
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.

Waterfront Farmhouse Meets Modern Luxury

Gunpowder Retreat

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

The Little Gypsy BoHome

Bayside Escape
Weekly house rentals

Annapolis USNA Cottage Waterfront Pier Cozy Escape

Downtown Annapolis Luxury House

Stay Retro Naptown

Quaint in the Heart of Annapolis

Downtown Annapolis Home

Welcome to Heron House! Annapolis Waterfront Oasis

The Midship Quarters

Harbor’s Edge Retreat: Walk to Main St & Academy
Private house rentals

Cozy Townhome Near Navy Stadium

Downtown Home/ Central Location

Mins to DTA | King Beds | Parking

Admiral's Abode

Captain's Retreat, Outdoor Oasis <10 mins USNA

Waterfront Chesapeake mansion - Panoramic Bay view

Downtown home w/ garage parking Ranked in Top 1%

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
- Lincoln Park
- Smithsonian American Art Museum
- Crystal Beach Manor, Earleville, MD
- Six Flags America