Entire home·Private host

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Photo gallery for Chesapeake City Pool Retreat – Waterfront Stay in the Woods

A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave. There is a dining area with white chairs and a gray sofa. A flat-screen TV is mounted on the wall, and a ceiling fan is visible. - Chesapeake City Pool Retreat – Waterfront Stay in the Woods (Elkton)
A modern kitchen with white cabinets, a large island with bar stools, stainless steel appliances, and pendant lighting. - Chesapeake City Pool Retreat – Waterfront Stay in the Woods (Elkton)
A cozy living room with a grey sofa, white chairs, a round table, and a large window. - Chesapeake City Pool Retreat – Waterfront Stay in the Woods (Elkton)
A modern kitchen with a central island, a stone fireplace, and a view of the outdoors. - Chesapeake City Pool Retreat – Waterfront Stay in the Woods (Elkton)
A room with a large window overlooking a deck and a river, a gray sofa, a flat-screen TV, and a sign indicating the location. - Chesapeake City Pool Retreat – Waterfront Stay in the Woods (Elkton)
Chesapeake City Pool Retreat – Waterfront Stay in the Woods provides laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

  • Welcome to our beautiful getaway located on the water in a peaceful wooded setting. Our home is situated on over an acre of land, offering plenty of privacy and serene natural surroundings. Inside, you'll find a spacious and inviting open floor plan, with hardwood floors and stylish décor. Outside, you'll find a private oasis, with a large deck overlooking the water and a sparkling pool. There are plenty of outdoor activities to enjoy, from swimming and fishing in the water to hiking and exploring the woods. Our home has been totally renovated and is well-maintained, so you can be sure that you'll have a comfortable and enjoyable stay. We look forward to welcoming you! 10 Minutes from Chesapeake Inn!

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About the area

Elkton is home to this cottage. Historical Society of Cecil County and South Chesapeake City Historic District are local landmarks, and travellers looking to shop may want to visit Christiana Mall and Newark Shopping Center. Elkton Golf and Batting Center and Delaware Rock Gym are also worth visiting. Visit our Elkton travel guide
View more Cottages in Elkton
Map
Elkton, MD

What's nearby

  • Chesland Park
    5 min drive - 3.2 km
  • Brantwood Park
    5 min drive - 4.2 km
  • Meadow Park
    8 min drive - 6.9 km
  • Elkton Golf and Batting Center
    8 min drive - 6.9 km
  • Chesapeake City Park
    9 min drive - 10.0 km

Getting around

  • Newark Station
    23 min drive
  • Wilmington, DE (ILG-New Castle)
    30 min drive

Restaurants

  • Wawa
    11 min drive
  • Chick-fil-A
    13 min drive
  • McDonald's
    11 min drive
  • Royal Farms
    10 min drive
  • SONIC Drive In
    11 min drive

Frequently asked questions

Does Chesapeake City Pool Retreat – Waterfront Stay in the Woods have a pool?

Yes, this property has an outdoor pool.

Is Chesapeake City Pool Retreat – Waterfront Stay in the Woods pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

On-site parking is available at the property.

What time is check-in at Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

Check-in begins at 3:00 PM.

What time is check-out at Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

Checkout is at 11:00 AM.

Where is Chesapeake City Pool Retreat – Waterfront Stay in the Woods located?

Situated in Elkton, this cottage is 1.6 mi (2.6 km) from Chesland Park and 2.7 mi (4.4 km) from Brantwood Park. Elk Forest Wildlife Management Area and Elkton Golf and Batting Center are also within 6 miles (10 km).

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Reviews

Chesapeake City Pool Retreat – Waterfront Stay in the Woods Reviews

9.0

Wonderful

9.2

Cleanliness

9.4

Location
Rating 10 - Excellent. 10 out of 17 reviews
Rating 8 - Good. 5 out of 17 reviews
Rating 6 - Okay. 1 out of 17 reviews
Rating 4 - Poor. 1 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

Reviews

Verified review

8/10 Good

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

Great property and even better property manager!

Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

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

Quick Getaway

We checked in for a extended weekend getaway. Overall the house was in great condition clean, comfortable and cozy. Brian contacted us prior to arriving and was extremely helpful. Overall wonderful weekend would definitely stay again.
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay, the house was super clean, the property is on a dead end lane, so it was very quiet and peaceful, no road noise. Very pretty setting being right on the water. The pool and deck area was spacious and nice to hang out on. We also brought our dog and plenty of space to walk her, we had a very nice time.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place. We really enjoyed our stay
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place
Stayed 2 nights in Apr 2025
Verified review

8/10 Good

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

Relaxing Escape

We loved having our own private pool with beautiful scenery! Very fun and relaxing stay.
Stayed 7 nights in Jul 2025
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
House was nice and clean. Location was good for trails and parks.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Awesome time

The place was nice and the pool was great kids fished off the dock and caught a couple of fish
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

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

Perfect vacation spot and location..!

Had a great time at the house. Brian was super helpful and a pleasure to deal with. House was great. We enjoyed being right on the water & the pool. We will definitely be back..!
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

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

Great stay

Great location right on the water. Great for fishing or just sitting and relaxing. The house is in a quiet secluded area but only 10 minutes from Chesapeake Bay. Pool was an awesome extra. My son enjoyed it. The home was clean and plenty of space.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place is modern yet a little rustic. The location is great. Close enough to Chesapeake City to drive over for a walk and coffee. Within ten minutes the other direction there’s a large grocery store and liquor store. The creek is in the backyard and it’s fun to sit on the dock and watch the birds. There are floats for the pool, but we didn’t have a warm enough day to get in. Really lovely place.
View from the living room window.
The deck is really big and there’s a large assortment of chairs to relax in.
Stayed 2 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay was great. Only negative was pool was not usable due to there being no cover, so a lot of leaves and a frog in there. The property manager (Brian) was amazing and did all he could to help, and immediately instacarted us anything we needed. Still, no pool when weather was nice was a disappointment, and the outdoor dock could use some work and cleaning too. Overall. Great stay and we'd recommend to others.
Stayed 2 nights in Oct 2025
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location

Chesapeake

Overall, our mini vacation was awesome. Initially, we did have a problem with the heat. However, the host was very responsive!!! The views are so refreshing and natural. The location is close to restaurants and any other outings! Before going, check supplies!
Stayed 3 nights in Mar 2023
Verified review

4/10 Poor

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
The only reason I rented the property was the pool. I’m 74 and my wife is 71. The pool did not have handrails to get in or out of the pool which is a violation of regulations for Maryland. We could not use the pool because of this unsafe condition. Also the path down the the water was extremely steep with no steps.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Family visit

This house has been beautifully renovated inside, it is very comfortable and cozy. It offers large windows on the front and back with views of the river. We had a fire in the real wood burning fireplace one morning when it was chilly outside. We spent Easter Sunday on the large deck enjoying the sunshine. There is a lovely pool, which we did not use. The location is very convenient to Middletown, DE and Elkton, MD; we could get to either location within 20 minutes. A fresh produce market, restaurant, ice cream shop, and park are within 5 minutes. It was quiet and peaceful during our visit. Brian was very responsive and gracious in communication.
Stayed 6 nights in Apr 2023
Verified review

8/10 Good

Stayed 4 nights in May 2025