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Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Games room
Clothes dryer
Table tennis
Pool or snooker table
Shared outdoor pool (unheated)
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront

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64 houses

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Luxury Waterfront home with private pier and guest house

Annapolis house

5 bedrooms
4 bathrooms

sleeps 12

Match: Rental types Swimming pool

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Price per night from

$907

Free Parking with private fenced-in backyard with pool table at Weekender

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Swimming pool

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Price per night from

$292

Waterfront Condo Amazing Views with Resort Amenities

Annapolis condo

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Rental types, Swimming pool

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Price per night from

$440

Walk to Main Street from Waterfront Condo with pool and parking

Annapolis condo

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Rental types, Swimming pool

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Price per night from

$407

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.

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$485

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Rental types

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Price per night from

$474

The Heart of Historic Cool in Annapolis

Annapolis house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Rental types

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Price per night from

$1,141

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

4 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Swimming pool, Rental types

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Price per night from

$399

Belle By the Bay

Annapolis house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Rental types

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Price per night from

$365

Captain Quarters - Eastport!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Rental types

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Price per night from

$570

Fisher House - Downtown Annapolis!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swimming pool, Rental types

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Price per night from

$679

Fox Hollow House

Annapolis house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

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Price per night from

$457

Ann House Getaway

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

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Price per night from

$441

The Carrollton Cottage House

Annapolis house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Swimming pool, Rental types

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Price per night from

$252

West Annapolis Cottage

Annapolis house

6 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Swimming pool, Rental types

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Price per night from

$916

Charming Annapolis Waterview home

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Rental types

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Price per night from

$801

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

Annapolis house

4 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Swimming pool, Rental types

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Price per night from

$500

Escape to this Cape Cod home close to everything!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Rental types

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Price per night from

$395

History & Charm Near the Annapolis City Dock

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swimming pool, Rental types

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Price per night from

$394

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

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

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Price per night from

$465

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

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Price per night from

$384

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

Annapolis house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Rental types

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Price per night from

$338

Steps from USNA Gates 1 & 3 with large private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Rental types

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Price per night from

$408

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

Annapolis house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Rental types

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Price per night from

$355

Historic Carriage House in the Heart of Downtown Annapolis

Annapolis house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$343

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$367

Wake up in luxury, walk to restaurants and stadium from West Annapolis home

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$465

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$355

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$729

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

Annapolis house

6 bedrooms
6 bathrooms

sleeps 14

1 of 2 match: Swimming pool, Rental types

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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

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$400

Popular Historic Firehouse fully renovated with Parking and Pet Friendly

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$465

Take your Leave of Absence around gardens with driveway parking

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$426

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

Annapolis house

4 bedrooms
2 bathrooms

sleeps 11

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$610

Free parking Historic Union House Downtown with private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$403

Hanover House across from USNA Gate 3 with private back patio

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$465

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$402

Steps to Main Street w View of the Capital private back patio & free off-site pa

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Rental types

1 of 2 filters match

Price per night from

$324

Viewing 38 of 64
rentals in Annapolis

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Houses Annapolis

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