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Annapolis Vacation Rentals with pool(29)

29 Results
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night min stay
(56)
  • 5 BR,
  • 3 BA,
  • Sleeps 21
2 - 7 night min stay
(64)
$600 - $975
per night
2 - 4 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night min stay
(15)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night min stay
(27)
$425
per night
1 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(39)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night min stay
(6)
$400 - $450
per night
2 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night min stay
(4)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
$750 - $1,143
per night
3 - 7 night min stay
  • 7 BR,
  • 55 BA,
  • Sleeps 12
3 - 7 night min stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(19)
$650 - $850
per night
1 - 3 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 6
1 - 3 night min stay
$700 - $1,126
per night
4 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night min stay
1 Review
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night min stay
(9)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
2 Reviews
$690 - $1,000
per night
4 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
(20)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 18
2 - 3 night min stay
(5)
$325
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
1 Review
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night min stay
(5)
$150
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(28)
$1,114 - $1,425
per night
2 - 7 night min stay
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night min stay
(9)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 12
(3)
$800
per week
14 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
14 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 night min stay
1 Review
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
2 Reviews
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 11
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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

Absolutely Fabulous

5 of 5
This experience was a little heaven on earth. Although we were only one hour away, we felt like we were far away in another state. Nicely decorated and quite comfortable. The owner's hospitality was great. Thank you so much Steve! We will definitely come again. We enjoyed our mini honeymoon.
  • Submitted: Nov 12, 2007
  • Stayed: Nov 2007