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Compare 34 Apartments in Chesapeake Beach with updated reviews, rates, and availability.

Bay View Studio Apartment

10.0 out of 10, Exceptional, (42)
"Lovely property, larger than I expected, hot tub on the waterfront was wonderful. We will certainly be back. "
Bay View Studio Apartment

St Michaels is waiting for you. Join us at CoCo's

St Michaels is waiting for you. Join us at CoCo's

Guest Quarters at the Inn - 101

9.8 out of 10, Exceptional, (12)
"This property is right in the Main Street running through Chesapeake Beach and North Beach. It's close to the beaches, restaurants, and close to all of the local attractions. The room itself was large, clean, and comfortable, and the building was both quiet, secure, and well kept. We'll definitely be back!"
Guest Quarters at the Inn - 101

Chesapeake Bayside Loft

8.0 out of 10, Very Good, (12)
"Great property, needs some TLC in areas to really make this be an amazing property...overall it's very clean, soft beds and has a fantastic 2 min walk to the bay for coffee or a beer/ wine...quiet neighborhood, easy access...I think the owner is really miss out on the opportunity to make this home a must rent ..back yard needs some love, lights, fire pit, corn hole etc...overall, great stay, compared to DTA this is excellent "
Chesapeake Bayside Loft

Join Us In St Michaels, Book Spring/Summer Now

10.0 out of 10, Exceptional, (15)
"Just back from a wonderful weekend in St Michael’s. This property was perfect for the two of us. Convenient parking, downtown location and quiet and comfortable stay. We’re hopping for another visit soon. "
Join Us In St Michaels, Book Spring/Summer Now

Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!

10.0 out of 10, Exceptional, (27)
"Well decorated and comfortable stay. Very quiet and great place to sit and enjoy the sunrise/sunset."
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!

Cozy 1st Level Beach House - Walk Everywhere

2.0 star property
Cozy 1st Level Beach House - Walk Everywhere

Studio on the Bay.

10.0 out of 10, Exceptional, (17)
"What a beautiful little gem hidden on the shores of Calvert beach. The description of the house was perfect and drew our attention when booking. In reality, it was even nicer. Can’t say enough how impressed we were. The house was decorated tastefully, and had everything we needed for a few day stay. Thank you for thinking of the small details that make you feel like you are at home. Location is everything. It is so close to the beach. The area is gorgeous. We took multiple trips to local parks...
Studio on the Bay.

HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!

9.8 out of 10, Exceptional, (16)
"What a beautiful and welcoming property! Tons of wildlife activity to view and great water views. Amenities were great. Really appreciate everything! Lovely host!"
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!

Harbor View Suite

10.0 out of 10, Exceptional, (19)
"Excellent!"
Harbor View Suite

New Loft w/South River view from treehouse deck!

10.0 out of 10, Exceptional, (21)
"The loft was very clean and modern inside. We enjoyed having our meals on the deck, with a nice calming view of South River. The owner was very flexible (e.g. check-in time) and easy to communicate with. Beware that the kitchenette is small (not much room to cook if that matters to you). I personally would prefer having a firmer mattress, but others may disagree."
New Loft w/South River view from treehouse deck!

Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD

The price is SAR 300
SAR 662 total
includes taxes & fees
1 Apr - 2 Apr
Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD

Charming Beach House Top Floor - Walk Everywhere!

2.0 star property
Charming Beach House Top Floor - Walk Everywhere!

Guest Quarters at the Inn - 102

9.8 out of 10, Exceptional, (18)
"I came to North Beach for a friend’s wedding near by. The Guest Quarters was a cute place and very welcoming. The instructions provided were clear and easy to enter into the building and room. The location is in a great spot - easy walk to the cute shops and to the beach. I would stay there again! "
Guest Quarters at the Inn - 102

Guest Quarters at the Inn - 103

9.8 out of 10, Exceptional, (22)
"Loved front porch"
Guest Quarters at the Inn - 103

Water view studio. 20 minutes from Annapolis.

10.0 out of 10, Exceptional, (1)
"Perfect for a couple weekend getaway! We were in town for sail boat demos for the weekend and found this newly renovated studio apartment above the owners garage bright and clean. With a short walk down to the beach, the beautiful sunrises will take your breath away! A must see. Will return again! Thanks Rob and Suzanne"
Water view studio. 20 minutes from Annapolis.

Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual

Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual

Book for CW 2025 Gourmet kitchen with backyard and parking at 1st floor Eastport apartment

10.0 out of 10, Exceptional, (4)
"Nicely appointed and updated. Easy check in and out. "
Book for CW 2025 Gourmet kitchen with backyard and parking at 1st floor Eastport apartment

Come relax yourself a while

The price is SAR 1,032
SAR 2,332 total
includes taxes & fees
1 Apr - 2 Apr
Come relax yourself a while

Home away from home

Home away from home
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.
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Other property types in Chesapeake Beach

Family Beach House: Spacious Deck, Grill & Views

9.6 out of 10, Exceptional, (4)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is SAR 795
SAR 1,808 total
includes taxes & fees
28 Apr - 29 Apr
Family Beach House: Spacious Deck, Grill & Views

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

10.0 out of 10, Exceptional, (77)
"An absolutely beautiful, architecturally fascinating, spotlessly clean, well stocked home with views that go on for literally miles. We spent a late winter weekend there with a fire roaring in the fireplace and mussels on the stove. Hosts were exceptionally responsive and very attentive. Highly recommended. One of the best experiences we've ever had in home rentals! "
Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (51)
"The Blue Crab Beach House was perfect for my wife and I and our dog. Very comfortable with a great backyard space for our dog. We loved the location - it’s just a short walk to restaurants and the bay. Very enjoyable stay and we hope to return."
The Blue Crab Beach House - Free beach passes
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.

Frequently asked questions

What's it like to stay at an apartment in Chesapeake Beach?
You’ll find 17 accommodations in Chesapeake Beach. Though there aren’t many apartments, we can help you locate accommodations with similar amenities. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses. Why not visit the spas and take time to enjoy the beaches while you’re in this relaxing area?
How do you know if an apartment is a good option for you?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What will the weather be like during my trip to Chesapeake Beach?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chesapeake Beach. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What should I see and do in Chesapeake Beach?
Chesapeake Beach is known for its beaches and spas. Cultural attractions include Chesapeake Beach Railway Museum and Bruce Gabrielson’s Surf Art Gallery and Museum, whereas Breezy Point Beach is one spot to enjoy nature. Chesapeake Beach Water Park and Rod n Reel Charter Fishing are other places to visit while you’re in town.
What's the best way to get to and around Chesapeake Beach?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 26.5 mi (42.7 km) from the city center. Otherwise, look for flights into College Park, MD (CGS), which is 28.8 mi (46.3 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.