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Annapolis Pet Friendly Vacation Rentals(52)

52 Results
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night minimum stay
(53)
$295 - $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
(55)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night minimum stay
(16)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
2 night minimum stay
(25)
$400
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(37)
$250 - $425
per night
1 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
(9)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 6 night minimum stay
(36)
$450 - $600
per night
3 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 4 night minimum stay
(35)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 night minimum stay
(29)
$450 - $643
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
$215 - $385
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(22)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 15
4 night minimum stay
(5)
$325
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(11)
$300
per night
2 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 15
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
29 more choices from the HomeAway Network
$71 - $75
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night minimum stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 12
  • 2 BR,
  • 2 BA,
  • Sleeps 5
$325 - $350
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 10
2 night minimum stay
(14)
$250 - $275
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(26)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(4)
$800
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(3)
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Recent Annapolis Reviews

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

Great house in a great location!

5 of 5
The house is a beautiful, clean recently remodeled home, that is well stocked with anything needed for a great stay in Annapolis. Parking is easy on the street in front of the house and it is a short walk to Main Street shops and just as short a walk to the restaurants on West Street, so you won't need your car. The owner was responsive and available to answer questions or if we needed something and helped make our visit stress free.
  • Submitted: Aug 20, 2013
  • Stayed: Aug 2013

Fun in the sun at the shore!

5 of 5
We all enjoyed our stay at the shore house. The kids had lots to do and spent a lot of time swimming and jumping off the dock. The house was large enough for everyone and was kid friendly. Abby was very kind and easy to work with. She was prompt in returning our deposit as well.
  • Submitted: Aug 20, 2013
  • Stayed: Jul 2013