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Featured Apartments in Chesapeake Beach

Downtown St. Michaels | Porch + Pet-Friendly

Saint Michaels MD

Stay at this apartment in St. Michaels. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located nearby.

Kitchen

Washing machine

Bay View Studio Apartment

Annapolis MD

Stay at this apartment in Annapolis. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Annapolis Landing Marina and Annapolis Maritime Museum are located nearby.

Hot tub

Kitchen

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

Saint Michaels MD

Stay at this apartment in St. Michaels. Enjoy a garden, laundry facilities and balconies. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located nearby.

Kitchen

Washing machine

Studio on the Bay.

Saint Leonard MD

Stay at this apartment in St. Leonard. Enjoy a garden, an in-room coffee maker and air conditioning. Popular attractions Flag Harbor Marina and Long Beach are located nearby.

Hot tub

Kitchen

Guest Quarters at the Inn - 102

North Beach MD

Stay at this apartment in North Beach. Enjoy free Wi-Fi, a water park and balconies. Popular attractions Bayside History Museum and Chesapeake Beach Water Park are located nearby.

Free WiFi

Air conditioning

Riverfront Retreat 7mil from MD Renaissance Fest!

Riva MD

Stay at this apartment in Riva. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Broad Creek Marsh and Annapolis Harbour Center are located nearby.

Kitchen

Washing machine

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

Saint Michaels MD

Stay at this apartment in St. Michaels. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Saint Marys Square and Saint Marys Square Museum are located nearby.

Kitchen

Air conditioning

Annapolis Gem: Stylish and Cozy

Annapolis MD

NZ$839

5 Jan - 6 Jan 2026

includes taxes & fees

Stay at this apartment in Annapolis. Enjoy a garden, laundry facilities and patios. Popular attractions Historical Society of Talbot County and Spa Creek are located nearby.

Kitchen

Washing machine

1 Mi to Boardwalk: Convenient North Beach Apt!

Owings MD

Stay at this apartment in Owings. Enjoy patios and air conditioning. Popular attractions Bayside History Museum and Chesapeake Beach Water Park are located nearby.

Kitchen

Pet-friendly

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

Saint Michaels MD

Stay at this apartment in St. Michaels. Enjoy an in-room coffee maker and air conditioning. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located nearby.

Air conditioning

Parking available

Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!

Galesville MD

Stay at this apartment in Galesville. Enjoy free Wi-Fi, an in-room coffee maker and air conditioning. Popular attractions Galesville Heritage Museum and Shadyside Park are located nearby.

Kitchen

Free WiFi

Relax & Recharge in Our Family-Favorite Retreat

Lusby MD

Stay at this apartment in Lusby. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Chesapeake Hills Golf Course and Annmarie Sculpture Garden and Arts Center are located nearby.

Kitchen

Washing machine

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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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.

^Eligibility requirements and conditions apply.

Chesapeake Beach Apartments essential information

Accommodation	42 Apartments
Lowest Price	NZ$146
Highest Price	NZ$839
Popular accommodation	Downtown St. Michaels \| Porch + Pet-Friendly, Bay View Studio Apartment, Modern Flat in the Heart of St. Michaels – Walk Everywhere, Studio on the Bay., Guest Quarters at the Inn - 102, Riverfront Retreat 7mil from MD Renaissance Fest!, Historic Downtown St. Michaels Studio \| Walk to Waterfront, Dining & Shops, Annapolis Gem: Stylish and Cozy, 1 Mi to Boardwalk: Convenient North Beach Apt!, Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops, Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!, Relax & Recharge in Our Family-Favorite Retreat