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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
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Sea view
Safe
Dishwasher
Children's pool
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Cribs
Private outdoor pool (unheated)
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Shared indoor pool
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Table tennis
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Towels provided
Hair dryer
Stove
Fridge
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Microwave
Linen provided
Bicycles available
Fax machine
Climbing frame
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Private fishing lake or river
Staffed property
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

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Non-Smoking property
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Beach or lakeside relaxation
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Golf course on site or within 15 min walk
Golf within 30mins drive
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105 houses

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Vintage Bungalow-cozy, walk to shops, water, free pkg.

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$476

Beautiful Murray Hill Home (Annapolis)

Annapolis house

4 bedrooms
3 bathrooms

sleeps 9

“Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies. We certainly will attempt to stay at this house again if we ever return to annapolis.

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Price per night from

$488

The Heart of Historic Cool in Annapolis

Annapolis house

5 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$1,148

Charming Annapolis Waterview home

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$801

Free parking Historic Union House Downtown with private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$403

Stay just steps from the Waterfront in the modern Historic Fleet's Inn

Annapolis house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$405

The Carrollton Cottage House

Annapolis house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$252

2 parking spots and Walkable to Main Street at Seashell in the City

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$465

SeaGlass House by-the-Bay

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$670

Take your Leave of Absence around gardens with driveway parking

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$426

Duke's Den Downtown home with 2 PARKING spots!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$639

Ahoy! The Buccaneer awaits you just outside Annapolis - fenced-in yard and rec r

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$355

Hanover House across from USNA Gate 3 with private back patio

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$465

New Luxury Lighthouse Inn with parking, private backyard, walkable to downtown

Annapolis house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$500

1 Block to USNA with Chapel Views big back patio and off-site parking!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$465

Modern and cozy Captain’s Crossing Cape house in West Annapolis

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$402

Parking at Stunning On Cloud 9 with private patio pet-friendly

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$500

Captain Quarters - Eastport!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$573

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

4 bedrooms
3 bathrooms

sleeps 12

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Price per night from

$629

Spacious Townhouse 1 block to Capital Bldg, Parking Multiple gathering spaces

Annapolis house

3 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$378

Cottage by the Bay on one level in family-friendly community

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$367

Fisher House - Downtown Annapolis!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$683

Historic Carriage House in the Heart of Downtown Annapolis

Annapolis house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$343

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

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Price per night from

$729

Stay at Lux Red Door Gem with 3 Parking Spots

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$382

Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this A

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$637

Steps to Gate 1 and Free Parking at Naval-Academy Themed Home

Annapolis house

4 bedrooms
2 bathrooms

sleeps 11

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Price per night from

$610

Steps from the water, Easy parking and private backyard patio

Annapolis house

2 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$355

History & Charm Near the Annapolis City Dock

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$394

Steps from USNA Gates 1 & 3 with large private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$408

Free Parking at Admiral's Retreat, 1 mile to Stadium, Backyard, all on one level

Annapolis house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$338

Popular Eastport Retreat - private back patio with parking and walk to USNA

Annapolis house

6 bedrooms
6 bathrooms

sleeps 14

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Price per night from

$785

Eastport Gem - Popular house walk to Downtown & USNA

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$400

Deep in the Heart of Annapolis; Parking for days!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$518

"Around the corner" from everything, private backyard and parking!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$384

Eastport Bungalow - Popular house Walk to Downtown & USNA

Annapolis house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$400

Escape to this Cape Cod home close to everything!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$395

Historic happy home, steps to Main Street, parking and lots of outdoor space

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$465

Viewing 38 of 105
rentals in Annapolis

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Houses Annapolis

Per night

105 houses

Viewing 38 of 105rentals in Annapolis

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Viewing 38 of 105
rentals in Annapolis