Saint Michaels Vacation Rentals

Compare 66 available properties from 15 providers
Saint Michaels

Find a dreamlike property from $81 per night by exploring the 66 options featured in Saint Michaels. Every one of the properties from our partner websites are instantaneously compared by our algorithm to help you save up to 10%.

Recommended Vacation Rentals in Saint Michaels

Rent a vacation accommodation in Saint Michaels: from $81 per night

Fishing
House ∙ 5 guests ∙ 2 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $272
VRBO
4.8
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Fishing
House ∙ 5 guests ∙ 2 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $272
VRBO
4.7
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Fishing
House ∙ 6 guests ∙ 4 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $329
VRBO
4.9
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Vacation Houses With Pools

Pool
House ∙ 8 guests ∙ 3 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $286
VRBO
4.5
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Pool
House ∙ 8 guests ∙ 5 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $863
VRBO
4.0
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Pool
House ∙ 9 guests ∙ 4 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $507
VRBO
4.8
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 9 guests ∙ 6 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $397
VRBO
4.4
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Fireplace
House ∙ 12 guests ∙ 5 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $601
VRBO
5.0
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Fireplace
House ∙ 10 guests ∙ 5 bedrooms
Saint Michaels, St. Michaels, Maryland, United States
from $1,108
VRBO
5.0
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Popular Rental Amenities in Saint Michaels

  • Parking (34)
  • Internet (33)
  • AC (31)
  • TV (30)
  • No smoking (29)
  • Yard (24)
  • Kitchen (23)
  • Microwave (20)
  • Washer (19)
  • Grill (18)
  • Dishwasher (18)
  • Pool (17)
Filters are available so you can tailor your search and find a great accommodation in Saint Michaels. In Saint Michaels, 61 rentals offer "TVs". So, if you never miss an episode of your favorite show, use the TVs filter to compare these rentals. Plan your vacation in advance if you love sweating the stress away in saunas or you enjoy soaking in the hot tub. There are just 1 listed accommodations with "saunas" and 5 accommodations with "Jacuzzis."

The Weather in Saint Michaels

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28°
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54°
36°
68°
46°
77°
57°
84°
64°
88°
72°
86°
68°
81°
63°
68°
52°
57°
39°
52°
37°
Jan.
Feb.
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Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. The highest average temperatures are in the month of July. January is the coolest month, with average minimal temperature reaching 28°. The rainiest month is July while the driest month is November.

Accommodations in Saint Michaels

28 among the 66 listed rentals in Saint Michaels are house rentals. They account for more than half of the accommodation types in this destination (57.14%). Interestingly, the average cost of this specific type of property is $571 a night, with an average size of 2,750 ft². Moreover, the majority of house rentals in this destination can host 8 people, which makes it a wonderful destination for large groups. Hotel rooms represent the other most frequent property type in Saint Michaels. While house rentals in Saint Michaels have an average size of 2,750 ft², hotel rooms have an average size of 200 ft².

St. Michaels vacation homes combine festivals with pristine beaches

Your vacation home overlooking the water in sequestered St. Michaels is among the most picturesque spots in Maryland. Whether you are after the coast's most succulent oysters, ocean views or maritime history, your vacation home in St. Michaels positions you perfectly for both cultural and coastal explorations.

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Art & Culture

Oyster festivals and maritime history

Every October, St. Michaels hosts OysterFest at the Chesapeake Bay Maritime Museum. This tradition goes back as far as the town's oystering tradition, so you're a part of history when you slurp a briny beauty amid the collection of vessels and tonging demonstrations.

Family Activities

Forts and seaside amusements in Chesapeake Bay

Children love Chesapeake Bay Maritime Museum, which overlooks the coastline featured in its exhibits. Spend days boating on the water, or explore the beaches at Sandy Point State Park. There are numerous hiking trails to explore, with exceptional views of the water, and Fort McHenry is within range, too.

The fort was prominent in the Battle of Baltimore in 1814, and has since remained a bastion of cultural heritage, inspiring a poem by Francis Scott Key. See if you can spot Thomas Point Shoal Light, which has guided many a boat into the safe embrace of the local harbors, where families stroll, ice cream in hand.

Local Attractions

Boating trips in St. Michaels

Miles River Yacht Club is your launchpad for forays into the brilliant blue water that surrounds your vacation home in St. Michaels. Whether it's a fishing vessel or a canoe that you decide to charter, Tide Mill Cove is a charming inlet to explore, before voyaging further afield to Fairview Point.

You can also explore Miles River Sanctuary, fishing for clams and crabs as you follow the Water Trail. There are a number of paddling routes around St. Michaels, where you can see osprey fishing, goose nests and great blue herons. Look out for eagles and swans too in St. Michaels Harbor.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Saint Michaels VRBO Vacation Rentals in Saint Michaels HomeAway Vacation Rentals in Saint Michaels TripAdvisor Vacation Rentals in Saint Michaels VacationRentals.com Vacation Rentals in Saint Michaels HouseTrip Vacation Rentals in Saint Michaels FlipKey Vacation Rentals in Saint Michaels 9flats.com Vacation Rentals in Saint Michaels VaycayHero Vacation Rentals in Saint Michaels PerfectPlaces.com Vacation Rentals in Saint Michaels Homestay.com Vacation Rentals in Saint Michaels Only-apartments Vacation Rentals in Saint Michaels Interhome Vacation Rentals in Saint Michaels Bedycasa Vacation Rentals in Saint Michaels Novasol Vacation Rentals in Saint Michaels HomeEscape Vacation Rentals in Saint Michaels

Vacation Destinations Near Saint Michaels