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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

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

Bay View Studio Apartment
Outdoor spa tub

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
TV

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

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

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

St Michaels is waiting for you. Join us at CoCo's
Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD
Fridge, microwave, stovetop, coffee/tea maker

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

The price is AED 294
AED 649 total
includes taxes & fees
29 Mar - 30 Mar
Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD
Guest Quarters at the Inn - 101
Iron/ironing board, free WiFi, bed sheets

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
Beach

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
Iron/ironing board, WiFi, bed sheets

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
Cozy 1st Level Beach House - Walk Everywhere
Property grounds

Cozy 1st Level Beach House - Walk Everywhere

2.0 star property
The price is AED 415
AED 1,572 total
includes taxes & fees
23 Mar - 24 Mar
Cozy 1st Level Beach House - Walk Everywhere
Studio on the Bay.
Beach nearby, beach towels

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.
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
Property grounds

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!
New Loft w/South River view from treehouse deck!
Terrace/patio

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!
Harbor View Suite
Fridge, microwave, coffee/tea maker, toaster

Harbor View Suite

10.0 out of 10, Exceptional, (19)
"Excellent!"
Harbor View Suite
Charming Beach House Top Floor - Walk Everywhere!
Property grounds

Charming Beach House Top Floor - Walk Everywhere!

2.0 star property
The price is AED 433
AED 1,597 total
includes taxes & fees
27 Mar - 28 Mar
Charming Beach House Top Floor - Walk Everywhere!
Guest Quarters at the Inn - 102
1 bedroom, iron/ironing board, free WiFi, bed sheets

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
Iron/ironing board, free WiFi, bed sheets

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.
Property grounds

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
1 bedroom, iron/ironing board, free WiFi, bed sheets

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
Book for CW 2025 Gourmet kitchen with backyard and parking at 1st floor Eastport apartment
Fridge, microwave, oven, stovetop

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
Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual
Interior

Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual

Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual
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

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

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!
Family Beach House: Spacious Deck, Grill & Views
Pool

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 624
AED 1,611 total
includes taxes & fees
22 Mar - 23 Mar
Family Beach House: Spacious Deck, Grill & Views
Cozy Cottage with access to and partially obstructed views of the bay.
Miscellaneous

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
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.