Find Oceanfront Hotels in St. Michaels, MD

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Pick from 27 St. Michaels Oceanfront Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

View from property
Waterfront Estate. **WALK TO ST. MICHAELS!**
10.0 out of 10, Exceptional, (3)
"We had a great stay for a long weekend with extended family. The house was equipped with everything we needed both inside and out. We used the kayaks, rowboat, pool, large yard, outside tables and lounge chairs. It was too hot to use the screened in porch much, but it was a lovely space with lots of seating, new looking furniture, and barware. For a house that sleeps 12, the kitchen is a bit small and we had a little trouble finding adequate counter space for cooking for such a large group and...
Waterfront Estate. **WALK TO ST. MICHAELS!**
Fridge, microwave, oven, stovetop
Minutes from Downtown St. Michaels | Private Dock | Kayaks | 1000 Ft of Shorelin
10.0 out of 10, Exceptional, (11)
"This house and its serene surroundings are truly spectacular! All the comforts of home and the home is well loved. Secluded but close to center of Town. Only thing we missed is more queen size beds. Very clean and check in was so easy. Owner gave us tour of the house and some history of the area. Would definitely come back again!"
Minutes from Downtown St. Michaels | Private Dock | Kayaks | 1000 Ft of Shorelin
Smart TV, fireplace, DVD player, foosball
Minutes from Downtown St. Michael's | Game Room | Pool | Hot Tub | Pickle Ball C
10.0 out of 10, Exceptional, (6)
"Property and house were perfect for our family of 8 including kids, spouses and a baby! Lots of space for everyone to sleep and hang out! Property was lots of fun, game room, bikes, Kayaking, hot tub and fire pit. We will definitely be back. Owners live across the street and were wonderful; very warm and welcoming! You will not be dissapointed!"
Minutes from Downtown St. Michael's | Game Room | Pool | Hot Tub | Pickle Ball C
Beach
Downtown St. Michaels | Bikes | Kayaks | Private Pier
9.8 out of 10, Exceptional, (19)
"We had a wonderful visit. The location of the house was great - we were able to walk into town. The house itself was perfect; beautifully decorated and welcoming, we enjoyed both the inside amenities and the fabulous outdoor amenities. I highly recommend this home for your stay in St. Michaels."
Downtown St. Michaels | Bikes | Kayaks | Private Pier
Lake
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
9.8 out of 10, Exceptional, (23)
"This house was a very good fit for our family gathering. Well equipped kitchen helped for the T-day meal preps. Weather did not cooperate to allow much use of the wonderful yard. Very private location. Walkable to town but more than a mile each way."
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
Sun loungers, beach towels
Waterfront Property, kayaks, private dock, near town
9.8 out of 10, Exceptional, (148)
"We stayed here at the end of March with our family of 3 kids ages 3 to 13 and Grandma. Crabbing season doesn’t start until April so we found some things in the area were closed for the season, but it didn’t matter because we had a fantastic time at this magical waterfront property. They have taken great care of this historical property and filled it with so many interesting artifacts! We enjoyed fishing off the dock, and seeing ospreys, bald eagles, herons and numerous song birds. We brought our...
Waterfront Property, kayaks, private dock, near town
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (296)
"Mason and Michael at the front desk were extremely helpful."
The price is $683
$827 total
includes taxes & fees
Jun 4 - Jun 5
Inn at Perry Cabin
Pool
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
Minutes from Downtown St. Michaels | Pool | Hot Tub | Private Dock
Property grounds
Minutes from Downtown St. Michaels | Pool | Hot Tub
Minutes from Downtown St. Michaels | Pool | Hot Tub
Living area
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Most booked beach stays in St. Michaels in 2024

St. Michaels Oceanfront Hotels information

 

Oceanfront Hotels in St. Michaels

27

Highest price
$683
Cheapest price
$683
Number of guest reviews
456
Total number of hotels in St. Michaels
1,227

 

Frequently asked questions

What does St. Michaels offer sea lovers?
You can make your St. Michaels escape special by staying somewhere with ocean views. Be sure to choose an option overlooking the waterfront for a chance to enjoy your time at the water’s edge. After you’ve had your fill of the sea and beach, check out the boating and shopping in St. Michaels.
What are some of the most popular oceanview hotels in St. Michaels?
Inn at Perry Cabin is a 5-star luxury hotel just 11 minutes walk from Chesapeake Bay Maritime Museum. It offers a golf course, 3 outdoor tennis courts, a full-service spa, 2 bars, and a sauna.
What are the highlights to see in St. Michaels?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. Experience the area’s historical sites and boating, and make time for local attractions like Chesapeake Bay Maritime Museum and St. Michaels Winery. For additional things to see and do, consider a visit to St. Michaels Museum or Avalon Theatre.
Why should I choose an oceanview hotel for my St. Michaels vacation?
Spoil yourself with an oceanview room and enjoy incredible views of the sea during your vacation to St. Michaels. We make it easy to find the ideal hotel when you use our ocean view filter in the search results to narrow your search.

Recent reviews of St. Michaels hotels
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