Chesapeake Beach Apartments

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Apartments in Chesapeake Beach

Downtown St. Michaels | Porch + Pet-Friendly

Saint Michaels MD

With a stay at this apartment in St. Michaels, you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Muskrat Park.

Bay View Studio Apartment

Annapolis MD

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

Modern Flat in the Heart of St. Michaels – Walk Everywhere

Saint Michaels MD

A stay at this apartment places you in the heart of St. Michaels, steps from Muskrat Park and Higgins Yacht Yard and Marina.

Studio on the Bay.

Saint Leonard MD

With a stay at this apartment in St. Leonard, you'll be near the beach, just a 1-minute walk from Chesapeake Bay and 6 minutes by foot from Flag Ponds Nature Park.

Guest Quarters at the Inn - 102

North Beach MD

When you a stay at this apartment in North Beach, you'll be near the beach, within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Riverfront Retreat 7mil from MD Renaissance Fest!

Riva MD

With a stay at this apartment in Riva, you'll be on the waterfront, within a 15-minute drive of U.S. Naval Academy and Annapolis Harbour Center.

Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops

Saint Michaels MD

A stay at this apartment places you in the heart of St. Michaels, steps from Muskrat Park and 3 minutes by foot from St. Michaels Museum.

Annapolis Gem: Stylish and Cozy

Annapolis MD

$423 nightly

$482 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this apartment in Annapolis (Eastport), you'll be within a 10-minute drive of U.S. Naval Academy and Historic Mount Moriah AME Church.

1 Mi to Boardwalk: Convenient North Beach Apt!

Owings MD

Located in Owings, this apartment is within a 5-minute drive of Bayside History Museum and Chesapeake Bay.

Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops

Saint Michaels MD

With a stay at this apartment in St. Michaels, you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Saint Michaels Town Hall.

Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!

Galesville MD

With a stay at this apartment in Galesville, you'll be within a 15-minute drive of Galesville Heritage Museum and Sand Point Marsh.

Relax & Recharge in Our Family-Favorite Retreat

Lusby MD

Located in Lusby, this apartment is a 4-minute drive from Chesapeake Bay and 6 minutes from Chesapeake Hills Golf Course.

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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.