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

Chesapeake City, Maryland
$817 avg/night
Minimum Stay 2 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 2 nights

Min Stay

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 unforgettablememories. 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.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Local Artist Showcase Locally-owned & Organized Tours & Activities Unit Size: 4100 Sq Ft (381 Sq M) Uses Some LED Lighting Water-efficient Toilets Only
  • KITCHEN

    Dishwasher Electric Kettle Ice Maker Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Bidet Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Kayaking Nearby Marina Nearby Swimming Nearby Wildlife And Game Walks Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near A Zoo
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Chris B.

    Submitted Jun 15, 2026

    Stayed Jun 12, 2026

    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!

  • Violette L.

    Submitted May 3, 2026

    Stayed Apr 30, 2026

    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.

  • Tajiah M.

    Submitted Apr 14, 2026

    Stayed Apr 10, 2026

    The house and the host were great and attentive . Hoping to come back and stay at some point

  • Mark F.

    Submitted Oct 28, 2025

    Stayed Oct 22, 2025

    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!

  • richard l.

    Submitted Aug 28, 2025

    Stayed Aug 21, 2025

    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.

Your dates are Available!

Total

Includes taxes and fees
$817+
View details