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Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

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Exterior
Interior
Smart TV, fireplace, video games, DVD player
Interior
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 10372 sq m

Popular amenities

  • Hot tub
  • Fireplace
  • Kitchen
  • Washer
  • Dryer

Explore the area

View map
easton, MD
  • St. Michaels Winery
    ‪7 min drive‬
  • St. Michaels Marina
    ‪9 min drive‬
  • Chesapeake Bay Maritime Museum
    ‪10 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪19 min drive‬

Room options

About the area

Easton

A family-friendly stay in the heart of Easton awaits you at this holiday home. You'll be 4.8 km (3 mi) from Saint Michaels Village and 5.8 km (3.6 mi) from St. Michaels Winery. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .You can enjoy Smart televisions with a DVD player, and home features 3.5 bathrooms, a fireplace and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. In-room jetted baths, a living room and a dining area are also available. Housekeeping is available on request. .This smoke-free holiday home offers concierge services, a games room and a garden. Other amenities include a hot tub and laundry facilities. .Sights within a 10-minute drive of this Easton holiday home include St. Michaels Museum and Windon Distilling.
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What's nearby

  • Saint Michaels Village - 6 min drive - 5.5 km
  • St. Michaels Winery - 7 min drive - 6.9 km
  • St. Michaels Marina - 9 min drive - 7.6 km
  • Chesapeake Bay Maritime Museum - 10 min drive - 8.3 km
  • 1879 Hooper Straight Lighthouse - 10 min drive - 8.3 km

Getting around

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

Restaurants

  • ‪Carpenter Street Saloon - ‬7 min drive
  • ‪Foxy's Harbor Grille - ‬8 min drive
  • ‪Carroll's Market - ‬8 min drive
  • ‪Rise Up Coffee - ‬5 min drive
  • ‪Rusticana (St. Michael's) - ‬5 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.

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

Talbot County MD Short Term Rental License #STRN-23-12

Arrive at your beautiful, 4000+ sq. ft, 2 story waterfront 5-bdr, 3.5-bth retreat with its own private pier near the historic and charming town of St. Michaels. Enjoy breathtaking waterfront views from the expansive decks, complete with a gourmet grill for al fresco dining and a cozy backyard fire pit perfect for relaxing with a cold brew or glass of your favorite wine. Your private pier awaits you for fishing, crabbing, kayaking and paddle board (all provided)

There are multiple cozy entertainment spaces for your enjoyment. Relax and unwind in the large living room, featuring a large screen TV with high-speed WiFi and 180-degree water views. Enjoy the natural light and serene ambiance of the sunroom, overlooking Oak Creek. Take in the stunning water views from the comfort of the 2nd floor master s sitting area also with a wide screen TV. Retreat to the front reading room of the house for a quiet moment, conversation or to read a book and look out over the serene landscape.

You will be in the most convenient of locations. Just a 2 minute walk to the Oaks Resort with dining and jazz several times a week. Historic St. Michaels is a 5 minute drive with its charming stores, multiple dining venues and the Chesapeake Bay Maritime Museum. Explore the beauty of Oxford and the many activities, unique shops, and restaurants in Easton.

Our Talbot County License #STRN--23-12 permits 10 GUESTS in our house and property at any given time. Please note that our Talbot County Short Term Rental license requires a three night minimum and does not allow any events to be held on the property. We are located in a serene, residential community in Royal Oak and Talbot County has a noise ordinance - no noise after 10 PM No pets permitted.

Highlights
o 5 min drive to historic St. Michaels
o 2 min walk to the Oaks Resort
o beautiful water views
o large deck areas
o private pier for fishing, crabbing & kayaking/boating
o custom coffee & tea bar; complimentary whole bean coffee, grinder, coffee selection
o fully equipped kitchen
o gas fireplace
o outdoor fire pit
o outdoor gourmet(new Weber Genisus) barbecue
o 2 large screen TV, Cable & Disney Channel for the kids
o high speed internet
o game collection box and kids room with DVD's and player
o horseshoes, cornhole, badminton and other games
o fishing rods and tackle box
o TESLA charging port
o 240 v, NEMA EV charging port
o Two main bedrooms - one on first floor and one on second floor with three additional bedrooms and large sitting room with window wall overlooking the water.

Property manager

Barbara H Focht

Languages

English

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Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

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

Dining

  • Breakfast available for a fee
  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

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

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • 3 steps to reach entrance
  • No lift
  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Arcade/game room
  • Kayak
  • Cycling nearby
  • Fishing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming 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)
  • First aid kit
  • Fire extinguisher

General

  • Electric car charging station
  • Garden
  • Housekeeping (on request)
  • Unit size: 4,000 square feet

Policies

Check-in

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

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

NO MORE THAN 10 PEOPLE ARE ALLOWED ON THE PROPERTY AT ANY GIVEN TIME
WE WILL BE EMAILING LEASE FOR YOUR SIGNTURE AND RETURN TO ME TO SECURE YOUR BOOKING/RESERVATION. BARBARA FOCHT - CHESAPEAKE BAY REAL ESTATE PLUS

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Children must be accompanied by an adult over 25.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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 professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Property Registration Number Talbot County Short Term ST-259-GRE, Talbot County Short Term STRN-23-12

Frequently asked questions

Does Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak have a pool?

No, this holiday home doesn't have a pool.

What luxury perks are available at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

This property features 1 hot tub, as well as a jetted bath and a fireplace.

What makes Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak a romantic place to stay?

1 hot tub, Jetted bath, and fireplaces all help set the scene for a sizzling getaway at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak.

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

You bet! With amenities such as a playground, an arcade and children's books, it's no surprise that Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak is a winner with our family travellers.

Is there a private hot tub at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

Yep, there is a hot tub.

Is there a free airport shuttle available at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

No, Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak?

No, pets are not allowed.

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 45 out of 49 reviews
Rating 8 - Good. 3 out of 49 reviews
Rating 6 - Okay. 1 out of 49 reviews
Rating 4 - Poor. 0 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Alex F.

Liked: Cleanliness
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

10/10 Excellent

Nicholas W.

Liked: Cleanliness
Amazing location, gorgeous house, and great communications from our host. We can't say enough wonderful things about the stay at Chesapeake Landing. The house is as advertised and looks just like the pictures. We had two families of 4 staying there and hosted a celebratory birthday dinner for my mother in law's 75th. The kitchen is soooo well equipped and has anything and everything you could possibly need to cook some amazing meals. The house is set up really nicely for hosting multiple families and my daughters and niece really enjoyed the kids bedroom that has 3 single beds. All of the bedding and furniture are comfortable and well appointed. We used the badminton net, both kayaks, and the standup paddleboard. All of us spent time fishing and crabbing and we even managed to catch 5 fairly large blue crabs and a few decent size fish. We will definitely plan to return. My wife even discussed the idea of trying to buy the place. Thanks for an amazing stay!
Stayed 3 nights in Aug 2025

10/10 Excellent

Karen and John O.

Liked: Cleanliness
We enjoyed our family stay in this wonderful home with our four adult kids. We kayaked, played corn hole, whiffle ball, card games and watched movies. The Oaks Resort is close but the restaurant is only open Tuesdays through Thursdays to the public. We spent a lot of time in nearby St Michael’s (5 minute drive).The house was well-equipped and the games, sitting rooms and number of rooms were perfect. Would highly recommend!
Stayed 3 nights in Aug 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness
This is an exceptionally beautiful property with dock access and great views of the water. Check in is super easy, the kitchen is large and very well appointed, the house is large enough for ten people to have alone time in other rooms but cozy enough in the kitchen and great room area to enjoy hanging out together and looking out over the water. About a five-minute easy drive to St. Michael's town and anything else you could need. Games, puzzles, fishing rods, kayaks, some crabbing gear - our group ranges in age from 12 to 85 and there really is something for everyone here. We have stayed at this home for close to a week every summer for the past three years and hope to continue to do so. It's fabulous!
Stayed 4 nights in Jul 2025

10/10 Excellent

Stephen J.

Liked: Cleanliness
Lovely home in excellent condition.Property manager and owner very responsive to any issue.
Stayed 6 nights in Jul 2025

10/10 Excellent

John C.

Liked: Cleanliness

Chesapeake St Michaels

Beautiful property next to The Oaks in Easton/St Michaels, Maryland. A family wedding brought us here and it couldn't have been more convenient. Lovely home on the water. Unfortunately we were so busy we didn't utilize it to it's potential. I highly recommend this property.
Stayed 3 nights in Jun 2025

10/10 Excellent

Barbara S.

Liked: Cleanliness

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

8/10 Good

Karl F.

Liked: Cleanliness

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

10/10 Excellent

Lori S., Columbia, Maryland

Liked: Cleanliness

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

10/10 Excellent

George R.

Liked: Cleanliness

Wonderful Winter Weekend Getaway!

Our group of longtime friends from different states wanted a convenient location to meet for a weekend getaway. The Eastern Shore was a good location and this property was a wonderful and comfortable place for our group. The house was spacious and had plenty of areas for members of the group to enjoy all together or in smaller conversation groups. Our group meals were easy to prepare in the large and well-equipped kitchen. The dining room easily accommodated our group for our dinners and the casual eating area off the kitchen was a great place for our other meals.Because of our timing we were not able to take advantage of the outdoor activities at the house but could certainly enjoy the beautiful view of the creek, made even more picturesque with a fresh coat of snow on the lawn and ice on the water. The location of the house was terrific, with Easton, St. Michael’s, and Tilghman Island all very close by.The consensus of our group was that we would love to come back to this wonderful home—maybe in the summer months to better appreciate all that it’s waterfront location can offer!
Stayed 3 nights in Jan 2025

10/10 Excellent

Phil V.

Liked: Cleanliness

beautiful location

wonderful home and great views. Clean, quiet, plenty of amenities
Stayed 3 nights in Dec 2024

10/10 Excellent

Jack G.

Stayed 6 nights in Nov 2024

10/10 Excellent

clay b.

Liked: Cleanliness

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

10/10 Excellent

Joe w.

Liked: Cleanliness

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

10/10 Excellent

B. Monica M.

Liked: Cleanliness

Comfortable, casual elegance.

This house is wonderful! Property was clean, comfortably furnished, beds were comfortable, kitchen had everything we needed. Our hosts were more than gracious and the property manager was friendly, thorough, and available - our few questions were addressed within an hour. Perfect!
Stayed 14 nights in Sep 2024

10/10 Excellent

Gerard F.

Liked: Cleanliness

Close to Perfection

They say nothing is perfect, but this property was as close to that as we have experienced. The house was clean, comfortable, well equipped, in a great location, and with beautiful surroundings. With five bedrooms, we were able to comfortably accommodate all of our children and grandchildren. There’s plenty of space to spread out and several semi private sitting areas to give anyone their own space if they don’t want to be with larger group. We couldn’t have asked for anything more. Highly recommend this property.
Stayed 3 nights in Aug 2024

10/10 Excellent

Christine K.

Liked: Cleanliness
Stayed 7 nights in Jun 2024

10/10 Excellent

Wendy D.

Liked: Cleanliness

Wonderful home

Gorgeous home, very well stocked with so many extras. They have a cabinet that has spices/cooking items galore. Beautiful views of the lake, and paddle board and kayaks provided. The whole family loved it!
Stayed 3 nights in Aug 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness

Beautiful home on a beautiful property

We stayed at this home last year with our extended family and hope to stay again for many summers to come. It is impeccably clean, has many extra amenities, and being able to fish, crab and kayak right from your back yard is very handy and fun for all! Also a quick, maybe 10 minute drive, into St. Michaels - great restaurants and shops and just the right size to walk around for a couple hours. We've had two great vacations in this home and hope for more!
Stayed 4 nights in Jul 2024

10/10 Excellent

Chris B.

Liked: Cleanliness

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

10/10 Excellent

Betsy W.

Liked: Cleanliness

Beautiful Waterfront Home

We were in town for a wedding at The Oaks located right next to the road the house is on, so the location was perfect! We enjoyed the outdoor activities (kayaks, paddleboard, etc) in spite of the sweltering heat! And the waterfront views were fabulous! It was also just a short drive to lovely St. Michaels.
Stayed 3 nights in Jul 2024

10/10 Excellent

Pam A.

Liked: Cleanliness

Great home for family event

We were in town for a wedding at Kirkland Manor with our family. Home was close to the venue and very comfortable. We had a 2 yr old with us and home was safe. Really happy that you had access to some grocery items such as spices, foil, toiletries as well as items to use such as kayaks and fishing poles.
Stayed 3 nights in Jun 2024

10/10 Excellent

Lachmayr M.

Liked: Cleanliness

Outstanding

Huge house with beautiful views. Lovely (You will need to sign a lease)
Stayed 3 nights in May 2024

10/10 Excellent

Kelly H.

Liked: Cleanliness

Nice house great view

House was beautiful and clean. Bed comfort was medium. Good wifi and nice deck overlooking the water. Very spacious house and private location. The location was about 4 miles from St Michael’s and about 5-7 minutes to drive. The town is very small but we had a good visit. There is not much to do in town so make sure you do your research! Taking a boat tour of Chesapeake was a highlight.
Stayed 3 nights in May 2024

10/10 Excellent

lynn c.

Liked: Cleanliness

Exceptional Property-Beautiful and Serene Setting

Spent a beautiful October weekend with four adult couples at this amazing property. Communication with the Property Managers was very good and prompt. First, everything you can imagine is provided, and the house is well stocked with kitchen items and extras. What a delightful extra to have a generous amount of excellent locally roasted coffee beans provided for our group. This home is very spacious inside, offering group gathering places as well as room to spread out if you wanted quiet time to read. The deck and yard, with water view was so relaxing and we spent a lot of time out there. A fire pit and provided firewood added to our evening enjoyment of the outdoors. Easton is a nice location to explore the many small, quaint towns- about 10 minutes to St. Michael's and 15 to Easton. Lastly, the house was very well maintained and exceptionally clean. An A+++ rental that we hope to return to!
Stayed 3 nights in Oct 2023