Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

Photo gallery for Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

A house with a dock leading to a pond, surrounded by trees and a well-maintained lawn.
A room with two beige armchairs, a small white side table with a decorative item, and a view of a lake through large windows.
A spacious living room with a fireplace, comfortable seating, and a television.
A two-story house with a front porch, a small deck, and a lawn.
A dining room with a wooden table, chairs, a chandelier, and large windows.

Reviews

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

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Toys
  • Barbecue
  • Breakfast for a fee
  • Electric vehicle charging point
  • Air-conditioning

Explore the area

View map
easton, MD
  • Place, Saint Michaels Village
    ‪5 min drive‬
  • Place, St. Michaels Winery
    ‪6 min drive‬
  • Place, St. Michaels Marina
    ‪7 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪18 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

Bedroom 5

3 Single Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Jetted bathtub · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet

Spaces

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

Add dates for prices

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About the area

Easton

Located in Easton, this holiday home is in the city centre and on the waterfront. St. Michaels Winery and Windon Distilling are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Chesapeake Bay Maritime Museum and Phillips Wharf Environmental Center. Discover the area's water adventures with kayaking, power boating and fishing nearby, or enjoy the great outdoors with cycling.
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Map
easton, MD

What's nearby

  • Saint Michaels Village - 5 min drive - 5.9 km
  • St. Michaels Winery - 6 min drive - 7.3 km
  • St. Michaels Museum - 6 min drive - 7.6 km
  • St. Michaels Marina - 7 min drive - 7.9 km
  • Chesapeake Bay Maritime Museum - 8 min drive - 8.6 km

Getting around

  • Cambridge Station - 30 min drive
  • Easton, MD (ESN-Easton - Newnam) - 17 min drive

Restaurants

  • ‪Foxy's Harbor Grille - ‬8 min drive
  • ‪The Crab Claw - ‬8 min drive
  • ‪Doc's Sunset Grille - ‬27 min drive
  • ‪Talbot St. Tavern - ‬7 min drive
  • ‪Purser's Pub - ‬9 min drive

Frequently asked questions

Is Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

As of 1 November 2026, prices found for a 1-night stay for 2 adults at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak on 2 November 2026 start from NZ$6,061, 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.

How much is parking at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

On-site parking is available at the property.

What time is check-in at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

Check-in begins at 4:00 PM.

What time is check-out at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

Checkout is at 10:00 AM.

Where is Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak located?

This family-friendly Easton holiday home is located on the waterfront, 3 mi (4.8 km) from Saint Michaels Village, and within 6 mi (10 km) of Chesapeake Bay Maritime Museum and Saint Marys Square. Back Creek Park and Church Cove Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 54 out of 58 reviews
Rating 8 - Good. 3 out of 58 reviews
Rating 6 - Okay. 1 out of 58 reviews
Rating 4 - Poor. 0 out of 58 reviews
Rating 2 - Terrible. 0 out of 58 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for family vacation. Extremely well equipped, plenty of space for extended family and kids. Great location - close to St Michael's and Easton.
Stayed 6 nights in Aug 2026
Response from VrboOwner on 16 August 2026
Really glad you enjoyed We try to make it special 😊
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tranquil is a great description for the property. We sat outside and looked at the river every day. House is well equipped with most things you need (actually I don’t think anything we needed was missing). We really enjoyed the fishing gear. Lots of room to spread out. Nicely done. St Michael’s is very close and a great town. Many restaurants and shops. The maritime museum was fun. Definitely recommend to anyone going to the area.
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you so much for sharing your beautiful home! We had plenty of space for our group of 6. The home was very clean and it was so nice to be on the water!
Stayed 3 nights in Jul 2026
Response from VrboOwner on 30 July 2026
We are happy you enjoyed all that we offer,
Verified review

10/10 Excellent

Liked: Location
This was a great house for my family to come together. Plenty of space and good common areas for us to chat and hang out. Location is fantastic as it’s 5 minutes from St. Michaels, which is a really charming little town. Highly recommended!
Stayed 3 nights in May 2026
Response from VrboOwner on 14 July 2026
We are glad that you enjoyed one of our features - plenty of space and common areas for all reasons.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, inside and out. The kitchen was fully equipped and plenty of space for everyone. Beautiful views of the water. Luckily, we had perfect weather and enjoyed the outside.
Stayed 3 nights in May 2026
Response from VrboOwner on 14 July 2026
We are glad that you enjoyed our home with its plenty of space or all!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We’ve had our annual family vacation in this beautiful home - I think this was our third or fourth year here and we absolutely love it. It’s a lovely setting on the water, with access to a dock, kayaks, fishing, crabbing or …just sit on the deck and enjoy the view! Home is spacious, well appointed, warm/comfortable and beautiful . About a five minute drive to St. Michael’s and probably less to grocery stores or whatever you need. Highly recommend!!
Stayed 4 nights in Jul 2026
Response from VrboOwner on 30 July 2026
We are happy you enjoyed our wonderful "Chesapeake landing"
Verified review

10/10 Excellent

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

Wonderful time by the bay

We enjoyed our stay. The home was comfortable and well set up and the owners were wonderful! Would stay again.
Stayed 4 nights in Jul 2022
Response from VrboOwner on 6 August 2023
Our goal is to have our guests enjoy their stay and the comforts of our home. We look forward to you staying with us again soon. Barbara
Verified review

10/10 Excellent

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

Family weekend

We absolutely loved your place and it was perfect for our family. We would love to come back and stay next summer!
Stayed 3 nights in May 2025
Response from VrboOwner on 2 June 2025
We are so happy that you enjoyed your stay at Chesapeake Landing. We look forward to your return visit. bhf
Verified review

10/10 Excellent

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

beautiful location

wonderful home and great views. Clean, quiet, plenty of amenities
Stayed 3 nights in Dec 2024
Response from VrboOwner on 14 October 2025
Glad that you found our wonderful home to be your perfect location
Verified review

10/10 Excellent

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

great place

We were hear for a wedding. We loved the house and location. Perfect venue for us.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 14 August 2023
Thank you for taking the time to review our perfect home for your perfect stay.
Verified review

10/10 Excellent

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

Just the Spot for a Family Celebration

Gorgeous location, spacious, comfortable and well-appointed home with delightful views and plenty to do. We all had a great time celebrating a 60th wedding anniversary!
Stayed 6 nights in Aug 2022
Response from VrboOwner on 6 August 2023
We are glad you enjoyed our spacious home that is great for family times togethers with its separate spaces, open spaces and quiet views.
Verified review

10/10 Excellent

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

Wonderful stay at a wonderful home

This property worked perfectly for our family. it was clean, a perfect size for several couples, & the host was a great communicator. We hope to come back again sometime soon!
Stayed 3 nights in Oct 2024
Response from VrboOwner on 21 October 2024
We are pleased you enjoyed your stay at Chesapeake Landing and you found our home floor plan to be ideal for several families. We look forward to your return visit.
Verified review

10/10 Excellent

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

Best Labor Day Weekend Stay!

The house is even better in person - we had 6 adults, a toddler and 2 babies and the layout and views were absolutely perfect. The owners are incredibly kind, responsive, and welcoming! Would highly recommend this property to anyone looking to enjoy a trip to St. Michaels.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 6 August 2023
Our floor plan is ideal for multiple families giving private and open spaces for all to enjoy our waterfront home in the unique Hamlet of Royal Oak.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home in excellent condition.Property manager and owner very responsive to any issue.
Stayed 6 nights in Jul 2025
Response from VrboOwner on 29 July 2025
We thank your kind kind review - we are delighted that you enjoyed your stay and hope you come again.
Verified review

10/10 Excellent

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

Wonderful stay

We stayed here with a group of friends including our younger kids. The place was wonderful. It was clean and had everything we needed. The location was excellent and the owners/property manager were responsive. We highly recommend this place.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 6 August 2023
We are pleased that our home fit all your needs and you had a wonderful stay. We hope you make Chesapeake Landing your place to stay in St. Michaels..
Verified review

10/10 Excellent

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

Wonderful stay

The Chesapeake Landing is a lovely property right on Oak Creek in St Michael's, MD. The house is large, with lots of gathering places. It is well-furnished and well-stocked. It's about a 5 minute drive to downtown St Michael's. We had a wonderful stay!
Stayed 3 nights in Jun 2025
Response from VrboOwner on 30 July 2025
We are glad you enjoyed your stay at "The Landing" and that you liked our many separate gathering spaces. Our convenient location is very much a plus. Please come again. Barbara
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely property on the Chesapeake Bay. Quiet community-easy drive to St.Michaels. House fully equipped with everything you could want! Good biking area. Highly recommend!!
Stayed 3 nights in Sep 2025
Response from VrboOwner on 14 October 2025
We are pleased that you found Chesapeake Landing the perfect place for your stay at the Easter shore and St. Michaels
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Great Spot

Rented for extended family for a weekend reunion ( 5 adults 3 kids) End of street location, very quiet, clean and on the water. Close to St Michael’s and Oxford Ferry.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 30 July 2025
We are happy you liked our quiet setting and location. We hope you can join us again> Barbara
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home and property. Most well equipped kitchen I have seen in a rental home. Excellent location, with only a 5 minute drive to downtown St. Michael's. Stayed at the home for a girls' weekend and several of my friends want to return to the house with their families!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Convenient to the Oaks

We used this house for a wedding at the Oaks (which is adjacent and therefore very very convenient).
Stayed 5 nights in Jul 2024
Response from VrboOwner on 28 September 2024
We like that we are convenient to The Oaks wedding venues. We hope you can come back again to enjoy St. Michaels!
Verified review

6/10 Okay

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

very nice-there should be a wooden or slate walk to dock, grass was high and after the rain very wet

A nice property.
Stayed 5 nights in Jul 2022
Response from VrboOwner on 6 August 2023
We are glad you thought our property and home was very nice. We pride ourselves in offering our guests more than they expect in features and amenities while keeping with the character of the eastern shore.
Verified review

8/10 Good

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

Beautiful place

This is a beautiful house and place for vacation with friends and family. Barbara was very friendly. Just not too many fish and crabs.
Stayed 3 nights in Jul 2022
Response from VrboOwner on 6 August 2023
We are glad you enjoyed our lovely house for your vacation. We hope you spend your next stay in St.Michaels with us.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly as described except for one bedroom’s layout. Fully stocked kitchen, beautiful view, lots of gathering spaces, glorious weather. Boat slip allowed us to bring our own. Wonderful family retreat.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Great house

The house was really nice with all the necessary amenities. Plenty of differant areas to hang out and nice bedrooms. Out side view of the water was great.
Stayed 3 nights in May 2023
Response from VrboOwner on 6 August 2023
We are so happy to have our guests enjoy this wonderful home on the Eastern Shore of MD.
Verified review

10/10 Excellent

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

Great weekend trip

Great rental experience. Barb was fantastic at communicating. The house was perfect for our group, including some adults and some young children. Yard and dock were a blast for playing and fishing.
Stayed 3 nights in Oct 2024
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