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
$642 night
Location: Annapolis
Rating: 5 Stars
The Schooner
6 Beds
2 Baths
Sleeps 10
$603 night
Location: Annapolis
Rating: 4.9 Stars
Captain’s Crossing
3 Beds
2 Baths
Sleeps 6
$903 night
Location: Annapolis
Rating: 5 Stars
Manor in the Park
9 Beds
5 Baths
Sleeps 14
$477 night
Location: Annapolis
Rating: 5 Stars
Third Time's The Charm
3 Beds
1.5 Baths
Sleeps 6
$1744 night
Location: Annapolis
Rating: 5 Stars
On The Waterfront
8 Beds
6.5 Baths
Sleeps 15
$1793 night
Location: Annapolis
Stunning Waterfront Home in Round Bay
4 Beds
4.5 Baths
Sleeps 10
$620 night
Location: Annapolis
Rating: 5 Stars
Kentmorr Pool Cottage
8 Beds
3 Baths
Sleeps 11
$1114 night
Location: Annapolis
Rating: 5 Stars
Lighthouse Inn
7 Beds
3.5 Baths
Sleeps 12
$697 night
Location: Annapolis
Rating: 4.9 Stars
The Goat Locker
8 Beds
2 Baths
Sleeps 12
$585 night
Location: Annapolis
Rating: 5 Stars
Historic Hideaway
5 Beds
3 Baths
Sleeps 8
$469 night
Location: Annapolis
Rating: 5 Stars
Liberty Lookout
5 Beds
2 Baths
Sleeps 7
  • 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 - 2025 iTrip LLC