Entire home

Chesapeake City Quiet Overlook

Photo gallery for Chesapeake City Quiet Overlook

A living room with a sofa, coffee table, and a view of a lake through a glass door.
A spacious living area with a wooden dining table and chairs, a kitchen with white cabinets, and a balcony with a view.
A waterfront restaurant with outdoor seating overlooking a river, a bridge, and a sunset.
A living room with a gray sofa, a chair, and a view of a lake through large glass doors.
A modern kitchen with white cabinets, a granite countertop, and a stainless steel range hood.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Chesapeake Inn Marina

Popular amenities

  • Balcony
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Onsite parking available
  • Washing machine

Explore the area

View in a map
Chesapeake City, MD
  • Place, Chesapeake Inn Marina
    ‪17 min walk‬
  • Place, Chesapeake City Park
    ‪2 min drive‬
  • Place, C and D Canal Museum
    ‪4 min drive‬
  • Airport, Wilmington, DE (ILG-New Castle)
    ‪26 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

+3
1 King Bed, 3 Queen Beds and 3 Double Beds

4 bathrooms, 4 half bathrooms

Bathroom 1

Bathtub

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Bathroom 7

Bathroom 8

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony

Add dates for prices

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About the area

Chesapeake City

Located in Chesapeake City, this holiday home is on the waterfront. South Chesapeake City Historic District and Historical Society of Cecil County are local landmarks, and some of the area's activities can be experienced at Chesapeake City Docks and Chesapeake Inn Marina. Looking to enjoy an event or a game while in town? See what's happening at New Castle 100 Archers or Bob Carpenter Center.
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Map
Chesapeake City, MD

What's nearby

  • South Chesapeake City Historic District - 14 min walk - 1.2 km
  • Ferryslip Road Park - 16 min walk - 1.4 km
  • Chesapeake Inn Marina - 17 min walk - 1.5 km
  • Chesapeake City Park - 2 min drive - 1.8 km
  • C and D Canal Museum - 4 min drive - 3.5 km

Getting around

  • Newark Station - 24 min drive
  • Wilmington, DE (ILG-New Castle) - 29 min drive

Restaurants

  • ‪Chick-fil-A - ‬11 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Royal Farms - ‬8 min drive
  • ‪McDonald's - ‬10 min drive
  • ‪Chipotle Mexican Grill - ‬9 min drive

Frequently asked questions

Is Chesapeake City Quiet Overlook pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Chesapeake City Quiet Overlook?

As of 25 Oct, 2026, prices found for a 1-night stay for 2 adults at Chesapeake City Quiet Overlook on 27 Oct, 2026 start from S$1,890, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Chesapeake City Quiet Overlook?

On-site parking is available at the property.

What time is check-in at Chesapeake City Quiet Overlook?

Check-in begins at 3:00 PM.

What time is check-out at Chesapeake City Quiet Overlook?

Checkout is at 11:00 AM.

Where is Chesapeake City Quiet Overlook located?

Situated on the waterfront, this holiday home is within 3 miles (5 km) of Chesapeake City Park, Chesland Park and South Chesapeake City Historic District. Chesapeake City Town Hall and Ferryslip Road Park are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 31 reviews
Rating 8 - Good. 0 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent stay, the host was very accommodation and was easy to communicate with.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was amazing!!! It had everything we needed and then some! The location was perfect as was the deck with a wonderful view of the Canal! The host, Jane, was incredible!!!! Very informative, helpful, quick with responses and went out of her way to move some furniture in the garage so that we could park motorcycles in there!! Our group of 14 were very comfortable and pleased with the whole weekend and will definitely be back!One note - there is not a gas grill, it's charcoal, which was fine. Just know to bring charcoal with you if you plan to bbq.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was fantastic. Equipped with everything you could need . Extremely organized with things labeled so no guessing and randomly pulling open drawers, etc. Beautiful view of canal. Easy access to walking/biking trail and water ferry to taxi to the south side of city. Town is quaint and there are also ferry tours of the canal, which my group really enjoyed. Jane is a top tier host. I have done many vacation rentals in various cities/states over the years and she is well in the top in terms of communicating and being accommodating! Karen K.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great all around experience. Very clean, walkable to nice restaurants.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mother’s Day’s weekend

Great place for the whole family. Easy check in - lots of space -close to restaurants !
Stayed 2 nights in May 2025
Response from VrboOwner on 25 May, 2025
Colleen thank you for the kind words. You were great guests.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay with extended family. The house was actually better in person than the photos. It had everything we needed and well labeled. Beautiful views and easy access to the canal trail.
Stayed 2 nights in Sep 2025
Response from VrboOwner on 1 Oct, 2025
Thank you so much for staying at Chesapeake City Overlook. We truly appreciate you choosing to stay there and we are glad you enjoyed it. You were wonderful guests, and I’d be happy to host you again anytime.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property had a great location. Very clean.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
View and location excellent The large open kitchen with large sliding doors to large deck House meet all our expectations
Stayed 5 nights in Jul 2025
Response from VrboOwner on 29 Jul, 2025
I’m so glad you enjoyed the view! It really is one of the special things about this place. Thanks for your kind words, and I hope it made your stay even more memorable! Please return soon. Thank you for staying.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Jane was very friendly and welcoming! She was responsive and so accommodating.The property was exactly as it was advertised.The beds were very comfortable and plenty of room to spread out. The views were incredible!We thoroughly enjoyed our stay and would love to come back again.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had our annual friends get-together and the house was perfect. It was nice that all the rooms/beds accommodated adults, no twin bunkbeds to deal with. It was very comfortable and the living/dining areas had seating for everyone. We're coming back!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot to stay for Maryland 5 Star

We booked this home for our trip to the Maryland 5 Star. It was super convenient and perfect for our group. The owner was very helpful.
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home and property manager

Everyone in our family ages 8, 10, 17, 18, 38, 64, and 71 thought the house and location were perfect and we had a great stay.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 2 Aug, 2024
Thank you for the nice review. It was a pleasure hosting for your family.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family gathering

Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding trip

We attended a wedding across the canal from this house at the Chesapeake Inn. It was very cool to see these really large ships go by as we sat on the deck. Very nice accommodations here! Jane was a great host!
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property!

We had a wonderful stay in Chesapeake City! The property was very clean, well stocked, and perfect for our family. The kitchen is gorgeous with a beautiful view of the water, and everything is labeled so items are easy to find and put away. Just a short walk to dinner at Schaefer’s Canal House and the trail. Highly recommend!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A beautiful property!

The house was perfect for our weekend! We wish we could have stayed longer! Everything was organized, clean and the layout of the house was great for our group of families! Every detail was thought of!
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was spotlessly clean and fully equipped, including iron, steamer, hair dryers, coffee maker, toaster, high chair and more. There are 2 separate living rooms or family rooms which worked well for our family, and and a spacious kitchen with everything wee needed. Our host was more than considerate and easy to work with. I only wish we had more time to spend in this lovely home.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Football Champions weekend

We decided to stay here vs staying in DE for a football tournament this past weekend and the house was great! Very clean, beautiful view, just big enough to fit our 2 families with kids and was super comfy. The host was also great and very accommodating. We loved our little weekend getaway with a beautiful view!
Stayed 3 nights in Jul 2024
Response from VrboOwner on 12 Jul, 2024
Kerri: Thank you for the positive review! It was my pleasure to host you, your friends, and family. Thank you for leaving the house neat and tidy. I hope you come back for the next tournament!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful area., The yard was large and pretty with a great view of the canal. The location is close to a walking trail and a wonderful restaurant. Across the water was a charming historical town. There were plenty of bedrooms, and bathrooms. The kitchen was new and spacious. There are a lot of stairs to get into the house and then again up and down the bi-level house. At least there was a lot if us to carry groceries and suitcases.
Canal view off the kitchen deck
Walking trail
View from the back of the house
This view is much better in person
Stayed 5 nights in Nov 2025
Response from VrboOwner on 15 Dec, 2025
"A Wonderful Guest that I Highly Recommend!" Karen, it was an absolute pleasure hosting you and your family! From the moment you arrived, you were polite, respectful, and a delight to communicate with. I like how your family treated the house with great care, leaving everything in impeccable condition. It was clear that you truly appreciated the space, and made sure to follow all house rules, which made the entire experience smooth and enjoyable. We had some lovely conversations, and they were always friendly and considerate. I would welcome you back anytime and I highly recommend you to other hosts. Thank you, Karen and your family, for being such wonderful guests. Wishing you all the best on your future travels!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sibling Reunion

We had our annual sibling gathering at this beautiful house. I had 3 brothers and my sister ,and 2 significant others with me. They arranged in age from 70 - 83. We enjoyed sitting out on the upper deck and lower patio. We couldn’t have asked for more!
Stayed 3 nights in Jul 2025
Response from VrboOwner on 17 Jul, 2025
Caroline: I just want to say a heartfelt "thank you" for choosing to stay at Chesapeake City Overlook — it was truly a pleasure hosting you! You all were wonderful guests, and we really appreciated how respectful and tidy you were during your visit. I'm glad you had a great time and that the space added something special to your trip. If you ever find yourself back in the area, we’d love to host you again. You’re always welcome here! Wishing you all the best on your future travels.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual Girls Weekend

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).
Stayed 2 nights in Dec 2024
Response from VrboOwner on 11 Dec, 2024
Ethel: Thank you for staying at Chesapeake City Overlook and I want you to come back again! Have a wonderful holiday.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely view!

My family was in the area for a family reunion. We had an incredible stay at this property!! The home boasts breathtaking views of the Chesapeake Bay that are simply unmatched. Looking at the beautiful lights at night from the restaurant across the way were awesome and waking up to the serene water each morning was a highlight. Nestled in a quiet neighborhood, it provided the perfect retreat for relaxation. The host was welcoming and attentive, making sure we had everything we needed. Highly recommend for anyone looking to unwind and enjoy beautiful surroundings!
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

St.Pat’s Weekend in Chesapeake City

What a wonderful weekend on the water! This rental is in a great location for exploring Chesapeake City. It is located on the Schaeffer’s side and in close proximity for walking. Just a short 3 minute-ish drive to the other side of town. The home is beautiful and well kept. The views are gorgeous, with a large deck to take it all in. The home had everything we needed for our group to enjoy a 40th birthday celebration during the hectic St.Pat’s weekend. Thank you so much for sharing your lovely space with us! We would happily come back to this rental again!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chesapeake City

This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️
Stayed 2 nights in Oct 2024
Response from VrboOwner on 25 May, 2025
Anne, Thank you for the kind words. Please come again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Choose this house!

A wonderful place for all 6 of us adults to stay for a fun filled weekend for a family wedding. Beautifully done, well appointed house with an awesome view! It borders the canal trail, a five minute walk to the bike rental, and a great place (Schaffer’s) for dinner and entertainment. Our hostess was prompt, available at just a text message away. I will seriously plan to book again if I return. Nothing in this house was left undone and there was nothing that we needed that we didn’t have. Thanks again Jane for a beautiful weekend! Tami
Stayed 2 nights in May 2024
Response from VrboOwner on 8 Jun, 2024
Tamara: I am so glad you had a good time in Chesapeake City. Thank you so much for the review and please don't hesitate to come back and stay again. Thanks again, Jane
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