Annapolis, MD, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States Maryland Annapolis vacation rental compare prices direct by owner 15397116

West Annapolis Cottage- 6BR Walk to Navy Stadium

5.0 (111)

6 Bedrooms • 14 Guests

$1,408 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 33022832

Cute bungalow blocks to Stadium

4.9 (64)

2 Bedrooms • 6 Guests

$362 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 29004534

History & Charm Steps to Main St, City Dock & USNA

4.9 (47)

3 Bedrooms • 9 Guests

$837 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 24956455

Townhome Steps to Capitol Bldg Backyard & Parking

5.0 (40)

3 Bedrooms • 6 Guests

$724 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 24998299

USNA Home Steps to Stadium Dog-Friendly w Parking

5.0 (75)

3 Bedrooms • 12 Guests

$1,201 avg/night

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United States Maryland Arnold vacation rental compare prices direct by owner 27760700

Cool Spring Suite pool and pier mins to Annapolis

5.0 (6)

1 Bedroom • 4 Guests

$441 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 28365078

Crabby Patty-Historic Downtown 3BR- Walk to USNA

5.0 (33)

3 Bedrooms • 8 Guests

$723 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 28598168

Walk to restaurants and stadium w back deck & yard

5.0 (24)

3 Bedrooms • 6 Guests

Available on

United States Maryland Annapolis vacation rental compare prices direct by owner 29162004

Luxury Home Steps to Stadium w Backyard & Parking

5.0 (24)

4 Bedrooms • 8 Guests

$986 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 32393840

Annapolis Bay Ridge Retreat

5.0 (5)

5 Bedrooms • 10 Guests

Available on

United States Maryland Annapolis vacation rental compare prices direct by owner 32930580

Annapolis Spacious Family Retreat

5.0 (10)

3 Bedrooms • 8 Guests

Available on

United States Maryland Annapolis vacation rental compare prices direct by owner 33516499

Walkable to Everything w Game Room, Yard & Parking

5.0 (45)

4 Bedrooms • 12 Guests

$1,418 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 35734005

On-site Parking USNA Gate 3 w Patio at Gatehouse

5.0 (23)

5 Bedrooms • 10 Guests

$1,204 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 36448678

Historic Suite 2 blocks to Main St Parking Dogs Ok

5.0 (14)

2 Bedrooms • 6 Guests

$655 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 36448685

Waterfront community Pet Friendly Mins to downtown

5.0 (4)

3 Bedrooms • 8 Guests

Available on

United States Maryland Annapolis vacation rental compare prices direct by owner 36448686

Re-Designed Eastport Home w Water Views & Parking

5.0 (5)

4 Bedrooms • 12 Guests

$1,176 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 36448687

Walkable Eastport Dog-Friendly Apt Yard & Parking

5.0 (14)

1 Bedroom • 4 Guests

$471 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 36857952

Downtown Annapolis Duke's House

5.0 (12)

4 Bedrooms • 9 Guests

$1,251 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 10171380

Walk to Eastport Hot Spots w Fenced Yard & Parking

5.0 (56)

3 Bedrooms • 8 Guests

$868 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 23652564

Downtown Gem Steps to Main Street, USNA, City Dock

5.0 (47)

2 Bedrooms • 6 Guests

$834 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 23611256

Free Parking & Private Patio Historic Union House

5.0 (46)

3 Bedrooms • 6 Guests

$934 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 28574572

Walk to Main Street at Historic Home Yard, Parking

5.0 (45)

3 Bedrooms • 8 Guests

Available on

United States Maryland Annapolis vacation rental compare prices direct by owner 23626291

Steps to USNA From Historic Gem w Patio & Parking

5.0 (38)

3 Bedrooms • 8 Guests

$762 avg/night

United States Maryland Edgewater vacation rental compare prices direct by owner 26612667

Waterfront Multi-Suite Home Private Pier & Hot Tub

5.0 (24)

6 Bedrooms • 15 Guests

$2,707 avg/night

United States Maryland Annapolis vacation rental compare prices direct by owner 6437780

Steps to Main St, Dock w Capital Views & Parking

5.0 (83)

4 Bedrooms • 8 Guests

$882 avg/night

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