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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

  • Had the best baby shower , perfect place for a family vacation!

    "I live nearby however needed to find a great place to have a baby shower for my daughter but I knew I wanted to invite family that lived far away and wanted a place they could stay,it was such a great surprise and everyone agreed that was the perfect place. It was very nice open area to set ip for the shower and when the shower was over it was nice and cozy and clean for family we hadn't seen in a long time. The cottage had everything we needed to prepare for the shower including extra tables and chairs, The men really enjoyed be able to spread out they even had a bonfire on the beach!The views are amazing and with all the activities the cottage offers will be a great vacation during the summer especially. Although it was to cold to fish or enjoy the kayak's provided there a hope we can get together again in the warmer weather. Looking forward to going back"
    Guest: Happy mom Date of Stay: December 2013 Review Submitted: April 13, 2014
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  • Beautiful house, central location

    "We visited our son at the Naval Academy and chose the house for its location. It is a beautiful house, very tastefully decorated and comfortable. Owner was very easy to coordinate plans. Would recommend the house to anyone, especially if you want a location near the shops and restaurants of Annapolis and the USNA."
    Guest: jeanne S. Date of Stay: February 2014 Review Submitted: March 13, 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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  • Don't Miss Out! on this experience!

    "I had searched and searched for a hotel or B&B close to the water. There were many selections, but rates always seemed to jump to double for the weekend. This is a common practice during the Summer, but I just didn't want to spend that much. Searching through this website I came across this title..."Waterfront Accommodations - ON THE WATER! Got my attention so I read further. Do not pass this up! The staff is amazing and the accommodations were just what they advertised - ON THE WATER! I was at the end of the dock where I photographed Osprey, ducks, sailboats, people, incredible sunsets and had 2 decks to choose from where I enjoyed a glass of wine every evening. I was 5 blocks from The Chart House, where I had dinner and picked up the local water taxi that whisked me away across the Bay to Annapolis! Can't get much better than that!"
    Guest: Diane M. Date of Stay: August 2014 Review Submitted: August 12, 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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