Holiday Rentals in Annapolis
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Holiday Rentals for every style
Find the right holiday rental for you in Annapolis
The best holiday rentals in Annapolis
Check out our pick of great holiday rentals in Annapolis
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Inn on Main Annapolis
Set within 1.9 km of Annapolis Harbor and 48 km of Sports Legends Museum At Camden Yards, Inn on Main Annapolis offers rooms with air conditioning and a private bathroom in Annapolis.
Entire Private 2 bedrooms house, nice neighborhood
Boasting a hot tub, Entire Private 2 bedrooms house, nice neighborhood is located in Arnold.
Annapolis Vacation Home 2 Mi to Quiet Waters Park
Situated in Annapolis, 5.2 km from Annapolis Harbor and 44 km from Addison Road-Seat Pleasant, Annapolis Vacation Home 2 Mi to Quiet Waters Park offers air conditioning.
Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER!
Boasting lake views, Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER! features accommodation with a garden and a patio, around 14 km from Annapolis Harbor.
Private Single Family Home Close to Both Water and Downtown!
Featuring air-conditioned accommodation with a patio, Private Single Family Home Close to Both Water and Downtown! is located in Annapolis.
Waterfront Annapolis Home Fire Pit and Fishing Pier
Located in Annapolis, 14 km from Annapolis Harbor and 46 km from Sports Legends Museum At Camden Yards, Waterfront Annapolis Home Fire Pit and Fishing Pier offers air conditioning.
Chase Creek Retreat
Situated in Annapolis, 13 km from Annapolis Harbor and 38 km from Sports Legends Museum At Camden Yards, Chase Creek Retreat features a restaurant.
Spectacular Location Two Bedroom State Circle Apartment
Located in Annapolis, 2.4 km from Annapolis Harbor and 48 km from Sports Legends Museum At Camden Yards, Spectacular Location Two Bedroom State Circle Apartment offers a garden and air conditioning.
Searenity Stays
Set in Edgewater in the Maryland region and Triton Beach reachable within 700 metres, Searenity Stays offers accommodation with free WiFi, a children's playground, a private beach area and free...
Calloway Drive Retreat
Set in Deale, 35 km from Annapolis Harbor and 46 km from Addison Road-Seat Pleasant, Calloway Drive Retreat offers a restaurant. Guests can benefit from a patio and a children's playground.
Most booked holiday rentals in Annapolis and surroundings in the past month
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Enjoy breakfast in Annapolis and nearby
Downtown Annapolis
Boasting air-conditioned accommodation with a patio, Downtown Annapolis is set in Annapolis.
Cozy 2br home w/ parking in downtown Annapolis
Set in Annapolis, 2.2 km from Annapolis Harbor and 48 km from Sports Legends Museum At Camden Yards, Cozy 2br home w/ parking in downtown Annapolis offers a garden and air conditioning.
The Little House
Boasting air-conditioned accommodation with a patio, The Little House is set in Annapolis.
* Midcentury Modern Getaway * Prime Location *
Set in Annapolis, 2 km from Annapolis Harbor and 48 km from Sports Legends Museum At Camden Yards, * Midcentury Modern Getaway * Prime Location * offers air-conditioned accommodation with a balcony...
Anchors Aweigh
Featuring air-conditioned accommodation with a patio, Anchors Aweigh is set in Annapolis.
Seas The Bay
Boasting air-conditioned accommodation with a patio, Seas The Bay is situated in Annapolis.
The Master Shipwright
Boasting air-conditioned accommodation with a balcony, The Master Shipwright is situated in Annapolis. Guests staying at this holiday home have access to a patio.
Harrison Hall
Boasting air-conditioned accommodation with a patio, Harrison Hall is set in Annapolis.
Highly rated holiday rentals in Annapolis and nearby
Entire Private 2 bedrooms house, nice neighborhood
Boasting a hot tub, Entire Private 2 bedrooms house, nice neighborhood is located in Arnold.
Searenity Stays
Set in Edgewater in the Maryland region and Triton Beach reachable within 700 metres, Searenity Stays offers accommodation with free WiFi, a children's playground, a private beach area and free...
Holiday Rentals with swimming pools in Annapolis and nearby
Thomas Point Tranquility
Boasting air-conditioned accommodation with a private pool, Thomas Point Tranquility is set in Annapolis. This holiday home offers accommodation with a patio.
These holiday rentals in Annapolis and nearby have options with free cancellation
Base Camp on the Lake
Located in Annapolis, 1.6 km from Bay Ridge Beach and 7.2 km from Annapolis Harbor, Base Camp on the Lake offers air conditioning. A hot tub is available for guests.
Annapolis Bay Ridge Retreat
Located in Annapolis, 1.6 km from Bay Ridge Beach and 7.2 km from Annapolis Harbor, Annapolis Bay Ridge Retreat offers air conditioning.
The Ship's Bridge
Boasting air-conditioned accommodation with a balcony, The Ship's Bridge is situated in Annapolis. This beachfront property offers access to a terrace.
Bella Chateau
Boasting air-conditioned accommodation with a patio, Bella Chateau is situated in Annapolis.
The Salty Crab
Situated in Annapolis, less than 1 km from Bay Ridge Beach and 7.1 km from Annapolis Harbor, The Salty Crab offers air conditioning. This beachfront property offers access to a patio.
Coastal Edgewater Home with Private Hot Tub!
Located in Annapolis, 20 km from Annapolis Harbor and 36 km from Addison Road-Seat Pleasant, Coastal Edgewater Home with Private Hot Tub! offers air conditioning.
