
House vacation rentals in Annapolis
Find and book unique houses on Airbnb
Top-rated house rentals in Annapolis
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Annapolis house rentals
House rentals with a pool

House in Edgewater Maryland

Bay Breeze Retreat

Gorgeous, waterfront home - Perfect for Families.

Large Home with Pool & 7 bedrooms; sleeps 21

Waterfront Farmhouse Meets Modern Luxury

Gunpowder Retreat

5 BEDR, Inground Pool+Billiard Table, Close To D.C

The Little Gypsy BoHome
Weekly house rentals

Stay Retro Naptown

Quaint in the Heart of Annapolis

Mins to DTA | King Beds | Parking

Downtown Annapolis Home

Welcome to Heron House! Annapolis Waterfront Oasis

The Midship Quarters

Admiral's Abode

Newly Renovated Downtown Charm, Game Room, Patio
Private house rentals

Annapolis USNA Cottage Waterfront Pier Cozy Escape

Peaceful Waterfront Home in Annapolis 3BR 2BA.

Downtown Home/ Central Location

Historic 4BR Home w/ Bonus Family Room

Captain's Retreat, Outdoor Oasis <10 mins USNA

Downtown home w/ garage parking Ranked in Top 1%

Eastport Oasis

Serene Riverfront Home
Quick stats about house rentals in Annapolis
Total rentals
390 properties
Total number of reviews
14K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
230 properties have a dedicated workspace
Wifi availability
390 properties include access to wifi
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- Nationals Park
- The White House
- National Mall
- Betterton Beach
- Georgetown University
- District Wharf
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Patterson Park
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Great Falls Park
- National Air and Space Museum
- Maryland Renaissance Festival
- Smithsonian American Art Museum
- Lincoln Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America