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
$879 night
Location: Annapolis
River Breeze Estate - Commissioning Week Only
8 Beds
4 Baths
Sleeps 15
$469 night
Location: Annapolis
Rating: 5 Stars
Liberty Lookout
5 Beds
2 Baths
Sleeps 7
$477 night
Location: Annapolis
Rating: 5 Stars
Third Time's The Charm
3 Beds
1.5 Baths
Sleeps 6
$740 night
Location: Annapolis
Rating: 4.9 Stars
Oh Happy Bay
4 Beds
2 Baths
Sleeps 8
$503 night
Location: Annapolis
Rating: 5 Stars
Beachcomber
4 Beds
2 Baths
Sleeps 6
$1087 night
Location: Annapolis
Rating: 5 Stars
The Randall House
7 Beds
4 Baths
Sleeps 11
$510 night
Location: Annapolis
Rating: 4 Stars
Shore Leave
4 Beds
2.5 Baths
Sleeps 8
$1114 night
Location: Annapolis
Rating: 5 Stars
Lighthouse Inn
7 Beds
3.5 Baths
Sleeps 12
$852 night
Location: Annapolis
Rating: 5 Stars
Phillip Clayton House
4 Beds
2.5 Baths
Sleeps 10
$1076 night
Location: Annapolis
Coming Soon! All New Annapolis Waterfront 4 Bedroom Home
5 Beds
3 Baths
Sleeps 10
$663 night
Location: Annapolis
Rating: 4.9 Stars
Seashell in the City
4 Beds
2.5 Baths
Sleeps 8
  • 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