Entire home

Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

Photo gallery for Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

A covered outdoor area with a view of a lake and trees. - Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! (Queenstown)
A landscaped garden with a stone pathway leading to a building entrance. - Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! (Queenstown)
A rectangular swimming pool with a tiled deck, surrounded by a well-maintained lawn and trees. - Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! (Queenstown)
A large, two-story house with a spacious front yard, a covered porch, and a well-maintained lawn. - Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! (Queenstown)
A modern kitchen with wooden cabinets, a central island with stools, and various kitchen appliances. - Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! (Queenstown)
An adjacent golf course, a firepit, and a garden are just a few of the amenities provided at Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!. Active travelers can enjoy kayaking at this vacation home. Stay connected with free in-room WiFi, and guests can find other amenities such as a playground and an arcade/game room.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 12446 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Add dates for prices

About this property

Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

  • *NEW In-ground Large private pool and Pier! *
    An oasis from the stressors of everyday life, this exceptional 5 bedroom, 6 bathroom Rural waterfront Eastern Shore property sits on over 7 acres and boast endless water activities, including kayaking, crabbing or fishing. This elegant home sits directly on the Chesapeake bay tributary named Quarter Creek.
    You can drift off to sleep in the oversized main suite with a perfect waterfront view! Enjoy the Eastern Shore lifestyle in this beautiful backyard complete with a mesmerizing water garden and firepit. Catch crabs or fish from the shoreline for dinner. Sit by the enormous pool and Relax, read a book and take in an amazing sunset. Our large property provides a true escape from the hectic world.
    Amazing waterfront seafood restaurants and great shopping minutes away! Take a day trip, Play a round of golf at the nearby course. Rent a boat or bring your own! Charter a fishing trip and explore the shore. Close to great restaurants & shopping malls. Museums, boat excursions and more are just minutes away.
    Tranquility, relaxation, and solitude is the highlight of this property! So come unwind, a true experience that isn't to be missed!

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Next to a golf course
  • On a river
  • On the waterfront

Things to do

  • Arcade/game room
  • Kayak
  • Table tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing 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
  • Deadbolt lock

General

  • Garden
  • Unit size: 4,800 square feet

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Policies

Check-in

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

Check-out

Check-out before 11:00 AM
Contactless check-out available

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, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets

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 and a deadbolt lock
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

About the neighborhood

Located in Queenstown, this vacation home is next to a golf course and on the waterfront. St. Michaels Museum and Avalon Theatre are local landmarks, and some of the area's attractions include Rufus M and Loraine Hall Todd Performing Arts Center and Paul Reed Smith Guitars. Traveling with kids? Consider Adkins Arboretum and Chesapeake Bay Maritime Museum. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and hiking/biking trails nearby. Visit our Queenstown travel guide
View more Vacation Homes in Queenstown
Map
Queenstown, MD

What's nearby

  • Queenstown Premium Outlets
    19 min drive - 14.2 km
  • Wye Oak State Park
    20 min drive - 14.5 km
  • Queenstown Harbor Golf
    21 min drive - 15.6 km
  • Chesapeake Bay Environmental Center
    29 min drive - 23.2 km
  • Wye Landing
    30 min drive - 23.1 km

Getting around

  • Easton, MD (ESN-Easton - Newnam)
    28 min drive

Restaurants

  • Wawa
    21 min drive
  • Royal Farms
    20 min drive
  • 7-Eleven
    24 min drive
  • Anchor Drop
    23 min drive
  • The Jetty Restaurant & Dock Bar
    26 min drive

Frequently asked questions

Does Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! have a pool?

Yes, this property has an outdoor pool.

Is Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! pet-friendly?

Yes, this property allows dogs (limit 1 total).

What time is check-in at Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!?

Check-out is at 11:00 AM.

Where is Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! located?

Located on the waterfront, this family-friendly vacation home is within 9 mi (15 km) of Queenstown Premium Outlets, Rufus M and Loraine Hall Todd Performing Arts Center, and Wye Oak State Park. Chesapeake Bay Environmental Center and Queenstown Harbor Golf are also within 12 mi (20 km).

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Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 1 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10

Cleanliness

9.6

Location

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed in the area for a golf weekend along the Eastern Shore. The property is incredibly peaceful and serene. Host was proactively communicating with us leading up to the stay and made check-in easy.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Another Great Stay

This was our second time visiting the beatiful location. Host was great as always...and we thoroughly enjoyed our stay. The pool is beautiful, the garden super lush, and the house even better appointed than when we last stayed there.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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

Waterfront retreat

Wonderful home and property! Lots for everyone to do. Very relaxing and serene
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Academy graduation

Location is 35 minutes from the academy. Wonderful retreat for my family that included ages 13 to 97. Hugh rooms , wonderful kitchen, excellent pool and unbelievable gardens. Easy check in-great communication with property manager. Single issue taken care of expediently and with excellent attention our comfort
Stayed 3 nights in May 2024
Verified review

8/10 Good

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

Great vacation retreat

Our stay was amazing. The house is beautiful. The views and peaceful location were completely used. We had many fun game nights and dinners around the table, the kitchen easily provided many happy meals. The gas grill, the fire pit were easy to use. The kayaks were a lot of fun. Sitting on the dock enjoying the peaceful quiet mornings was rejuvenating. The pool chairs and umbrellas were really nice. A ping pong table in the garage was a ton of fun too. The extra fridge/freezer was handy and the ice maker was an unexpected treat that was indispensable! Watching the rain from the screened in porches was wonderful too. Beds were comfy and linens were perfect. That being said, the caretaker should do a better job for the owner. There were lights in the kitchen that never worked and made it hard to see. A few knobs on the doors were unusable as the handles kept falling off. 1 of the many dishwashers had standing water in it when we arrived so we didn't use any, just in case. 2 toilets were not very stable and could use a tightening. The groundskeeper did not trim the paths from house to fire pit or pool so we did that ourselves for safety. They could use lights from the house to the pool for safety too. The pool did not stay clean all week and had algae by time we left. We did skim it with the skimmer. One of the upstairs bathrooms could use a towel bar to hang towels and a small shelf to set things for use. These are minor adjustments. A great experience for our family!
Stayed 6 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place for a family reunion. We enjoyed the beautiful indoor and outdoor spaces. We had plenty of comfortable space for the 10 of us that stayed there.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

We loved our stay!
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
An absolutely perfect home for our family! Mutiple refrigerators, dishwashers, ice machines and washer dryers made cooking and cleaning a breeze! The pool and kayaks were enjoyed by children and adults. A perfect location for a boat tour on Chesapeake Bay.! Highly recommend!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Dad's 65th

This place is beautiful!
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
This is a very beautiful property. The pictures do not do justice to it. We stayed as a family of 12 people and were very comfortable there. The house is spacious and very clean. The pool is an oasis. Only downside is that the house is in a very secluded area, but only a 15-20 minute drive to restaurants. Doordash and Instacart are available. The host was very responsive and a pleasure to deal with.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Gorgeous Home, Gorgeous Setting!

The house is really well appointed (high end appliances, fully outfitted kitchen). There are multiple lovely screened in porches. We heartily enjoyed the new heated pool and the dock that was just installed. Our group had an excellent stay and will be excited to come back again!!
Stayed 2 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for a family weekend on the eastern shore of MD.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2024