Holiday rentals near U.S. Naval Academy
We found 681 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:14 Nov - 21 Nov
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
7% off
Price is AU$5,563
AU$5,563
AU$795 per night
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
12% off
Price is AU$3,249
AU$3,249
AU$464 per night
includes taxes & fees
Image gallery for NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Annapolis, MD
12% off
Price is AU$4,805
AU$4,805
AU$686 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
(52 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is AU$9,042
AU$9,042
AU$1,292 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 AU$10,007
AU$10,007
AU$1,430 per night
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available
1010 out of 10 rating
Exceptional
(46 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
14% off
Price is AU$5,011
AU$5,011
AU$716 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 AU$12,432
AU$12,432
AU$1,776 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home
1010 out of 10 rating
Exceptional
(30 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is AU$10,829
AU$10,829
AU$1,547 per night
includes taxes & fees
Image gallery for Annapolis Entertainment Complex
1010 out of 10 rating
Exceptional
(90 reviews)
Annapolis Entertainment Complex
Arnold, MD
8% off
Price is AU$8,130
AU$8,130
AU$1,161 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 AU$6,045
AU$6,045
AU$864 per night
includes taxes & fees
Image gallery for Island Life! Kent Island Waterfront with Pool-Bring your boat!
1010 out of 10 rating
Exceptional
(195 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Stevensville, MD
12% off
Price is AU$5,012
AU$5,012
AU$716 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
(95 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
8% off
Price is AU$5,380
AU$5,380
AU$769 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
11% off
Price is AU$4,468
AU$4,468
AU$638 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
(32 reviews)
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Annapolis, MD
12% off
Price is AU$9,237
AU$9,237
AU$1,320 per night
includes taxes & fees
Image gallery for New Loft w/South River view from treehouse deck!
1010 out of 10 rating
Exceptional
(22 reviews)
New Loft w/South River view from treehouse deck!
Riva, MD
15% off
Price is AU$1,781
AU$1,781
AU$254 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 AU$10,007
AU$10,007
AU$1,430 per night
includes taxes & fees
Image gallery for Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport
1010 out of 10 rating
Exceptional
(22 reviews)
Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport
Severna Park, MD
7% off
Price is AU$4,797
AU$4,797
AU$685 per night
includes taxes & fees
Image gallery for Mins to Annap; Luxury Townhome
1010 out of 10 rating
Exceptional
(5 reviews)
Mins to Annap; Luxury Townhome
Arnold, MD
8% off
Price is AU$6,930
AU$6,930
AU$990 per night
includes taxes & fees
Image gallery for Annapolis waterfront "tiny house" in garden setting
1010 out of 10 rating
Exceptional
(236 reviews)
Annapolis waterfront "tiny house" in garden setting
Annapolis, MD
8% off
Price is AU$1,819
AU$1,819
AU$260 per night
includes taxes & fees
Image gallery for Secluded Cozy Cottage in Historic Downtown
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Secluded Cozy Cottage in Historic Downtown
Annapolis, MD
25% off
Price is AU$4,363
AU$4,363
AU$623 per night
includes taxes & fees
Image gallery for Gorgeous Annapolis Area Waterfront Home!
1010 out of 10 rating
Exceptional
(93 reviews)
Gorgeous Annapolis Area Waterfront Home!
Severna Park, MD
8% off
Price is AU$6,586
AU$6,586
AU$941 per night
includes taxes & fees
Image gallery for Waterfront Architectural Masterpiece with private dockage available.
1010 out of 10 rating
Exceptional
(11 reviews)
Waterfront Architectural Masterpiece with private dockage available.
Annapolis, MD
12% off
Price is AU$14,585
AU$14,585
AU$2,084 per night
includes taxes & fees
Image gallery for Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier
1010 out of 10 rating
Exceptional
(9 reviews)
Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier
Annapolis, MD
8% off
Price is AU$6,171
AU$6,171
AU$882 per night
includes taxes & fees
Image gallery for Sailor's Retreat! Perfect home for the getaway weekend. Best location!
1010 out of 10 rating
Exceptional
(21 reviews)
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Annapolis, MD
8% off
Price is AU$7,284
AU$7,284
AU$1,041 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
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Charming 3-bedroom house in Annapolis Eastport! Beautiful fully furnished home
Sleeps 6 · 3 bedrooms · 2 bathrooms
Large 2 bedroom house with private parking in a nice neighborhood
Sleeps 5 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
93 reviews(93 reviews)
Beach cottage with firepit, grill, outdoor areas, AC, & W/D
Sleeps 8 · 4 bedrooms · 2 bathrooms
6.06.0 out of 10
3 reviews(3 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Top rated rentals - U.S. Naval Academy
SPECTACULAR!!!
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Fantastic house - clean, warm & perfectly located to get around Annapolis
1010 out of 10
Exceptionalexceptional
228 reviews(228 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