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Search Apartments in Chesapeake Beach

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Compare 35 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

Guest quarters at the inn - 205

9.4 out of 10, Exceptional, (12)
"Great stay"
Guest quarters at the inn - 205

Apartment in Downtown – Walk to Everything!

9.0 out of 10, Wonderful, (2)
"We loved the property and the location (can’t be beat!). We walked to shops, restaurants, and bars all over town. It also had convenient parking. The apartment was clean and had everything we needed for a short stay. "
Apartment in Downtown – Walk to Everything!

Guest Quarters at the Inn - 101

9.8 out of 10, Exceptional, (12)
"We had a great stay at the Guest Quarters. The place is very clean and has recently been updated. We lucked out and hit Fist Friday in North Beach and enjoyed live music and great food just a block away."
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

Studio in Downtown – Walk to Everything!

10.0 out of 10, Exceptional, (17)
"We absolutely loved our time here, such a sweet one room walk up with a balcony. Would a stay here again!"
Studio in Downtown – Walk to Everything!

Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!

10.0 out of 10, Exceptional, (28)
"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)
"The studio was amazing! The location was perfect and exactly what we needed . It also had some nice added amenities ( kayaks, jacuzzi ) we truly enjoyed our stay."
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, (20)
"Excellent!"
Harbor View Suite

New Loft w/South River view from treehouse deck!

10.0 out of 10, Exceptional, (21)
"Nice stay"
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 AED 294
AED 649 total
includes taxes & fees
6 May - 7 May
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)
"Close to many restaurants and activities "
Guest Quarters at the Inn - 102

Guest Quarters at the Inn - 103

9.8 out of 10, Exceptional, (22)
"Wonderful place within walking distance of the beach and restaurants. Would definitely stay here again!"
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.

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

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)
"My husband and I stayed here for his reunion weekend. The place was super-cute, very chic with a gorgeous gourmet kitchen we didn't take enough advantage of, very comfortable bed, and a great shower. The location was an easy 20 minute walk to Gate 1, and convenient to lots of Eastport restaurants, had parking, Nice yard with a place to sit outside. Really a fabulous stay! "
Book for CW 2025 Gourmet kitchen with backyard and parking at 1st floor Eastport apartment
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

9.2 out of 10, Wonderful, (5)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is AED 1,366
AED 2,551 total
includes taxes & fees
5 Jun - 6 Jun
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)
"Beautiful place "
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, (54)
"We really enjoyed our stay at The Blue Crab Beach House. The home was very clean and well accessorized. The host was very responsive and I would definitely come stay again !"
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 15 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.