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Saint Michaels Vacation Rentals

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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.

Save up to 57%

Best Vacation Home Deals in Saint Michaels

Nov 4 - Nov 11

-57%

~~$1,154~~

$502 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Grill, Yard & Pool

5.0

"Excellent" (88 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Jul 22 - Jul 29

-33%

~~$1,506~~

$1,004 per night

Farmhouse ∙ 6 guests ∙ 3 bedrooms

Farm in Saint Michaels with Yard, Pool & Grill + Amazing Views

5.0

"Excellent" (4 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Apr 15 - Apr 22

-33%

~~$967~~

$653 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Bozman with Wood-Burning Fireplace

4.0

"Very good" (4 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Find a dreamlike property from $218 per night by exploring the 168 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 57%.

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Top-Rated Rentals and Accommodations in Saint Michaels

Jul 9 - Jul 16

$383 per night

House ∙ 5 guests ∙ 2 bedrooms

House in Saint Michaels

4.8

"Excellent" (24 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Free cancellation

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Aug 6 - Aug 13

$425 per night

House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Saint Michaels with Yard + Water Views

4.8

"Excellent" (6 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Free cancellation

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Apr 1 - Apr 8

$441 per night

House ∙ 4 guests ∙ 2 bedrooms

Charming House in Saint Michaels with Private Pool

5.0

"Excellent" (2 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Recommended Vacation Rentals in Saint Michaels

Find your perfect vacation rental in Saint Michaels: from $217 per night

Dec 23 - Dec 30

$229 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Saint Michaels with Grill & Yard

5.0

"Excellent" (371 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Apr 23 - Apr 30

-35%

~~$567~~

$398 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Saint Michaels with Private Pool

Saint Michaels, St. Michaels, Maryland, United States

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Apr 21 - Apr 28

$269 per night

House ∙ 4 guests ∙ 2 bedrooms

Historic Vacation Home in Saint Michaels with Grill, Yard & Pool

4.9

"Excellent" (43 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Apr 23 - Apr 30

-51%

~~$1,784~~

$875 per night

House ∙ 10 guests ∙ 5 bedrooms

Pleasant Vacation Home in St. Michaels with Formal Garden

5.0

"Excellent" (9 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Apr 23 - Apr 30

-28%

~~$900~~

$647 per night

House ∙ 8 guests ∙ 5 bedrooms

House in St. Michaels with Yard & Grill

4.9

"Excellent" (18 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Apr 15 - Apr 22

-63%

~~$707~~

$261 per night

Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Saint Michaels with Yard

4.8

"Excellent" (27 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Aug 18 - Aug 25

$593 per night

House ∙ 8 guests ∙ 4 bedrooms

House in Saint Michaels with Yard & Grill

5.0

"Excellent" (10 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Mar 24 - Mar 31

$697 per night

House ∙ 4 guests ∙ 4 bedrooms

House in Bozman with Private Balcony + Panoramic Views

4.6

"Outstanding" (32 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Aug 6 - Aug 13

$249 per night

Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Saint Michaels + Harbor View

Saint Michaels, St. Michaels, Maryland, United States

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Saint Michaels

Nov 4 - Nov 11

-57%

~~$1,154~~

$502 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Grill, Yard & Pool

5.0

"Excellent" (88 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Jul 22 - Jul 29

-33%

~~$1,504~~

$1,003 per night

Farmhouse ∙ 6 guests ∙ 3 bedrooms

Farm in Saint Michaels with Yard, Pool & Grill + Amazing Views

5.0

"Excellent" (4 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Feb 3 - Feb 10

-19%

~~$268~~

$218 per night

Bed & Breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Saint Michaels with Patio & Yard

4.6

"Outstanding" (50 ratings)

Saint Michaels, St. Michaels, Maryland, United States

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Saint Michaels and book a vacation rental with air conditioning.

Mar 9 - Mar 16

$229 per night

House ∙ 4 guests ∙ 2 bedrooms

House in Saint Michaels with Grill & Yard

5.0

"Excellent" (371 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Air conditioning

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Apr 12 - Apr 19

$382 per night

Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Saint Michaels with Yard, Pool & Grill

4.9

"Excellent" (166 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Air conditioning

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Apr 23 - Apr 30

-35%

~~$618~~

$400 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Saint Michaels with Private Pool

Saint Michaels, St. Michaels, Maryland, United States

Air conditioning

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Saint Michaels accommodation with high-speed internet.

Apr 21 - Apr 28

$269 per night

House ∙ 4 guests ∙ 2 bedrooms

Historic Vacation Home in Saint Michaels with Grill, Yard & Pool

4.9

"Excellent" (43 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Internet

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Apr 23 - Apr 30

-43%

~~$1,555~~

$881 per night

House ∙ 10 guests ∙ 5 bedrooms

Pleasant Vacation Home in St. Michaels with Formal Garden

5.0

"Excellent" (9 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Internet

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Mar 24 - Mar 31

-27%

~~$729~~

$532 per night

House ∙ 9 guests ∙ 6 bedrooms

Historic House in Saint Michaels with Pool, Yard & Grill + Water Views

4.7

"Outstanding" (114 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Internet

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Saint Michaels rental with full kitchen.

Apr 23 - Apr 30

-48%

~~$1,102~~

$570 per night

House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Saint Michaels with Private Pool + Spectacular Views

4.6

"Outstanding" (46 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Kitchen

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Apr 23 - Apr 30

-30%

~~$925~~

$650 per night

House ∙ 8 guests ∙ 5 bedrooms

House in St. Michaels with Yard & Grill

4.9

"Excellent" (18 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Kitchen

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Mar 25 - Apr 1

-66%

~~$1,788~~

$614 per night

House ∙ 8 guests ∙ 5 bedrooms

House in Saint Michaels with Yard, Grill & Pool

5.0

"Excellent" (72 ratings)

Saint Michaels, St. Michaels, Maryland, United States

Kitchen

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Popular Rental Amenities in Saint Michaels

Internet (155)
Air conditioning (153)
TV (143)
Yard (114)
Pool (95)
No smoking (89)
Fireplace (88)
Balcony/Patio (85)
Fishing (67)
Kitchen (55)
No pets (54)
Microwave (53)

Filters are available so you can tailor your search and find a great accommodation in Saint Michaels. In Saint Michaels, 155 rentals offer "Internet". So, if you need internet access during your vacation, use the Internet filter to compare these rentals. Plan your vacation in advance if you enjoy soaking in the hot tub or you want to sweat it out in a sauna. There are just 1 listed accommodations with "Hot tub" and 14 accommodations with "Smoking."

The Weather in Saint Michaels

- 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 May while the driest month is November.

7-Day Weather Forecast in Saint Michaels

Fri, 24 Mar

51°

48°

Sat, 25 Mar

60°

44°

Sun, 26 Mar

57°

48°

Mon, 27 Mar

51°

42°

Tue, 28 Mar

53°

44°

Wed, 29 Mar

50°

42°

Thu, 30 Mar

55°

37°

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Accommodations for your vacation in Saint Michaels

33 among the 168 listed rentals in Saint Michaels are house rental. They account for more than half of the accommodation types in this destination (50.77%). Interestingly, the average cost of this specific type of property is $1,037 a night, with an average size of 292 m². Moreover, the majority of house rental in this destination can host 7 people, which makes it a wonderful destination for large groups. Bed & Breakfast represent the other most frequent property type in Saint Michaels. While house rental in Saint Michaels have an average size of 292 m², bed & breakfast have an average size of 103 m².

What are the best places to discover the arts and culture of Saint Michaels?

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.

What are the best activities for families in Saint Michaels?

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.

Where are the unique attractions in Saint Michaels?

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.

Information about vacation rentals in Saint Michaels

🏡 Vacation rentals	168 properties
💳 Possible discounts	up to 46%
🌙 Nightly prices starting at	$217
⭐ Popular amenities	Internet, Air conditioning and TV
🐾 Pet friendly accommodations	39 properties
🏊 Vacation rentals with pools	106 properties

Frequently Asked Questions

What is the average price per night for a vacation rental in Saint Michaels?

The average accommodation in Saint Michaels is priced at $217 per night. If you are looking for a house rental, the nightly price is $1,037 on average. A bed & breakfast Saint Michaels will cost on average $312 per night.

How many vacation homes are available to book in Saint Michaels?

There are currently 168 vacation rentals from 5 different providers in Saint Michaels.

What amenities are most popular for vacation rentals in Saint Michaels?

Travelers look for Internet, Air conditioning, and TV when booking a vacation rental in Saint Michaels.

How many vacation rentals with a pool are in Saint Michaels?

There are 106 rentals from 5 providers in Saint Michaels.

Are dogs allowed in vacation homes in Saint Michaels?

If traveling with a dog in Saint Michaels, 23% of vacation homes are pet-friendly.

What's the best month to travel to Saint Michaels?

If you are booking a vacation home in Saint Michaels, keep in mind that rainy season is usually in May or December, with November often being the driest.

We list offers from thousands of providers, including:

max. Min. 45° 28° 12 days 12	max. Min. 46° 30° 12 days 12	max. Min. 54° 36° 10 days 10	max. Min. 68° 46° 11 days 11	max. Min. 77° 57° 14 days 14	max. Min. 84° 64° 11 days 11	max. Min. 88° 72° 10 days 10	max. Min. 86° 68° 10 days 10	max. Min. 81° 63° 8 days 8	max. Min. 68° 52° 9 days 9	max. Min. 57° 39° 7 days 7	max. Min. 52° 37° 13 days 13
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

Saint Michaels Vacation Rentals

Choose the perfect vacation rental

St. Michaels vacation homes combine festivals with pristine beaches

Best Vacation Home Deals in Saint Michaels

Top-Rated Rentals and Accommodations in Saint Michaels

Recommended Vacation Rentals in Saint Michaels

Budget-friendly Vacation Rentals in Saint Michaels

Vacation rentals and apartments with air conditioning

Vacation rentals with Wi-Fi

Apartments and vacation rentals with a kitchen

Popular Rental Amenities in Saint Michaels

The Weather in Saint Michaels

7-Day Weather Forecast in Saint Michaels

Accommodations for your vacation in Saint Michaels

Oyster festivals and maritime history

Forts and seaside amusements in Chesapeake Bay

Boating trips in St. Michaels

Information about vacation rentals in Saint Michaels

Frequently Asked Questions

What is the average price per night for a vacation rental in Saint Michaels?

How many vacation homes are available to book in Saint Michaels?

What amenities are most popular for vacation rentals in Saint Michaels?

How many vacation rentals with a pool are in Saint Michaels?

Are dogs allowed in vacation homes in Saint Michaels?

What's the best month to travel to Saint Michaels?

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