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
$421 night
Location: Annapolis
Bird's Eye View
4 Beds
1 Bath
Sleeps 5
$1358 night
Location: Annapolis
Rating: 5 Stars
Red Door Gem
5 Beds
3.5 Baths
Sleeps 10
$497 night
Location: Annapolis
Rating: 4.9 Stars
Carriage on Conduit
3 Beds
2 Baths
Sleeps 6
$576 night
Location: Annapolis
Rating: 5 Stars
Crew's Quarters
3 Beds
1.5 Baths
Sleeps 6
$453 night
Location: Annapolis
Rating: 5 Stars
Pinecrest Bungalow
4 Beds
2 Baths
Sleeps 8
$390 night
Location: Annapolis
Rating: 5 Stars
The Jib
3 Beds
1 Bath
Sleeps 4
$661 night
Location: Annapolis
Rating: 4.9 Stars
Hanover House
5 Beds
2.5 Baths
Sleeps 8
$450 night
Location: Annapolis
Rating: 5 Stars
The Fleet's Inn
3 Beds
2.5 Baths
Sleeps 5
$877 night
Location: Annapolis
Rating: 5 Stars
Blue Crab on Conduit
4 Beds
3 Baths
Sleeps 8
$532 night
Location: Annapolis
Westside Storied
4 Beds
2 Baths
Sleeps 9
$648 night
Location: Annapolis
Rating: 5 Stars
The Schooner
6 Beds
2 Baths
Sleeps 10
  • 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