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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Annapolis reviews

  • Annapolis Chesapeake Bay Charmer suitable for special family gathering indeed!!

    "We utilize VRBO for many vacation lodging needs and can say this Annapolis Chesapeake Bay home exceeded our expectations in many ways. From the cordial and hospitable property management team and owners, right down to the comfortable-clean-quite-undisturbed property and surroundings, the private beach amenities, and the accuracy of the listing description. Our weekend family wedding event was transformed from a special moment to a lifetime memory by staying here, (versus staying in an area hotel), and, if we are in Annapolis again for an extended period then we would welcome the opportunity to stay at this property again without any reservations. I would highly recommend this property to any relative or friend. We also enjoyed the unrestricted view of the Bay from the front porch, the exclusive address, and the close proximity to historic downtown Annapolis... Also loved touring the US Naval Academy. Dinner recommendations? The grill provided with this rental in the backyard, the Main Ingredient, and the "Dry Dock" Restaurant on premise at the Naval Academy. Hope you enjoy as much as we did!"
    Guest: Don Date of Stay: July 2014 Review Submitted: July 25, 2014
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  • Beautiful house in a great location!

    "We stayed for a week in May and couldn't have been happier. The house is beautiful: well-cared for and has everything you could want. The location is perfect. It's on a quiet street within walking distance of historic downtown Annapolis. We thoroughly enjoyed our week in Annapolis, no small part due to the house!"
    Guest: Robin J. Date of Stay: May 2014 Review Submitted: July 6, 2014
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  • Exactly How Described!

    "Everything we like in a rental. Most important of all, very clean!!!! Sherry is very accommodating. We will definitely rent again if we return to the area."
    Guest: Impressed! Date of Stay: June 2014 Review Submitted: June 16, 2014
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  • Just What We Needed

    "My daugher was getting married in Annapolis, which is out of town for us. I needed a comfortable place accessible to both the church and reception hall. I also wanted to spend time in historic Annapolis if possible. In addition, I needed a quiet place to recup after each day's events. The apartment is comfortable, and has a couch bed which my other daughter slept on. The bed in the bedroom was very comfortable, the water always hot, and the neighborhood delightfully quiet. The neighbors were also friendly and gracious on the rare occasion we saw anyone. Baron was ready to help if needed at any point. He is a most gracious host. My husband and I plan to reserve again and again."
    Guest: Lori R. Date of Stay: June 2014 Review Submitted: July 15, 2014
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Annapolis Travel Tips

Adventures Await You in Annapolis Vacation Rentals

Are you up for a pirate adventure? How about a little live, local theater? Maybe your vacation to Annapolis, Maryland includes young children so a visit to one of the best children’s museums in Maryland is on the agenda. No matter what adventures you choose, Annapolis vacation rentals are close to the action.

Treasure Hunting and Pirates Make Annapolis Vacation Rentals Famous

Make staying at Annapolis lodging a whole lot more adventurous with a visit to Pirate Adventures on the Chesapeake. Learn how to read a treasure map and find the treasure. You may even get to meet the smelliest pirate on the seven seas--Pirate Pete! All sorts of adventures await kids of all ages when you book Maryland rentals. You won’t find too many pirate adventures on your vacation so take advantage of this opportunity.

Live Theater close to Annapolis Lodging

The Colonial Players always present a fine production whether they are performing comedies or tragedies. Maryland rentals near East Street in the heart of historic Annapolis are very close to the Colonial Players who always have a new production in the works. Annapolis lodging keeps you in the thick of things so when you book Annapolis vacation rentals, make a note of the addresses so you can find nearby entertainment opportunities.

Guests of Maryland Rentals Enjoy the Children’s Museum

Don’t hang around your Annapolis vacation rentals all day. Entertain the kids with a visit to the Chesapeake Children’s Museum and get their minds and bodies working. Explore the woods surrounding Annapolis lodging, learn about turtles and trucks, and create some fine art to take back to your Maryland rentals to really jazz up your accommodations. You may even be able to sneak into one of the classes the CCM offers; just ask if there’s space for you and your kids.

Other popular and affordable Maryland vacation destinations include Ocean City Maryland rentals, Deep Creek Lake accommodation, or St Michaels MD vacation homes. You will have no problem finding an ideal vacation rental home for your next Maryland family trip.

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