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

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

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

Match: Rental types Boat available

All filters match

Price per night from

$502

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

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

Match: Rental types Boat available

All filters match

Price per night from

$640

Still Available for 2024 Commissioning Week! Dog-friendly beachfront home on the

Annapolis cottage

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$409

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: Boat available, Rental types

1 of 2 filters match

Price per night from

$489

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$478

The Heart of Historic Cool in Annapolis

Annapolis house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$1,150

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

4 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$402

Belle By the Bay

Annapolis house

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$368

Captain Quarters - Eastport!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$574

Fisher House - Downtown Annapolis!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$684

SeaGlass House by-the-Bay

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$673

Ann House Getaway

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$443

Charming Charles Retreat

Annapolis house

2 bedrooms
3 bathrooms

sleeps 4

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$432

Charming Annapolis Waterview home

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$804

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

4 bedrooms
3 bathrooms

sleeps 12

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$632

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$732

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: Boat available, Rental types

1 of 2 filters match

Price per night from

$467

Escape to this Cape Cod home close to everything!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$397

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: Boat available, Rental types

1 of 2 filters match

Price per night from

$467

Walk to waterfront & USNA with Parking at Historic Wisteria

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$450

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$294

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$386

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: Boat available, Rental types

1 of 2 filters match

Price per night from

$326

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: Boat available, Rental types

1 of 2 filters match

Price per night from

$340

Steps from the water, Easy parking and private backyard patio

Annapolis house

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$357

Steps from USNA Gates 1 & 3 with large private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$410

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

Annapolis house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$406

Deep in the Heart of Annapolis; Parking for days!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$520

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$368

Free parking Historic Union House Downtown with private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$403

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

Annapolis house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$380

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: Boat available, Rental types

1 of 2 filters match

Price per night from

$467

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 11

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$467

Eastport Bungalow - Popular house Walk to Downtown & USNA

Annapolis house

3 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$402

Luxury Waterfront home with private pier and guest house

Annapolis house

5 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$911

History & Charm Near the Annapolis City Dock

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$396

Free Parking and Hot Tub at Pet Friendly Annapolis-themed home

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$361

Duke's Den Downtown home with 2 PARKING spots!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 14

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$642

Viewing 38 of 63
rentals in Annapolis

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Houses Annapolis

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63 houses

Viewing 38 of 63rentals in Annapolis

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Viewing 38 of 63
rentals in Annapolis