Annapolis Cottages

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Cottages in Annapolis

Firefly Cottage at the Cape, Community beach, spring adventures, hot tub, USNA

Annapolis MD

With a stay at this cottage in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of Chesapeake Bay and U.S. Naval Academy.

Hot Tub

Breakfast included

Secluded Cozy Cottage in Historic Downtown

Annapolis MD

$547 nightly

$624 total

Apr 22 - Apr 23

Total with taxes and fees

With a stay at this cottage in Annapolis (Historic District), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge.

Kitchen

Washer

Your Annapolis Waterfront retreat - ready for a winter getaway!

Annapolis MD

With a stay at this cottage in Annapolis (West Annapolis), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge.

Kitchen

Free WiFi

The Yellow Cottage on Harness Creek

Annapolis MD

With a stay at this cottage in Annapolis (Hillsmere), you'll be within a 15-minute drive of Chesapeake Bay and U.S. Naval Academy.

Kitchen

Washer

Beachfront Home Minutes to Downtown Annapolis Dogs OK

Annapolis MD

When you stay at this cottage in Annapolis, you'll be on the beach, within a 10-minute walk of Annapolis Sailing School and Annapolis Landing Marina.

Kitchen

Washer

Walk to Everything - Historic Art’s District

Annapolis MD

With a stay at this cottage, you'll be centrally located in Annapolis, a 3-minute drive from U.S. Naval Academy and 13 minutes from Chesapeake Bay Bridge.

Kitchen

Washer

Waterfront Annapolis Home: Fire Pit & Fishing Pier

Annapolis MD

With a stay at this cottage in Annapolis, you'll be within a 10-minute drive of Chesapeake Bay Bridge and Chesapeake Bay.

Kitchen

Dryer

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

Annapolis MD

With a stay at this cottage in Annapolis, you'll be within a 10-minute drive of Chesapeake Bay and U.S. Naval Academy.

Kitchen

Washer

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

annapolis MD

With a stay at this cottage, you'll be centrally located in Annapolis, within a 15-minute drive of U.S. Naval Academy and Annapolis Bowl.

Hot Tub

Kitchen

1 Block to Usna Stadium: Modern Annapolis Home!

Annapolis MD

With a stay at this cottage in Annapolis (Admiral Heights), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge.

Kitchen

Washer

Walk to Lake & Boat Ramp: Central Gem in Annapolis

Annapolis MD

With a stay at this cottage in Annapolis (Cape Saint Claire), you'll be within a 10-minute drive of Chesapeake Bay Bridge and Chesapeake Bay.

Kitchen

Washer

Private & Quiet Cottage in West Annapolis

Annapolis MD

Located in Annapolis, this cottage is in a rural location, within a 5-minute drive of Navy-Marine Corps Memorial Stadium and Peters Cove.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Annapolis Cottages essential information

Accommodation	14 Cottages
Lowest Price	$624
Highest Price	$624
Popular accommodation	Firefly Cottage at the Cape, Community beach, spring adventures, hot tub, USNA, Secluded Cozy Cottage in Historic Downtown, Your Annapolis Waterfront retreat - ready for a winter getaway!, The Yellow Cottage on Harness Creek, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Walk to Everything - Historic Art’s District, Waterfront Annapolis Home: Fire Pit & Fishing Pier, Annapolis Vacation Home: 2 Mi to Quiet Waters Park, NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak, 1 Block to Usna Stadium: Modern Annapolis Home!, Walk to Lake & Boat Ramp: Central Gem in Annapolis, Private & Quiet Cottage in West Annapolis