just booked a vacation in
iTrip.net®
  • Log In
  • START A FRANCHISE
  • Destinations
  • Vacation Deals
  • List Your Property
  • Blog
  • Contact us
  2. USA
  3. MD
  4. Annapolis
  5. MD

Properties in Annapolis
(568 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
Filter by Neighborhood
Kent Island (3) North Beach (1)
 View Favorites
$874 night
Location: Annapolis
Rating: 4.7 Stars
Sanare Estates
10 Beds
5.5 Baths
Sleeps 14
$926 night
Location: Annapolis
Rating: 4.9 Stars
The Jolly Roger
8 Beds
3 Baths
Sleeps 12
$507 night
Location: Annapolis
Rating: 4.9 Stars
Bay Cottage
5 Beds
2 Baths
Sleeps 8
$420 night
Location: Annapolis
Nautical Flat
3 Beds
2 Baths
Sleeps 6
$507 night
Location: Annapolis
Rating: 5 Stars
The Pearl (of Oyster Harbor)
4 Beds
2 Baths
Sleeps 8
$804 night
Location: Annapolis
Rating: 5 Stars
First Mate
4 Beds
3.5 Baths
Sleeps 12
$456 night
Location: Annapolis
Settle Inn
5 Beds
2 Baths
Sleeps 9
$536 night
Location: Annapolis
Westside Storied
4 Beds
2 Baths
Sleeps 9
$539 night
Location: Annapolis
Fitzgerald House
2 Beds
2 Baths
Sleeps 6
$453 night
Location: Annapolis
Rating: 5 Stars
Pinecrest Bungalow
4 Beds
2 Baths
Sleeps 8
$1078 night
Location: Annapolis
Rating: 5 Stars
The Randall House
7 Beds
4 Baths
Sleeps 11
$448 night
Location: Annapolis
Rating: 5 Stars
Below Deck
2 Beds
1 Bath
Sleeps 4
  • 1
  • 2
  • 3
  • 4
  • 5
  • …
  • Last
  • Next
Connect With Us
Vacation Rentals Vacation Destinations Vacation Deals View Favorites
About iTrip Blog Contact Us About Reviews Guarantee FAQ Privacy Policy
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb Flipkey
Copyright © 2008 - 2026 iTrip LLC