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Annapolis Vacation Rentals
1-24 of 131 rentals

Tree House

$314 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Coffee by the Sea

$477 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 6

Casa Contenta

$234 avg / night (excludes fees and taxes)
2 Bed | 2.5 Bath | Sleeps 6 (4 Adults Max)

Samson Getaway

$414 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 8

Date Night

$647 avg / night (excludes fees and taxes)
2 Bedrooms | 2.5 Bath | Sleeps 4

The Nautilus

$379 avg / night (excludes fees and taxes)
2 Bed | 2.5 Bath | Sleeps 6 (4 Adults Max)

Wild Meadow

$240 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 2

Eurella Estate

$399 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Cabin 55

$321 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 4

The Wolf House

$284 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Hilma House

$449 avg / night (excludes fees and taxes)
2 Bed | 2 Bath | Sleeps 6 (4 Adults Max)

Longwell House

$326 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Greencroft Meadows

$287 avg / night (excludes fees and taxes)
2 Bedrooms | 1 Bath | Sleeps 4

Breakers Retreat

$724 avg / night (excludes fees and taxes)
3 Bed | 2 Bath | Sleeps 8 (6 Adults Max)

Shell Beach

$410 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 6

Madrone Cottage

$319 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 2

Ascona House

$480 avg / night (excludes fees and taxes)
2 Bedrooms | 2.5 Bath | Sleeps 6

Compass Rose

$1,057 avg / night (excludes fees and taxes)
3 Bedrooms | 2.5 Bath | Sleeps 7

Ocean Star

$363 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 5

Comstock Retreat

$410 avg / night (excludes fees and taxes)
4 Bedrooms | 1.5 Bath | Sleeps 8

Seascape

$536 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Just Bluffing

$717 avg / night (excludes fees and taxes)
3 Bedrooms | 2.5 Bath | Sleeps 8

Windsong Redwood Retreat

$406 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Del Mar Point

$687 avg / night (excludes fees and taxes)
3 Bedrooms | 2.5 Bath | Sleeps 6
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