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Compare 75 Apartments in Chesapeake City with updated reviews, rates, and availability.

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
6 Jan - 7 January 2025
Country Get Away 1 Bedroom Apartment
Newark Rental Near University of Delaware!
Newark Vacation Rental | 1BR | 1BA | 554 Sq Ft | Step-Free Access

Newark Rental Near University of Delaware!

8.0 out of 10, Very Good, (4)
"Great location near White Clay Creek park. Pictures of the deck and grill were deceiving since they are not easily accessible from rental unit (walk on steep sloped lawn with no walkway, climb stairs and located right outside of owners living room). Smoke from upstairs drifted into downstairs rental unit. I closed all the ceiling vents and it helped. My fault for not checking that there was no dishwasher. Be aware of excess fees in total price."
Newark Rental Near University of Delaware!
Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc
Private kitchen

Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc

2.0 star property
The price is AED 327
AED 454 total
includes taxes & fees
29 Dec - 30 Dec
Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc
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
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, (8)
"The apartment is charming, very clean and tastefully decorated. Pus the en suite private bathroom, which must be new, is beautiful. The owner also included thoughtful touches, such as coffee and tea. Check-in was straightforward and the owner is super responsive. We'll be back. We had a wonderful stay. "
The price is AED 250
AED 459 total
includes taxes & fees
1 Jan - 2 January 2025
Guest Suite for up to 2 in a Victorian on the Chester River
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!
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
5 Jan - 6 January 2025
Waterfront Retreat with Private Dock and Beach
Welcome to The Richfield!
Game room

Welcome to The Richfield!

10.0 out of 10, Exceptional, (4)
"Updated kitchen and bathrooms. Nice living areas. There are 2 but we only used PBS"
Welcome to The Richfield!
Newark Rental Near University of Delaware!
Living area

Newark Rental Near University of Delaware!

3.0 star property
Newark Rental Near University of Delaware!
Discounted Stays | 1BR | King | A/C

Discounted Stays | 1BR | King | A/C

Discounted Stays | 1BR | King | A/C
Pine Brook Apartments: Luxurious living in a stunning wooded setting
Room

Pine Brook Apartments: Luxurious living in a stunning wooded setting

Pine Brook Apartments: Luxurious living in a stunning wooded setting
CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN
YOUR SPACE IS THE WALK OUT BASEMENT WITH 2 PRIVATE ENTRANCES.

CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN

10.0 out of 10, Exceptional, (7)
"We stayed 4 nights and it was the perfect place! Plenty of space, nicely decorated, lovely view of the canal, and very close to all that Chesapeake City has to offer. Wonderfully clean and the manager couldn’t have been more welcoming and helpful! We hope to stay again next year! Thank you!"
CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN
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"
Studio in Charlestown, MD
Exterior

Studio in Charlestown, MD

10.0 out of 10, Exceptional, (3)
"My sister and I stayed 1 night to visit with our brothers at a sibling reunion in the park. More than enough room for the 2 of us. 2 brothers came over to see the property and both were very impressed. Would definitely recommend."
The price is AED 551
AED 1,098 total
includes taxes & fees
13 Jan - 14 January 2025
Studio in Charlestown, MD
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
Private 3 room Queen Suite w/Kitchenette
Queen Bedroom

Private 3 room Queen Suite w/Kitchenette

10.0 out of 10, Exceptional, (22)
"It was charming and just what we needed for our stay."
The price is AED 514
AED 899 total
includes taxes & fees
30 Dec - 31 Dec
Private 3 room Queen Suite w/Kitchenette
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
Pine Brook Apartments: Luxurious living in a stunning wooded setting
Room

Pine Brook Apartments: Luxurious living in a stunning wooded setting

Pine Brook Apartments: Luxurious living in a stunning wooded setting
Pine Brook Apartments: Luxurious living in a stunning wooded setting
Room

Pine Brook Apartments: Luxurious living in a stunning wooded setting

Pine Brook Apartments: Luxurious living in a stunning wooded setting
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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Other property types in Chesapeake City

Chesapeake City Quiet Overlook
Backyard looking from Ben Cardin trail and the C&D Canal

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (13)
"This home was amazing. Nicely decorated for the holiday. Labels on kitchen cavinets. Host was easy to communicate with. Fast responses. doors made it easy to find things (huge kitchen). "
Chesapeake City Quiet Overlook
Historic Chesapeake City Stay
Property grounds

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (8)
"Property was clean and close to everything in Chesapeake City"
Historic Chesapeake City Stay
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Miscellaneous

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

10.0 out of 10, Exceptional, (52)
"We had an unforgettable stay at this property! The house and two bungalows exceeded all expectations. The entertainment/living room is massive—one of the largest I’ve ever seen—and offers incredible views of the river from almost every angle. Watching the sunrise and sunset through the large windows was absolutely breathtaking. The kitchen was impressively well-stocked, making meal prep a breeze. There are two dining areas: one table that seats ten and another that seats six, offering...
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
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 Chesapeake City?
You’ll find 17 accommodations in Chesapeake City. Though there aren’t many apartments, we can help you search for accommodations with similar amenities. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can even filter by similar property types like vacation homes, condos, or guest houses.
How do you know if an apartment is the right choice for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Chesapeake City?
Below are some of the favorite apartments in the area to choose from: CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN: Includes free WiFi, private patios, and Smart TVs. Access to a spa tub is available on site. Country Get Away 1 Bedroom Apartment: Located 1.8 mi/2.9 km away in Elkton. Free WiFi, private patios, and Smart TVs are included. WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: 11 mi/17.7 km away in Earleville. Free WiFi and Smart TVs are included.
What can I expect from the weather during my trip to Chesapeake City?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Chesapeake City. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chesapeake City is 50 inches.
What are the must-see places to visit in Chesapeake City?
The Pell Gardens and Ferryslip Road Park are a couple of scenic spots to enjoy the outdoors, whereas C and D Canal Museum is one of the cultural attractions. Other places in town to visit include Bohemia Vista Marina and Chesapeake Inn Marina.
What's the best way to get to and around Chesapeake City?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 35.6 mi (57.3 km) away from the heart of the city. You can also search for flights into Baltimore Washington Intl. Airport (BWI), which is 52 mi (83.7 km) away. If you’d like to explore around the area, you may want a rental car for your journey.