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.
A large, two-story house with a spacious front yard, a covered porch, and a well-maintained lawn.
A landscaped garden with a stone pathway leading to a building entrance.
A rectangular swimming pool with a tiled deck, surrounded by a well-maintained lawn and trees.
A modern kitchen with wooden cabinets, a central island with stools, and various kitchen appliances.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.

Popular amenities

  • Balcony
  • Private pool
  • Dog-friendly
  • Barbecue
  • Arcade/game room
  • Air-conditioning

Explore the area

View map
Queenstown, MD
  • Place, Queenstown Premium Outlets
    ‪19 min drive‬
  • Place, Wye Oak State Park
    ‪20 min drive‬
  • Place, Queenstown Harbor Golf
    ‪21 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪36 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Single Bunk Bed, 1 Double Bed and 1 Single Bed

5 bathrooms, 1 half bathroom

Bathroom 1

Bidet · Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Bathtub or shower · Toilet

Bathroom 6

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Queenstown

Located in Queenstown, this holiday 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. Travelling 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 cycling and ecotours nearby.
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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.

How much does it cost to stay at Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!?

As of 31 October 2026, prices found for a 1-night stay for 2 adults at Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best! on 4 November 2026 start from NZ$6,705, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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!?

Checkout 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 holiday 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 miles (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was amazing. Great for kids and adults alike. The host was great always answered me immediately when I had a question. Made it so easy. Thank you for the great experience and memories made by my family.
Stayed 3 nights in Aug 2026
Response from VrboOwner on 17 August 2026
We appreciate you staying with us and hope you will return! Thank you
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing time with my family including my 3 year old grandson and 1 year old granddaughter. The property was stunning. Great layout of the house and very private. The views were spectacular and the pool was very inviting. It was our first time vacationing at the eastern shore and it was one of the best vacations we've had. Would definitely recommend.
Stayed 5 nights in Aug 2026
Response from VrboOwner on 29 August 2026
We certainly appreciate the feedback and very delighted to hear that you had an amazing vacation! And we would love to host you again in the near future. Thanks Doug
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
Response from VrboOwner on 14 April 2026
We certainly appreciate you staying with us! So happy to hear your time was enjoyable! Love to have you return. Doug
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
Response from VrboOwner on 19 December 2025
We appreciate you, and would love to have you back again! Many thanks!
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
Response from VrboOwner on 12 October 2023
Thanks Jeff, We love being able to host you and look forward to hopefully hosting you in the future! Super happy that you enjoyed your stay! Doug
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
Response from VrboOwner on 1 August 2025
Thank you so much for the great review. We would certainly love to have you come back and stay with us anytime! Thanks Doug
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

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

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
Response from VrboOwner on 28 May 2024
Thanks Margaret for the wonderful feedback and we enjoyed hosting you! Doug
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
Beautiful house with plenty of room to gather for our extended family vacation. The pool was awesome with the crazy heat. The host was very quick to respond to any questions or concerns we had. Kitchen was a nice size for our big group with plenty of refrigerator space and even an icemaker. Nice yard space for outdoor games. Beautiful view of the Chesapeake.
Stayed 9 nights in Jun 2026
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
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