54 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Homes
Townhomes
Yachts
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Estates
Farmhouses
Hotels
Lodges
Studios
Villas

Booking Options

Location Type

Even More Filters

Features

Managed By

54 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Annapolis Downtown Vacation Rentals(54)

54 Results
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night min stay
(9)
$600 - $975
per night
2 - 4 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night min stay
(15)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
$775 - $1,000
per night
2 - 5 night min stay
  • 3 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 9
2 - 5 night min stay
(18)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
4 night min stay
(56)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(43)
$425 - $550
per night
2 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night min stay
(9)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night min stay
(9)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night min stay
(27)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 night min stay
(71)
$950 - $1,100
per night
3 night min stay
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(39)
$500 - $600
per night
3 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
(35)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 7 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night min stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 4 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(19)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 6 night min stay
(7)
$275 - $425
per night
2 - 5 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 5
2 - 5 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(16)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
$325 - $375
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(9)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night min stay
(13)
 View map Map
Advertisement
 

Recent Annapolis Reviews

Fantastic!

5 of 5
I truly enjoyed my stay here. It is a beautiful apartment, most importantly it is clean! I actually felt like I was home away from home. It is nicely decorated and everything I needed was there for me. I look forward to staying there again this summer! Thank you I wish you the best! I would highly recommend this apartment to my friends and family looking to visit the Annapolis area! It is perfect for couples and single people wanting to have a nice get away. The owner made me feel welcomed, greatly appreciate it!
  • Submitted: Mar 8, 2015
  • Stayed: Oct 2014

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

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