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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
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Cribs
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
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Shared outdoor pool (heated)
Table tennis
Ceiling Fans
Games room
Trampoline
Pool or snooker table
Towels provided
Hair dryer
Stove
Fridge
Freezer
Microwave
Linen provided
Bicycles available
Fax machine
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Video player
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Horse riding
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Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

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102 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

$474

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

$485

The Heart of Historic Cool in Annapolis

Annapolis house

5 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$1,141

Charming Annapolis Waterview home

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$798

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

$403

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

$402

The Carrollton Cottage House

Annapolis house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$251

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

$464

SeaGlass House by-the-Bay

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$668

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

$425

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

$354

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

$637

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

$464

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

$498

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

$464

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

$401

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

$498

Captain Quarters - Eastport!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$570

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

4 bedrooms
3 bathrooms

sleeps 12

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Price per night from

$627

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

$354

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

$365

Fisher House - Downtown Annapolis!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$679

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

$341

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

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Price per night from

$726

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

$380

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

$635

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

$607

History & Charm Near the Annapolis City Dock

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$393

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

$354

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

$407

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

$337

All newly renovated and ready for new guests at Eastport Retreat - private back

Annapolis house

6 bedrooms
6 bathrooms

sleeps 14

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Price per night from

$782

Eastport Gem - Popular house walk to Downtown & USNA

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$399

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

$516

"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

$383

Eastport Bungalow - Popular house Walk to Downtown & USNA

Annapolis house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$399

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

$394

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

$464

Viewing 38 of 102
rentals in Annapolis

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Houses Annapolis

Per night

102 houses

Viewing 38 of 102rentals in Annapolis

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Viewing 38 of 102
rentals in Annapolis