Search Apartments in Kennedyville

  • 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

Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Compare 22 Apartments in Kennedyville with updated reviews, rates, and availability.

First Floor Studio Apartment in Historic Chestertown
Back Yard

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (78)
"Very clean, excellent communications,"
The price is AED 360
AED 579 total
includes taxes & fees
26 Feb - 27 Feb
First Floor Studio Apartment in Historic Chestertown
Private 3 room Queen Suite w/Kitchenette
Queen Bedroom

Private 3 room Queen Suite w/Kitchenette

10.0 out of 10, Exceptional, (25)
"Very nice. "
The price is AED 441
AED 759 total
includes taxes & fees
25 Feb - 26 Feb
Private 3 room Queen Suite w/Kitchenette
Newly restored apartment in the heart of Chestertown
Living area

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (19)
"We fell in love with Chestertown and are so glad we stayed in the heart of downtown at this charming vrbo. Everything was perfect. Will return and recommend "
Newly restored apartment in the heart of Chestertown
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Room

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (34)
"Great location, wonderful place and fantastic owner. Recommendations on restaurants and things to do were perfect. We had a great time and Betty Ann was very kind and responsive in communications. Will definitely visit again!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Country Get Away 1 Bedroom Apartment
Room

Country Get Away 1 Bedroom Apartment

9.8 out of 10, Exceptional, (29)
"We were attending my niece's wedding. Our stay was located in the beautiful countryside yet quick access to places to eat. Our apartment was decorated so cute and for the season. Very, Very clean and I would stay again!"
The price is AED 257
AED 409 total
includes taxes & fees
3 Mar - 4 Mar
Country Get Away 1 Bedroom Apartment
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

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

10.0 out of 10, Exceptional, (9)
"Totally enjoyed our stay. The room was clean and very cozy. Highly recommend "
The price is AED 250
AED 459 total
includes taxes & fees
25 Feb - 26 Feb
Guest Suite for up to 2 in a Victorian on the Chester River
Waterfront Retreat with Private Dock and Beach
Private Dock

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (17)
"This property was exactly what we needed! The apartment was very clean and well maintained making it such a pleasant experience. Even though the property is shared with the owners, they weren’t constantly around or hovering over us allowing us to enjoy our time together. We loved having the dock and availability of the kayaks so we didn’t have to bring us along for the long trip there. We found some small shops and cute little towns along with a wonderful winery all within a short drive from...
The price is AED 643
AED 1,140 total
includes taxes & fees
25 Feb - 26 Feb
Waterfront Retreat with Private Dock and Beach
Historic Downtown Garden Oasis with Private Patio
Outdoor dining

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (25)
"This is the second time I stayed here and will be back. I was able to work from here and enjoyed breakfast and lunch on the covered porch with a sweet companion (the owners' totally chill dog). Walking distance to everything. Check out the new wetland preserve at the end of the street. "
Historic Downtown Garden Oasis with Private Patio
The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck
As you enter the Apartment to the left is a sitting area.

The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck

The Sunny Place Apt. 1/Bed F/B W/D full kitchen sunroom deck
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Game room

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

2.0 star property
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Historic & Quaint Room downtown Middletown, DE awaits you!
Room

Historic & Quaint Room downtown Middletown, DE awaits you!

4.0 out of 10, (1)
"1. The room was not like the picture. 2. It is basically a small motel with um, unusual guests and a shared bathroom. 3. The air conditioner would not turn on properly. 4. The owner was communicative and nice, so that was a positive. "
Historic & Quaint Room downtown Middletown, DE awaits you!
Beautiful Studio Bedroom Rental!
Room

Beautiful Studio Bedroom Rental!

Beautiful Studio Bedroom Rental!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Welcome to Mermaid's Getaway!

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

10.0 out of 10, Exceptional, (4)
"A great place to chill out and enjoy what Rock Hall has to offer. It’s always great to come back to my childhood town. Rick is a great host and takes really good care of the property! We will be back."
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Knot's Landing, spacious Apt. downtown Rock Hall
Apartment above the Hickory Store

Knot's Landing, spacious Apt. downtown Rock Hall

10.0 out of 10, Exceptional, (2)
"Just spent the weekend at Knot’s Landing and highly recommend it! The location is incredible with walk-ability to all of Main St and still close to the marina and the beach. The place was very clean and incredibly spacious. Check in and out was perfectly smooth and the host was responsive and helpful with the one question we had. 10/10 absolutely recommend!"
Knot's Landing, spacious Apt. downtown Rock Hall
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Exterior detail

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.6 out of 10, Exceptional, (5)
"Thank you Lynn for having us. It was a short trip but worth it, especially being able to stay at the She Shed - clean, conveniently located, and quiet. We’ll definitely be back!"
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
The "Dock House"
Terrace/patio

The "Dock House"

10.0 out of 10, Exceptional, (3)
"We couldn't have been happier with our stay. Gary and Diane were wonderful hosts, as well as their dog Lucy! They couldn't have been nicer and more accommodating, so we' are looking forward to booking another stay in the future!"
The "Dock House"
Discounted Stays | 1BR | King | A/C

Discounted Stays | 1BR | King | A/C

Discounted Stays | 1BR | King | A/C
Cute waterfront apartment -- 8 min from the beach!
Your private dock to swan creek.

Cute waterfront apartment -- 8 min from the beach!

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay so much. It was so private and quiet. It was also nice to be able to bike ride where ever we needed to go. It was perfect!! We plan on going back soon!!"
Cute waterfront apartment -- 8 min from the beach!
Discounted Stays | 1BR | Dog-Friendly | King | A/C

Discounted Stays | 1BR | Dog-Friendly | King | A/C

10.0 out of 10, Exceptional, (1)
"I rented this property so that I could be near my kids over the holidays. It was a great little place to spend my time. The landlord lives on the property and was very friendly and easy to contact if I had questions. Altogether an excellent experience."
Discounted Stays | 1BR | Dog-Friendly | King | A/C
Discounted Stays | 2BR | Dog-Friendly | King | A/C

Discounted Stays | 2BR | Dog-Friendly | King | A/C

Discounted Stays | 2BR | Dog-Friendly | King | A/C
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 Kennedyville
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 Kennedyville

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Marina

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (22)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Tip Of The Town Fresh and New 3 Bedroom Nest
Exterior

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (11)
"Clean, cute little house, convenient location"
The price is AED 533
AED 1,180 total
includes taxes & fees
25 Feb - 26 Feb
Tip Of The Town Fresh and New 3 Bedroom Nest
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
Newly remodeled 6 BR, 5.5 BA Waterfront with upper deck and private pier

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

10.0 out of 10, Exceptional, (51)
"We really enjoyed everything, location and house was really great. I think neighbors should be more understanding, that it is a vacation property so some sounds should be expected."
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
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 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 an outdoor pool are on site. Country Get Away 1 Bedroom Apartment: Located 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: It’s situated in Port Deposit, 21.7 mi/34.9 km away. Includes free WiFi, private balconies, and fireplaces. Newly restored apartment in the heart of Chestertown: 7.7 mi/12.4 km away in Chestertown. Amenities include free WiFi. WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: It’s located in Earleville, 9.4 mi/15.1 km from Kennedyville. Includes free WiFi and Smart TVs.
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’s Creek Park and Turner Creek Landing 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.