Holiday rentals near Annapolis Maritime Museum
We found 1,113 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to Annapolis Maritime Museum that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Annapolis Maritime Museum
Showing deals for:25 Jul - 1 Aug
Image gallery for Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
1010 out of 10 rating
Exceptional
(7 reviews)
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Rock Hall, MD
8% off
Price is NZ$3,348
NZ$3,348
NZ$478 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$14,076
NZ$14,076
NZ$2,011 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$24,143
NZ$24,143
NZ$3,449 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$7,098
NZ$7,098
NZ$1,014 per night
includes taxes & fees
Image gallery for Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
1010 out of 10 rating
Exceptional
(13 reviews)
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
Rock Hall, MD
16% off
Price is NZ$3,047
NZ$3,047
NZ$435 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$3,844
NZ$3,844
NZ$549 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$11,364
NZ$11,364
NZ$1,623 per night
includes taxes & fees
Image gallery for Recently Renovated Annapolis Home - Conveniently Located
1010 out of 10 rating
Exceptional
(59 reviews)
Recently Renovated Annapolis Home - Conveniently Located
Annapolis, MD
8% off
Price is NZ$6,870
NZ$6,870
NZ$981 per night
includes taxes & fees
Image gallery for Historic District"Crab Cakes and Football"
1010 out of 10 rating
Exceptional
(42 reviews)
Historic District"Crab Cakes and Football"
Annapolis, MD
8% off
Price is NZ$5,487
NZ$5,487
NZ$784 per night
includes taxes & fees
Image gallery for Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
1010 out of 10 rating
Exceptional
(118 reviews)
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester, MD
8% off
Price is NZ$5,248
NZ$5,248
NZ$750 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$7,053
NZ$7,053
NZ$1,008 per night
includes taxes & fees
Image gallery for Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
1010 out of 10 rating
Exceptional
(7 reviews)
Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
Annapolis, MD
8% off
Price is NZ$17,812
NZ$17,812
NZ$2,545 per night
includes taxes & fees
Image gallery for Waterfront at "The Landing" in Historic Rock Hall, overlooking marina and pool.
1010 out of 10 rating
Exceptional
(7 reviews)
Waterfront at "The Landing" in Historic Rock Hall, overlooking marina and pool.
Rock Hall, MD
8% off
Price is NZ$3,877
NZ$3,877
NZ$554 per night
includes taxes & fees
Image gallery for Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
Annapolis, MD
8% off
Price is NZ$6,191
NZ$6,191
NZ$884 per night
includes taxes & fees
Image gallery for Enchanting West River Retreat
1010 out of 10 rating
Exceptional
(8 reviews)
Enchanting West River Retreat
West River, MD
7% off
Price is NZ$5,433
NZ$5,433
NZ$776 per night
includes taxes & fees
Image gallery for House w/Water Views of Rock Creek 2BA 2BA Cottage
1010 out of 10 rating
Exceptional
(26 reviews)
House w/Water Views of Rock Creek 2BA 2BA Cottage
Pasadena, MD
7% off
Price is NZ$3,057
NZ$3,057
NZ$437 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$5,880
NZ$5,880
NZ$840 per night
includes taxes & fees
Image gallery for Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
1010 out of 10 rating
Exceptional
(40 reviews)
Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
Stevensville, MD
8% off
Price is NZ$8,414
NZ$8,414
NZ$1,202 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
(18 reviews)
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Annapolis, MD
7% off
Price is NZ$7,930
NZ$7,930
NZ$1,133 per night
includes taxes & fees
Image gallery for Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Annapolis, MD
8% off
Price is NZ$8,470
NZ$8,470
NZ$1,210 per night
includes taxes & fees
Image gallery for "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK
9.89.8 out of 10 rating
Exceptional
(31 reviews)
"PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK
Shady Side, MD
8% off
Price is NZ$6,940
NZ$6,940
NZ$991 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$13,072
NZ$13,072
NZ$1,867 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$2,605
NZ$2,605
NZ$372 per night
includes taxes & fees
Image gallery for BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
1010 out of 10 rating
Exceptional
(16 reviews)
BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
Millersville, MD
16% off
Price is NZ$3,930
NZ$3,930
NZ$561 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Annapolis Maritime Museum
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Sleeps 7 · 3 bedrooms · 2+ bathrooms
Searenity Stays, a Cozy Home
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The Liberty House- Pristine Renovation with parking
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Charming Downtown Hotel w/ Vintage Character + Modern Amenities
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
Annapolis Boat Life - Overnight Stays
Sleeps 4 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Charming 239-year-old former tavern 1 block to water & shops
Sleeps 5 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 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