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12 Best cottages in Saint Michaels, MD
10 68 reviews
Saint Michaels, MD
07/01 – 07/05
$1186/nighttotal: $4744 (4 )
Accessible, 3 Season Screened-in Porch, Sauna, Fire Pit, Dog Friendly
2 2
cottage , Stevensville
This Stevensville, Maryland coastal cottage, a short drive from Annapolis and easily accessible to Kent Island wedding venues, offers convenient proximity to Queenstown Harbor Golf Links and Paul Reed Smith Guitars. This 1190-square-foot vacation home features two bedrooms, two bathrooms, and accommodates six guests, boasting a screened porch with fireplace, a private barrel sauna, and outdoor amenities including a BBQ grill and firepit.
Saint Michaels, MD
07/31 – 08/03
$1690/nighttotal: $5070 (3 )
Spacious 6-bedroom House/cottage In Charming Royal Oak With Wifi, Ac
6 10
cottage , Oxford
This Royal Oak cottage is located a short distance from St. Michaels Winery and Windon Distilling, and offers convenient access to Saint Marys Square and Church Cove Park. This 6-bedroom, 4-bathroom rental accommodates up to 14 guests and includes amenities such as WiFi, air conditioning, a jetted bathtub, and a washing machine, with nearby attractions including the Chesapeake Bay Maritime Museum.
10 14 reviews
Saint Michaels, MD
06/25 – 06/29
$604/nighttotal: $2416 (4 )
Cottage At Goose Neck Point
1 2
cottage , Oxford
This waterfront cottage is located on the Tred Avon River, a short drive from Easton and St. Michael’s, with easy access to local shops, restaurants, and a farmers market. It has received excellent ratings for user experience, location, and cleanliness. The cottage has one bedroom and one bathroom, accommodating up to two guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, parking, and access to outdoor recreation equipment like bikes, a paddleboard, and kayaks.
9.7 279 reviews
Saint Michaels, MD
06/24 – 06/28
$303/nighttotal: $1212 (4 )
Perfect Waterview Cottage - St. Michaels Getaway
2 3
cottage , Tilghman Island
Shipwright Cottage is located just eight miles from the charming town of St. Michaels, Maryland, offering a peaceful escape from the hustle and bustle of city life. The cottage consistently receives excellent ratings for location, cleanliness, and overall guest experience. The two-bedroom cottage comfortably sleeps four guests and spans 1,190 square feet. Shipwright Cottage provides a fully equipped kitchen, a screened porch, a spa, and access to kayaks, bicycles, and a bike trailer, allowing guests to enjoy both indoor and outdoor activities.
10 3 reviews
Saint Michaels, MD
08/07 – 08/09
$352/nighttotal: $704 (2 )
#2 Egret Cottage Harris Cove
1 2
cottage , Tilghman Island
This Tilghman Island lakefront cottage, an 11-minute drive from St. Michaels Marina and the Chesapeake Bay Maritime Museum, offers tranquil waterfront views and easy water access. This one-bedroom, one-bathroom house sleeps four and includes air conditioning, free Wi-Fi, a BBQ grill, and on-site parking; nearby attractions include the St. Michaels Museum, Avalon Theatre, Neavitt Park, and Perry Cabin Park.
Explore Family Cottages in Saint Michaels, MD
Finding the perfect cottage makes all the difference for a comfortable and memorable family trip to Saint Michaels, MD.
10 68 reviews
Saint Michaels, MD
07/01 – 07/05
$1186/nighttotal: $4744 (4 )
Accessible, 3 Season Screened-in Porch, Sauna, Fire Pit, Dog Friendly
2 2
cottage , Stevensville
This Stevensville, Maryland coastal cottage, a short drive from Annapolis and easily accessible to Kent Island wedding venues, offers convenient proximity to Queenstown Harbor Golf Links and Paul Reed Smith Guitars. This 1190-square-foot vacation home features two bedrooms, two bathrooms, and accommodates six guests, boasting a screened porch with fireplace, a private barrel sauna, and outdoor amenities including a BBQ grill and firepit.
9.7 279 reviews
Saint Michaels, MD
06/24 – 06/28
$303/nighttotal: $1212 (4 )
Perfect Waterview Cottage - St. Michaels Getaway
2 3
cottage , Tilghman Island
Shipwright Cottage is located just eight miles from the charming town of St. Michaels, Maryland, offering a peaceful escape from the hustle and bustle of city life. The cottage consistently receives excellent ratings for location, cleanliness, and overall guest experience. The two-bedroom cottage comfortably sleeps four guests and spans 1,190 square feet. Shipwright Cottage provides a fully equipped kitchen, a screened porch, a spa, and access to kayaks, bicycles, and a bike trailer, allowing guests to enjoy both indoor and outdoor activities.
Best Saint Michaels, MD cottages with a garden
10 68 reviews
Saint Michaels, MD
07/01 – 07/05
$1186/nighttotal: $4744 (4 )
Accessible, 3 Season Screened-in Porch, Sauna, Fire Pit, Dog Friendly
2 2
cottage , Stevensville
This Stevensville, Maryland coastal cottage, a short drive from Annapolis and easily accessible to Kent Island wedding venues, offers convenient proximity to Queenstown Harbor Golf Links and Paul Reed Smith Guitars. This 1190-square-foot vacation home features two bedrooms, two bathrooms, and accommodates six guests, boasting a screened porch with fireplace, a private barrel sauna, and outdoor amenities including a BBQ grill and firepit.
9.7 279 reviews
Saint Michaels, MD
06/24 – 06/28
$303/nighttotal: $1212 (4 )
Perfect Waterview Cottage - St. Michaels Getaway
2 3
cottage , Tilghman Island
Shipwright Cottage is located just eight miles from the charming town of St. Michaels, Maryland, offering a peaceful escape from the hustle and bustle of city life. The cottage consistently receives excellent ratings for location, cleanliness, and overall guest experience. The two-bedroom cottage comfortably sleeps four guests and spans 1,190 square feet. Shipwright Cottage provides a fully equipped kitchen, a screened porch, a spa, and access to kayaks, bicycles, and a bike trailer, allowing guests to enjoy both indoor and outdoor activities.
10 14 reviews
Saint Michaels, MD
06/25 – 06/29
$604/nighttotal: $2416 (4 )
Cottage At Goose Neck Point
1 2
cottage , Oxford
This waterfront cottage is located on the Tred Avon River, a short drive from Easton and St. Michael’s, with easy access to local shops, restaurants, and a farmers market. It has received excellent ratings for user experience, location, and cleanliness. The cottage has one bedroom and one bathroom, accommodating up to two guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, parking, and access to outdoor recreation equipment like bikes, a paddleboard, and kayaks.
Frequently Asked Questions about cottages in Saint Michaels, MD
What would be a good 1-day itinerary for visiting in and around Saint Michaels, MD?
Start your day with a stroll along the waterfront, stopping by the Chesapeake Bay Maritime Museum. Enjoy lunch at one of the charming restaurants on the harbor, maybe even try some local seafood. In the afternoon, take a boat tour of the harbor or visit the Saint Michaels Winery. Finish your day with a relaxing dinner at a waterfront restaurant and enjoy the beautiful sunset.
What are the can't-miss sights in Saint Michaels, MD?
The Chesapeake Bay Maritime Museum is a must-see, showcasing the rich maritime history of the area. The Saint Michaels Winery offers beautiful views and delicious wines. Take a walk along the harbor and admire the historic architecture of the town, including the quaint shops and restaurants.
What are the best cottages with a pool in Saint Michaels, MD?
Can you easily explore Saint Michaels, MD on foot or by bike?
Absolutely! Saint Michaels is a very walkable town. You can easily explore the harbor, shops, and restaurants on foot. Bike rentals are also available, allowing you to venture a bit further and explore the surrounding areas.
What are the best cottages with a jacuzzi in Saint Michaels, MD?
What activities are available in and around Saint Michaels, MD?
Besides the Chesapeake Bay Maritime Museum and the Saint Michaels Winery, you can enjoy boat tours, kayaking, fishing, and birdwatching. For those who prefer a more relaxed pace, there are plenty of shops, art galleries, and restaurants to explore. There's also a beautiful walking trail along the waterfront, perfect for a leisurely stroll.
What are the best cottages for families and kids in Saint Michaels, MD?
What famous towns or cities are near to Saint Michaels, MD?
Saint Michaels is located on Maryland's Eastern Shore, about 90 miles southeast of Baltimore and 120 miles northeast of Washington, D.C. You could easily make a day trip to Annapolis, the state capital, or visit the Eastern Shore's charming towns like Easton and Oxford.
What are the best pet friendly cottages in Saint Michaels, MD?
What are the most common amenities in cottages in Saint Michaels, MD?
Most cottages in Saint Michaels offer amenities like fully equipped kitchens, comfortable bedrooms, and private bathrooms. You'll often find outdoor spaces like decks or patios with views of the water. Some cottages may also have amenities like fireplaces, hot tubs, and boat docks.
What are the best cottages with parking in Saint Michaels, MD?
Traveler-Approved Cottages with a Hot Tub in Saint Michaels, MD
These cottages in Saint Michaels, MD feature private hot tubs, perfect for a relaxing soak after a day by the water.
10 14 reviews
Saint Michaels, MD
06/25 – 06/29
$604/nighttotal: $2416 (4 )
Cottage At Goose Neck Point
1 2
cottage , Oxford
This waterfront cottage is located on the Tred Avon River, a short drive from Easton and St. Michael’s, with easy access to local shops, restaurants, and a farmers market. It has received excellent ratings for user experience, location, and cleanliness. The cottage has one bedroom and one bathroom, accommodating up to two guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, parking, and access to outdoor recreation equipment like bikes, a paddleboard, and kayaks.
Compare Pet-Friendly Cottages in Saint Michaels, MD
Traveling with a pet to Saint Michaels, MD is simple at these cottages, featuring dog-friendly facilities.
10 68 reviews
Saint Michaels, MD
07/01 – 07/05
$1186/nighttotal: $4744 (4 )
Accessible, 3 Season Screened-in Porch, Sauna, Fire Pit, Dog Friendly
2 2
cottage , Stevensville
This Stevensville, Maryland coastal cottage, a short drive from Annapolis and easily accessible to Kent Island wedding venues, offers convenient proximity to Queenstown Harbor Golf Links and Paul Reed Smith Guitars. This 1190-square-foot vacation home features two bedrooms, two bathrooms, and accommodates six guests, boasting a screened porch with fireplace, a private barrel sauna, and outdoor amenities including a BBQ grill and firepit.
