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
$892 night
Location: Annapolis
Rating: 4.6 Stars
Sanare Estates
10 Beds
5.5 Baths
Sleeps 14
$883 night
Location: Annapolis
River Breeze Estate - Commissioning Week Only
8 Beds
4 Baths
Sleeps 15
$592 night
Location: Annapolis
Rating: 5 Stars
Naptown Nook
4 Beds
3.5 Baths
Sleeps 6
$1096 night
Location: Annapolis
Rating: 5 Stars
The Randall House
7 Beds
4 Baths
Sleeps 11
$661 night
Location: Annapolis
Rating: 4.9 Stars
Hanover House
5 Beds
2.5 Baths
Sleeps 8
$453 night
Location: Annapolis
Rating: 5 Stars
Below Deck
2 Beds
1 Bath
Sleeps 4
$699 night
Location: Annapolis
Rating: 5 Stars
The Annapolis Firehouse
4 Beds
3 Baths
Sleeps 8
$846 night
Location: Annapolis
Rating: 5 Stars
Anchor at Annapolis Inn
9 Beds
2 Baths
Sleeps 12
$563 night
Location: Annapolis
Rating: 5 Stars
Happy Hours
4 Beds
2.5 Baths
Sleeps 8
$603 night
Location: Annapolis
Rating: 4.9 Stars
Captain’s Crossing
3 Beds
2 Baths
Sleeps 6
$1113 night
Location: Annapolis
Rating: 5 Stars
Lighthouse Inn
7 Beds
3.5 Baths
Sleeps 12
$900 night
Location: Annapolis
Rating: 4.9 Stars
Deep in the Heart of Crabtown
3 Beds
3.5 Baths
Sleeps 6
  • 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