
House vacation rentals in Chesapeake City
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Top-rated house rentals in Chesapeake City
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Popular amenities for Chesapeake City house rentals
House rentals with a pool

Mins to Annapolis from Waterfront home Pool, Pier
House owners were extremely responsive and informative. House was well stocked , and a great location and view made the stay even better.

Findley Farm View Cottage (Outdoor Pool!)
Beautiful home and very clean!! Fully stocked kitchen, nice linens and beds. Convenient to all attractions and Abigail is very accommodating and kind! Horses came to greet us most times in early morning and evenings which was a nice treat. Also can see the Amish horse and buggies from the house. This awesome home is located on a main highway so if a light sleeper make sure to bring a sound machine or fan. We did fine and would book with Abigail again!

Cozy 4BR Parkesburg Home with Pool & Sunroom
This house is in a quiet neighborhood, and accomodated our family very well while we were visiting the area. The house is older, but everything was clean and tidy!

Rockfish Keeper
It was a great stay after a long day roaming around Washington DC and Maryland. The accommodation was clean and nicely decorated with very inspiring words of wisdom providing a cozy and comfortable retreat throughout our stay. Kelly has been very informative and detailed on the instructions to help us on a very smooth check in and check out process. The location was fantastic and quiet neighborhood. Overall, we had a wonderful time and would highly recommend this place to anyone looking for a memorable Airbnb experience!"

Quiet Getaway with pool!
As we opened the door, there was that great, welcoming smell. The place was very clean, beds well made, ready for us. Our host even had snacks for us which were welcoming since we had a 3-hr trip to get there. We definitely recommend this place to a big family!

West Chester, PA entire home
We had a nice stay at Caryle’s house. It was a nice location to explore Longwood gardens, Wintertur, and Philadelphia. Neighborhood was quiet. The house was nice and clean and we felt right at home. Caryle was very responsive and proactive.

Large Home with Pool & 7 bedrooms; sleeps 21
Great place, nice atmosphere and big with a lot of rooms. Clean and lovely surroundings. I just wish with how big it is, there’s more bath rooms. Hope to come back when its not cold so pool is not cold. 👍🏼

Sweet home w/pool & woods at peaceful Glen Mills
Excellent stay. Easy access to our destinations: Winterthur, Brandywine Museum of Art, and great restaurants for lunches and dinners. Lovely and very clean home, very comfortable. Lovely enclosed sunroom in back of house.
Weekly house rentals

Waterfront Cheerful 5 home
Excellent house for a family reunion, spotlessly clean and very comfortable. It features a huge, well-stocked kitchen, nice mattresses and bedding, and is situated in a quiet neighborhood with beautiful nature. I will definitely return soon.

Gorgeous Victorian Style Home
Better than expected. Troy's place has everything you need. Although the place itself is not situated in a super private area as its right across the university and its right up against the road and sidewalks. So you'll see lots of folks walking to and from their destinations but all good. Everyone seems to mind their business and its very tranquilo. Definitely nice to sit out on the porch or get some sun in the backyard while you watch kiddos play around. Troy's communication is great and answer's any questions you have. Even though its stated in listing that there is someone there in a separate private living space on property, you would never know lol. We didnt find out til our last day if someone actually was there, they are so quiet. You have all the privacy you need. Beautiful home, lovely area and just overall it was a great deal and find as we visited during a sad time. Thank you Troy.

Spacious, Quiet & Peaceful
Amazing place to stay with family and kids. Enjoyed a lot and will definitely stay here again. Reuben was an amazing host and very flexible! Recommend 100% this Airbnb

Charming 4BR in Historic District
The house was just lovely and comfortable. We were able to spread out to sleep, then gather in the living room and dining room to catch up and plan. We were in town for a family event so didn't get a chance to explore but the area seemed very nice and the locals were impressed with the location. Common areas were on the ground floor, three bedrooms on second (we had problems regulating the temp at night there) and then a single/twin bed on the top floor. It is an old house but clearly lovingly renovated so that it didn't feel old and creaky, except for the front doorknob coming off. I would stay there again and have recommended it to the Wilmington locals for their guests. All of the hosts were friendly, quick to answer questions, and work with our schedules. Thanks to you all!

Red Point Lighthouse
Attention to detail both architecture and a fully equipped kitchen with spices etc Visually unmatched sunrise to sunset

Lapp Farmhouse Bed & Breakfast - Amish Country PA
very much enjoyed our stay... complete with complimentary fresh bread, bacon/eggs, and jar of farm fresh milk! bedrooms clean and comfortable; really only 3 private bdrms, other is open floor space for air mattresses; full kitchen clean, tho could use a few more real coffee mugs! :) nice place to stay, not far from local activities; nice park/playground/picnic/fishing/boating area nearby (Muddy Run Park), and a must stop: Evans Chocolate Candies (Willow Street, PA, just up the road); thanks to Host David for prompt and friendly communications!

Fenced In Back Yard - Hot tub - King Bed
We had a wonderful stay! The house was beautifully decorated, nice and clean, and there was a cute little toy area 😊.

Swan Road Farmhouse, newly remodeled w/ 5 bedrooms
Great place for families or large groups. Huge kitchen. A list of what was supplied in the kitchen would have been nice. Cream for coffee, etc. would have been appreciated. The toilet paper was sub par. Bring your own if you don’t want cheap public bathroom quality stuff. But it was super clean, very spacious. The beds were comfy. Lots of pillows provided. Thank you. We would stay again.
Private house rentals

Beautiful Cottage Stay in Southern PA
Our stay at Joshua's place was wonderful. The place was clean and it was very peaceful. The beds were comfortable. Joshua was easy to contact and very responsive. We would definitely stay here again. Thank you Joshua!

Secluded acre near BWI and Baltimore
It was very nice staying at Stan's cottage. It's like a tiny oasis in this rapid world of technology, and chaos. Very peaceful, quiet, cozy, and clean. CJ greeted us when we arrived, helped us with our bags, and cut fresh flowers for me when we arrived (super sweet). We got great recommendations for restaurants and take out. And finally, it was a true pleasure spending our last minutes with Stan. We enjoyed hearing about his love of travel and of birding...it would have been nice to stay a little longer...we look forward to hearing "the adventures of Stan" someday soon.

Charming 3 bedroom home nestled in the woods
We had a wonderful time at Michelle's house! Michelle greeted us when we arrived and showed us everything. The house was immaculate, smelled super nice and had a warm at-home feel. We got lucky with the weather and were able to sit by the fire place on the beautiful deck. The location was great, too. Everything in Amish country is only a short drive away. We would stay there again if we come back to the area.

Charming Retreat/BBQ/Pet Friendly/ 10 ppl.
Home was spacious and very clean, nice layout with one bedroom downstairs and 3 bedrooms upstairs, full bathrooms on both floors.

Charming Home in Camden Wyoming
Vinay’s Airbnb was cozy, clean, and perfect for our stay. He was incredibly accommodating, especially for a late arrival and during a major snowstorm—walkways were shoveled and salted, which made everything so much easier when we arrived. We also appreciated the thoughtful touches like bottled water and new toothbrush kits, which were a lifesaver when my son left his toothbrush at a hotel in another state. Highly recommend and would definitely stay here again!

Three bedroom house with two full bath near BWI
Excellent time staying here. Courtney was courteous and very responsive to our needs. Definitely a must use if ever in the area! Thank you Courtney!

Military, Nascar, Lacrosse,FIREFLY, Casino nurses
Dana was an awesome host! The home was beautiful and looked just like the pictures on the listing. Nice and quiet neighborhood with plenty of things to do in the area, 5 stars and will definitely stay again.

The Beach House
We had a small family group stay at the Beach House in North East for Thanksgiving, and it was perfect in every way for our group. Plenty of room, fantastic location and water views, easy beach access, very well-equipped kitchen, warm and cozy living room area, and great communication from Alexis. We hope to return again soon!
Quick stats about house rentals in Chesapeake City
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ845 before taxes and fees
Total number of reviews
560 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Pennsylvania Convention Center
- Philadelphia Museum of Art
- Independence National Historical Park
- Citizens Bank Park
- Penn's Landing
- Lincoln Financial Field
- Hampden
- Fairmount Park
- Wells Fargo Center
- Longwood Gardens
- Sandy Point State Park
- Philadelphia Zoo
- Dutch Wonderland
- Please Touch Museum
- Big Stone Beach
- 30th Street Station
- Patterson Park
- Wissahickon Valley Park
- Oriole Park at Camden Yards
- Killens Pond State Park
- DuPont Country Club
- Spruce Street Harbor Park
- M&T Bank Stadium
- Crystal Beach Manor, Earleville, MD