Holiday rentals near Annapolis Landing Marina
We found 1,128 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals near Annapolis Landing Marina that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Annapolis Landing Marina
Showing deals for:3 Apr - 10 Apr
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville
12% off
Price is AU$3,198
AU$3,198
for 7 nights, 1 houseboat
AU$457 per night
includes taxes & fees
Image gallery for Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
9.89.8 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
West River
12% off
Price is AU$1,930
AU$1,930
for 7 nights, 1 cottage
AU$276 per night
includes taxes & fees
Image gallery for Guest Quarters at the Inn - 103
9.69.6 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Guest Quarters at the Inn - 103
North Beach
8% off
Price is AU$2,180
AU$2,180
for 7 nights, 1 apartment
AU$311 per night
includes taxes & fees
Image gallery for Waterfront 4 BR home with private pier and boat dock
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Waterfront 4 BR home with private pier and boat dock
Grasonville
8% off
Price is AU$7,678
AU$7,678
for 7 nights, 1 home
AU$1,097 per night
includes taxes & fees
Image gallery for Waterfront Architectural Masterpiece with private dockage available.
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Waterfront Architectural Masterpiece with private dockage available.
Annapolis
7% off
Price is AU$15,098
AU$15,098
for 7 nights, 1 home
AU$2,157 per night
includes taxes & fees
Image gallery for Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!
9.89.8 out of 10, Exceptional, (78 reviews)
Exceptional
(78 reviews)
Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!
Wittman
6% off
Price is AU$12,858
AU$12,858
for 7 nights, 1 room
AU$1,837 per night
includes taxes & fees
Image gallery for Historic Annapolis Charmer <1Mile to NMC Stadium
9.89.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Historic Annapolis Charmer <1Mile to NMC Stadium
Annapolis
16% off
Price is AU$10,858
AU$10,858
for 7 nights, 1 home
AU$1,551 per night
includes taxes & fees
Image gallery for NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Annapolis
12% off
Price is AU$4,992
AU$4,992
for 7 nights, 1 home
AU$713 per night
includes taxes & fees
Image gallery for Charming Annapolis WaterVIEW Home
9.89.8 out of 10, Exceptional, (59 reviews)
Exceptional
(59 reviews)
Charming Annapolis WaterVIEW Home
Annapolis
12% off
Price is AU$6,744
AU$6,744
for 7 nights, 1 home
AU$963 per night
includes taxes & fees
Image gallery for Million Dollar View of the Chesapeake Bay
9.89.8 out of 10, Exceptional, (131 reviews)
Exceptional
(131 reviews)
Million Dollar View of the Chesapeake Bay
Deale
8% off
Price is AU$3,816
AU$3,816
for 7 nights, 1 home
AU$545 per night
includes taxes & fees
Image gallery for Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
9.89.8 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Annapolis
12% off
Price is AU$8,943
AU$8,943
for 7 nights, 1 home
AU$1,278 per night
includes taxes & fees
Image gallery for Charming Home located minutes from the Naval Academy and Downtown Annapolis
9.69.6 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Annapolis
8% off
Price is AU$6,298
AU$6,298
for 7 nights, 1 home
AU$900 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
1010 out of 10, Exceptional, (224 reviews)
Exceptional
(224 reviews)
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Edgewater
8% off
Price is AU$4,164
AU$4,164
for 7 nights, 1 cottage
AU$595 per night
includes taxes & fees
Image gallery for Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok
Annapolis
12% off
Price is AU$10,076
AU$10,076
for 7 nights, 1 home
AU$1,439 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage Retreat near St. Michaels
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Charming Waterfront Cottage Retreat near St. Michaels
Bozman
16% off
Price is AU$3,512
AU$3,512
for 7 nights, 1 cottage
AU$502 per night
includes taxes & fees
Image gallery for New Loft w/South River view from treehouse deck!
1010 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
New Loft w/South River view from treehouse deck!
Riva
15% off
Price is AU$1,455
AU$1,455
for 7 nights, 1 apartment
AU$208 per night
includes taxes & fees
Image gallery for Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Riva
21% off
Price is AU$4,271
AU$4,271
for 7 nights, 1 home
AU$610 per night
includes taxes & fees
Image gallery for Beautiful Retreat Located in Rock Hall - walk to everything!
1010 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)
Beautiful Retreat Located in Rock Hall - walk to everything!
Rock Hall
13% off
Price is AU$3,298
AU$3,298
for 7 nights, 1 home
AU$471 per night
includes taxes & fees
Image gallery for Brand New Cottage Steps from the Beach!
1010 out of 10, Exceptional, (59 reviews)
Exceptional
(59 reviews)
Brand New Cottage Steps from the Beach!
Rock Hall
8% off
Price is AU$2,328
AU$2,328
for 7 nights, 1 home
AU$333 per night
includes taxes & fees
Image gallery for In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Rock Hall
8% off
Price is AU$2,701
AU$2,701
for 7 nights, 1 home
AU$386 per night
includes taxes & fees
Image gallery for House near Patapsco River 2700 square feet
9.69.6 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
House near Patapsco River 2700 square feet
Pasadena
8% off
Price is AU$8,229
AU$8,229
for 7 nights, 1 home
AU$1,176 per night
includes taxes & fees
Image gallery for West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Annapolis
11% off
Price is AU$2,396
AU$2,396
for 7 nights, 1 room
AU$342 per night
includes taxes & fees
Image gallery for This is truly a Baydream!
1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
This is truly a Baydream!
Rock Hall
8% off
Price is AU$3,165
AU$3,165
for 7 nights, 1 home
AU$452 per night
includes taxes & fees
Image gallery for Sailor's Retreat! Perfect home for the getaway weekend. Best location!
1010 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Annapolis
8% off
Price is AU$6,915
AU$6,915
for 7 nights, 1 home
AU$988 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Annapolis Landing Marina
Million Dollar View of the Chesapeake Bay
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
131 reviews(131 reviews)
Welcome Aboard the Kathleen Marie!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
Downtown Nights on the Water - Classic Cruiser Getaway
Sleeps 4 · 2 bedrooms · 1+ bathroom
Floating 2 bed 2 bath condo stunning views of the bay
Sleeps 8 · 2 bedrooms · 2 bathrooms
6.46.4 out of 10
7 reviews(7 reviews)
Stunning Waterfront Cottage with Breathtaking Views!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
220 reviews(220 reviews)
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Sleeps 12 · 6 bedrooms · 6 bathrooms
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