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
$458 night
Location: Annapolis
Rating: 5 Stars
Liberty Lookout
5 Beds
2 Baths
Sleeps 7
1,001 sq ft.
$554 night
Location: Annapolis
Rating: 5 Stars
Happy Hours
4 Beds
2.5 Baths
Sleeps 8
2,550 sq ft.
$638 night
Location: Annapolis
Rating: 5 Stars
The Schooner
6 Beds
2 Baths
Sleeps 10
1,550 sq ft.
$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.
$1057 night
Location: Annapolis
Rating: 5 Stars
River Breeze
9 Beds
3 Baths
Sleeps 13
2,620 sq ft.
$974 night
Location: Annapolis
Rating: 4.9 Stars
Gatehouse Annapolis
5 Beds
4.5 Baths
Sleeps 10
3,500 sq ft.
$795 night
Location: Annapolis
Rating: 5 Stars
All Tucked Inn
7 Beds
2.5 Baths
Sleeps 10
2,296 sq ft.
$900 night
Location: Annapolis
Rating: 4.9 Stars
Deep in the Heart of Crabtown
3 Beds
3.5 Baths
Sleeps 6
3,300 sq ft.
$630 night
Location: Annapolis
Rating: 5 Stars
Kentmorr Pool Cottage
8 Beds
3 Baths
Sleeps 11
1,996 sq ft.
$587 night
Location: Annapolis
Rating: 5 Stars
Soothing Shores
3 Beds
2 Baths
Sleeps 6
1,912 sq ft.
$846 night
Location: Annapolis
Rating: 5 Stars
Phillip Clayton House
4 Beds
2.5 Baths
Sleeps 10
2,322 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