House holiday rentals in Chesapeake City

Find and book unique houses on Airbnb

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Popular amenities for Chesapeake City house rentals

House rentals with a pool

Guest favourite
Home in Strasburg
4.94 out of 5 average rating, 142 reviews

Findley Farm View Cottage (Outdoor Pool!)

Don Rating, 5 stars3 weeks ago
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!
Superhost
Home in Parkesburg
4.79 out of 5 average rating, 14 reviews

Cozy 4BR Parkesburg Home with Pool & Sunroom

MaryRating, 5 stars2 months ago
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!
Top Guest favourite
Home in Coatesville
4.97 out of 5 average rating, 104 reviews

King’s place, hot tub Pool is open!

LyiaRating, 5 stars3 weeks ago
My family and I had an amazing time at this Airbnb! The place was spotless, cozy and exactly as described. We loved the hot tub — it was clean, private and the perfect way to relax. The hosts were super responsive and made check- in super easy. I’ll definitely be coming back!
Guest favourite
Home in Rock Hall
4.95 out of 5 average rating, 37 reviews

Rockfish Keeper

Mary JaneRating, 5 stars1 week ago
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!"
Top Guest favourite
Home in Kinzers
4.99 out of 5 average rating, 112 reviews

Country Land Guest House

KymRating, 5 stars5 months ago
This Airbnb is amazingly spacious and squeaky clean!! WOW!! Our family loved our time here and we were so incredibly comfortable. Every thoughtful detail is covered. Quick drive to all the fun activities in the community. We all had a great time, just wish we could have stayed longer.
Top Guest favourite
Home in West Chester
4.91 out of 5 average rating, 159 reviews

West Chester, PA entire home

NinaRating, 5 stars1 month ago
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.
Guest favourite
Home in Glen Mills
4.92 out of 5 average rating, 131 reviews

Sweet home w/pool & woods at peaceful Glen Mills

AdrienneRating, 5 stars1 month ago
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.
Superhost
Home in Newark
4.82 out of 5 average rating, 74 reviews

Spacious 4-bedroom house with a private pool.

CaroleRating, 5 stars4 months ago
We had a lovely week staying at George's place. The location was convenient for visiting nearby family, as well as attractions such as the Brandywine River Museum and Bombay Hook for birding. We even took the train into Philly one day, and that was easy and fun. The house itself is very clean and comfortable, and well-stocked with the basics. Our bed may have been the most comfortable I've ever experienced as an Air BnB renter! Thanks, George, for sharing your home!

Weekly house rentals

Top Guest favourite
Home in Lancaster
4.97 out of 5 average rating, 206 reviews

Modern Unique (Entire House)

RamonaRating, 5 stars4 months ago
My family and I stayed at Todd’s for a visit to Dutch Wonderland. It was fantastic. The house is unique and beautiful. Great movies, games, coffee table books. My kids loved playing in the basement. My husband loved playing great tunes on the record player. It was too cold for us to spend time outside, but in warmer weather the back yard would be amazing. Todd was very communicative and made us feel extremely welcome. Highly recommend!
Guest favourite
Home in West Chester
4.97 out of 5 average rating, 143 reviews

Gorgeous Victorian Style Home

JessicaRating, 5 stars1 month ago
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.
Guest favourite
Home in Peach Bottom
4.92 out of 5 average rating, 79 reviews

Spacious, Quiet & Peaceful

AlejandroRating, 5 stars2 months ago
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
Top Guest favourite
Home in Wilmington
5 out of 5 average rating, 34 reviews

Charming 4BR in Historic District

ChristineRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Gordonville
4.94 out of 5 average rating, 202 reviews

*Family Friendly Home - Surrounded by Amish*

StacieRating, 5 stars1 month ago
Very nice place to stay!!! Very convenient to different places and very quiet at night!!! Kathryn was very responsive and helpful when asked questions. Bedrooms were spacious and the place was spotless!Each family member had their own bedroom. Highly recommend!!!!!!
Guest favourite
Home in North East
4.96 out of 5 average rating, 110 reviews

Red Point Lighthouse

ChristaRating, 5 stars2 weeks ago
The red point lighthouse was all you can dream of for a beachside vacation and more! The house feels even bigger than the pictures make it seem and everything was clean. The beach isn’t private but it’s rarely ever crowded since it’s reserved for residents of the area. You’re not within walking distance of restaurants or stores but we didn’t think that was a problem at all; we stocked up on our way down and even passed a house selling eggs and homemade cinnamon buns which we bought for breakfast one day. I would highly recommend staying here and hope to be back!
Guest favourite
Home in Atglen
4.92 out of 5 average rating, 116 reviews

Swan Road Farmhouse, newly remodeled w/ 5 bedrooms

LuellaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Lancaster
4.96 out of 5 average rating, 132 reviews

Large House Ideal for Family & Friends

VicoleRating, 5 stars5 months ago
Our host was very supportive and helpful in accommodating our needs. My family will definitely be staying at this location in the future.

Private house rentals

Top Guest favourite
Home in Hartly
5 out of 5 average rating, 17 reviews

Modern house in the country

BradRating, 5 stars2 weeks ago
This was a great place to stay! Very spacious and clean. I would highly recommend this to anyone.
Top Guest favourite
Home in Lancaster
4.97 out of 5 average rating, 119 reviews

Scenic Farmview House w/ Hot Tub and Rec Room

JessicaRating, 5 stars3 weeks ago
Great place really near Lancaster East area. There is a target close by and tons of other stores to get what you need. It’s close to Bird-in-Hand and Dutch Wonderland. It felt very central to us and we could have walked to Target if needed. The house is great. It’s comfortable and has a lot of great space. The kids really loved the playroom and it was easy to let them run around after moving a few decorative breakables out of the way. The couches are comfortable for a family movie night and the kitchen was very well appointed with everything you need to make a great dinner. The beds were comfortable and it was quiet and cozy. We would definitely book here again!
Superhost
Home in Lancaster
4.89 out of 5 average rating, 250 reviews

Full House + Yard Downtown // Reno + close to all

SeánRating, 5 stars2 weeks ago
Christopher’s home is beautiful! Very comfy and easy to manage. A 15-minute walk will out you right in the middle of Lancaster’s arts and music district with endless food, drink, and entertainment. One tip to future guests: Go to the grocery and buy enough food to fill a kitchen. You’ll have a spectacular kitchen in which to cook and hang out. It’s adjacent to an equally beautiful dining room and an outdoor courtyard with casual seating. TAKE ADVANTAGE OF THESE! My one regret is that our group didn’t take enough advantage of this opportunity. That’s why there will be a NEXT TIME. Parking is on the street. We didn’t experience any issues finding sports within a 1-to-2-minute walk to the door. Weather permitting, you’ll likely be walking everywhere once you arrive, so don’t be afraid to drive around a little to find a perfect spot to leave the car. Thanks again, Christopher and Hetty House!
Top Guest favourite
Home in Ronks
4.93 out of 5 average rating, 340 reviews

Sunset View Lodge

VincentRating, 5 stars1 week ago
Great place to stay in a great location. Peaceful location extremely close to a ton of attractions. The home is very nice size and well maintained. Melvin was an excellent host. Wouldn’t hesitate to stay again.
Guest favourite
Home in Wyoming
4.96 out of 5 average rating, 25 reviews

Charming Home in Camden Wyoming

TaraRating, 5 stars3 months ago
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!
Superhost
Home in Bird in Hand
4.89 out of 5 average rating, 125 reviews

The Evergreen Home In Lancaster County PA

ArchieRating, 5 stars4 months ago
Great spot for a family of 4 and two grand parents. Lots of space for everyone who wants to do their own thing inside the house. Plenty of privacy in the cul-de-sac and within short walking distance of the bakery.
Superhost
Home in Centreville
4.63 out of 5 average rating, 92 reviews

Peaceful Acres Guest House (A Nature's Getaway)

AnneRating, 5 stars6 months ago
The house was comfortable, clean and quiet. It was exactly what I was looking for to participate in a nearby competition. There were minor issues that the host addressed quickly and we got back to our vacation. Would stay here again.
Guest favourite
Home in Pasadena
5 out of 5 average rating, 52 reviews

Waterfront CHeerful 2 with Private home

DavidRating, 5 stars3 weeks ago
The cottage /house was peaceful on the edge of an inlet from the Bay. The patio was lovely. It was chilly so we couldn’t use the kayaks. The kitchen was very well equipped. The dishes, utensils, cookware were quality. The extra cozy blankets were nice. He responded to a request very timely. We enjoyed the stay very much.

Quick stats about house rentals in Chesapeake City

  • Total rentals

    10 properties

  • Nightly prices starting at

    $354 AUD 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

  • Wi-Fi availability

    10 properties include access to Wi-Fi

Destinations to explore

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  2. United States
  3. Maryland
  4. Cecil County
  5. Chesapeake City
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