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Annapolis Waterfront Vacation Rentals(52)

52 Results
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night min stay
(57)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(43)
$490 - $800
per night
2 - 5 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 5 night min stay
(6)
$375 - $450
per night
2 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night min stay
(50)
$500
per night
4 night min stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 11
4 night min stay
(12)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night min stay
(27)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 - 7 night min stay
(14)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
$650 - $850
per night
1 - 3 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 6
1 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
(17)
  • 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
$400 - $450
per night
2 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 night min stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
4 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 15
4 night min stay
(5)
$595
per night
4 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 7
4 night min stay
1 Review
28 more choices from the HomeAway Network
  • 4 BR,
  • 3 BA,
  • Sleeps 14
2 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
(3)
$275 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 18
2 - 7 night min stay
(9)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 4 night min stay
(4)
$200 - $250
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night min stay
(32)
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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

So charming!!!

5 of 5
If only we could stay there a bit longer. This place was beautiful If you are looking for a peaceful and relaxing getaway, that's the place you need. My friend and I decided very spontaneously to go away for the weekend, and despite the very short notice, the owner (Marilyn) was so accommodating and made every effort to get the place ready for us. Even in Winter time, this place has its charm. We really enjoyed sitting on the dock, surrounded by the frozen lake. What a magnificent and therapeutic view. Nothing better than enjoying a home cooked meal and playing board games by the fireplace. This place was exactly what my friend and I needed. Peace, quiet, and a lot of relaxation. I would love to be able to visit it again in a different season. The location is amazing and I can only imagine the charm that each season has to offer. Thank you Marilyn for letting us stay in your charming home. We hope we can visit it again some day! L&S
  • Submitted: Mar 21, 2015
  • Stayed: Feb 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