Photo by Ronanne Vinson

Search Apartments in Chesapeake Beach

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 26 Apartments in Chesapeake Beach with updated reviews, rates, and availability.

Guest quarters at the inn - 204
Exterior

Guest quarters at the inn - 204

9.8 out of 10, Exceptional, (12)
"Overall great place. Couple of recommendations to make it even better. First, recommend a few more trash cans in the place. Only had one in the kitchen and bathroom. Also great to have them with trash liners. Same for tissue boxes. The one in the bathroom was empty. Would have appreciated more than one soap bar too.great Recommend checking that all the appliances work. The TV in the living room would not turn on.. Also te cabinet under the sink was loose. Again all minor things. F"
Guest quarters at the inn - 204
Guest Quarters at the Inn - 101
Exterior

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
Exterior

Guest Quarters at the Inn - 103

9.8 out of 10, Exceptional, (22)
"Loved front porch"
Guest Quarters at the Inn - 103
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
Terrace/patio

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
Property grounds

Bay View Studio Apartment

10.0 out of 10, Exceptional, (39)
"Right on the water. Very quiet, spacious and nice. Host was on top of things. "
Bay View Studio Apartment
New Loft w/South River view from treehouse deck!

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!
Studio on the Bay.
Beach

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
View of harbor 1/2 block from suite.

Harbor View Suite

10.0 out of 10, Exceptional, (17)
"Great location and view of the harbor.Unit is nicely furnished.Hosts provided good information about St Michaels.Would stay there again."
Harbor View Suite
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
Enjoy outstanding sunrises and sunsets!

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

9.8 out of 10, Exceptional, (15)
"Quiet clean roomy with great view and private pier. Susan is a wondeful host, she lives upstairs and made sure we had everything we needed and showed us where all of the amenties are. "
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
Guest quarters at the inn - 205
Exterior

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
Eastport apartment with gourmet kitchen, backyard and parking
Welcome to the gathering space at Eden on Adams.

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
Exterior

Guest Quarters at the Inn - 102

9.8 out of 10, Exceptional, (17)
"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.
Room

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.
Charming Beach House Top Floor - Walk Everywhere!

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

Cozy 1st Level Beach House - Walk Everywhere

2.0 star property
The price is SAR 398
SAR 1,583 total
includes taxes & fees
25 Nov - 26 Nov
Cozy 1st Level Beach House - Walk Everywhere
Home away from home
Bathroom

Home away from home

Home away from home
Anchor Drop
Dining

Anchor Drop

Anchor Drop
Quiet 1Bed/1Bath unit with free parking
Dining

Quiet 1Bed/1Bath unit with free parking

Quiet 1Bed/1Bath unit with free parking
Vacation Rental in Historic St. Michaels
Exterior

Vacation Rental in Historic St. Michaels

Vacation Rental in Historic St. Michaels
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
Marina

Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT

Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
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.
Don't see what you're looking for?
See all available properties in Chesapeake Beach
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chesapeake Beach

Mid-Century Modern and Marvelous on the Bay
Property grounds

Mid-Century Modern and Marvelous on the Bay

10.0 out of 10, Exceptional, (70)
"The house was amazing! From the moment the front door opened it was a visual feast. The views are incredible, it's quiet, private and very relaxing. There were personal elements reflecting the current and original owners which we found very interesting and the attention to detail throughout was superb! Everything was incredibly well stocked with a multitude of extras. "
Mid-Century Modern and Marvelous on the Bay
Family Beach House: Spacious Deck, Grill & Views
Miscellaneous

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 638
SAR 1,805 total
includes taxes & fees
23 Nov - 24 Nov
Family Beach House: Spacious Deck, Grill & Views
Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Cottage on a quite creek of the Chesapeake Bay with private pool.

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (217)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
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 19 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.