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Annapolis Waterfront Vacation Rentals Vacation Rentals(51)

51 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,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night minimum stay
(16)
$375 - $500
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 5 night minimum stay
(46)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
2 night minimum stay
(25)
$500
per night
4 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 11
4 night minimum stay
(12)
$1,995
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(48)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
(27)
$250 - $425
per night
1 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night minimum stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 - 7 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(17)
  • 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
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(6)
$695
per night
4 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 7
4 night minimum stay
1 Review
$950
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
1 Review
$400 - $450
per night
2 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
(7)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
  • 5 BR,
  • 2 BA,
  • Sleeps 15
4 night minimum stay
(5)
$1,050
per night
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
1 Review
26 more choices from the HomeAway Network
$800
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(3)
$250 - $450
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 14
2 night minimum stay
2 Reviews
$275 - $400
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 18
2 - 7 night minimum stay
(8)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(7)
$350 - $600
per night
4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
4 night minimum stay
(11)
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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

Fantastic setting

5 of 5
We stayed for a week and enjoyed our visit. The house is beautifully decorated and the views are amazing. The kitchen is nicely appointed and the dining table is large and easily accomodated our party of 7. There is a nice gas grill that we used several times. We had fun using the canoe and kayaks and tere are life life jackets for all sizes. The stairs to the beach are quite steep and not recommended for those with mobility issues. It provided a nice work out to go down to the beach! The beds were comfortable with upgraded linens. As mentioned in previous review, the bathroom set up is different with everyone having to share one of the en suite showers. It was not a big deal overall and this was not an issue wit our group. There are no bedrooms on the main level, be prepared to take some stairs. The owner was friendly and responsive to all requests. Our deposit was refunded promptly. We plan on returning!
  • Submitted: Oct 6, 2014
  • Stayed: Sep 2014

Great Girls Weekend

4 of 5
We rented this property for our annual girls weekend and were glad we did. After looking online for a house in or walking distance to Annapolis and being hit by sticker shock for small houses that included no parking, we decided to look further out of town. This house was the perfect get away. The views of the river from just about every room in the house were beautiful, and the large wrap around deck with plenty of seating allowed us to spend just about every waking minute outside. When we wanted to go into town, it was a short cab ride (parking in town is by sheer luck). There is a nice community beach in the development that is walkable, although if you are lugging chairs, coolers, etc I would highly recommend driving the 5 minutes unless you are a mountail climber! There is plenty of parking there. Martin was a real pleasure to work with before, during, and agfter our time at his house. He responded quickly to any questions we had. It was like having two vacations in one. When we wanted the hustle and bustle of town it was a cab ride away, but the relaxing nature of the house and surroundings was the real prize
  • Submitted: Sep 17, 2014
  • Stayed: Sep 2014