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St. Michaels Waterfront Home

Photo gallery for St. Michaels Waterfront Home

Outdoor dining - St. Michaels Waterfront Home (New comb)
Dining - St. Michaels Waterfront Home (New comb)
Smart TV, fireplace, books - St. Michaels Waterfront Home (New comb)
2 bedrooms, iron/ironing board, free WiFi, bed sheets - St. Michaels Waterfront Home (New comb)
Smart TV, fireplace, books - St. Michaels Waterfront Home (New comb)
Overlooking the waterfront, this beautiful home in St. Michaels offers a perfect blend of relaxation and adventure. Enjoy the scenic views from the deck, explore nearby shops and restaurants, or engage in outdoor activities like kayaking or paddle boarding.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

St. Michaels Waterfront Home

  • This beautiful waterfront home sits just over the bridge entering St. Michaels in a prime location. Breathtaking waterfront views, two large bedrooms, two full bathrooms, and Two sofas 1 minute to St. Michaels, 7 minutes to Easton and 30 seconds to The Oaks Wedding Resort (just around the corner). Deck for entertaining. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding to biking or just taking in the views and wildlife. Local shops and many restaurants within minutes of the house! ST-739-YOS

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Books
  • Smart TV

Outdoor areas

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

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Bicycles
  • Kayak
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Bicycles
  • Garden

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Historic Inns of Annapolis
Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, 1,852 reviews
The price is AED 428
AED 614 total
includes taxes & fees
31 May - 1 Jun
Historic Inns of Annapolis
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Policies

Check-in

Check-in time starts at 2:00 PM

Check-out

Check-out before 10:30 AM

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:

Strip any used beds and gather used towels

Turn off the lights

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

2 total (up to 50 lbs per pet)

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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 Easton, this vacation home is 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 Easton Cycle and Sport. Discover the area's water adventures with kayaking and motor boating nearby, or enjoy the great outdoors with hiking and horse riding. Visit our Easton travel guide
View more Vacation Homes in Easton
Map
New comb, MD

What's nearby

  • st michaels village maryland old historical houses
    Saint Michaels Village
    4 min drive - 5.5 km
  • Boats docked in the harbor, in St. Michaels, Maryland.
    St. Michaels Marina
    6 min drive - 7.6 km
  • Chesapeake Bay Maritime Museum
    Chesapeake Bay Maritime Museum
    7 min drive - 8.3 km
  • St. Michaels Winery
    5 min drive - 6.9 km
  • Classic Motor Museum
    5 min drive - 6.9 km

Getting around

  • Cambridge Station
    35 min drive
  • Easton, MD (ESN-Easton - Newnam)
    14 min drive

Restaurants

  • Foxy's Harbor Grille
    7 min drive
  • The Crab Claw
    7 min drive
  • Carroll's Market
    6 min drive
  • Ava's Pizzeria & Wine Bar - St Michaels
    6 min drive
  • Doc's Sunset Grille
    25 min drive

Frequently asked questions

Is St. Michaels Waterfront Home pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at St. Michaels Waterfront Home?

Check-in begins at 2:00 PM.

What time is check-out at St. Michaels Waterfront Home?

Check-out is at 10:30 AM.

Where is St. Michaels Waterfront Home located?

Situated on the waterfront, this vacation home is 2.6 mi (4.2 km) from Saint Michaels Village and within 6 mi (10 km) of St. Michaels Winery and Windon Distilling. Classic Motor Museum and St. Michaels Museum are also within 6 mi (10 km).

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St. Michaels Waterfront Home 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. 29 out of 32 reviews
Rating 8 - Good. 2 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 1 out of 32 reviews

9.6

Cleanliness

9.6

Location

Reviews

Verified

10/10 Excellent

Nathan B.

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

Excellent stay

We had a wonderful stay. Check in and out was very easy. The place was clean and well maintained. Very peaceful spot on the water.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Carol P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was great for a family of four. Very well equipped, nice outdoor space, and great location close to St Michael’s and Easton. Even better than pictured. Hope to return!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Kara M.

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

Great weekend getaway!

Beautiful house, perfect for a weekend getaway with young kids. The host was very helpful!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Kathleen B.

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

Lovely Comfortable Home

We enjoyed our stay very much. The property is lovely and very comfortable! The owner was very responsive and welcoming.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Nick S.

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

Perfect weekend retreat

The whole family loved our stay here. From fishing and crabbing off the dock, to watching the sunrise over the water. We had a great long weekend here and will be certain to come back.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Jennifer P.

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

Mom’s Getaway

We had a great trip! My two friends and I decided on a quick getaway. Highly recommend this property. The host was extremely responsive. The house was beautiful, clean, beautifully decorated, and gorgeous views.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Gregg B.

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

Thanksgiving in St. Michaels

Great house, great location. House was warm and welcoming, fully equiped for a great stay. Would recommend this place to anyone wanting to visit the Eastern Shore of MD.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

susan b.

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

Relaxing retreat

Excellent property ! Had everything we needed and wanted and more. Waterfront views and shorebirds beautiful ! We hope to revisit !!!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Christine O.

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

Girls weekend

Three colleges roommates met here for a summer weekend. Loved the house, very clean, beautiful water view, well appointed and close to St. Michael’s.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Jeanette F.

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

Perfect!

This is a beautiful, charming little house in a quiet neighborhood with gorgeous views and great amenities. We stayed for a family wedding and it provided a great space to entertain the little ones while the wedding party was getting ready. Would definitely stay again — highly recommend!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Joanne W.

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

Lovely waterfront cottage

We had a great stay in this home near St Michael’s. It was comfortable and easy! Great location 5 mins from town. It’s on a creek (think river) off the Chesapeake and was equipped with paddle boards and kayaks. Thoroughly relaxing and fun!
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Jennifer A.

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

Charming Waterfront Oasis!

What a spectacular home that helped create the perfect weekend for us in St. Michaels! We couldn't have been happier with the home and its surroundings. The layout was so comfortable and conducive to additional guests (there was just two of us). Everything was so clean and curated with an inviting flair. Being on the waterfront was a dream - the owner knows how to provide all the right amenities to ensure his guests have an exceptional stay. The deck, and firepit near the water, plus the paddle boards, and kayaks made it so easy for us to enjoy the beautiful scenery. Sunrises are amazing in this setting as well. The home was equipped with every detail you could think of: kitchen stocked with all the right equipment, plenty of nooks to dine, and the bed was so comfortable. There were even phone charges in various places making it so convenient.The street was so peaceful and quiet and just minutes away from downtown St. Michaels.Thank you for such a lovely stay! The only mistake we made is that we didn't stay longer. We'll make up for that next time.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Krisitna V.

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

Ideal stay between Virginia and Philadelphia

We had a lovely stay for a few days visiting family in Virginia and then heading back to PA. The house is very clean, it has a very peaceful atmosphere and decorated tastefully and also some touches of fun like the Jaws poster. I had room to do yoga in the living room or the back deck. Kitchen is renovated and this is a great space to hang out with family or friends. The house is about ten minutes outside of St. Michaels which is an easy drive and then you can head back to relax and have a great view of Oak Creek. I am sure the owners will continue making small improvements to this house over time and I would definitely stay here again. It's very well taken care of I would recommend this house for adults and well behaved children. The only downside for me due to my arthritis was the stairs but it was manageable.
Stayed 3 nights in Aug 2023
Verified

8/10 Good

Claudia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location and comfortable. Brandon extremely responsive.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Craig W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed Castaway Cottage and had a great vacation! We love the proximity to the beach, the Trading Post, Weber’s, and St. Joe Shrimp!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Morgan Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Immaculate, very responsive and proactive host, and a fabulous location!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Al C.

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

Fantastic House Resort

We've stayed at this home before and really enjoy everything.
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Craig W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great place to stay!! Close to town and very well equipped. We’ll be back!!
Back yard
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Verified traveler

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

Great stay

Brandon is a fantastic host and the home is very comfortable. We had a very relaxing time. Access to St Michael’s and neighboring towns was great.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Al C.

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

Fantastic property

We were very pleased, the owner was super easy to work with and the property was exactly as described. We plan to visit again and highly recommend this gorgeous waterfront property.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Lunda V.

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

Wedding Weekend

We enjoyed this home, clean, nice, and cozy.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Kristin B.

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

Waterfront near St. Michael's MD

We had a wonderful Memorial Day Weekend staying at this property. The host was quick to respond to any question and very accomodating. Would rent from owner and the property again.
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Tresha D.

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

Beautiful Home on water

This is a lovely 2 bedroom home with wonderful views. Just minutes from downtown St Michaels!
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

Letitia M.

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

Serene spot

Wonderful little house overlooking the water. It has everything you need and the backyard is spectacular. We spent a lot of time just sitting and watching the water. Quick drive down just down the road from St. Michaels.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Linda H.

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

Peaceful

Beautifully appointed home. Host addressed issue promptly. Would certainly consider renting again
Stayed 3 nights in Jul 2023