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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

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

  • Commissioning Week

    "This was our first time renting a home for a vacation and it was a wonderful experience. We had family ranging in age from 2 - 81 and everyone loved it. Lots of room to spread out. The rooms are private and quiet which made it great for babies napping. We were in Annapolis for commissioning week the house was centrally located to everything we needed. Stores were very close and all the Navy activities were easy to get to. The back yard was set up for BBQ ing and a great hang out area when we had guests. The owners were very accessible and pleasant to deal with."
    Guest: Rose S. Date of Stay: May 2014 Review Submitted: June 16, 2014
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  • Great family vacation in Annapolis

    "We had the most amazing week in this house on River Rd. It was a family reunion, consisting of five families, two from Raleigh, NC, two from upstate, NY, one from Boston, Mass. In all eight adults, eight children, and we did take the guest house as well. Both Liz. and Kris, the rental agent helped us with all our needs. They were awesome to work with. The house was perfect, the grounds with pool and hot tub perfect, the location perfect, and the visit turned out to be perfect as well. It is everything that is discribed in the add, only problem we had was getting the TV'S in upstairs bedroom's to work. No big deal, we didn't need them anyway. I reccomend this property to most everybody, it was so beautiful."
    Guest: Fran Date of Stay: August 2014 Review Submitted: August 22, 2014
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  • Awesome !

    "We have just returned to the Uk after a visit to Annapolis to attend my Brothers wedding. I can not recommend this house and owner enough, everything was simply perfect. It is a short stroll in to downtown Annapolis and has everything you could possibly need and more ! I really didn't want to leave :("
    Guest: Jason C. Date of Stay: September 2014 Review Submitted: October 9, 2014
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  • Came just for Christmas--stayed through New Year's

    "The cottage was exactly as it appeared or even better. Cozy, bright, comfortable, in a gorgeous setting, the river outside reflecting Christmas lights in houses across the way . . . Chuck and his family were wonderful, keeping us well stocked in firewood and cheer; he and his wife even had a Christmas tree ready for us to decorate and light. And there are boats--canoes, kayaks (but stay away from that maddening dinghy). I'd planned to leave after ten days but couldn't resist, so stayed four more. It was as wonderful for quiet writing as for entertaining, and its accessibility made it perfect for my wheelchair-bound mother to come for dinners. I'd very happily stay again."
    Guest: Jane Alison Date of Stay: December 2013 Review Submitted: January 16, 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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