating
Exceptional
(76 reviews)
Quiet Relaxing Waterfront Suisse Chalet
Annapolis, MD
8% off
Price is NZ$5,983
NZ$5,983
NZ$855 per night
includes taxes & fees
Image gallery for Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Annapolis, MD
12% off
Price is NZ$9,945
NZ$9,945
NZ$1,421 per night
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
9.89.8 out of 10 rating
Exceptional
(94 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
8% off
Price is NZ$5,867
NZ$5,867
NZ$838 per night
includes taxes & fees
Image gallery for New Loft w/South River view from treehouse deck!
1010 out of 10 rating
Exceptional
(21 reviews)
New Loft w/South River view from treehouse deck!
Riva, MD
15% off
Price is NZ$1,943
NZ$1,943
NZ$278 per night
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
8% off
Price is NZ$6,568
NZ$6,568
NZ$938 per night
includes taxes & fees
Image gallery for Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
1010 out of 10 rating
Exceptional
(38 reviews)
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Stevensville, MD
8% off
Price is NZ$11,340
NZ$11,340
NZ$1,620 per night
includes taxes & fees
Image gallery for Captain's Retreat! Newly Renovated - few steps from the beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Captain's Retreat! Newly Renovated - few steps from the beach!
Annapolis, MD
16% off
Price is NZ$12,576
NZ$12,576
NZ$1,797 per night
includes taxes & fees
Image gallery for Secluded Cozy Cottage in Historic Downtown
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Secluded Cozy Cottage in Historic Downtown
Annapolis, MD
22% off
Price is NZ$6,451
NZ$6,451
NZ$922 per night
includes taxes & fees
Image gallery for Annapolis waterfront "tiny house" in garden setting
1010 out of 10 rating
Exceptional
(234 reviews)
Annapolis waterfront "tiny house" in garden setting
Annapolis, MD
8% off
Price is NZ$1,982
NZ$1,982
NZ$283 per night
includes taxes & fees
Image gallery for NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
1010 out of 10 rating
Exceptional
(6 reviews)
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Annapolis, MD
12% off
Price is NZ$8,574
NZ$8,574
NZ$1,225 per night
includes taxes & fees
Image gallery for Water Views - Close to Downtown Annapolis
1010 out of 10 rating
Exceptional
(44 reviews)
Water Views - Close to Downtown Annapolis
Annapolis, MD
11% off
Price is NZ$6,734
NZ$6,734
NZ$962 per night
includes taxes & fees
Image gallery for Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
9.89.8 out of 10 rating
Exceptional
(54 reviews)
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Annapolis, MD
8% off
Price is NZ$3,389
NZ$3,389
NZ$484 per night
includes taxes & fees
Image gallery for Waterfront Oasis of Annapolis Star
1010 out of 10 rating
Exceptional
(73 reviews)
Waterfront Oasis of Annapolis Star
Annapolis, MD
8% off
Price is NZ$4,303
NZ$4,303
NZ$615 per night
includes taxes & fees
Image gallery for NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Annapolis, MD
8% off
Price is NZ$18,867
NZ$18,867
NZ$2,695 per night
includes taxes & fees
Image gallery for Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis /USNA
1010 out of 10 rating
Exceptional
(21 reviews)
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis /USNA
Edgewater, MD
8% off
Price is NZ$6,069
NZ$6,069
NZ$867 per night
includes taxes & fees
Image gallery for Wright's Cottage- Pet's Welcome & EV Charging
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Wright's Cottage- Pet's Welcome & EV Charging
Annapolis, Maryland
11% off
Price is NZ$2,007
NZ$2,007
NZ$287 per night
includes taxes & fees
Image gallery for New! Stylish downtown home w/awesome outdoor area!
9.89.8 out of 10 rating
Exceptional
(23 reviews)
New! Stylish downtown home w/awesome outdoor area!
Stevensville, MD
8% off
Price is NZ$4,503
NZ$4,503
NZ$643 per night
includes taxes & fees
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Find the best place to stay - U.S. Naval Academy
Modern Styled Home in Historic Annapolis Eastport Neighborhood
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Private Cottage on gated estate
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Sleeps 8 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
223 reviews(223 reviews)
Timeless Charm Meets Modern Comfort
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
2 Mi to Sandy Point State Park: Home w/ Deck!
Sleeps 8 · 3 bedrooms · 2+ bathrooms
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value