Annapolis Rentals By Owner

There are a lot of options in Annapolis. If you plan on staying in the Annapolis area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Annapolis:

• Stunning Waterfront Cottage in the Sailing Capital of the World!
• Ultraclean Family Waterfront Home Annapolis Area - 200+ Top Reviews!
• Upscale home with parking for 4 cars in driveway. Walk to downtown.
• Your Annapolis Adventure Starts Here!
• Historic Downtown Charmer, Water Views and Parking!
• Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
• Craftsman Bungalow Suite Near Naval Academy Stadium and Historic District
• Historic Renovated Home in the Heart of Downtown
• 96 Five Star Reviews located in the City of Annapolis in a quiet neighborhood!
• Gorgeous Annapolis Area Waterfront Home!

There are many large, family-friendly vacation homes available in Annapolis; however, here are the most popular family rentals listed on our site:

• PERFECT LOCATION in the heart of history
• Neptune By The Water
• USNA Luxury Home, parking, pet friendly
• Charming Historic Annapolis Home With Two Off-street Parking Places!

Yes, there are 1054 self-catering vacation homes in Annapolis that have hot tubs, swimming pools, & other amenities.

There are more than 1054 luxury villas and vacation homes in or near Annapolis. Filter by price to compare find the most expensive places to stay on Thebestvacationrentals.

Yes, there are 1054 pet friendly vacation homes and places to stays that are available in or near Annapolis that you may consider.