Updating...

More filters (1)

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

See all

Less

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

See all

Less

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

See all

Less

60 houses

Sort by:

Luxury Waterfront home with private pier and guest house

Annapolis house

5 bedrooms
4 bathrooms

sleeps 12

Match: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$907

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: Private 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: Private 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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,148

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

4 bedrooms
3 bathrooms

sleeps 7

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

1 of 2 filters match

Price per night from

$441

Charming Charles Retreat

Annapolis house

2 bedrooms
3 bathrooms

sleeps 4

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

1 of 2 filters match

Price per night from

$629

SeaGlass House by-the-Bay

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

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

1 of 2 filters match

Price per night from

$670

Charming Annapolis Waterview home

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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

1 of 2 filters match

Price per night from

$800

The Carrollton Cottage House

Annapolis house

2 bedrooms
2 bathrooms

sleeps 4

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

1 of 2 filters match

Price per night from

$252

Fox Hollow House

Annapolis house

4 bedrooms
3 bathrooms

sleeps 8

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

1 of 2 filters match

Price per night from

$458

West Annapolis Cottage

Annapolis house

6 bedrooms
5 bathrooms

sleeps 14

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

1 of 2 filters match

Price per night from

$916

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

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

1 of 2 filters match

Price per night from

$384

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

Annapolis house

3 bedrooms
4 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$378

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$402

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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$465

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: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$355

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

Annapolis house

4 bedrooms
2 bathrooms

sleeps 11

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

1 of 2 filters match

Price per night from

$610

Deep in the Heart of Annapolis; Parking for days!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$518

Steps from USNA Gates 1 & 3 with large private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$408

Walk to waterfront & USNA with Parking at Historic Wisteria

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

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

1 of 2 filters match

Price per night from

$465

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$292

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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$324

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

Annapolis house

4 bedrooms
4 bathrooms

sleeps 12

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

1 of 2 filters match

Price per night from

$500

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

Annapolis house

3 bedrooms
2 bathrooms

sleeps 11

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

1 of 2 filters match

Price per night from

$465

Steps from the water, Easy parking and private backyard patio

Annapolis house

2 bedrooms
2 bathrooms

sleeps 7

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

1 of 2 filters match

Price per night from

$355

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

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

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

1 of 2 filters match

Price per night from

$465

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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$359

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

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

1 of 2 filters match

Price per night from

$729

Hanover House across from USNA Gate 3 with private back patio

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

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

1 of 2 filters match

Price per night from

$465

Historic Carriage House in the Heart of Downtown Annapolis

Annapolis house

2 bedrooms
2 bathrooms

sleeps 6

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

1 of 2 filters match

Price per night from

$343

History & Charm Near the Annapolis City Dock

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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

1 of 2 filters match

Price per night from

$394

Take your Leave of Absence around gardens with driveway parking

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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

1 of 2 filters match

Price per night from

$426

Viewing 38 of 60
rentals in Annapolis

Also consider

Ocean City 145 properties
Baltimore 69 properties
North East 46 properties
Montgomery County 46 properties
National Harbor 13 properties
Talbot County 12 properties
Kent Island 11 properties
Calvert County 10 properties
Ocean Pines 10 properties
Glen Burnie 9 properties
Edgewater 9 properties
Oxon Hill 8 properties
Mount Rainier 7 properties
Rosedale 7 properties
Severna Park 7 properties
Suitland 5 properties
Marion Station 5 properties
Parkville 5 properties
Chillum 5 properties
Garrett County 5 properties
Fort Washington 5 properties
South Carolina 4,922 properties
Texas 4,482 properties
Pennsylvania 930 properties
Idaho 724 properties
Maine 497 properties
Alaska 328 properties
Delaware 306 properties
Indiana 262 properties
Connecticut 156 properties
Mississippi 126 properties
North Dakota 49 properties

Houses Annapolis

Per night

60 houses

Viewing 38 of 60rentals in Annapolis

Also consider

Viewing 38 of 60
rentals in Annapolis