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Wireless Internet
Air conditioning
Swimming pool
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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59 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 Shared outdoor pool (unheated)

All filters match

Price per night from

$908

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Shared outdoor pool (unheated)

All filters match

Price per night from

$293

Waterfront Condo Amazing Views with Resort Amenities

Annapolis condo

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$442

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, Shared outdoor pool (unheated)

1 of 2 filters match

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: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$488

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$476

The Heart of Historic Cool in Annapolis

Annapolis house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,147

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

4 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$401

Belle By the Bay

Annapolis house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$367

Captain Quarters - Eastport!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$573

Fisher House - Downtown Annapolis!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$683

Ann House Getaway

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$442

Charming Charles Retreat

Annapolis house

2 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$430

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

4 bedrooms
3 bathrooms

sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$630

SeaGlass House by-the-Bay

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$671

Charming Annapolis Waterview home

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$802

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$730

Hanover House across from USNA Gate 3 with private back patio

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$466

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$367

History & Charm Near the Annapolis City Dock

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$395

Escape to this Cape Cod home close to everything!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$396

Free parking Historic Union House Downtown with private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$404

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: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$325

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: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$356

Still Available for 2024 Commissioning Week! Historic gem steps to USNA

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$466

Stay in USNA-themed dog-friendly home steps from Navy Stadium

Annapolis house

3 bedrooms
2 bathrooms

sleeps 11

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$466

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: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$339

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: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$466

Pet Friendly - Stone's throw from Annapolis City Dock with private back patio

Annapolis house

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$359

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: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$466

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$384

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

Annapolis house

4 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$500

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$466

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

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$638

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

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$500

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

Annapolis house

4 bedrooms
2 bathrooms

sleeps 11

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$610

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$403

Steps from the water, Easy parking and private backyard patio

Annapolis house

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Shared outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$356

Viewing 38 of 59
rentals in Annapolis

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Houses Annapolis

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Viewing 38 of 59
rentals in Annapolis