A harbor with boats docked, a pier, and a row of houses along the water.

Search Apartments in Chesapeake Beach

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chesapeake Beach apartments

A house with a yellow door and a window with a lamp outside.

1. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is AED 499
AED 1,176 total
includes taxes & fees
15 Nov - 16 Nov
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

2. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
The price is AED 826
AED 954 total
includes taxes & fees
9 Nov - 10 Nov
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

3. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
9.0 out of 10, Wonderful, (4 reviews)
"A nice, clean, roomy place at a good price--gotta love that. The walk-out basement apartment was located in a compound of units on a quiet dead-end street. This unit is actually toward the back and I spent a little time searching for it. Once there, access to the key and apartment was no problem.The home was well-stocked with kitchen and bathroom supplies, and bedding. Would definitely stay there again."
United States
Rob L.
The price is AED 826
AED 1,842 total
includes taxes & fees
8 Nov - 9 Nov
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Beach Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Place is gorgeous, clean and very welcoming."
Patricia 2-night trip
Posted less than an hour ago
Rod 'N' Reel Resort

Frequently asked questions

What's it like to stay at an apartment in Chesapeake Beach?
You'll find 14 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?
Listed below are some of the favorite apartments in the area to choose from: New Loft w/South River view from treehouse deck!: Situated in Riva, 18.3 mi/29.5 km from the heart of Chesapeake Beach. Includes free WiFi, private patios, and premium mattresses. Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops: Located 17.8 mi/28.7 km away in St. Michaels. Amenities include private balconies. Harbor View Suite Talbot County License Number STRN-25-58: Located in St. Michaels, 18.1 mi/29.1 km away. Includes free WiFi. Access to onsite laundry facilities is available on site. Guest Quarters at the Inn - 101: 1 mi/1.7 km away in North Beach. Free WiFi and private balconies 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 and Northern Chesapeake Bay are a couple of picturesque spots to enjoy the outdoors. 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.