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
(648 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
Filter by Neighborhood
Kent Island (4) North Beach (1)
 View Favorites
$893 night
Location: Annapolis
Rating: 4.6 Stars
Sanare Estates
10 Beds
5.5 Baths
Sleeps 14
$496 night
Location: Annapolis
Rating: 4.9 Stars
Carriage on Conduit
3 Beds
2 Baths
Sleeps 6
$603 night
Location: Annapolis
Rating: 4.9 Stars
Captain’s Crossing
3 Beds
2 Baths
Sleeps 6
$1076 night
Location: Annapolis
Coming Soon! All New Annapolis Waterfront 4 Bedroom Home
5 Beds
3 Baths
Sleeps 10
$459 night
Location: Annapolis
Rating: 4.9 Stars
Eastport Easy
4 Beds
1.5 Baths
Sleeps 7
$657 night
Location: Annapolis
Rating: 5 Stars
Cool Spring Cove
5 Beds
3 Baths
Sleeps 10
$1050 night
Location: Annapolis
Rating: 5 Stars
River Breeze
9 Beds
3 Baths
Sleeps 13
$505 night
Location: Annapolis
Rating: 5 Stars
The Pearl (of Oyster Harbor)
4 Beds
2 Baths
Sleeps 8
$732 night
Location: Annapolis
Rating: 5 Stars
Chapel Vista
5 Beds
2.5 Baths
Sleeps 7
$510 night
Location: Annapolis
Rating: 4 Stars
Shore Leave
4 Beds
2.5 Baths
Sleeps 8
$846 night
Location: Annapolis
Rating: 5 Stars
Anchor at Annapolis Inn
9 Beds
2 Baths
Sleeps 12
$620 night
Location: Annapolis
Rating: 5 Stars
Kentmorr Pool Cottage
8 Beds
3 Baths
Sleeps 11
  • Previous
  • 1
  • 2
  • 3
  • 4
  • 5
  • …
  • 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 - 2025 iTrip LLC