See all properties
Entire home

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Chesapeake City vacation home with private pool

Choose dates to view prices

Photo gallery for Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

A living room with a sofa, a coffee table, a fireplace, and a bookshelf.
A spacious kitchen with a large island, wooden cabinets, a stone accent wall, and a built-in stove.
A bedroom with a wooden bed, a nightstand, and a dresser. There are framed pictures on the wall and a window with a view of the outdoors.
A marina with numerous boats docked, a large illuminated building with a sign, and a docked boat with a person on it.
A spacious kitchen with a large island, wooden cabinets, and a view to the outside.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathrooms4100 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Chesapeake City, MD

Room options

About the neighborhood

Chesapeake City

In Chesapeake City .With a stay at this Chesapeake City vacation home, you'll be steps from Ferryslip Road Park and Chesapeake City Town Hall. Chesapeake City Bridge and The Pell Gardens are also within half a mile (1 km).
View more Vacation Homes in Chesapeake CityOpens in a new window

What's nearby

  • Chesapeake City Bridge - 2 min walk - 0.1 miles
  • Ferryslip Road Park - 2 min walk - 0.1 miles
  • Chesapeake Inn Marina - 3 min walk - 0.2 miles
  • Chesapeake City Docks - 3 min walk - 0.2 miles
  • C and D Canal Museum - 11 min walk - 0.6 miles

Getting around

  • Perryville Station - 29 min drive
  • Wilmington, DE (ILG-New Castle) - 38 min drive

Restaurants

  • ‪Wawa - ‬11 min drive
  • ‪Chick-fil-A - ‬13 min drive
  • ‪McDonald's - ‬10 min drive
  • ‪Royal Farms - ‬9 min drive
  • ‪McDonald's - ‬12 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.

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Welcome to your perfect getaway with backyard pool, hot tub and where walkable charm meets luxury comfort.

Step into this beautifully renovated professionally decorated home with the following:

Bedrooms – 5
3 King Size
1 Queen
2 Single

Bathrooms
4 Full baths

Living Room
Family Room
Dining Room
Full Kitchen
Kitchenette
Screened Porch
Patio under porch/hot tub
Pool

Home designed for comfort, relaxation and unforgettable memories. Nestled in the heart of town, this spacious retreat offers the best of both worlds: a peaceful private oasis with modern amenities, and easy walkabiity to local shops, restaurants, entertainment and scenic waterfront activities. There is also multiple local wineries.

Restaurants within a few minutes walk:
Prime 225
Bayard house
Chesapeake Inn
Rum Garden
Brewery
Icecream and Coffee shops

Inside the home, you'll find a stunning gourment kitchen equipped for everything for casual breakfasts to elegant dinners, along with stylish living spaces that invite you to unwind.

Outdoors, soak up the sunshine beside the in-ground pool, take a relaxing dip in the hot tub, or enjoy your morning coffee on the screened-in porch overlooking the pool.

Located just steps from local boat docks, and local cruises, this home offers everything you need for a memorable stay - whether you're here for adventure, relaxation or a bit of both.

Similar properties

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
  • Pool
  • Kitchen
  • Washer
  • Dryer
4.4 out of 5, Excellent, 16 reviews
Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the marina

Things to do

  • Gym
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Some LED lighting used
  • Unit size: 4,100 square feet
  • Water dispenser
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items and remove leftover food and drinks
Lock the doors and return the keys
Set trash out back in cans on Monday morning only. Do not leave it out.
Failure to complete these may result in a negative review from the host.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! to the airport?

This vacation home is 23.9 mi (38-min drive) away from the Wilmington, DE (ILG-New Castle) airport, the closest popular airport to the property.

Does Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! to the beach?

This vacation home is 17.6 mi (28-min drive) from Roachs Shore.

Does Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!?

No, there is no casino at this vacation home.

What time is check-in at Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!?

Check-in begins at 4:00 PM.

Is there free parking at Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!?

Free parking is not available at this vacation home.

Does Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! have a pool?

This vacation home features an outdoor pool.

Does Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! have a spa?

There are no spa services available at this vacation home.

How close is Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! to downtown Chesapeake City?

This vacation home is 0.5 mi away from Chesapeake City.

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was simply amazing & the owners were so kind. The town is so nice to explore and is just down the street. Perfect retreat to unwind and spend time with friends.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and the host were great and attentive . Hoping to come back and stay at some point
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tina and Drew are great hosts. Very accommodating and easy to communicate with. The house is amazing. Description is accurate and you couldn't ask for a better location. Will definitely be back.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is exactly as you see in the pictures/description. We were 4 adults, 4 kids (9 months to 13 years). Plenty of room for all of us. Hosts were quick to respond to any messages sent.Had a great 3 days here.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tina and Drew were amazing hosts who went above and beyond to make our stay perfect. Their property is absolutely lovely—beautifully maintained, comfortable, old charm and in a great location. We were in town for a wedding and had a wonderful weekend with our family. Tina and Drew were also incredibly kind in helping return an item we accidentally left behind by promptly shipping it back to us. We couldn’t have asked for better hosts or a better experience. Highly recommend!
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was amazing and exactly as described. Everything was so clean and this house was in the perfect spot if you want to be where everything is happening on the Chesapeake. The hosts were so kind, responsive, and helpful. Hopefully I'll get to stay here again some day!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is amazing! It has such character and charm, is well stocked, super clean, and hosts are super nice! Our group was comfortable and enjoyed the pool and hot tub. The welcome basket was a nice touch. We will definitely come back!
Stayed 3 nights in Jun 2026

Explore More Ways to Travel with Travelocity