Chester Apartment Rentals from CA $216

Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is at least 3 miles long.

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Our top choices for Chester apartments

First Floor Studio Apartment in Historic Chestertown

Chestertown

Anne D.

CA $216 total

includes taxes & fees

Feb 16 - Feb 17

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

Michael D.

CA $400 total

includes taxes & fees

Feb 16 - Feb 17

Waterfront Oasis of Annapolis Star

Annapolis

Thomas

CA $560 total

includes taxes & fees

Feb 14 - Feb 15

Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

Chestertown

Jason

CA $574 total

includes taxes & fees

Feb 21 - Feb 22

Luxury Pool Loft sleeps 4

Cape Saint Claire

Ana S.

CA $532 total

includes taxes & fees

Feb 16 - Feb 17

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

Historic District

Brad L.

CA $506 total

includes taxes & fees

Feb 16 - Feb 17

Five Star Charmer! Great Location Downtown & Stadium! Parking too!

Annapolis

Darcy W.

CA $421 total

includes taxes & fees

Feb 19 - Feb 20

Annapolis Gem: Stylish and Cozy

Eastport

Brian F.

CA $657 total

includes taxes & fees

Mar 3 - Mar 4

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Top Chester Hotel Reviews

Sonesta ES Suites Annapolis

10/10 Excellent

"We loved the large spacious room. The staff was very friendly and helpful."

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Chester Apartments information

Number of reviews	296
Accommodation	78 Apartments
Lowest Price	CA $216
Highest Price	CA $695

Frequently asked questions

What's it like to stay at an apartment in Chester?

You'll find 11 hotels and other accommodations in Chester. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as condos, vacation homes, or cottages.

How do you know if an apartment is the best choice for you?

Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in at night and plan out their next day.

What's the top apartment for a stay in Chester?

Listed below are some of the favorite apartments in the area: Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat: Located 14.8 mi/23.9 km away in Pasadena. Free WiFi and Smart TVs are included. Access to an outdoor pool is available on site. First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 18.5 mi/29.8 km away. Includes a private pool, laundry facilities, and free WiFi. A fitness center and onsite laundry facilities are on site. Modern Flat in the Heart of St. Michaels – Walk Everywhere: Located 13.6 mi/21.9 km away in St. Michaels. Private balconies and fireplaces are included. Access to onsite laundry facilities is available on site. Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops: It's located in St. Michaels, 13.7 mi/22.1 km from Chester. Includes private balconies.

What will the weather be like during my trip to Chester?

Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Chester. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.

What should I see in Chester?

Explore the area and family-friendly sights such as Annapolis Maritime Museum, or get out into nature at a spot like Northern Chesapeake Bay. In the larger area, you'll find Matapeake State Park and Chesapeake Bay Environmental Center.

What's the best way to get to and around Chester?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 16.6 mi (26.7 km) away from the heart of the city. You can also search for flights into Baltimore Washington Intl. Airport (BWI), which is 24.8 mi (39.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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Our top choices for Chester apartments

First Floor Studio Apartment in Historic Chestertown