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
$878 night
Location: Annapolis
Rating: 4.7 Stars
Sanare Estates
10 Beds
5.5 Baths
Sleeps 14
$543 night
Location: Annapolis
Rating: 5 Stars
Naptown Nook
4 Beds
3.5 Baths
Sleeps 6
$664 night
Location: Annapolis
Rating: 5 Stars
The Annapolis Firehouse
4 Beds
3 Baths
Sleeps 8
$723 night
Location: Annapolis
Rating: 4.9 Stars
Oh Happy Bay
4 Beds
2 Baths
Sleeps 8
$615 night
Location: Annapolis
Rating: 5 Stars
Kentmorr Pool Cottage
8 Beds
3 Baths
Sleeps 11
$1345 night
Location: Annapolis
Rating: 5 Stars
Washington's Retreat
10 Beds
4.5 Baths
Sleeps 14
$271 night
Location: Annapolis
Rating: 4.5 Stars
Cool Spring Suite
2 Beds
1 Bath
Sleeps 4
$494 night
Location: Annapolis
Roost on the River
3 Beds
2.5 Baths
Sleeps 6
$462 night
Location: Annapolis
Rating: 5 Stars
The Fleet's Inn
3 Beds
2.5 Baths
Sleeps 5
$927 night
Location: Annapolis
Rating: 4.9 Stars
The Jolly Roger
8 Beds
3 Baths
Sleeps 12
$495 night
Location: Annapolis
Rating: 5 Stars
Beachcomber
4 Beds
2 Baths
Sleeps 6
$637 night
Location: Annapolis
The Yard
4 Beds
2 Baths
Sleeps 12
  • 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