Updating...

Enter dates for more accurate prices

Annapolis Rentals

Filter

Annapolis Rentals

23 rentals

Historic Downtown City Dock Townhouse

Annapolis house

3 bedrooms / 2 bathrooms / Sleeps 6

$298

1 / 11

C/ean & Cozy

Annapolis room

1 bedroom / 1 bathroom / Sleeps 2

$59

1 / 10

3BR Annapolis Home on Oyster Creek w/Amazing Views

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 9

$350

1 / 26

Charming and Spacious Annapolis Victorian

Annapolis house

6 bedrooms / 5 bathrooms / Sleeps 12

“Charming house in a great location! Perfect for larger group!” We just returned from our sailing weekend in Annapolis and had an amazing time staying at this lovely house for the weekend. The house was perfect for a larger group. The large deck out

$745

1 / 24

Walk to Shops/Eateries Charming Cottage. Dogs Wel.

Annapolis house

3 bedrooms / 1 bathroom / Sleeps 6

“Great place. My dog loved the yard. I loved the Porch” If you want a cozy place to relax this is the place. Yard was perfect for my dog to run around and I did not have to worry it was all fenced in. Love to grill so I was able to grill a couple a

$215

1 / 51

Beautiful Eastport Home, Walk to Naval Academy

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 7

$447

1 / 15

Beautiful Murray Hill Home (Annapolis)

Annapolis house

4 bedrooms / 3 bathrooms / Sleeps 9

“wonderful homey feel” The house worked out great for 3 couples and one 3 year old. The 3 year old loved having his own room with a great selection of books and toys. Everyone else enjoed the feel of house. Roomy and a great location. We walked to down

$425

1 / 30

Excellent Location in Downtown Annapolis- walk to everything !

Annapolis house

3 bedrooms / 2 bathrooms / Sleeps 7

$297

1 / 17

Location,location,location,walk to city dock,free

Annapolis apartment

2 bedrooms / 1 bathroom / Sleeps 5

$180

1 / 15

Charming Annapolis home with stunning water views

Annapolis house

4 bedrooms / 4 bathrooms / Sleeps 11

$350

1 / 15

2. Private 20 acre waterfront estate - studio apt

Annapolis apartment

1 bedroom / 1 bathroom / Sleeps 2

$298

1 / 7

LOCATION,LOCATION,,LUXURY,WALK TO CITY ,PARKING. Annapolis, MD

Annapolis apartment

2 bedrooms / 1 bathroom / Sleeps 5

$249

1 / 4

Charming Artists Home in Eastport/Annapolis

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 6

$373

1 / 24

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / Sleeps 20

$690

1 / 26

New! Ideally Located 2BR Cozy Annapolis Cottage!

Annapolis apartment

2 bedrooms / 1 bathroom / Sleeps 6

$150

1 / 25

NEW! 2BR Annapolis Condo on River - Walk to Dwtn!

Annapolis apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$155

1 / 24

Charming Eastport Home

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 8

$250

1 / 23

The Yellow House- Gorgeous Southern Colonial

Annapolis house

6 bedrooms / 6 bathrooms / Sleeps 14

$988

1 / 43

Perfect Annapolis with Lots of Parking & Hot Tub

Annapolis townhouse

4 bedrooms / 3 bathrooms / Sleeps 10

$495

1 / 4

Charming Townhouse - Steps to City Dock and USNA

Annapolis house

3 bedrooms / 2 bathrooms / Sleeps 8

$450

1 / 7

Annapolis Area Waterfront Home

Annapolis house

5 bedrooms / 4 bathrooms / Sleeps 11

$550

1 / 21

Family home one minute work away from Navy Stadium

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 6

$546

1 / 18

*BOOK NOW* Beautiful Cottage in historic Annapolis

Annapolis cottage

3 bedrooms / 2 bathrooms / Sleeps 6

$350

1 / 25
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more