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Annapolis Downtown Vacation Rentals Vacation Rentals(39)

39 Results
$195 - $395
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(42)
$475 - $1,143
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(9)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night minimum stay
(16)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
(68)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night minimum stay
(55)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night minimum stay
(25)
$775 - $875
per night
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 9
2 - 5 night minimum stay
(18)
$425 - $650
per night
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
(9)
$500 - $600
per night
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(35)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 6 night minimum stay
(38)
$800 - $950
per night
3 night minimum stay
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(25)
$350
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(17)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 5 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
1 - 2 night minimum stay
(3)
$275 - $425
per night
2 - 5 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
2 - 5 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(16)
$325 - $375
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
$1,050
per night
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
1 Review
$350 - $500
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(13)
14 more choices from the HomeAway Network
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 6 night minimum stay
(8)
$575 - $857
per night
2 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
(3)
$575
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(7)
$600 - $675
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
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Recent Annapolis Reviews

Perfect location

4 of 5
We rented the house for a family weekend. It was a perfect location. We parked the cars and walked everywhere. Thanks for the use of a beautiful house.
  • Submitted: Nov 10, 2014
  • Stayed: Oct 2014

Great location - great flat!

5 of 5
My husband and I were in Annapolis to celebrate our 25th wedding anniversary. This flat located in the historic district was perfect. The location was great - convenient to everything. The power boat show was going on the weekend we were there so downtown Annapolis was hopping, but it was nice to have this beautiful refuge to go to. Marie was very helpful with parking, etc. The flat was spotless and had all the amenitites we needed. We will be back.
  • Submitted: Nov 10, 2014
  • Stayed: Oct 2014

Definitely will be back, loved it!

5 of 5
This house is beautiful - you feel like you never want to leave. Perhaps next time we won't! . In a perfect location, quiet, yet convenient, roomy, and we loved the everything the town has to offer being so close by. Best kept a secret so it is not booked next time I want to come....
  • Submitted: Sep 27, 2014
  • Stayed: Sep 2014