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Annapolis Vacation Rentals(88)

88 Results
$195 - $395
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(42)
  • 5 BR,
  • 3 BA,
  • Sleeps 21
2 - 5 night minimum stay
(56)
$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)
$375 - $500
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 5 night minimum stay
(46)
$400
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(39)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night minimum stay
(15)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
(69)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night minimum stay
(55)
$350 - $800
per night
2 - 3 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 3 night minimum stay
(6)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night minimum stay
(25)
$250 - $425
per night
1 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night minimum stay
(4)
$500
per night
4 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 11
4 night minimum stay
(12)
$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)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
(27)
$1,995
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(48)
$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)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(17)
$450 - $643
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
$800 - $950
per night
3 night minimum stay
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
  • 5 BR,
  • 3 BA,
  • Sleeps 9
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(25)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(4)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 45 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
(7)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
2 Reviews
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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

Just perfect

5 of 5
Loved loved loved this property. Gorgeous views of the river with the boats and birds gliding by. What a find, the house is tucked away in a small waterfront community , they type I thought were all plowed down for big developments. Deeeelightful. We visited Annapolis, a quick ride, and it was nice but I couldn't wait to get back to our hideaway. Plenty of restaurants nearby. The house has everything you need, comfy beds, plenty of living space, nice decks around. We ate dinners out but really enjoyed our breakfasts with a view and the kitchen was well equipped to make all your own meals if you wanted to. The quiet roads lent themselves to long walks with our dog , who also loved it here. Do not hesitate to rent this home, you will not regret your choice.
  • Submitted: Oct 30, 2014
  • Stayed: Oct 2014

Home away from Home

5 of 5
We had such a wonderful stay at the Carriage House. The owners, Rich and Jane are so friendly, welcoming and fun! We loved getting to know them, their children and their 2 doggies, Bubba and Coco. Jane decorated the Carriage House and has exquisite taste. There was room for 6 of us comfortably and even 8 one weekend. It does feel brand new! We loved sitting on the breezeway in the morning and evening watching the sailboats go by on the river. And we loved the views from the pool and hot tub. Some nights we would walk down to the dock and watch the sunset, so lovely. Jane and Rich were so gracious and took us out on their boats and jet skis. They have a lot of "toys" and share them all! We hope to go back next year!!
  • Submitted: Oct 15, 2014
  • Stayed: Oct 2014