Holiday rentals near U.S. Naval Academy
We found 685 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:8 Aug - 15 Aug
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$14,155
NZ$14,155
NZ$2,022 per night
includes taxes & fees
Image gallery for Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
1010 out of 10 rating
Exceptional
(23 reviews)
Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
Annapolis, MD
7% off
Price is NZ$24,279
NZ$24,279
NZ$3,468 per night
includes taxes & fees
Image gallery for Escape Villa in Downtown Annapolis
1010 out of 10 rating
Exceptional
(7 reviews)
Escape Villa in Downtown Annapolis
Annapolis, MD
12% off
Price is NZ$7,138
NZ$7,138
NZ$1,020 per night
includes taxes & fees
Image gallery for West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
1010 out of 10 rating
Exceptional
(15 reviews)
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Annapolis, MD
12% off
Price is NZ$4,473
NZ$4,473
NZ$639 per night
includes taxes & fees
Image gallery for Recently Renovated Annapolis Home - Conveniently Located
1010 out of 10 rating
Exceptional
(60 reviews)
Recently Renovated Annapolis Home - Conveniently Located
Annapolis, MD
8% off
Price is NZ$6,818
NZ$6,818
NZ$974 per night
includes taxes & fees
Image gallery for 4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues
1010 out of 10 rating
Exceptional
(33 reviews)
4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues
Stevensville, MD
8% off
Price is NZ$11,428
NZ$11,428
NZ$1,633 per night
includes taxes & fees
Image gallery for Charming Home located minutes from the Naval Academy and Downtown Annapolis
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Annapolis, MD
8% off
Price is NZ$7,093
NZ$7,093
NZ$1,013 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$11,428
NZ$11,428
NZ$1,633 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
(92 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
8% off
Price is NZ$5,913
NZ$5,913
NZ$845 per night
includes taxes & fees
Image gallery for Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
9.29.2 out of 10 rating
Wonderful
(33 reviews)
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Annapolis, MD
8% off
Price is NZ$2,620
NZ$2,620
NZ$374 per night
includes taxes & fees
Image gallery for Charming 239-year-old former tavern 1 block to water & shops
1010 out of 10 rating
Exceptional
(9 reviews)
Charming 239-year-old former tavern 1 block to water & shops
Annapolis, MD
8% off
Price is NZ$9,828
NZ$9,828
NZ$1,404 per night
includes taxes & fees
Image gallery for Grandma's Summer House @ Beverly Beach
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Grandma's Summer House @ Beverly Beach
Edgewater, MD
7% off
Price is NZ$3,433
NZ$3,433
NZ$490 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$12,297
NZ$12,297
NZ$1,757 per night
includes taxes & fees
Image gallery for Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
1010 out of 10 rating
Exceptional
(93 reviews)
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
Annapolis, MD
12% off
Price is NZ$1,960
NZ$1,960
NZ$280 per night
includes taxes & fees
Image gallery for Charming Annapolis Victorian
1010 out of 10 rating
Exceptional
(65 reviews)
Charming Annapolis Victorian
Annapolis, MD
8% off
Price is NZ$9,507
NZ$9,507
NZ$1,358 per night
includes taxes & fees
Image gallery for Charming 3BDR Bungalow Near Annapolis
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Charming 3BDR Bungalow Near Annapolis
Riva, MD
9% off
Price is NZ$3,830
NZ$3,830
NZ$547 per night
includes taxes & fees
Image gallery for Charming Charles Retreat
1010 out of 10 rating
Exceptional
(7 reviews)
Charming Charles Retreat
Annapolis, MD
8% off
Price is NZ$5,722
NZ$5,722
NZ$817 per night
includes taxes & fees
Image gallery for Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
Annapolis, MD
8% off
Price is NZ$8,978
NZ$8,978
NZ$1,283 per night
includes taxes & fees
Image gallery for Secluded Cozy Cottage in Historic Downtown
1010 out of 10 rating
Exceptional
(9 reviews)
Secluded Cozy Cottage in Historic Downtown
Annapolis, MD
25% off
Price is NZ$6,041
NZ$6,041
NZ$863 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
(52 reviews)
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Annapolis, MD
8% off
Price is NZ$3,044
NZ$3,044
NZ$435 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$12,675
NZ$12,675
NZ$1,811 per night
includes taxes & fees
Image gallery for HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
9.89.8 out of 10 rating
Exceptional
(16 reviews)
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
Annapolis, MD
28% off
Price is NZ$2,892
NZ$2,892
NZ$413 per night
includes taxes & fees
Image gallery for Edgewater/Mayo Getaway!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Edgewater/Mayo Getaway!
Edgewater, MD
7% off
Price is NZ$5,171
NZ$5,171
NZ$739 per night
includes taxes & fees
Image gallery for ❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.69.6 out of 10 rating
Exceptional
(27 reviews)
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Stevensville, MD
8% off
Price is NZ$5,511
NZ$5,511
NZ$787 per night
includes taxes & fees
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Find properties near top attractions in U.S. Naval Academy
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Find the best place to stay - U.S. Naval Academy
Private Cottage on gated estate
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 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
215 reviews(215 reviews)
Tranquility Awaits
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
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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
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