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Annapolis Pet Friendly Vacation Rentals(69)

69 Results
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night min stay
(56)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(43)
$425 - $550
per night
2 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night min stay
(9)
  • 5 BR,
  • 3 BA,
  • Sleeps 21
2 - 7 night min stay
(62)
$400
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(42)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night min stay
(27)
$600 - $975
per night
2 - 4 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night min stay
(15)
$425
per night
1 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night min stay
(5)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(39)
$500 - $600
per night
3 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
(35)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 5 night min stay
(35)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
1 Review
$260 - $643
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(3)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(27)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 5 night min stay
$350 - $750
per night
2 - 5 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 5 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night min stay
$700
per night
5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
$200 - $325
per night
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(19)
$355 - $620
per night
2 - 6 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
2 - 6 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
1 Review
$220 - $350
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 15
4 night min stay
(5)
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Recent Annapolis Reviews

Perfect Stay!

5 of 5
The Carriage House was the perfect spot for our girls weekend. Jane is wonderful to work with and met all of our needs. The place is beautifully decorated down to the smallest details. The kitchen is well appointed though we found little need to cook with such easy access to the restaurants in Annapolis. She has stocked all the basics making it a very easy and comfortable rental. I only wish we could have had some warmer weather, but that means we will just have to return. It is truly a perfect spot for a getaway with family or friends.
  • Submitted: Mar 24, 2015
  • Stayed: Mar 2015

New Year's '14

5 of 5
What a wonderful home (even at this time of year.) We were able to bring in the new year with our closet friends over our lobster dinner and in the warmth of the two-way fireplace. The views of the water are spectacular and the home is everything you would imagine. Well-stocked, clean and comfortable. Thank you Evan.
  • Submitted: Jan 4, 2015
  • Stayed: Dec 2014

Immaculate Property, Excellent Location!

5 of 5
They list this property as "On Chesapeake Bay"; well it is almost "in" Chesapeake Bay. Spectacular view from every room in the house. Immaculate home that is very comfortable and extremely well equipped and maintained. Dick and Sharon could not have been more accommodating and gave great recommendations for everything in the area. As they state in their listing, probably not a place for small children. Great place for two couples. The master bathroom is the largest that I have ever seen and definitely has a better view than any 5 star hotel. Would definitely rent again.
  • Submitted: Oct 27, 2014
  • Stayed: Oct 2014