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Annapolis Vacation Rentals
1-24 of 131 rentals

Stoney House

$481 avg / night (excludes fees and taxes)
3 Bedrooms | 2.5 Bath | Sleeps 8

Seascape

$375 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Madrone Cottage

$223 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 2

Vista Grande

$288 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Del Mar Point

$481 avg / night (excludes fees and taxes)
3 Bedrooms | 2.5 Bath | Sleeps 6

Wild Meadow

$168 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 2

Cabin 55

$224 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 4

Date Night

$453 avg / night (excludes fees and taxes)
2 Bedrooms | 2.5 Bath | Sleeps 4

The Tea House

$181 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 2

Casa Contenta

$164 avg / night (excludes fees and taxes)
2 Bed | 2.5 Bath | Sleeps 6 (4 Adults Max)

Bovill on Shell Beach

$571 avg / night (excludes fees and taxes)
4 Bedrooms | 3 Bath | Sleeps 6

Tree House

$220 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Shell Beach

$287 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Greencroft Meadows

$182 avg / night (excludes fees and taxes)
2 Bedrooms | 1 Bath | Sleeps 4

Coffee by the Sea

$334 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 6

The Wolf House

$199 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Comstock Retreat

$287 avg / night (excludes fees and taxes)
4 Bedrooms | 1.5 Bath | Sleeps 8

Ascona House

$335 avg / night (excludes fees and taxes)
2 Bedrooms | 2.5 Bath | Sleeps 6

White Waters

$426 avg / night (excludes fees and taxes)
3 Bedrooms | 3.5 Bath | Sleeps 6

Loon's Landing

$187 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 3

Touch the Tides

$373 avg / night (excludes fees and taxes)
2 Bedrooms | 1 Bath | Sleeps 4

The Nautilus

$267 avg / night (excludes fees and taxes)
2 Bed | 2.5 Bath | Sleeps 6 (4 Adults Max)

Prentiss Retreat

$216 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Curtis-Moulton Retreat

$400 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 8
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