Default HTG hotel image

Search Apartment Rentals in Kennedyville

  • 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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Kennedyville apartments

A wooden deck with a round table and chairs, surrounded by greenery and a body of water.

1. 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
9.8 out of 10, Exceptional, (32 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is CA $96
CA $165 total
includes taxes & fees
Nov 10 - Nov 11
Guest Suite for up to 2 in a Victorian on the Chester River
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

2. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is CA $140
CA $212 total
includes taxes & fees
Nov 10 - Nov 11
First Floor Studio Apartment in Historic Chestertown
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

3. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
The price is CA $229
CA $270 total
includes taxes & fees
Nov 23 - Nov 24
Turtle Cove Room
An aerial view of a rural landscape with fields, trees, and a body of water in the distance.

4. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is CA $246
CA $283 total
includes taxes & fees
Nov 23 - Nov 24
Beachcomber Suite
A garden with a wooden bridge, lush greenery, and a variety of plants.

5. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is CA $259
CA $389 total
includes taxes & fees
Nov 10 - Nov 11
Secluded Cottage in Middle of Chestertown
A spacious living area with a dining table, sofa, and a kitchen in the background.

6. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
The price is CA $318
CA $475 total
includes taxes & fees
Nov 10 - Nov 11
Newly restored apartment in the heart of Chestertown
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

7. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is CA $177
CA $205 total
includes taxes & fees
Nov 11 - Nov 12
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
A wooden cabin with a porch, surrounded by dense forest.

8. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is CA $99
CA $145 total
includes taxes & fees
Nov 16 - Nov 17
Country Get Away Studio Apartment
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

9. 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, (33 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is CA $189
CA $414 total
includes taxes & fees
Nov 12 - Nov 13
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

10. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"The Port Deposit area is a favorite "mini-vacation" location with great bars/restaurants and beautiful walks. We've stayed at this property a number of times and we've found the rooms to be perfect for our needs. "
United States
Lance W.
The price is CA $247
CA $448 total
includes taxes & fees
Nov 10 - Nov 11
Private 3 room Queen Suite w/Kitchenette
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 Kennedyville Hotel Reviews

Red Roof Inn Aberdeen

Red Roof Inn Aberdeen

10/10 Excellent
"Very clean and friendly"
Marsha 2-night trip
Posted 7 hours ago
Red Roof Inn Aberdeen

Find out more about Kennedyville

Kennedyville Apartments information

Number of reviews
268
Accommodation
24 Apartments
Lowest Price
CA $145
Highest Price
CA $475

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: WORLD'S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Situated in Earleville, 9.4 mi/15.1 km from the heart of Kennedyville. Includes free WiFi and Smart TVs. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL: Located 16.2 mi/26.1 km away in Aberdeen. Free WiFi, private patios, and Smart TVs are included. Onsite laundry facilities and a hot tub are on site. Country Get Away Studio Apartment: It's situated in Elkton, 20.3 mi/32.7 km away. Includes free WiFi, private patios, and Smart TVs. First Floor Studio Apartment in Historic Chestertown: Located 9.3 mi/14.9 km away in Chestertown. A private pool, free WiFi, and private patios are included. A fitness center and onsite laundry facilities are on site. Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace: Located in Havre De Grace, 17.1 mi/27.5 km from Kennedyville. Includes free WiFi and Smart TVs. 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. Otherwise, look for flights into Wilmington, DE (ILG-New Castle), which is 33.2 mi (53.4 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia