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Saint Michaels Vacation Rentals

Find 143 available offers from 5 partners
Saint Michaels
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Farmhouse
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

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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Best Vacation Home Deals in Saint Michaels

Save up to 59%

House Saint Michaels
Mar 2 - Mar 9
-59%
$750
$311 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Saint Michaels with Yard & Grill
4.9
Outstanding (37 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Oct 1 - Oct 8
-39%
$709
$430 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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Cottage Saint Michaels
Mar 30 - Apr 6
-45%
$1,153
$631 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Saint Michaels with Grill, Yard & Pool
5.0
Outstanding (135 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Find a dreamlike property from $144 per night by exploring the 143 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 59%.

Top-Rated Rentals and Accommodations in Saint Michaels

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House Saint Michaels
Mar 30 - Apr 6
$229 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Saint Michaels with Grill & Yard
5.0
Outstanding (386 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Apr 5 - Apr 12
$287 per night
House ∙ 4 guests ∙ 2 bedrooms
Historic Vacation Home in Saint Michaels with Grill, Yard & Pool
4.8
Outstanding (57 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Apartment Saint Michaels
Jun 15 - Jun 22
$252 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in Saint Michaels + Harbor View
5.0
Outstanding (4 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 $144 per night

Apartment Saint Michaels
Aug 3 - Aug 10
$252 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Nice Apartment in Saint Michaels
4.8
Outstanding (4 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Oct 14 - Oct 21
-50%
$840
$419 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Saint Michaels with Yard, Grill & Pool + Wonderful Views
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Mar 23 - Mar 30
-21%
$352
$277 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Saint Michaels with Yard & Grill
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jun 15 - Jun 22
$820 per night
House ∙ 9 guests ∙ 5 bedrooms
House in St. Michaels with Yard & Grill
4.9
Outstanding (19 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Nov 4 - Nov 11
$886 per night
House ∙ 10 guests ∙ 5 bedrooms
Pleasant Vacation Home in St. Michaels with Formal Garden
5.0
Outstanding (10 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Sep 14 - Sep 21
-17%
$707
$588 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Saint Michaels with Yard & Grill
4.9
Outstanding (13 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Nov 4 - Nov 11
-17%
$722
$598 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Saint Michaels with Grill, Yard & Pool
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Jun 1 - Jun 8
$558 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Saint Michaels
5.0
Outstanding (1 rating)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Nov 4 - Nov 11
$1,012 per night
House ∙ 12 guests ∙ 6 bedrooms
House in Saint Michaels with Grill & Pool
Saint Michaels, St. Michaels, Maryland, United States
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Budget-friendly Vacation Rentals in Saint Michaels

Find Fantastic yet Inexpensive Offers

Farmhouse Saint Michaels
Nov 4 - Nov 11
-33%
$1,500
$1,005 per night
Farmhouse ∙ 6 guests ∙ 3 bedrooms
Farm in Saint Michaels with Yard, Pool & Grill + Amazing Views
5.0
Outstanding (4 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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House Saint Michaels
Dec 14 - Dec 21
$367 per night
House ∙ 4 guests ∙ 2 bedrooms
Charming House in Saint Michaels with Private Pool
5.0
Outstanding (2 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Free cancellation
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Apartment Saint Michaels
Dec 14 - Dec 21
-23%
$333
$255 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Beautiful Apartment in Saint Michaels
5.0
Outstanding (3 ratings)
Saint Michaels, St. Michaels, Maryland, United States
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Vacation rentals with Wi-Fi

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

Cottage  Saint Michaels
Jan 27 - Feb 3
$225 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Beautiful Cottage in Wittman with Private Pool + Water Views
4.9
Outstanding (239 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Internet
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House  Saint Michaels
Mar 23 - Mar 30
$1,005 per night
House ∙ 12 guests ∙ 8 bedrooms
House in Wittman with Grill, Yard & Pool
4.5
Excellent (69 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Internet
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House  Saint Michaels
Dec 4 - Dec 11
-22%
$450
$350 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Easton with Private Patio + Water Views
5.0
Outstanding (109 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Internet
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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.

Bed and breakfast  Saint Michaels
Dec 14 - Dec 21
$321 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
B&B in Saint Michaels with Patio, Yard & Pool + Garden Views
4.2
Very good (57 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Air conditioning
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Bed and breakfast  Saint Michaels
Dec 14 - Dec 21
-25%
$310
$233 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Charming Bed And Breakfast in Saint Michaels with Pool, Patio & Yard
4.2
Very good (57 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Air conditioning
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House  Saint Michaels
Oct 14 - Oct 21
$1,514 per night
House ∙ 12 guests ∙ 6 bedrooms
Vacation Home in Easton with Grill, Pool & Yard
Saint Michaels, St. Michaels, Maryland, United States
Air conditioning
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Saint Michaels with their own private patios and balconies.

House  Saint Michaels
Nov 4 - Nov 11
-46%
$1,400
$754 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in Arcadia Shores with Pool, Grill & Yard + Great Views
5.0
Outstanding (139 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
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House  Saint Michaels
Sep 21 - Sep 28
-41%
$502
$298 per night
House ∙ 10 guests ∙ 5 bedrooms
House in Bozman with Yard & Grill + Beautiful Views
5.0
Outstanding (77 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
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House  Saint Michaels
Nov 4 - Nov 11
-50%
$799
$402 per night
House ∙ 6 guests ∙ 4 bedrooms
Vacation Home in Saint Michaels with Yard & Grill
4.7
Excellent (27 ratings)
Saint Michaels, St. Michaels, Maryland, United States
Balcony/Patio
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Popular Rental Amenities in Saint Michaels

  • Pet-friendly (27)
  • Pool (90)
  • Air conditioning (138)
  • WiFi (142)
  • TV (127)
  • No smoking (78)
  • Kitchen (43)
  • Washing machine (49)
  • Microwave (39)
  • Fishing (53)
  • Grill (39)
  • Fireplace (93)

Filters are available so you can tailor your search and find a great accommodation in Saint Michaels. In Saint Michaels, 27 rentals offer "Pets allowed". So, if you are looking for a pet-friendly rental, use the Pets allowed filter to compare these rentals. Plan your vacation in advance if you want to sweat it out in a sauna or you'd want to smoke inside. There are just 13 listed accommodations with "Sauna" and 1 accommodations with "Smoking."

The Weather in Saint Michaels

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.
- 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

Wed, 27 Sep
69°
60°

15%

2 h

12 mi/h

Thu, 28 Sep
71°
62°

15%

6 h

13 mi/h

Fri, 29 Sep
71°
64°

15%

1 h

13 mi/h

Sat, 30 Sep
75°
62°

0%

11 h

11 mi/h

Sun, 1 Oct
77°
64°

0%

11 h

7 mi/h

Mon, 2 Oct
73°
64°

0%

11 h

7 mi/h

Tue, 3 Oct
73°
60°

10%

11 h

8 mi/h

Accommodations for your vacation in Saint Michaels

28 among the 143 listed rentals in Saint Michaels are house rental. They account for more than half of the accommodation types in this destination (54.9%). Interestingly, the average cost of this specific type of property is $1,068 a night, with an average size of 286 m². Moreover, the majority of house rental in this destination can host 8 people, which makes it a wonderful destination for large groups. Bed and breakfast rental represent the other most frequent property type in Saint Michaels. While house rental in Saint Michaels have an average size of 286 m², bed and breakfast rental 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 available 143 homes
💳 Possible discounts up to 59%
🌙 Nightly prices starting at $144
⭐ Popular amenities Pets allowed, Pool and Air conditioning
🐾 Pet friendly homes 26 homes
🏊 Vacation rentals with pools 91 homes

Frequently Asked Questions

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

The price of a night's stay in Saint Michaels starts at $144. If you’re interested in a house rental, the average price is $1,068 per night. A bed and breakfast rental Saint Michaels will cost $304 per night on average.

How many vacation rentals are available for booking in Saint Michaels?

Currently there are 143 rentals in Saint Michaels to choose from and book for your next trip.

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

If you're looking to book a vacation rental in Saint Michaels, others search for homes with these amenities: Pool, Pets allowed and Air conditioning.

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

There are 91 vacation homes across 5 providers in Saint Michaels.

Are dogs allowed in vacation homes in Saint Michaels?

Yes, currently there are 26 rentals in Saint Michaels that allow pets , with an average nightly rate of $666.

When is it better to travel to Saint Michaels?

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

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