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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Apartments in Kennedyville

Exterior
Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River

Millington
9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is SAR 263
SAR 477 total
includes taxes & fees
4 Jan - 5 January 2026
Guest Suite for up to 2 in a Victorian on the Chester River
Property grounds
Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment

Elkton
9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
The price is SAR 263
SAR 418 total
includes taxes & fees
15 Dec - 16 Dec
Country Get Away 1 Bedroom Apartment
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (107)
"Amazing and neat and very private "
United States
Alexander M.
The price is SAR 372
SAR 596 total
includes taxes & fees
8 Dec - 9 Dec
First Floor Studio Apartment in Historic Chestertown
Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

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

Rock Hall
10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is SAR 465
SAR 1,094 total
includes taxes & fees
9 Dec - 10 Dec
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Exterior
Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette

Port Deposit
10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
The price is SAR 525
SAR 967 total
includes taxes & fees
8 Dec - 9 Dec
Private 3 room Queen Suite w/Kitchenette
Fridge, microwave, oven, stovetop
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

2.0 star property
Chesapeake City
9.4 out of 10, Exceptional, (3)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
The price is SAR 676
SAR 1,257 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is SAR 657
SAR 1,169 total
includes taxes & fees
8 Dec - 9 Dec
Waterfront Retreat with Private Dock and Beach
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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Top Kennedyville Hotel Reviews

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

10/10 Excellent
"Very efficient check in. Friendly staff. Room was big and very clean. Water pressure in the shower was awful but didn’t reduce the niceness of our stay. Breakfast was plentiful and hot with plenty of variety."
Stephen 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Middletown by IHG

Frequently asked questions

What's it like to stay at an apartment in Kennedyville?
You might have as many choices centrally in Kennedyville, but Expedia can help you locate accommodations within the larger area similar to apartments. 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 search for similar properties such as vacation homes, condos, or guest houses.
How do you know if an apartment is a good option for you?
Often offering more space than a traditional hotel room, an apartment 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 solo travelers who want to stay in at night and plan out their next day.
What's the best apartment I should consider for a stay in Kennedyville?
Listed below are some of the more popular apartments in the area to choose from: First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 9.3 mi/14.9 km from the heart of Kennedyville. Includes a private pool, laundry facilities, and free WiFi. A fitness center and onsite laundry facilities are on site. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!: Located 17.4 mi/28.1 km away in Rock Hall. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Waterfront Retreat with Private Dock and Beach: It's situated in Worton, 6.6 mi/10.7 km away. Includes free WiFi, sofa beds, and Smart TVs. Country Get Away 1 Bedroom Apartment: 20.3 mi/32.7 km away in Elkton. Free WiFi, private patios, and Smart TVs are included. Private 3 room Queen Suite w/Kitchenette: Located in Port Deposit, 21.7 mi/34.9 km from Kennedyville. Includes free WiFi, private balconies, and fireplaces. Access to onsite laundry facilities is available on site.
What will the weather be like in Kennedyville?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Kennedyville. 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 Kennedyville is 48 inches.
What should I see in Kennedyville?
Turner Creek Landing Park and Turner's Creek Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Crow Farm and Vineyard and Kent Museum.
What's the best way to get to and around Kennedyville?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 22.8 mi (36.8 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.