Vacation rentals near Annapolis Maritime Museum
We found 1,152 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals within easy reach of Annapolis Maritime Museum that provide the perfect home base for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you expect for your stay, such as air conditioning and WiFi. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Annapolis Maritime Museum
Showing deals for:Nov 21 - Nov 28
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
15% off
Price is CA $323
CA $323
CA $2,931 total
CA $2,931 total
includes taxes & fees
Image gallery for Unbelievable beach views for 6
1010 out of 10 rating
Exceptional
(8 reviews)
Unbelievable beach views for 6
North Beach, MD
10% off
Price is CA $415
CA $415
CA $3,546 total
CA $3,546 total
includes taxes & fees
Image gallery for Chessie Cottage-Chesapeake Bay Great views from easy single floor living!
1010 out of 10 rating
Exceptional
(5 reviews)
Chessie Cottage-Chesapeake Bay Great views from easy single floor living!
Stevensville, MD
10% off
Price is CA $653
CA $653
CA $5,813 total
CA $5,813 total
includes taxes & fees
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
10% off
Price is CA $519
CA $519
CA $5,217 total
CA $5,217 total
includes taxes & fees
Image gallery for Secluded Waterfront Property on 3 acres with swimming pool and dock.
1010 out of 10 rating
Exceptional
(48 reviews)
Secluded Waterfront Property on 3 acres with swimming pool and dock.
Bozman, MD
6% off
Price is CA $942
CA $942
CA $8,400 total
CA $8,400 total
includes taxes & fees
Image gallery for Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
1010 out of 10 rating
Exceptional
(22 reviews)
Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
St. Michaels, MD
15% off
Price is CA $294
CA $294
CA $2,732 total
CA $2,732 total
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
10% off
Price is CA $1,150
CA $1,150
CA $9,755 total
CA $9,755 total
includes taxes & fees
Image gallery for Annapolis Garden Suite
1010 out of 10 rating
Exceptional
(7 reviews)
Annapolis Garden Suite
Annapolis, MD
5% off
Price is CA $309
CA $309
CA $2,862 total
CA $2,862 total
includes taxes & fees
Image gallery for Private Waterfront Home w/ Pier and 2+ Acres!
1010 out of 10 rating
Exceptional
(85 reviews)
Private Waterfront Home w/ Pier and 2+ Acres!
Deale, MD
10% off
Price is CA $529
CA $529
CA $5,099 total
CA $5,099 total
includes taxes & fees
Image gallery for Dollhouse in Central Historic St Michaels
9.69.6 out of 10 rating
Exceptional
(52 reviews)
Dollhouse in Central Historic St Michaels
St. Michaels, MD
15% off
Price is CA $336
CA $336
CA $2,913 total
CA $2,913 total
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available
1010 out of 10 rating
Exceptional
(47 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
18% off
Price is CA $476
CA $476
CA $4,545 total
CA $4,545 total
includes taxes & fees
Image gallery for The heart of St Michaels awaits.
1010 out of 10 rating
Exceptional
(46 reviews)
The heart of St Michaels awaits.
St. Michaels, MD
10% off
Price is CA $285
CA $285
CA $2,839 total
CA $2,839 total
includes taxes & fees
Image gallery for Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville, MD
20% off
Price is CA $292
CA $292
CA $2,530 total
CA $2,530 total
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
10% off
Price is CA $448
CA $448
CA $4,348 total
CA $4,348 total
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
10% off
Price is CA $1,057
CA $1,057
CA $9,047 total
CA $9,047 total
includes taxes & fees
Image gallery for Modern Bay Dream
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Modern Bay Dream
Deale, MD
10% off
Price is CA $560
CA $560
CA $5,375 total
CA $5,375 total
includes taxes & fees
Image gallery for Waterfront Sunset Bayview: sleeps 6
1010 out of 10 rating
Exceptional
(19 reviews)
Waterfront Sunset Bayview: sleeps 6
Chester, MD
10% off
Price is CA $528
CA $528
CA $4,654 total
CA $4,654 total
includes taxes & fees
Image gallery for Quiet Home Close to Downtown Annapolis and Parks
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Quiet Home Close to Downtown Annapolis and Parks
Annapolis, MD
20% off
Price is CA $361
CA $361
CA $2,912 total
CA $2,912 total
includes taxes & fees
Image gallery for Guest Quarters at the Inn - 101
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Guest Quarters at the Inn - 101
North Beach, MD
10% off
Price is CA $232
CA $232
CA $1,943 total
CA $1,943 total
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.
9.89.8 out of 10 rating
Exceptional
(54 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
10% off
Price is CA $639
CA $639
CA $5,529 total
CA $5,529 total
includes taxes & fees
Image gallery for Gorgeous Creek Side Ranch-Style Estate With Dock
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Gorgeous Creek Side Ranch-Style Estate With Dock
Queenstown, MD
10% off
Price is CA $657
CA $657
CA $6,457 total
CA $6,457 total
includes taxes & fees
Image gallery for John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.69.6 out of 10 rating
Exceptional
(118 reviews)
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
St. Michaels, MD
10% off
Price is CA $419
CA $419
CA $3,626 total
CA $3,626 total
includes taxes & fees
Image gallery for WATERFRONT right on a BEACH
1010 out of 10 rating
Exceptional
(50 reviews)
WATERFRONT right on a BEACH
Rock Hall, MD
5% off
Price is CA $685
CA $685
CA $6,122 total
CA $6,122 total
includes taxes & fees
Image gallery for Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
Shady Side, MD
10% off
Price is CA $1,168
CA $1,168
CA $10,673 total
CA $10,673 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Annapolis Maritime Museum
Charming Downtown Hotel w/ Vintage Character + Modern Amenities
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The Yellow Cottage on Harness Creek
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
164 reviews(164 reviews)
Walk everywhere . . .just minutes to historic Annapolis, Updated.
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Charming apt in the heart of Eastport & Annapolis
Sleeps 8 · 3 bedrooms · 1 bathroom
Studio Apartment in Downtown Annapolis
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Wright's Cottage- Pet's Welcome & EV Charging
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
12 reviews(12 reviews)
Top rated rentals - Annapolis Maritime Museum
Fantastic Location with the surprise to be on the water
1010 out of 10
Exceptionalexceptional
236 reviews(236 reviews)
What an amazing property and perfect, beautiful area to walk. Gorgeous views of the waterway and bridge. Perfect distance to downtown Annapolis. We feel so fortunate to find this gem.
Diane M.
Stayed Oct 2023
Sailing regatta stay
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Property was just as shown. Small but well appointed and great location for us. Walking distance to some very nice restaurants.
Thomas F.
Stayed Apr 2022
Perfectly Peaceful
1010 out of 10
Exceptionalexceptional
143 reviews(143 reviews)
This property provided the perfect, peaceful weekend escape for my husband and I. Dun’s Cove proved to be the best location to stay in the area with all the attractions and amenities nearby yet, we were always welcomed back by the tranquility of this property nestled along the shore. The views from within the home enhanced the feeling of being outdoors at all times and the added bonus of a wood burning fireplace truly made our time special. Whether you are in the area and need a place to stay or as a destination home, we would highly recommend renting this property.
Sheri W.
Stayed Dec 2021
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, yards and more
More for lessMore space, more privacy, more amenities — more value