Photo by Ronanne Vinson

Search Apartments in Chesapeake Beach

Compare 24 Apartments in Chesapeake Beach with updated reviews, rates, and availability.

Guest quarters at the inn - 205

9.4 out of 10, Exceptional, (12)
"The property was not only as described, but better than described, honestly words don’t do it justice. It was exactly what my best friend and I needed to get ready for a friends wedding, and have a comfortable place to stay for the weekend. We loved the classy decor, full length, mirror, soaking tub, and the big thank you for the welcome tray of snacks! The location is perfect, a block from the water, close to bars and restaurants, while being in a quiet neighborhood, and it’s proximity to...
Guest quarters at the inn - 205

New Loft w/South River view from treehouse deck!

10.0 out of 10, Exceptional, (20)
"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!

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!

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!

Bay View Studio Apartment

10.0 out of 10, Exceptional, (40)
"The apartment is much larger than it looks in the photos and the view simply can't be beat. The host is very responsive and helpful. And who doesn't love a hot tub right on the water?! Would absolutely stay here again."
Bay View Studio Apartment

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.

Harbor View Suite

10.0 out of 10, Exceptional, (18)
"We had a wonderful 4-night stay at the Harbor View Suite. The suite was the perfect size for a couple, and had all of the amenities you could want. The bed was very comfortable and it was easy to adjust the air/heat to be comfortable. Bill and Leslie were great hosts. Very friendly and accommodating. The bottle of wine and snacks that were there for us was a nice surprise. We would definitely stay here if/when we next visit St. Michael’s. 5 stars!"
Harbor View Suite

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

Guest Quarters at the Inn - 103

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

Eastport apartment with gourmet kitchen, backyard and parking

10.0 out of 10, Exceptional, (4)
"Nicely appointed and updated. Easy check in and out. "
Eastport apartment with gourmet kitchen, backyard and parking

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

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.

Guest quarters at the inn - 204

9.8 out of 10, Exceptional, (13)
"Loved the place! Plenty of room. Hubby and I snuggled in the comfy robes most of the time! Only thing I’d recommend is WiFi for tvs so visitors can log on to their personal streaming apps. "
Guest quarters at the inn - 204

Charming Beach House Top Floor - Walk Everywhere!

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

Cozy 1st Level Beach House - Walk Everywhere

2.0 star property
The price is AED 485
AED 1,664 total
includes taxes & fees
24 Dec - 25 Dec
Cozy 1st Level Beach House - Walk Everywhere

Couples Retreat, 2 King Bedrooms!

Couples Retreat, 2 King Bedrooms!

Home away from home

Home away from home

Anchor Drop

Anchor Drop

Quiet 1Bed/1Bath unit with free parking

Quiet 1Bed/1Bath unit with free parking

Vacation Rental in Historic St. Michaels

Vacation Rental in Historic St. Michaels
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 AED 500
AED 1,447 total
includes taxes & fees
4 Jan - 5 January 2025
Family Beach House: Spacious Deck, Grill & Views

Mid-Century Modern and Marvelous on the Bay

10.0 out of 10, Exceptional, (71)
"Nice mid - century modern house. We enjoyed the stay. The views from the porch to the ocean are stunning. "
Mid-Century Modern and Marvelous on the Bay

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (37)
"This home was perfect for our 12-person family. There was plenty of room to spread out, and the house was well stocked with everything we needed. It would be a great place to vacation in the summer as well. The owner was helpful, communicated well, and accommodating. We hope we can return sometime in the future."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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's the top apartment for my stay in Chesapeake Beach?
Below are some of the more popular apartments in the area to choose from: Guest quarters at the inn - 205: Located 1 mi/1.7 km away in North Beach. Free WiFi, private balconies, and sofa beds are included. New Loft w/South River view from treehouse deck!: 18.3 mi/29.5 km away in Riva. Free WiFi, premium mattresses, and Smart TVs are included.
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.