Holiday Homes in Annapolis

Located in Annapolis and only 11 km from Annapolis Harbor, Family-sized Contemporary in Spacious Neighbourhood provides accommodation with garden views, free WiFi and free private parking.

Area was convenient and safe. The house was good space for our family. Beds were comfortable. Nice touches...snacks, coffee station, water bottles.

Situated in Annapolis, 2.9 km from Carrs Beach and 5.2 km from Annapolis Harbor, Annapolis Vacation Home 2 Mi to Quiet Waters Park offers air conditioning.

Stylish Decor. Clean Comfortable furnishings Deck was great

Featuring air-conditioned accommodation with a patio, Gaia House is located in Annapolis. This property offers access to a balcony, free private parking and free WiFi.

I liked everything about this little home away from home.

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.

Just beautiful! Heather and family very responsive and communicative.

Featuring air-conditioned accommodation with a patio, Private Single Family Home Close to Both Water and Downtown! is located in Annapolis.

Located in Annapolis, 14 km from Annapolis Harbor and 42 km from Inner Harbor, Waterfront Annapolis Home Fire Pit and Fishing Pier offers air conditioning.

Situated in Annapolis, 4.1 km from Annapolis Harbor and 40 km from Addison Road-Seat Pleasant, Spacious 5 BR house - 5 Min Walk to N-MC Stadium features air-conditioned accommodation with a patio and...

Situated in Annapolis, 14 km from Annapolis Harbor and 39 km from Inner Harbor, 2 Mi to Sandy Point State Park Home with Deck! offers air conditioning.

Set in Annapolis, 14 km from Annapolis Harbor and 39 km from Inner Harbor, Walk to Lake and Boat Ramp Central Gem in Annapolis offers air-conditioned accommodation with a balcony and free WiFi.

Situated in Annapolis, 12 km from Annapolis Harbor and 39 km from Addison Road-Seat Pleasant, 6 Mi to Dtwn Family-Friendly Home in Annapolis! offers air conditioning.

Set in Annapolis, 44 km from Addison Road-Seat Pleasant and 50 km from Sports Legends Museum at Camden Yards, Annapolis Home Near Beach, Dtwn and Navy Football! offers air conditioning.

Boasting air-conditioned accommodation with a patio, Pet-Friendly Annapolis Home Walk to Beach! is situated in Annapolis.

Set in Annapolis and only 4.3 km from Annapolis Harbor, Weems Creek Cottage, Annapolis Waterfront offers accommodation with sea views, free WiFi and free private parking.

Set in Annapolis, 33 km from Addison Road-Seat Pleasant and 49 km from Carroll Park, Adventure Annapolis offers a garden and air conditioning.

Set in Annapolis in the Maryland region, Porter Point has a patio. Featuring lake views, a garden and a private pool, this holiday home also features free WiFi.

Situated in Annapolis, 3 km from Annapolis Harbor and 46 km from Carroll Park, Walk to Everything Historic Arts District offers air conditioning.

Situated in Annapolis, 3 km from Annapolis Harbor and 46 km from Carroll Park, Vintage Charm: Annapolis Retreat offers a garden and air conditioning.

Close to downtown Historic updated house Beautiful clean home Super responsive host

Located in Annapolis, 15 km from Annapolis Harbor and 38 km from Inner Harbor, Neptune By The Water provides spacious air-conditioned accommodation with a patio and free WiFi.

Set in Annapolis, 2 km from Annapolis Harbor and 48 km from Carroll Park, * Midcentury Modern Getaway * Prime Location * offers air-conditioned accommodation with a balcony and free WiFi.

Located in Annapolis in the Maryland region, Skyline Sanctuary features a patio.

Set in Annapolis, 1.9 km from Annapolis Harbor and 48 km from Carroll Park, Anchors Aweigh offers air-conditioned accommodation with a patio and free WiFi.

Set in Annapolis, less than 1 km from Annapolis Harbor and 49 km from Carroll Park, Harrison Hall offers air-conditioned accommodation with a patio and free WiFi.

Set in Annapolis in the Maryland region and Annapolis Harbor reachable within 8.4 km, Captain’s Retreat! Newly Renovated - Beach House!

Located in Annapolis in the Maryland region, The Pearl of Oyster Harbor features a patio. Set 46 km from Addison Road-Seat Pleasant, the property provides a garden.

Situated in Annapolis, 1.7 km from Annapolis Harbor and 48 km from Carroll Park, Fisher House - Downtown Annapolis! features air-conditioned accommodation with a patio and free WiFi.

Located in Annapolis, 4.4 km from Annapolis Harbor and 45 km from Carroll Park, Stylish + fresh bungalow 2 blocks from N-MC Stadium offers a garden and air conditioning.

Situated in Annapolis, 4.9 km from Annapolis Harbor and 40 km from Addison Road-Seat Pleasant, Anchors Away Abode features air-conditioned accommodation with a patio and free WiFi.

Located in Annapolis, 1.6 km from Annapolis Harbor and 48 km from Carroll Park, Blue Angel's Nest provides air-conditioned accommodation with a patio and free WiFi.

The Ship's Bridge, featuring a garden, is set in Annapolis, 8 km from Annapolis Harbor and 47 km from Addison Road-Seat Pleasant. This beachfront property offers access to a patio and free WiFi.

Situated in Annapolis, less than 1 km from Bay Ridge Beach and 7.2 km from Annapolis Harbor, Bella Chateau features air-conditioned accommodation with a patio and free WiFi.

Boasting a spa bath, The Salty Crab is situated in Annapolis. This beachfront property offers access to a patio and free WiFi.

Located in Annapolis, within 36 km of Addison Road-Seat Pleasant, Coastal Edgewater Home with Private Hot Tub! offers accommodation with air conditioning.

Situated 48 km from Carroll Park, 48 km from Sports Legends Museum at Camden Yards and 48 km from Baltimore Convention Center, Seas The Bay features accommodation located in Annapolis.

Situated in Annapolis in the Maryland region, Admiral's Glen has a patio.

Located in Annapolis, 33 km from Addison Road-Seat Pleasant and 48 km from Carroll Park, Pine Whiff Gardens offers a garden and air conditioning.

Situated in Annapolis, 34 km from Inner Harbor and 38 km from Carroll Park, Chase Creek Retreat offers air conditioning.

Located in Annapolis, 33 km from Addison Road-Seat Pleasant and 48 km from Carroll Park, Pine Whiff Beach House offers air conditioning.

Boasting air-conditioned accommodation with a private pool, pool view and a balcony, The Admiral's Retreat is situated in Annapolis. This holiday home features accommodation with a patio.

Set in Annapolis, 2.2 km from Annapolis Harbor and 48 km from Carroll Park, Cozy 2br home w/ parking in downtown Annapolis offers a garden and air conditioning.

Featuring a spa bath, Captain's Quarters - Eastport! is located in Annapolis. This property offers access to a patio, free private parking and free WiFi.

Set in Annapolis, 2.5 km from Annapolis Harbor and 47 km from Carroll Park, The Little House offers air-conditioned accommodation with a patio and free WiFi.

New! All Star Annapolis Retreat - Walk To Stadium is situated in Annapolis, 46 km from Carroll Park, 47 km from Sports Legends Museum at Camden Yards, as well as 47 km from Baltimore Convention Center...

Complete with a bar, Annapolis Retreat - 7 mins from DTA! is set in Annapolis, 50 km from Sports Legends Museum at Camden Yards and 50 km from Baltimore Convention Center.

New! Golden Anchor Retreat Lux Living! offers accommodation in Annapolis, 49 km from Carroll Park and 49 km from Sports Legends Museum at Camden Yards.