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Chesapeake City Pool Retreat – Waterfront Stay in the Woods

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

Interior
Fridge, microwave, oven, stovetop
Interior
Fireplace
Fireplace

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms2 bathroomsSleeps 7

Popular amenities

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

Explore the area

View map
Elkton, MD
  • Place, Chesland Park
    ‪5 min drive‬
  • Place, Brantwood Park
    ‪5 min drive‬
  • Place, Meadow Park
    ‪8 min drive‬
  • Airport, Wilmington, DE (ILG-New Castle)
    ‪30 min drive‬

Room options

About the area

Elkton

At this cottage you'll be 2.6 km (1.6 mi) from Chesland Park and 4.4 km (2.7 mi) from Brantwood Park. .Accommodation features a private pool, a washing machine and free WiFi. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. 1.5 bathrooms, a fireplace and a patio are also available.
View more Cottages in ElktonOpens in a new window

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 Bridge - 9 min drive - 9.0 km

Getting around

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

Restaurants

  • ‪Wawa - ‬11 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Royal Farms - ‬10 min drive
  • ‪Chipotle Mexican Grill - ‬12 min drive
  • ‪Starbucks - ‬10 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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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Property amenities

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited.

Frequently asked questions

Are there any beaches close to Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

The closest beach to Chesapeake City Pool Retreat – Waterfront Stay in the Woods is North East Beach Area (15.6 km).

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

Chesapeake City Pool Retreat – Waterfront Stay in the Woods has a pool.

What luxury perks are available at Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

This property features an outdoor pool, as well as a private pool and a fireplace.

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

You bet! With amenities such as laundry facilities, an outdoor pool and children's dinnerware, it's no surprise that Chesapeake City Pool Retreat – Waterfront Stay in the Woods is a winner with our family travellers.

Is there a private hot tub at Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

No, but there is a private pool.

Is there a free airport shuttle available at Chesapeake City Pool Retreat – Waterfront Stay in the Woods?

No, Chesapeake City Pool Retreat – Waterfront Stay in the Woods does not offer an airport shuttle service.

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

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Chesapeake City Pool Retreat – Waterfront Stay in the Woods Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 8 out of 15 reviews
Rating 8 - Good. 5 out of 15 reviews
Rating 6 - Okay. 1 out of 15 reviews
Rating 4 - Poor. 1 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

9.2/10

Cleanliness

Reviews

Verified

10/10 Excellent

Renae R.

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

10/10 Excellent

Manuel Z.

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

8/10 Good

Jean M.

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

8/10 Good

Nate W.

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

10/10 Excellent

Kim W.

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

8/10 Good

Craig C.

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

10/10 Excellent

Kathryn L.

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

10/10 Excellent

Michael O.

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

10/10 Excellent

Marie G.

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

8/10 Good

Martin F.

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

10/10 Excellent

k. l.

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

6/10 Okay

Kathy M.

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

4/10 Poor

Ray M.

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

10/10 Excellent

Kathy R.

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

8/10 Good

Crystal D.

Stayed 4 nights in May 2025