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Charming Waterfront Cottage Retreat near St. Michaels

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Fridge, microwave, oven, stovetop
Exterior
Fridge, microwave, oven, stovetop
Interior
1 bedroom, WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom2 bathrooms800 sq ft

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Parking available
  • Outdoor Space

Explore the area

Map
Bozman, MD
  • St. Michaels Marina
    ‪20 min drive‬
  • Chesapeake Bay Maritime Museum
    ‪20 min drive‬
  • St. Michaels Winery
    ‪21 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪44 min drive‬

Room options

About the neighborhood

Bozman

In Bozman .At this Bozman cottage, you'll be within 6 miles (10 km) of Neavitt Park and 9 miles (15 km) of Perry Cabin Park. Also within 9 miles (15 km) are CL Open Field and Saint Michaels Town Hall.
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What's nearby

  • St. Michaels Marina - 20 min drive - 9.2 miles
  • Chesapeake Bay Maritime Museum - 20 min drive - 9.2 miles
  • St. Michaels Museum - 20 min drive - 9.4 miles
  • St. Michaels Winery - 21 min drive - 9.6 miles
  • Saint Michaels Village - 22 min drive - 10.4 miles

Getting around

  • Cambridge Station - 56 min drive
  • Easton, MD (ESN-Easton - Newnam) - 31 min drive

Restaurants

  • ‪Foxy's - ‬17 min drive
  • ‪Chesapeake Landing Restaurant - ‬13 min drive
  • ‪The Blue Crab - ‬17 min drive
  • ‪Carpenter Street Saloon - ‬17 min drive
  • ‪The Crab Claw - ‬17 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.

Charming Waterfront Cottage Retreat near St. Michaels

Discover the ultimate getaway at this stunning waterfront cottage on Maryland’s picturesque Eastern Shore, nestled minutes from the historic town of St. Michaels. Wake up to panoramic water views from your bedroom and sip your morning coffee in the spacious sunroom as the sun rises over the tranquil Broad Creek.

Inside, the light-filled interiors boast modern finishes with a rustic charm, featuring a gourmet kitchen with a butcher block island, vaulted ceilings, and an open floor plan perfect for romantic weekend for two. Unwind by the cozy fire stove, enjoy an optional chef-prepared gourmet meal in the kitchen served at your table, or simply relax in the sunlit living room with floor-to-ceiling windows showcasing breathtaking views of the water.

Step outside to explore a nature preserve, a back cove, access to a 226-foot private dock perfect for kayaking, paddle-boarding, crabbing, fishing, or watching the sunset. Enjoy a leisurely afternoon in the beautifully landscaped garden or stroll down to the nearby local attractions in St. Michaels, known for its charming shops, seafood restaurants, and maritime history.

This property offers a perfect blend of relaxation and adventure, whether you're lounging in the cozy cottage, exploring the scenic Chesapeake Bay, or indulging in the area's renowned cuisine. Come for the weekend, and let the serenity of this waterfront haven rejuvenate your spirit. See Travel & Leisure's guide to St Michaels: https://www.travelandleisure.com/st-michaels-maryland-travel-guide-8786805

Book your unforgettable retreat now and experience the magic of the Eastern Shore!

Property manager

Allison Lewis

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Property grounds

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
5.0 out of 5, Exceptional, 4 reviews
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Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Chef service

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace

Outdoor areas

  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near the bay
  • Near the marina

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Motor boating 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)

General

  • Garden
  • Property does not allow children
  • Unit size: 800 square feet

Policies

Special check-in instructions

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Remove leftover food and drinks
Turn off the lights and lock the doors
You do not need to strip the beds. Our cleaning staff with take care of all the linens

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.

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
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 private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Charming Waterfront Cottage Retreat near St. Michaels to the airport?

This cottage is 19.2 mi (31-min drive) away from the Easton, MD (ESN-Easton - Newnam) airport, the closest popular airport to the property.

Does Charming Waterfront Cottage Retreat near St. Michaels have an airport shuttle?

Airport shuttle services are not available at this cottage.

Does Charming Waterfront Cottage Retreat near St. Michaels offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Charming Waterfront Cottage Retreat near St. Michaels?

No, there is no casino at this cottage.

Is there free parking at Charming Waterfront Cottage Retreat near St. Michaels?

Free parking is not available at this cottage.

Does Charming Waterfront Cottage Retreat near St. Michaels have a pool?

This cottage does not have a pool.

Does Charming Waterfront Cottage Retreat near St. Michaels have a spa?

There are no spa services available at this cottage.

How close is Charming Waterfront Cottage Retreat near St. Michaels to downtown Bozman?

This cottage is 1.7 mi away from Bozman.

Charming Waterfront Cottage Retreat near St. Michaels Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Jennifer F.

Liked: Cleanliness

Serene Anniversary Getaway

My husband and I were delighted to stay in this beautiful home located on the most picturesque property for our 30th wedding anniversary. From the design of the house to the small details within it, making it feel like a home away from home, everything was perfect. We will stay here again should we revisit this area!
Stayed 3 nights in May 2025

10/10 Excellent

John S.

Liked: Cleanliness

Peaceful and Quiet

Great weekend get away if you’re just looking for some peace and quiet with some great scenery. The kitchen was immaculate and everything was as listed.
Stayed 3 nights in Apr 2025

10/10 Excellent

Laurie D.

Liked: Cleanliness

Beautiful cottage

Thank you for sharing your beautiful property and location with us. You definitely thought of everything when you were designing this cottage. I am looking forward to renting again for another getaway.
Stayed 3 nights in Apr 2025

10/10 Excellent

Laura M.

Liked: Cleanliness

"a little slice of heaven"

This property was everything we could ask for when visiting the Saint Michaels area. the location was great, about 15 minutes ride into town, and the views of the water magnificent! the cottage was beautiful, had everything we could want......or need. The only suggestion I would make is to have a patio area outside with a couple of chairs and perhaps a grill. The cottage is quite new, so I'm sure there may be plans for this in the future.
Stayed 3 nights in Apr 2025

10/10 Excellent

Marissa A.

Liked: Cleanliness

Perfect Waterfront Getaway – A Cottage Stay That Exceeded All Expectations!

Our stay at this beautiful cottage was truly unforgettable! The space was clean, cozy, and well-appointed, with every detail carefully considered. Nestled right on the water’s edge, every inch of the house was tastefully decorated and had all the amenities you could ask for. The tasteful decor, fully stocked kitchen, and comfortable bed made us feel right at home from the moment we arrived.The hosts went above and beyond to make this an enjoyable stay, with excellent communication and thoughtful touches. The outdoor space was a dream—perfect for a peaceful stroll along the water or a scenic walk down the tree-lined country road.A quick 20-minute minute drive to St. Michaels offers restaurants, charming shops, and plenty to explore. We look forward to visiting again and would highly recommend it to anyone who wants a serene and relaxing getaway!
Stayed 3 nights in Jan 2025