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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Apartments in Chester

First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (85)
"Quiet neighborhood and the best place to stay."
The price is SAR 371
SAR 596 total
includes taxes & fees
26 Jun - 27 Jun
First Floor Studio Apartment in Historic Chestertown
New! The Pool Loft at Poplar Hill
Fridge, microwave, oven, stovetop

New! The Pool Loft at Poplar Hill

The price is SAR 510
SAR 1,154 total
includes taxes & fees
23 Jun - 24 Jun
New! The Pool Loft at Poplar Hill
Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (73)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is SAR 912
SAR 1,728 total
includes taxes & fees
20 Jun - 21 Jun
Waterfront Oasis of Annapolis Star
Annapolis Gem: Stylish and Cozy

Annapolis Gem: Stylish and Cozy

The price is SAR 675
SAR 1,784 total
includes taxes & fees
19 Jun - 20 Jun
Annapolis Gem: Stylish and Cozy
Dean Street's Lower Deck House!

Dean Street's Lower Deck House!

The price is SAR 544
SAR 1,685 total
includes taxes & fees
29 Jun - 30 Jun
Dean Street's Lower Deck House!
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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Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 12 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 in Pasadena, 14.8 mi/23.9 km from the heart of Chester. Includes free WiFi and Smart TVs. Access to an outdoor pool is available on site. Waterfront Oasis of Annapolis Star: Located 10 mi/16 km away in Annapolis. A private pool, free WiFi, and fireplaces are included. An outdoor pool and a water park are on site. Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!: It's situated in Annapolis, 13.1 mi/21 km away. Includes free WiFi and private balconies. The heart of St Michaels awaits.: 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. Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!: Located in Annapolis, 9.6 mi/15.4 km from Chester. Includes free WiFi, private patios, and Smart TVs. A fitness center and onsite laundry facilities are on site.
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 Chesapeake Bay Environmental Center. In the larger area, you'll find Matapeake State Park and Love Point State Park.
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.