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
(617 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
Filter by Neighborhood
Kent Island (2)
 View Favorites
$471 night
Location: Annapolis
Settle Inn
5 Beds
2 Baths
Sleeps 9
1,200 sq ft.
$435 night
Location: Annapolis
Rating: 5 Stars
Main Sail
3 Beds
1 Bath
Sleeps 6
900 sq ft.
$644 night
Location: Annapolis
Rating: 5 Stars
Historic Hideaway
5 Beds
3 Baths
Sleeps 8
1,700 sq ft.
$638 night
Location: Annapolis
Rating: 5 Stars
The Schooner
6 Beds
2 Baths
Sleeps 10
1,550 sq ft.
$846 night
Location: Annapolis
Rating: 5 Stars
Phillip Clayton House
4 Beds
2.5 Baths
Sleeps 10
2,322 sq ft.
$507 night
Location: Annapolis
Roost on the River
3 Beds
2.5 Baths
Sleeps 6
2,390 sq ft.
$779 night
Location: Annapolis
Rating: 5 Stars
Chesapeake Charmer
4 Beds
2.5 Baths
Sleeps 8
1,980 sq ft.
$915 night
Location: Annapolis
Rating: 5 Stars
All Decked Out in Annapolis
6 Beds
3 Baths
Sleeps 12
2,786 sq ft.
$957 night
Location: Annapolis
Rating: 5 Stars
Blue Crab on Conduit
4 Beds
3 Baths
Sleeps 8
2,370 sq ft.
$443 night
Location: Annapolis
Rating: 5 Stars
Bird's Eye View
4 Beds
1 Bath
Sleeps 5
759 sq ft.
$749 night
Location: Annapolis
Admiral's Quarters
7 Beds
4.5 Baths
Sleeps 12
2,265 sq ft.
$440 night
Location: Annapolis
Rating: 5 Stars
The Fleet's Inn
3 Beds
2.5 Baths
Sleeps 5
950 sq ft.
  • 1
  • 2
  • 3
  • 4
  • 5
  • …
  • Last
  • Next
Connect With Us
Vacation Rentals Vacation Destinations Vacation Deals Event Destinations View Favorites
About iTrip Blog Contact Us About Reviews Guarantee FAQ
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb HVMB
Copyright © 2008 - 2026 iTrip LLC
Privacy Policy | Your Privacy Choices