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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

  • Cozy Cottage

    "We have stayed at this cozy cottage 2 times in the last year. First time was a visit for our MIDS birthday and just last week for commencement. Although small in space , it is big on comfort and class. The kitchen has everything needed to prepare a first class meal. Our host was easy to deal with and welcoming. We love the location. We are walkers and it was easy to walk everywhere and leave the car behind thus eliminating parking in downtown Annapolis. We love this place!"
    Guest: Vicki Date of Stay: May 2014 Review Submitted: May 28, 2014
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  • Nice place, need more photos

    "We enjoyed our stay at this home, which was very convenient to a wedding we were attending while in Annapolis. The owner was nice and very helpful, and the home was clean and inviting when we arrived, with fresh sheets and towels. The layout of the home is a bit odd, and I would have appreciated additional photos before arriving. To access the back bedroom area (which is an enclosed porch area) you have to go through another bedroom. And the only, very small, bathroom, is in between the two bedrooms. The sun porch and the screen porch would have been wonderful additional space for hanging out, if we had been here in warmer weather. As it was we only spent time in the main front living room area because it was a colder October weekend. The neighborhood was nice and quiet, and though we didn't have time to utilize the community beach area, it was very close by. The kitchen was small, but well stocked, and open to the living room. I'd recommend this place for families with kids or very close friends who don't mind having to share space (i.e. going through each others bedrooms to access other rooms) and only one bathroom. And I would certainly suggest it for warmer months as the outdoor spaces looked very inviting even though we didn't use them."
    Guest: Emily B. Date of Stay: October 2014 Review Submitted: October 13, 2014
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  • The BEST

    "This is the second time we have stayed in The Chestnut House. It couldn't be more perfect. The serenity there is incredible, being able to sit and watch the water, deer and now the sheep. Our collie loved it too, being able to be outside with all the new smells. The owners are a delight. We hope to be able to stay again the next time we are in the Annapolis region."
    Guest: Deborah W. Date of Stay: September 2014 Review Submitted: September 17, 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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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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